## Molecule 1

**SMILES:** C1=CC=C(C=C1)C/C(=N/OS(=O)(=O)O)/S[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O

**IUPAC Name:** [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1Z)-2-phenyl-N-sulfooxyethanimidothioate

**Description:** Glucotropeolin is an aralkylglucosinolic acid that consists of 1-thio-beta-D-glucopyranose attached to a 2-phenyl-N-(sulfooxy)ethanimidoyl group at the anomeric sulfur. It is an aralkylglucosinolic acid and a member of benzenes. It is functionally related to a (Z)-desulfoglucotropeolin and a desulfoglucotropeolin. It is a conjugate acid of a glucotropeolin(1-). Benzyl glucosinolate is a natural product found in Lepidium meyenii, Carica papaya, and other organisms with data available.


**Response:** The given molecule is a complex organic compound with several distinct structural features. It consists of two main parts: a sugar moiety and a modified amino acid derivative.

1. **Sugar Moiety**: The structure includes a hexose sugar, specifically a pyranose form, which is a six-membered ring containing five carbon atoms and one oxygen atom. This sugar is characterized by multiple hydroxyl groups attached to the carbon atoms, specifically at the 3rd, 4th, and 5th positions, and a hydroxymethyl group at the 6th position. The stereochemistry of the sugar is specified by the configuration of the chiral centers, which are in the S and R configurations.

2. **Amino Acid Derivative**: The molecule also contains a modified amino acid structure. It features a phenyl group attached to a carbon that is part of a larger functional group. This carbon is also linked to a sulfooxy group, which is a sulfur atom double-bonded to two oxygen atoms and single-bonded to an oxygen atom that is further bonded to the nitrogen of an iminothioate group. The iminothioate group is characterized by a nitrogen atom double-bonded to a sulfur atom, forming a C=N-S linkage.

3. **Z Configuration**: The double bond in the iminothioate group is in the Z configuration, indicating that the higher priority groups on either side of the double bond are on the same side.

Overall, the given molecule is a glycoside with a complex aglycone part, combining features of a sugar and a modified amino acid, which contributes to its unique chemical properties and potential biological activities.

---

## Molecule 2

**SMILES:** C[C@]12CC[C@H](C1(C)C)C[C@H]2O

**IUPAC Name:** (1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol

**Description:** Borneol appears as a white colored lump-solid with a sharp camphor-like odor. Burns readily. Slightly denser than water and insoluble in water. Used to make perfumes. (-)-borneol is a borneol. It is an enantiomer of a (+)-borneol. (-)-Borneol is a natural product found in Artemisia douglasiana, Larix gmelinii, and other organisms with data available.


**Response:** The given molecule is a bicyclic compound, specifically a bicyclo[2.2.1]heptane structure. This means it consists of two fused rings, forming a seven-carbon framework. The bicyclic system is characterized by a bridgehead carbon atom and two additional bridgehead carbons, creating a compact, rigid structure.

The molecule has three methyl groups attached to it. Two of these methyl groups are located on the same carbon atom, which is part of the bridgehead, making it a 1,7,7-trimethyl substitution pattern. This contributes to the molecule's steric bulk and hydrophobic character.

Additionally, the molecule contains a hydroxyl group (-OH) attached to one of the bridgehead carbons, specifically the one that is not bearing a methyl group. This hydroxyl group classifies the molecule as an alcohol, contributing to its potential for hydrogen bonding and affecting its solubility and reactivity.

The stereochemistry of the molecule is specified by the (1S,4R) configuration, indicating the spatial arrangement of the substituents around the chiral centers. This stereochemistry is crucial for the molecule's biological activity and interaction with other chiral molecules, such as enzymes or receptors.

Overall, the given molecule is a bicyclic alcohol with specific stereochemistry and methyl substitutions, contributing to its unique chemical properties and potential biological activities.

---

## Molecule 3

**SMILES:** C1=CC=C(C=C1)OC2=CC=CC=C2

**IUPAC Name:** phenoxybenzene

**Description:** Diphenyl oxide appears as colorless liquid with a mild pleasant odor. May float or sink in water. Freezing point is 81 °F. (USCG, 1999) Diphenyl ether is an aromatic ether in which the oxygen is attached to two phenyl substituents. It has been found in muscat grapes and vanilla. It has a role as a plant metabolite. Diphenyl ether is a natural product found in Vitis vinifera and Mangifera indica with data available.


**Response:** The given molecule, diphenyl ether, consists of two phenyl rings connected by an oxygen atom, forming an ether linkage. Each phenyl ring is a six-carbon aromatic ring, which means it has alternating double and single bonds, characteristic of benzene derivatives. The oxygen atom is bonded to both phenyl rings, making it an ether. This structure results in a symmetrical molecule with a planar geometry around the ether linkage.

---

## Molecule 4

**SMILES:** C1=CC=C(C=C1)C[C@@H](C(=O)O)NC(=O)CC[C@@H](C(=O)O)N

**IUPAC Name:** (2S)-2-amino-5-[[(1S)-1-carboxy-2-phenylethyl]amino]-5-oxopentanoic acid

**Description:** Gamma-Glu-Phe is a dipeptide obtained by formal condensation of the side-chain carboxy group of L-glutamic acid with the amino group of L-phenylalanine. It has a role as a human urinary metabolite. It is a conjugate acid of a gamma-Glu-Phe(1-). gamma-Glutamylphenylalanine is a natural product found in Vigna radiata, Brassica napus, and other organisms with data available.


**Response:** The given molecule is a dipeptide composed of L-glutamic acid and L-phenylalanine. It features a peptide bond, which is an amide linkage formed between the carboxyl group of L-glutamic acid and the amino group of L-phenylalanine. 

Structurally, the molecule contains several key components:
1. **L-Glutamic Acid Moiety**: This part of the molecule includes an alpha-amino group, a central alpha carbon, and a side chain that contains a carboxylic acid group. The side chain is a gamma-carboxylic acid, which is characteristic of glutamic acid.

2. **L-Phenylalanine Moiety**: This part includes an alpha-amino group, a central alpha carbon, and a side chain that is a benzyl group (a phenyl group attached to a methylene group). 

3. **Peptide Bond**: The peptide bond is formed between the carboxyl group of the L-glutamic acid and the amino group of the L-phenylalanine. This bond is a key feature of peptides and proteins, linking amino acids together.

4. **Chirality**: The molecule has two chiral centers, one in each amino acid residue. The stereochemistry is specified as (2S) for both, indicating the spatial configuration of the chiral centers, which is typical for naturally occurring amino acids.

5. **Functional Groups**: The molecule contains several functional groups, including two carboxylic acid groups, two amino groups, and an amide linkage. These groups contribute to the molecule's chemical reactivity and solubility.

Overall, the given molecule is a small peptide composed of two amino acids, each contributing specific structural and chemical properties to the dipeptide.

---

## Molecule 5

**SMILES:** CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)COP(=O)(O)O[C@H]3C[C@@H](O[C@@H]3COP(=O)(O)O[C@H]4C[C@@H](O[C@@H]4COP(=O)(O)O[C@H]5C[C@@H](O[C@@H]5COP(=O)(O)O[C@H]6C[C@@H](O[C@@H]6COP(=O)(O)O)N7C=C(C(=O)NC7=O)C)N8C=C(C(=O)NC8=O)C)N9C=C(C(=O)NC9=O)C)N1C=C(C(=O)NC1=O)C)O

**IUPAC Name:** [(2R,3S,5R)-3-[hydroxy-[[(2R,3S,5R)-3-[hydroxy-[[(2R,3S,5R)-3-[hydroxy-[[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl [(2R,3S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-2-(phosphonooxymethyl)oxolan-3-yl] hydrogen phosphate

**Description:** (dT)5 is an oligonucleotide comprising five deoxythymidylic acid residues linked 5'->3'. It contains a thymidine 5'-monophosphate residue, a dTMP 5'-end residue and a dTMP 3'-end residue.


**Response:** The given molecule is a complex oligonucleotide structure composed of multiple nucleotide units linked together. It is a synthetic analogue of the DNA polymerase inhibitor tenofovir, specifically designed to mimic the natural nucleotide structure.

1. **Nucleotide Structure**: The molecule consists of multiple nucleotide units, each containing a sugar moiety (ribose or deoxyribose) linked to a nitrogenous base. In this case, the base is a modified pyrimidine, specifically a 5-methyl-2,4-dioxopyrimidine, which is similar to thymidine.

2. **Sugar Moiety**: The sugar component is an oxolane ring, which is a five-membered ring structure typical of the ribose or deoxyribose found in nucleotides. The stereochemistry of the sugar is specified, indicating the spatial arrangement of the hydroxyl groups and other substituents.

3. **Phosphate Groups**: The molecule contains multiple phosphate groups, which are essential for forming the backbone of the nucleotide chain. These phosphate groups are linked through phosphodiester bonds, which are crucial for the stability and function of nucleic acids.

4. **Phosphonate Moiety**: The presence of a phosphonate group is notable. This group is a phosphorus atom bonded to three oxygen atoms, one of which is linked to the sugar moiety. Phosphonates are known for their stability and resistance to enzymatic degradation, which is a desirable property in antiviral drugs.

5. **Methyl Substitution**: The presence of a methyl group on the pyrimidine base is a key feature. This modification can affect the molecule's interaction with enzymes and its overall biological activity.

6. **Chirality**: The molecule has several chiral centers, which are indicated by the stereochemical descriptors (R and S). These chiral centers are crucial for the molecule's biological function, as they determine the three-dimensional shape and how the molecule interacts with biological targets.

Overall, the given molecule is a highly modified nucleotide analogue designed to mimic natural nucleotides but with specific modifications to enhance its stability and activity as a pharmaceutical agent.

---

## Molecule 6

**SMILES:** CCCCCCCC/C=C\CCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@@H](C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)([O-])[O-])O

**IUPAC Name:** [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-2-[[[[(3R)-4-[[3-[2-[(Z)-hexacos-17-enoyl]sulfanylethylamino]-3-oxopropyl]amino]-3-hydroxy-2,2-dimethyl-4-oxobutoxy]-oxidophosphoryl]oxy-oxidophosphoryl]oxymethyl]-4-hydroxyoxolan-3-yl] phosphate

**Description:** (17Z)-hexacosenoyl-CoA(4-) is an acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (17Z)-hexacosenoyl-CoA It is a C26:1-CoA(4-) and a very long-chain fatty acyl-CoA(4-). It is a conjugate base of a (17Z)-hexacosenoyl-CoA.


**Response:** The given molecule is a complex organic compound that features several distinct structural components. At its core, it contains a sugar moiety, specifically a ribose ring, which is a common structural feature in nucleotides. This ribose is modified with a purine base, specifically an adenine derivative, which is indicated by the presence of the "6-aminopurin-9-yl" group. This suggests that the molecule is related to nucleotides or nucleosides.

The ribose ring is further modified with multiple phosphate groups. These phosphate groups are linked to the ribose through phosphoester bonds, forming a polyphosphate chain. The presence of multiple phosphate groups indicates that the molecule is likely a nucleotide diphosphate or triphosphate derivative, which are common in biological systems as energy carriers or signaling molecules.

Additionally, the molecule contains a long-chain fatty acid derivative, specifically a 3-hydroxydocos-15-enoyl group. This is a long hydrocarbon chain with a double bond, indicated by the "enoyl" suffix, and a hydroxyl group, which is attached to the third carbon of the chain. This fatty acid chain is linked to the rest of the molecule through a thioester bond, as indicated by the "sulfanyl" and "amino" groups in the name. Thioesters are common in biological systems for linking fatty acids to other molecules.

Overall, the given molecule is a complex conjugate of a nucleotide and a fatty acid, suggesting it may play a role in cellular processes that involve both nucleic acid metabolism and lipid metabolism.

---

## Molecule 7

**SMILES:** C1=NC2=C(N1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)([O-])OP(=O)([O-])[O-])OP(=O)([O-])OP(=O)([O-])[O-])O)N=C(NC2=O)N

**IUPAC Name:** [[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-4-hydroxy-2-[[oxido(phosphonatooxy)phosphoryl]oxymethyl]oxolan-3-yl]oxy-oxidophosphoryl] phosphate

**Description:** Guanosine 3',5'-bis(diphosphate)(6-) is an organophosphate oxoanion arising from deprotonation of the six diphosphate OH groups of guanosine 3',5'-bis(diphosphate); major species at pH 7. 3. It is a conjugate base of a guanosine 3',5'-bis(diphosphate) and a guanosine 3',5'-bis(diphosphate)(5-).


**Response:** The given molecule is a complex nucleotide derivative, specifically a trianion form of a nucleoside triphosphate. It consists of several key structural features:

1. **Oxolane Ring**: The core of the molecule is an oxolane ring, which is a five-membered cyclic ether. This ring is a common feature in nucleotides, forming the sugar backbone.

2. **Phosphate Groups**: The molecule contains multiple phosphate groups. These are linked to the oxolane ring through phosphoester bonds. The presence of these phosphate groups is characteristic of nucleotide triphosphates, which are involved in energy transfer and storage in biological systems.

3. **Amino Group**: There is an amino group attached to the oxolane ring. This is typical for purine nucleotides, as the amino group is part of the purine base.

4. **Purine Base**: The molecule includes a purine base, specifically a 6-oxo-1H-purin-9-yl group. This is indicative of a guanine derivative, as the oxo group at position 6 is characteristic of guanine.

5. **Hydroxy Group**: A hydroxy group is present on the oxolane ring, which is typical for ribonucleotides, distinguishing them from deoxyribonucleotides.

6. **Triphosphate Anion**: The molecule is a triphosphate anion, meaning it has three phosphate groups, each carrying a negative charge. This is a common feature in molecules like ATP, which are involved in energy transfer.

7. **Trianion Form**: The description mentions that the molecule is in a trianion form, indicating that it has lost three protons, resulting in a -3 charge. This is typical for nucleotides in solution, where they exist in their deprotonated forms.

Overall, the given molecule is a nucleotide triphosphate with a guanine base, multiple phosphate groups, and a sugar moiety, making it a crucial component in various biochemical processes.

---

## Molecule 8

**SMILES:** CC(CC1=CC=C(C=C1)OC)NCC(C2=CC(=C(C=C2)O)NC=O)O

**IUPAC Name:** N-[2-hydroxy-5-[1-hydroxy-2-[1-(4-methoxyphenyl)propan-2-ylamino]ethyl]phenyl]formamide

**Description:** Formoterol is an inhaled beta2-agonist used in the management of COPD and asthma that was first approved for use in the United States in 2001. It acts on bronchial smooth muscle to dilate and relax airways, and is administered as a racemic mixture of its active (R;R)- and inactive (S;S)-enantiomers. A major clinical advantage of formoterol over other inhaled beta-agonists is its rapid onset of action (2-3 minutes), which is at least as fast as [salbutamol], combined with a long duration of action (12 hours) - for this reason, treatment guidelines for asthma recommend its use as both a reliever and maintenance medication. It is available as a single-entity product and in several formulations in combination with both inhaled corticosteroids and long-acting muscarinic antagonists. Formoterol is a long-acting beta-adrenergic receptor agonist with bronchodilator activity. Formoterol selectively binds to beta-2 adrenergic receptors in bronchial smooth muscle, thereby activating intracellular adenyl cyclase, an enzyme that catalyzes the conversion of adenosine triphosphate (ATP) to cyclic-3',5'-adenosine monophosphate (cAMP). Increased cAMP levels cause relaxation of bronchial smooth muscle, relieve bronchospasms, improve mucociliary clearance and reduce mediator substance release from inflammatory cells, especially from mast cells. An ADRENERGIC BETA-2 RECEPTOR AGONIST with a prolonged duration of action. It is used to manage ASTHMA and in the treatment of CHRONIC OBSTRUCTIVE PULMONARY DISEASE.


**Response:** The given molecule is a complex organic compound with several functional groups and structural features. Here's a breakdown of its structure:

1. **Aromatic Rings**: The molecule contains two aromatic rings. One is a methoxyphenyl group, which is a benzene ring with a methoxy group (-OCH₃) attached to it. The other is a hydroxyphenyl group, which is a benzene ring with a hydroxyl group (-OH) attached.

2. **Hydroxyl Groups**: There are two hydroxyl groups in the molecule. One is attached to the methoxyphenyl ring, and the other is part of the hydroxyethyl side chain. These groups contribute to the molecule's polarity and potential for hydrogen bonding.

3. **Formamide Group**: The molecule includes a formamide group, which consists of a carbonyl group (C=O) directly attached to a nitrogen atom (N). This group is linked to the aromatic ring through an amide linkage.

4. **Amino Group**: There is an amino group (-NH-) in the structure, which is part of the linkage between the aromatic rings and the hydroxyethyl side chain. This group is connected to a secondary carbon, which is also bonded to a hydroxyl group.

5. **Alkyl Chain**: The molecule has a hydroxyethyl side chain, which is a two-carbon chain with a hydroxyl group attached to the first carbon. This chain connects the aromatic rings and the formamide group.

6. **Substituted Alkyl Chain**: The amino group is further substituted with a 4-methoxyphenyl group, indicating that the amino nitrogen is bonded to a carbon that is part of a methoxyphenyl group.

Overall, the given molecule is characterized by its aromatic nature, multiple hydroxyl groups, an amide linkage, and a substituted amino group, which together contribute to its chemical properties and potential biological activity.

---

## Molecule 9

**SMILES:** C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O)NS(=O)(=O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](O2)C(=O)O)O)O)O)OS(=O)(=O)O

**IUPAC Name:** (2R,3S,4S,5R,6R)-6-[(2R,3S,4R,5R,6S)-4,6-dihydroxy-5-(sulfoamino)-2-(sulfooxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid

**Description:** HP_dp02_0002 is a heparin disaccharide that is 2N,6-O-disulfo-alpha-D-glucosamine in which the hydroxy group at position 4 has been glycosylated by alpha-L-idopyranuronic acid. Sequence: IdoA-GlcNSO3(6-OSO3). It is a heparin disaccharide, an amino disaccharide and an oligosaccharide sulfate. It is functionally related to a HP_dp02_0003.


**Response:** The given molecule is a complex carbohydrate derivative, specifically a disaccharide composed of two sugar units. The structure is based on a hexose sugar backbone, which is a six-carbon sugar ring. 

The first sugar unit is a hexopyranose, a six-membered ring with five carbon atoms and one oxygen atom. This unit contains three hydroxyl groups attached to the third, fourth, and fifth carbon atoms, indicating it is a trihydroxy sugar. Additionally, it has a carboxylic acid group attached to the second carbon, making it a carboxylic acid derivative.

The second sugar unit is also a hexopyranose, similar in structure to the first. It has three hydroxyl groups attached to the fourth, fifth, and sixth carbon atoms. This unit is further modified with a sulfoamino group at the sixth carbon and a sulfooxy group at the third carbon, indicating the presence of sulfonate functional groups.

The two sugar units are connected via a glycosidic linkage, specifically an ether linkage between the first sugar's second carbon and the second sugar's sixth carbon. This linkage is an O-glycosidic bond, typical in disaccharides.

Overall, the given molecule is characterized by its multiple hydroxyl groups, carboxylic acid, and sulfonate groups, which contribute to its solubility and reactivity. The presence of these functional groups also suggests potential biological activity, as they are common in biologically active carbohydrates.

---

## Molecule 10

**SMILES:** C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H](CO[C@H]2OC(=O)[C@]34CCC(C[C@H]3C5=CC[C@H]6[C@]([C@@]5(C[C@H]4O)C)(CC[C@@H]7[C@@]6(C[C@@H]([C@@H](C7(CO)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C)C)(C)C)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O

**IUPAC Name:** [(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10R,11S,12aR,14bS)-5,11-dihydroxy-9,9-bis(hydroxymethyl)-2,2,6a,6b,12a-pentamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

**Description:** Deapio-platycodin D is a triterpenoid saponin. It has a role as a metabolite. Deapioplatycodin D is a natural product found in Platycodon grandiflorus with data available.


**Response:** The given molecule is a complex natural product with a highly intricate structure. It consists of multiple sugar moieties and a polycyclic core. Here's a breakdown of its structural features:

1. **Sugar Moieties**: The molecule contains several sugar units, specifically oxane rings, which are six-membered cyclic ethers. These sugar units are heavily substituted with hydroxyl groups, which are common in carbohydrates. The presence of multiple chiral centers in these sugar units indicates that they are stereochemically complex, with specific 3D orientations.

2. **Polycyclic Core**: The molecule features a polycyclic structure, specifically a tetradecahydropicene core. This core is a multi-ring system that includes several fused rings, contributing to the rigidity and complexity of the molecule. The core is decorated with various functional groups, including hydroxyl groups and a carboxylate group.

3. **Functional Groups**: The molecule contains several hydroxyl groups (-OH) attached to both the sugar moieties and the polycyclic core. These groups are responsible for the molecule's potential hydrogen bonding capabilities, influencing its solubility and reactivity. Additionally, the carboxylate group (-COO-) is present, which can participate in ionic interactions and may affect the molecule's acidity and solubility.

4. **Chirality**: The molecule is highly chiral, with numerous stereocenters throughout its structure. This chirality is crucial for the molecule's biological activity, as it can interact with biological targets in a stereospecific manner.

5. **Methyl Substituents**: The polycyclic core is also substituted with several methyl groups, which can influence the molecule's hydrophobicity and overall shape.

Overall, the given molecule is a complex natural product with a combination of sugar moieties and a polycyclic core, decorated with various functional groups, contributing to its unique chemical and biological properties.

---

## Molecule 11

**SMILES:** CC1=C(N2C(C(C2=O)NC(=O)C(=NOC)C3=CSC(=N3)N)SC1)C(=O)O

**IUPAC Name:** 7-[[2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

**Description:** Cefetamet is a semisynthetic, beta-lactamase-stable, third-generation cephalosporin with antibacterial activity. Cefetamet binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis.


**Response:** The given molecule is a cephalosporin antibiotic, which is part of the beta-lactam class of antibiotics. Its structure is characterized by a bicyclic system that includes a beta-lactam ring fused to a dihydrothiazine ring. This bicyclic core is crucial for its antibacterial activity.

Key structural features include:

1. **Beta-lactam Ring**: This four-membered lactam ring is essential for the antibiotic's mechanism of action. It interferes with bacterial cell wall synthesis by inhibiting the transpeptidase enzyme, which is necessary for cross-linking peptidoglycan layers.

2. **Dihydrothiazine Ring**: Attached to the beta-lactam ring, this sulfur-containing ring is part of the cephalosporin's core structure, contributing to its stability and spectrum of activity.

3. **Amino Thiazole Moiety**: The molecule contains a thiazole ring with an amino group, which is part of the side chain. This moiety enhances the molecule's ability to bind to bacterial enzymes and increases its spectrum of activity.

4. **Methoxyimino Group**: This functional group is present in the side chain and contributes to the molecule's resistance to beta-lactamase enzymes, which are produced by some bacteria to inactivate beta-lactam antibiotics.

5. **Carboxylic Acid Group**: The presence of a carboxylic acid group is typical for cephalosporins and is important for the molecule's solubility and ability to form salts, which can be useful for formulation purposes.

6. **Methyl Group**: A methyl group is attached to the bicyclic core, which can influence the molecule's pharmacokinetic properties and its interaction with bacterial enzymes.

These structural features collectively contribute to the molecule's effectiveness as a broad-spectrum antibiotic, particularly against Gram-positive and some Gram-negative bacteria.

---

## Molecule 12

**SMILES:** CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCC(=O)OC[C@H](CO)OC(=O)CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC

**IUPAC Name:** [(2S)-2-[(7Z,10Z,13Z,16Z)-docosa-7,10,13,16-tetraenoyl]oxy-3-hydroxypropyl] (7Z,10Z,13Z,16Z)-docosa-7,10,13,16-tetraenoate

**Description:** 1,2-di-(7Z,10Z,13Z,16Z-docosatetraenoyl)-sn-glycerol is a 1,2-diacyl-sn-glycerol in which the acyl groups at positions 1 and 2 are specified as 7Z,10Z,13Z,16Z-docosatetraenoyl. It has a role as a mouse metabolite. It is functionally related to an all-cis-docosa-7,10,13,16-tetraenoic acid.


**Response:** The given molecule is a diglyceride, which is a type of glyceride consisting of two fatty acid chains covalently bonded to a glycerol backbone. In this structure, the glycerol backbone is a three-carbon molecule with hydroxyl groups attached to each carbon. 

For the given molecule, the glycerol backbone is esterified at the first and second hydroxyl groups. The first hydroxyl group is esterified with a fatty acid chain that is a 20-carbon chain with four cis double bonds located at the 8th, 11th, 14th, and 17th positions, known as icosatetraenoic acid. This chain is unsaturated, contributing to the molecule's fluidity and flexibility.

The second hydroxyl group of the glycerol is esterified with another fatty acid chain, which is a 22-carbon chain with four cis double bonds at the 7th, 10th, 13th, and 16th positions, known as docosatetraenoic acid. This chain is also unsaturated, further enhancing the molecule's properties.

The third carbon of the glycerol backbone remains as a free hydroxyl group, which is typical for diglycerides, distinguishing them from triglycerides that have three fatty acid chains. The presence of multiple double bonds in both fatty acid chains indicates that the molecule is polyunsaturated, which affects its chemical reactivity and physical properties, such as melting point and solubility.

---

## Molecule 13

**SMILES:** C1CCN[C@@H](C1)C(=O)O

**IUPAC Name:** (2S)-piperidine-2-carboxylic acid

**Description:** L-pipecolic acid is the L-enantiomer of pipecolic acid. It is a metabolite of lysine. It has a role as a human metabolite and a plant metabolite. It is a conjugate base of a L-pipecolate. It is an enantiomer of a D-pipecolic acid. It is a tautomer of a L-pipecolic acid zwitterion.


**Response:** The given molecule is a derivative of piperidine, which is a six-membered ring containing five carbon atoms and one nitrogen atom. The structure is characterized by the presence of a carboxylic acid group attached to the second carbon of the piperidine ring. This carboxylic acid group consists of a carbon atom double-bonded to an oxygen atom and single-bonded to a hydroxyl group (-COOH). The molecule is chiral, with the configuration specified as (R), indicating the spatial arrangement of the substituents around the chiral center.

---

## Molecule 14

**SMILES:** CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)C)O)O)O)C6=CC(=C(C=C6)O)O)CO)O)O)O)O)O

**IUPAC Name:** 3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-4-one

**Description:** Flavonol base + 4O, O-dHex, O-Hex-dHex is a natural product found in Lotus edulis and Vicia faba with data available.


**Response:** The given molecule is a complex flavonoid glycoside, which is a type of polyphenolic compound. It consists of several key structural features:

1. **Flavonoid Backbone**: The core structure is a chromen-4-one, which is a characteristic feature of flavonoids. This includes a benzopyran ring system with a ketone group at the 4-position.

2. **Phenolic Hydroxyl Groups**: The molecule contains multiple hydroxyl groups attached to aromatic rings. These hydroxyl groups are located on the phenyl ring and the chromen-4-one structure, contributing to the molecule's antioxidant properties.

3. **Glycosidic Linkages**: The molecule has glycosidic bonds, which are ether linkages connecting sugar moieties to the flavonoid core. Specifically, there are two sugar units attached:
   - One sugar unit is a hexose with a methyl group and multiple hydroxyl groups, indicating a methylated sugar.
   - The other sugar unit is a trihydroxyhexose, which is a sugar with three hydroxyl groups and a hydroxymethyl group.

4. **O-glycosidic Bonds**: The sugars are linked to the flavonoid backbone through O-glycosidic bonds, which are typical in glycosides. These bonds involve the oxygen atom of the sugar connecting to the flavonoid structure.

5. **Hydroxymethyl Groups**: The presence of hydroxymethyl groups in the sugar moieties indicates additional functionalization, which can influence solubility and reactivity.

6. **Multiple Hydroxyl Groups**: The sugars and the flavonoid core both contain multiple hydroxyl groups, which enhance the molecule's hydrophilicity and potential for hydrogen bonding.

Overall, the given molecule is a highly functionalized flavonoid glycoside with significant potential for biological activity due to its polyphenolic nature and glycosidic linkages.

---

## Molecule 15

**SMILES:** C1[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O)OC(=O)C3=CC(=C(C(=C3OC4=C(C(=C5C(=C4)C(=O)OC[C@@H]6[C@H]([C@@H]([C@H]([C@H](O6)OC(=O)C7=CC(=C(C(=C7)O)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O)OC(=O)C9=CC(=C(C(=C9)O)O)O)OC(=O)C2=CC(=C(C(=C25)O)O)O)O)O)O)O)O)OC(=O)C2=CC(=C(C(=C2)O)O)O)OC(=O)C2=CC(=C(C(=C2C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)O

**IUPAC Name:** [(10R,11S,12R,13R,15R)-3,4,5,13,21,22,23-heptahydroxy-8,18-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-12-yl] 3,4,5-trihydroxy-2-[[(10R,11S,12R,13R,15R)-3,4,5,22,23-pentahydroxy-8,18-dioxo-11,12,13-tris[(3,4,5-trihydroxybenzoyl)oxy]-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-21-yl]oxy]benzoate

**Description:** [(10R,11S,12R,13R,15R)-3,4,5,13,21,22,23-heptahydroxy-8,18-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,14,17-trioxatetracyclo[17. 4. 0. 02,7. 010,15]tricosa-1(23),2,4,6,19,21-hexaen-12-yl] 3,4,5-trihydroxy-2-[[(10R,11S,12R,13R,15R)-3,4,5,22,23-pentahydroxy-8,18-dioxo-11,12,13-tris[(3,4,5-trihydroxybenzoyl)oxy]-9,14,17-trioxatetracyclo[17. 4. 0. 02,7. 010,15]tricosa-1(23),2,4,6,19,21-hexaen-21-yl]oxy]benzoate is a natural product found in Woodfordia fruticosa with data available.


**Response:** The given molecule is a complex natural product with a highly intricate structure. It is characterized by multiple cyclic and acyclic components, including several rings and ester linkages. Here are the key structural features:

1. **Polycyclic Framework**: The molecule contains a tetracyclic core structure, which is a fused ring system. This core is composed of multiple oxygen atoms integrated into the rings, forming a complex polycyclic ether system.

2. **Hydroxy Groups**: There are numerous hydroxy groups (-OH) present throughout the molecule. These groups are attached to various carbon atoms, contributing to the molecule's high degree of polarity and potential for hydrogen bonding.

3. **Dioxo Groups**: The presence of dioxo groups (two ketone functionalities) is indicated by the term "dioxo" in the name. These groups are likely located on the polycyclic framework, contributing to the molecule's reactivity and potential biological activity.

4. **Trihydroxybenzoyl Moieties**: The molecule contains several trihydroxybenzoyl groups, which are aromatic rings with three hydroxy groups. These groups are esterified to the polycyclic core, adding to the molecule's complexity and potential for interaction with biological targets.

5. **Ester Linkages**: The structure includes ester linkages, which are formed by the reaction of carboxylic acids and alcohols. These linkages connect the trihydroxybenzoyl groups to the polycyclic core, playing a crucial role in the molecule's stability and solubility.

6. **Chirality**: The molecule is chiral, with multiple stereocenters indicated by the stereochemical descriptors (R and S). This chirality is essential for the molecule's biological activity, as it can influence how the molecule interacts with biological systems.

Overall, the given molecule is a highly complex natural product with a rich array of functional groups and structural features, making it a potential candidate for various biological activities.

---

## Molecule 16

**SMILES:** CC(C)C(=O)SCCNC(=O)CCNC(=O)[C@@H](C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)O

**IUPAC Name:** S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] 2-methylpropanethioate

**Description:** Isobutyryl-CoA is a short-chain, methyl-branched fatty acyl-CoA that is the S-isobutyryl derivative of coenzyme A. It has a role as a human metabolite and a mouse metabolite. It is a short-chain fatty acyl-CoA and a methyl-branched fatty acyl-CoA. It is functionally related to a coenzyme A and an isobutyric acid. It is a conjugate acid of an isobutyryl-CoA(4-).


**Response:** The given molecule is a complex organic compound that can be broken down into several key structural components. It is a derivative of coenzyme A, which is evident from the presence of the thioester linkage. This linkage is formed between the carboxylic acid group of 2-methylbutanoic acid and the thiol group of coenzyme A.

The molecule contains a nucleotide-like structure, specifically a ribose sugar ring, which is a common feature in nucleotides. This ribose is substituted with a purine base, specifically adenine, as indicated by the "6-aminopurin-9-yl" group. The ribose is further phosphorylated, as seen from the presence of multiple phosphate groups.

The molecule also includes a phosphonooxy group, which is a phosphate ester, and several hydroxy groups, contributing to its high degree of functionality and reactivity. The presence of multiple chiral centers in the ribose and the side chains indicates that the molecule has specific stereochemistry, which is crucial for its biological activity.

Additionally, the molecule contains a dimethylbutanoyl group, which is part of the acyl chain attached to the coenzyme A moiety. This acyl chain is linked via a thioester bond, a characteristic feature of acyl-CoA compounds, which are involved in various metabolic processes.

Overall, the given molecule is a derivative of coenzyme A, modified with a 2-methylbutanoyl group, and it features a nucleotide-like structure with a purine base, multiple phosphate groups, and specific stereochemistry.

---

## Molecule 17

**SMILES:** CC(C)[C@]\1(CCC2=C[C@@H](CC(=C)[C@H](CC[C@](/C=C1)(C)O)O)OC2=O)O

**IUPAC Name:** (4S,5E,7S,10S,13R)-4,7,10-trihydroxy-7-methyl-11-methylidene-4-propan-2-yl-14-oxabicyclo[11.2.1]hexadeca-1(16),5-dien-15-one

**Description:** Rel-(-)-(1S,4S,7S,10R)-1,4,7-trihydroxycembra-2E,8-(19),11Z-trien-20,10-olide is a cembrane diterpenoid that is cembra-2E,8-(19),11Z-trien-20,10-olide substituted by hydroxy groups at positions 1, 4 and 7. It has been isolated from the leaves of Croton gratissimus. It has a role as a metabolite. It is a cembrane diterpenoid, a diterpene lactone, a macrocycle and a triol.


**Response:** The given molecule is a complex organic compound with several distinct structural features. It is a bicyclic compound, meaning it contains two interconnected ring systems. The main framework is a hexadecane ring system, which is a 16-carbon chain forming the backbone of the molecule. 

The molecule contains multiple stereocenters, as indicated by the stereochemical descriptors (4S, 7E, 10R, 13S, 14S). These stereocenters define the three-dimensional orientation of the substituents around the chiral centers, which is crucial for the molecule's biological activity.

There are two double bonds present in the structure, as indicated by the 'dien' in the name. These are located at specific positions in the carbon chain, contributing to the molecule's rigidity and influencing its reactivity.

The presence of hydroxy groups is indicated by 'trihydroxy', meaning there are three hydroxyl (-OH) groups attached to the carbon skeleton. These functional groups are important for the molecule's solubility and potential interactions with biological targets.

The term'methylidene' refers to a methylene group (=CH2) attached to the main structure, which can participate in various chemical reactions due to its unsaturated nature.

Additionally, the molecule contains an 'oxabicyclo' system, indicating the presence of an oxygen atom incorporated into the bicyclic structure, forming an ether linkage. This oxygen atom is part of a heterocyclic ring, which can significantly affect the molecule's chemical properties and biological interactions.

The presence of a ketone group is indicated by 'one', specifically at the 15th position in the structure. This carbonyl group is a key functional group that can participate in various chemical reactions, such as nucleophilic additions.

Overall, the given molecule is a highly functionalized and stereochemically complex natural product, with multiple functional groups and a rigid bicyclic framework that contribute to its unique chemical and biological properties.

---

## Molecule 18

**SMILES:** CCCCCCCCCCNCCN[C@]1(C[C@@H](O[C@H]([C@H]1O)C)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)[C@H]([C@H](C(=O)N[C@H](C(=O)N[C@H]5C(=O)N[C@@H]7C8=CC(=C(C=C8)O)C9=C(C(=C(C=C9[C@H](NC(=O)[C@H]([C@@H](C1=CC(=C(O4)C=C1)Cl)O)NC7=O)C(=O)O)O)CNCP(=O)(O)O)O)CC(=O)N)NC(=O)[C@@H](CC(C)C)NC)O)Cl)CO)O)O)C

**IUPAC Name:** (1S,2R,18R,19R,22S,25R,28R,40S)-22-(2-amino-2-oxoethyl)-5,15-dichloro-48-[(2S,3R,4S,5S,6R)-3-[(2S,4S,5S,6S)-4-[2-(decylamino)ethylamino]-5-hydroxy-4,6-dimethyloxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,18,32,35,37-pentahydroxy-19-[[(2R)-4-methyl-2-(methylamino)pentanoyl]amino]-20,23,26,42,44-pentaoxo-36-[(phosphonomethylamino)methyl]-7,13-dioxa-21,24,27,41,43-pentazaoctacyclo[26.14.2.23,6.214,17.18,12.129,33.010,25.034,39]pentaconta-3,5,8(48),9,11,14,16,29(45),30,32,34,36,38,46,49-pentadecaene-40-carboxylic acid

**Description:** Telavancin is a glycopeptide that is vancomycin substituted at position N-3'' by a 2-(decylamino)ethyl group and at position C-29 by a (phosphonomethyl)aminomethyl group. Used as its hydrochloride salt for treatment of adults with complicated skin and skin structure infections caused by bacteria. It has a role as an antibacterial drug and an antimicrobial agent. It is functionally related to a vancomycin. Telavancin is a semi-synthetic derivative of vanocymycin that has bactericidal activity against Methicillin-resistant Staphylococcus aureus (MRSA) and other gram-positive bacteria. MRSA is an important pathogen capable of causing hospital-acquired pneumonia (HAP), ventilator-associated pneumonia (VAP), and skin and subcutaneous tissue infections among others. Telavancin is a Lipoglycopeptide Antibacterial.


**Response:** The given molecule is a complex glycopeptide antibiotic, specifically a derivative of vancomycin. It features several key structural components:

1. **Glycopeptide Backbone**: The molecule consists of a large, macrocyclic peptide structure. This backbone is composed of multiple amino acid residues linked together, forming a complex, multi-ring system. The presence of multiple hydroxyl groups and ketone functionalities within this structure contributes to its chemical reactivity and biological activity.

2. **Glycosidic Linkages**: Attached to the peptide backbone are sugar moieties, which are typical in glycopeptide antibiotics. These sugars are linked via glycosidic bonds and include modifications such as phosphorylation and methylation. The sugars contribute to the molecule's solubility and its ability to interact with bacterial cell wall precursors.

3. **Chlorine Atoms**: The presence of chlorine atoms in the structure is significant. These atoms are part of the aromatic rings within the macrocyclic structure, which can influence the molecule's binding affinity and specificity to its target.

4. **Amino Acid Derivatives**: The molecule contains modified amino acid residues, including those with additional functional groups like aminomethyl groups. These modifications can enhance the molecule's ability to interact with bacterial cell wall precursors.

5. **Phosphorylated and Methylated Sugars**: The sugar moieties are phosphorylated and methylated, which can affect the molecule's pharmacokinetics and its ability to penetrate bacterial cell walls.

6. **Carboxylic Acid Group**: The presence of a carboxylic acid group is crucial for the molecule's solubility and its ability to form ionic interactions with its target.

Overall, the given molecule's structure is designed to interact with bacterial cell wall precursors, specifically targeting the D-alanyl-D-alanine termini of peptidoglycan chains, thereby inhibiting cell wall synthesis and exerting its antibacterial effects.

---

## Molecule 19

**SMILES:** C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]2[C@H](O[C@@H]([C@@H]([C@H]2O)O)O[C@@H]3[C@H](OC([C@@H]([C@H]3O)O)O)CO)CO)O)O)O)O

**IUPAC Name:** (2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

**Description:** Alpha-D-Glcp-(1->4)-alpha-D-Glcp-(1->4)-D-Glcp is a maltotriose trisaccharide in which the glucose residue at the reducing end is in the pyranose form. It is a maltotriose trisaccharide and a glucotriose. Maltotriose is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Amylotriose is a natural product found in Allium sativum, Cyttaria darwinii, and Aureobasidium pullulans with data available.


**Response:** The given molecule is a complex oligosaccharide, which is a type of carbohydrate composed of a small number of monosaccharide units. The structure of this molecule is based on a series of interconnected cyclic sugar units, specifically pyranose rings, which are six-membered rings containing five carbon atoms and one oxygen atom.

The molecule consists of three main sugar units, each in a pyranose form, which are linked together through glycosidic bonds. These bonds are formed between the anomeric carbon of one sugar and a hydroxyl group of another, creating an ether linkage. The stereochemistry of the molecule is specified by the configuration at each chiral center, indicated by the R and S designations in the IUPAC name. This stereochemistry is crucial for the molecule's biological function and interaction with other biomolecules.

Each sugar unit in the molecule contains multiple hydroxyl groups (-OH), which are characteristic of carbohydrates. These hydroxyl groups are responsible for the molecule's high solubility in water and its ability to form hydrogen bonds. Additionally, the presence of a hydroxymethyl group (-CH2OH) at certain positions on the sugar rings further contributes to the molecule's structural complexity and reactivity.

Overall, the given molecule is a branched oligosaccharide with specific stereochemistry, multiple hydroxyl groups, and glycosidic linkages, which are typical features of complex carbohydrates involved in various biological processes.

---

## Molecule 20

**SMILES:** C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4C[C@@](C[C@H]5O)(C)C(=O)O)C)C)C)(C)C)O

**IUPAC Name:** (2R,4R,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-4,10-dihydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2-carboxylic acid

**Description:** Triptotriterpenic acid B is a pentacyclic triterpenoid with formula C30H48O4, originally isolated from Tripterygium hypoglaucum. It has a role as a plant metabolite. It is a diol, a hydroxy monocarboxylic acid and a pentacyclic triterpenoid. It derives from a hydride of an oleanane.


**Response:** The given molecule is a complex polycyclic compound with several distinct structural features. It is based on a tetradecahydropicene framework, which is a polycyclic structure consisting of multiple fused rings. This framework is heavily substituted with various functional groups and stereochemistry.

Key structural features include:

1. **Polycyclic Core**: The molecule has a tetradecahydropicene core, which is a polycyclic structure made up of multiple fused rings. This core provides the backbone of the molecule and contributes to its rigidity and three-dimensional shape.

2. **Hydroxyl Groups**: There are two hydroxyl groups present in the molecule. These are alcohol functional groups (-OH) attached to the carbon skeleton, which can participate in hydrogen bonding and increase the molecule's polarity.

3. **Carboxylic Acid Group**: The molecule contains a carboxylic acid group (-COOH), which is a common functional group known for its acidic properties. This group can donate a proton (H+) in solution, making the molecule potentially reactive in biological systems.

4. **Methyl Substituents**: The structure is heavily methylated, with seven methyl groups (-CH3) attached to various positions on the polycyclic framework. These methyl groups increase the hydrophobic character of the molecule and can influence its solubility and interaction with other molecules.

5. **Stereochemistry**: The molecule has multiple chiral centers, as indicated by the stereochemical descriptors (R and S) in its name. These chiral centers contribute to the molecule's three-dimensional shape and can significantly affect its biological activity and interaction with other chiral molecules.

Overall, the given molecule is a complex natural product with a rigid polycyclic structure, multiple functional groups, and specific stereochemistry, which together define its chemical properties and potential biological activities.

---

## Molecule 21

**SMILES:** C[C@H]1CC[C@H]2[C@H]1C(=O)OC=C2C

**IUPAC Name:** (4aS,7S,7aS)-4,7-dimethyl-5,6,7,7a-tetrahydro-4aH-cyclopenta[c]pyran-1-one

**Description:** Trans-cis-nepetalactone is a cyclopentapyran that is (4aS,7aS)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran substituted at position 1 by an oxo group and at positions 4 and 7 by methyl groups, respectively (the 4aS,7S,7aS-diastereomer). An iridoid monoterpenoid isolated from several Nepeta plant species. It exhibits potent repellant activity against house dust mites and mosquitoes. It has a role as an insect repellent, a plant metabolite, an antibacterial agent and an antifungal agent. It is an iridoid monoterpenoid and a cyclopentapyran. Nepetalactone trans-cis-form is a natural product found in Nepeta nepetella, Nepeta cataria, and other organisms with data available.


**Response:** The given molecule is a cyclopenta[c]pyran derivative, which is a bicyclic structure consisting of a cyclopentane ring fused to a pyran ring. The molecule is characterized by several key structural features:

1. **Bicyclic Structure**: The core of the molecule is a bicyclic system formed by a cyclopentane ring and a pyran ring. The fusion of these rings creates a rigid framework.

2. **Tetrahydro Modification**: The presence of "tetrahydro" indicates that the pyran ring is partially saturated, meaning it contains additional hydrogen atoms compared to a fully unsaturated pyran. This results in a more flexible and less planar structure.

3. **Ketone Functional Group**: The molecule contains a ketone group, as indicated by the "-one" suffix. This functional group is located on the pyran ring, contributing to the molecule's reactivity and polarity.

4. **Methyl Substituents**: There are two methyl groups attached to the bicyclic structure. One methyl group is attached to the cyclopentane ring, and the other is on the pyran ring. These methyl groups can influence the molecule's physical properties, such as solubility and boiling point, and can also affect its biological activity.

5. **Stereochemistry**: The stereochemical descriptors (4aS, 7S, 7aR) indicate the specific three-dimensional arrangement of atoms in the molecule. These chiral centers are crucial for the molecule's interaction with biological systems, as they can determine the molecule's activity and specificity.

Overall, the given molecule is a complex bicyclic compound with specific stereochemistry and functional groups that contribute to its chemical and biological properties.

---

## Molecule 22

**SMILES:** C1[C@H]([C@H](OC2=C1C(=CC(=C2[C@@H]3[C@H]([C@H](OC4=C3C(=CC(=C4[C@@H]5[C@H]([C@H](OC6=C(C(=CC(=C56)O)O)[C@@H]7[C@H]([C@H](OC8=CC(=CC(=C78)O)O)C9=CC(=C(C=C9)O)O)O)C1=CC(=C(C=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O

**IUPAC Name:** (2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol

**Description:** Cinnamtannin A2 is a proanthocyanidin isolated from Cinnamomum cassia. It has a role as a plant metabolite. Cinnamtannin A2 is a natural product found in Cinnamomum iners, Cinnamomum aromaticum, and other organisms with data available.


**Response:** The given molecule is a complex polyphenolic compound, characterized by multiple hydroxy groups and chromene structures. It is a type of flavonoid, specifically a proanthocyanidin, which is a class of polyphenols. 

The structure consists of several chromene units, which are six-membered rings containing an oxygen atom. These chromene units are linked together, forming a larger, intricate structure. Each chromene unit is substituted with multiple hydroxyl groups, which are indicative of the polyphenolic nature of the molecule. These hydroxyl groups contribute to the molecule's high reactivity and potential antioxidant properties.

Additionally, the molecule contains several dihydroxyphenyl groups, which are phenyl rings with two hydroxyl groups attached. These groups are important for the molecule's ability to participate in hydrogen bonding and contribute to its solubility in water.

The stereochemistry of the molecule is specified by the R and S configurations at various chiral centers. This stereochemistry is crucial for the molecule's biological activity and interaction with other biomolecules.

Overall, the given molecule is a highly hydroxylated, complex polyphenolic structure with multiple chromene and dihydroxyphenyl units, contributing to its potential biological activities.

---

## Molecule 23

**SMILES:** [Cl-]

**IUPAC Name:** chloride

**Description:** Chloride is a halide anion formed when chlorine picks up an electron to form an an anion. It has a role as a human metabolite, an Escherichia coli metabolite and a cofactor. It is a halide anion and a monoatomic chlorine. It is a conjugate base of a hydrogen chloride. Chloride is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Chloride Ion is a chlorine anion that forms the negatively charged part of certain salts, including sodium and hydrogen chloride salts, and is an essential electrolyte located in all body fluids responsible for maintaining acid/base balance, transmitting nerve impulses and regulating fluid in and out of cells. Chloride is a metabolite found in or produced by Saccharomyces cerevisiae. Inorganic compounds derived from hydrochloric acid that contain the Cl- ion.


**Response:** The given molecule is a monoatomic cation, specifically a positively charged ion of chlorine. Structurally, it consists of a single chlorine atom that has lost one electron, resulting in a +1 charge. This loss of an electron gives the ion its positive charge, making it a cation. As a monoatomic ion, it does not have a complex molecular structure but is rather a single atom with a specific charge.

---

## Molecule 24

**SMILES:** CC1=C(NN=C1)C(=O)O

**IUPAC Name:** 4-methyl-1H-pyrazole-5-carboxylic acid

**Description:** 4-methyl-pyrazole-3-carboxylic acid is a memebr of the class of pyrazoles that is 1H-pyrazole with methyl and carboxylic acid group substituents at positions 4 and 3 respectively. It has a role as a metabolite. It is a member of pyrazoles and a monocarboxylic acid. It derives from a hydride of a 1H-pyrazole.


**Response:** The given molecule is a derivative of pyrazole, which is a five-membered heterocyclic compound containing two adjacent nitrogen atoms. In this molecule, the pyrazole ring is substituted with a methyl group at the 5-position, which is one of the carbon atoms in the ring. Additionally, there is a carboxylic acid group attached to the 3-position of the pyrazole ring. The presence of these substituents modifies the electronic and steric properties of the pyrazole ring, potentially affecting its reactivity and interactions.

---

## Molecule 25

**SMILES:** CC(C)[N+]1([C@@H]2CC[C@H]1CC(C2)OC(=O)[C@@H](CO)C3=CC=CC=C3)C

**IUPAC Name:** [(1R,5S)-8-methyl-8-propan-2-yl-8-azoniabicyclo[3.2.1]octan-3-yl] (2R)-3-hydroxy-2-phenylpropanoate

**Description:** Ipratropium is an Anticholinergic. The mechanism of action of ipratropium is as a Cholinergic Antagonist. Ipratropium is a synthetic anticholinergic agent that is used as an inhalant for treatment of acute bronchospasm due to chronic bronchitis and emphysema. Ipratropium has not been implicated in causing liver enzyme elevations or clinically apparent acute liver injury.


**Response:** The given molecule is a complex organic compound that features several distinct structural components. It is a bicyclic compound with a quaternary ammonium group, which is indicated by the "azonia" part of the name. This suggests the presence of a nitrogen atom that is part of a positively charged nitrogen-containing ring system.

The bicyclic structure is a bicyclo[3.2.1]octane framework, which consists of two fused rings. This framework is further substituted with methyl groups and a propan-2-yl group, which are alkyl groups attached to the bicyclic system, contributing to the molecule's steric and electronic properties.

Additionally, the molecule contains a propanoate ester linkage. This is formed by the esterification of a hydroxy group on a propanoic acid moiety with the bicyclic alcohol. The ester linkage is crucial for the molecule's reactivity and solubility properties.

The molecule also features a phenyl group attached to the propanoate chain, which is a benzene ring. This aromatic ring can influence the molecule's interaction with biological targets due to its planar structure and ability to participate in π-π interactions.

The stereochemistry of the molecule is specified by the (1S,5R) and (2S) designations, indicating the spatial arrangement of the substituents around the chiral centers. This stereochemistry is important for the molecule's biological activity, as it can affect how the molecule interacts with enzymes or receptors.

Overall, the given molecule is a complex structure with a bicyclic ammonium core, ester linkage, aromatic phenyl group, and specific stereochemistry, all of which contribute to its chemical and biological properties.

---

## Molecule 26

**SMILES:** C[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H]2CSSC[C@H]3C(=O)N[C@H](C(=O)N[C@H](CSSC[C@H]4C(=O)NCC(=O)NCC(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@@H](CSSC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CCSC)CCC(=O)N)CC5=CNC=N5)CC(=O)O)[C@@H](C)O)[C@@H](C)O)CC6=CC=CC=C6)NC(=O)[C@@H]7CCCN7C(=O)[C@@H](NC(=O)[C@H](CSSC[C@@H](C(=O)N4)NC(=O)[C@@H](NC(=O)[C@@H](NC2=O)CC(=O)O)CC(=O)O)NC(=O)[C@H](CCSC)N)CCSC)C(=O)N[C@H](C(=O)NCC(=O)N8CCC[C@H]8C(=O)N[C@H](C(=O)N3)CCC(=O)N)CC9=CC=C(C=C9)O)CCCCN)CCCNC(=N)N)CCCCN)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N)CC(C)C)CCCCN)CCCNC(=N)N

**IUPAC Name:** 2-[(1R,4R,5aS,8aS,9R,12S,17aS,18S,20aS,21R,24S,27S,30S,33S,36S,39S,42S,45S,48S,51S,54R,59R,62S,65S,74S,77R,80S,86S,92S)-51,80,92-tris(4-aminobutyl)-5a-[[(2S)-1-amino-5-carbamimidamido-1-oxopentan-2-yl]carbamoyl]-9-[[(2S)-2-amino-4-methylsulfanylbutanoyl]amino]-39,62-bis(3-amino-3-oxopropyl)-24-benzyl-48,86-bis(3-carbamimidamidopropyl)-20a,33-bis(carboxymethyl)-27,30-bis[(1R)-1-hydroxyethyl]-74-[(4-hydroxyphenyl)methyl]-36-(1H-imidazol-4-ylmethyl)-45-methyl-8a-(2-methylpropyl)-12,42-bis(2-methylsulfanylethyl)-a,3,7a,10,10a,13,15a,18a,19,21a,22,25,28,31,34,37,40,43,46,49,52,61,64,70,73,76,79,82,85,88,91,94,97-tritriacontaoxo-2a,3a,6,7,12a,13a,56,57-octathia-2,6a,9a,11,14,16a,19a,20,22a,23,26,29,32,35,38,41,44,47,50,53,60,63,69,72,75,78,81,84,87,90,93,96,99-tritriacontazahexacyclo[57.41.10.84,54.421,77.014,18.065,69]docosahectan-17a-yl]acetic acid

**Description:** Chlorotoxin is under investigation in clinical trial NCT00733798 (A Safety and Efficacy Study of Intravenous 131I-TM601 in Adult Patients With Malignant Melanoma). Chlorotoxin is a peptide toxin produced by the Egyptian scorpion (Leiurus quinquestriatus quinquestriatus). It blocks small-conductance chloride channels. The fact that Chlorotoxin binds preferentially to glioma cells compared with non-neoplastic cells or normal brain cells has allowed the development of new methods for the treatment and diagnosis of several types of cancer. (L1043)


**Response:** The given molecule, known as Vayamstat, is a complex peptide-based compound with a highly intricate structure. It is characterized by a large number of functional groups and structural features that contribute to its biological activity.

1. **Peptide Backbone**: The molecule is primarily composed of a peptide backbone, which is a chain of amino acids linked by amide bonds. This backbone is responsible for the molecule's ability to interact with biological targets, such as enzymes or receptors.

2. **Amino Acid Derivatives**: The structure includes several modified amino acids. For example, it contains amino acids with additional functional groups such as hydroxyl, carboxyl, and methyl groups. These modifications can enhance the molecule's binding affinity and specificity to its target.

3. **Aromatic Rings**: The presence of phenyl and imidazole rings indicates aromaticity, which can contribute to the molecule's ability to engage in π-π interactions with aromatic residues in proteins.

4. **Sulfur Atoms**: The molecule contains several sulfur atoms, which are part of thioether linkages. These sulfur atoms can play a role in the molecule's stability and its ability to form disulfide bonds, which are important for maintaining the three-dimensional structure of peptides.

5. **Carbamimidamido Groups**: These groups are indicative of guanidine functionalities, which are known for their strong basicity and ability to form multiple hydrogen bonds. This can enhance the molecule's solubility and interaction with negatively charged biological molecules.

6. **Benzyl and Methylsulfanyl Groups**: These groups contribute to the hydrophobic character of the molecule, which can influence its ability to cross cell membranes and its overall pharmacokinetic properties.

7. **Acetic Acid Moiety**: The presence of an acetic acid group at the end of the molecule suggests potential for ionic interactions and can influence the molecule's solubility and ionization state at physiological pH.

8. **Chirality**: The molecule has multiple chiral centers, which are crucial for its biological activity. The specific stereochemistry at these centers can determine the molecule's interaction with chiral environments in biological systems.

Overall, the given molecule's structure is designed to interact with specific biological targets, potentially inhibiting or modulating their activity. Its complex architecture, with a combination of hydrophilic and hydrophobic regions, aromatic rings, and functional groups, allows it to engage in a variety of interactions that are essential for its therapeutic effects.

---

## Molecule 27

**SMILES:** CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)O

**IUPAC Name:** (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid

**Description:** Linolenic acid is a clear colorless liquid. (NTP, 1992) Alpha-linolenic acid is a linolenic acid with cis-double bonds at positions 9, 12 and 15. Shown to have an antithrombotic effect. It has a role as a micronutrient, a nutraceutical and a mouse metabolite. It is an omega-3 fatty acid and a linolenic acid. It is a conjugate acid of an alpha-linolenate and a (9Z,12Z,15Z)-octadeca-9,12,15-trienoate. Alpha-linolenic acid (ALA) is a polyunsaturated omega-3 fatty acid. It is a component of many common vegetable oils and is important to human nutrition.


**Response:** The given molecule is a type of polyunsaturated fatty acid, specifically an octadecatrienoic acid. It consists of an 18-carbon chain with three double bonds. These double bonds are in the cis configuration, as indicated by the 'Z' notation, which means the hydrogen atoms attached to the carbons involved in the double bonds are on the same side. The double bonds are located at the 9th, 12th, and 15th carbon positions along the chain. Additionally, the molecule has a carboxylic acid functional group at one end of the chain, which is typical for fatty acids.

---

## Molecule 28

**SMILES:** C[C@@H]1CC[C@H]2C[C@@H](/C(=C/C=C\C=C\[C@H](C[C@H](C(=O)[C@H]([C@H](/C(=C\[C@H](C(=O)C[C@H](OC(=O)[C@@H]3CCCCN3C(=O)C(=O)[C@@]1(O2)O)[C@@H](C)C[C@@H]4CC[C@H]([C@@H](C4)OC)OC(=O)C(C)(CO)CO)C)/C)O)OC)C)C)/C)OC

**IUPAC Name:** [(1R,2R,4S)-4-[(2S)-2-[(1R,9S,12S,15R,16Z,18S,19S,21R,23S,24E,26Z,28E,30S,32S,35R)-1,18-dihydroxy-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-2,3,10,14,20-pentaoxo-11,36-dioxa-4-azatricyclo[30.3.1.04,9]hexatriaconta-16,24,26,28-tetraen-12-yl]propyl]-2-methoxycyclohexyl] 3-hydroxy-2-(hydroxymethyl)-2-methylpropanoate

**Description:** Temsirolimus is an inhibitor of cell proliferation and anticancer agent that is used as treatment of advanced renal cell cancer. Temsirolimus therapy is frequently associated with mild serum enzyme elevations, but has yet to be linked to instances of clinically apparent liver injury with jaundice.


**Response:** The given molecule is a complex macrolide compound with a large and intricate structure. It is characterized by several key structural features:

1. **Macrolide Core**: The molecule contains a large lactone ring, which is a cyclic ester. This is typical of macrolide antibiotics, which are known for their large ring structures.

2. **Polyketide Backbone**: The structure is derived from a polyketide biosynthetic pathway, as indicated by the presence of multiple ketone groups and the overall complexity of the molecule.

3. **Hydroxyl Groups**: There are multiple hydroxyl (-OH) groups present in the molecule. These groups contribute to the molecule's polarity and potential for hydrogen bonding, which can affect its solubility and interaction with biological targets.

4. **Methoxy Groups**: The presence of methoxy (-OCH₃) groups adds to the molecule's complexity and can influence its chemical properties, such as increasing lipophilicity.

5. **Cyclohexyl Group**: A methoxy-substituted cyclohexyl group is part of the structure, which can affect the molecule's conformation and flexibility.

6. **Dioxo and Dioxatricyclic Structures**: The molecule contains dioxo groups (two ketone functionalities) and a dioxatricyclic system, which are indicative of a highly functionalized and rigid structure.

7. **Stereochemistry**: The molecule has multiple chiral centers, as indicated by the stereochemical descriptors (R and S). This stereochemistry is crucial for the molecule's biological activity, as it determines the three-dimensional shape and how it interacts with biological targets.

8. **E-Double Bonds**: The presence of E-configured double bonds in the structure suggests regions of rigidity and planarity, which can influence the overall shape and function of the molecule.

9. **Ester Linkage**: The molecule includes an ester linkage, which is a common feature in many natural products and pharmaceuticals, contributing to the molecule's stability and reactivity.

Overall, the given molecule is a highly complex macrolide with multiple functional groups and stereocenters, contributing to its potential biological activity and interactions.

---

## Molecule 29

**SMILES:** CN1CCC2=CC(=C3C4=C2[C@H]1CC5=CC=C(C=C5)OC6=C(C=CC(=C6)C[C@H]7C8=CC(=C(O3)C=C8CCN7)O4)O)OC

**IUPAC Name:** (8S,21R)-27-methoxy-22-methyl-15,29,31-trioxa-7,22-diazaoctacyclo[19.9.3.216,19.14,30.110,14.03,8.025,33.028,32]heptatriaconta-1(30),2,4(34),10(37),11,13,16,18,25,27,32,35-dodecaen-13-ol

**Description:** (8S,21R)-27-methoxy-22-methyl-15,29,31-trioxa-7,22-diazaoctacyclo[19. 9. 3. 216,19. 14,30. 110,14. 03,8. 025,33. 028,32]heptatriaconta-1(30),2,4(34),10(37),11,13,16,18,25,27,32,35-dodecaen-13-ol is a natural product found in Achillea biebersteinii and Achillea micrantha with data available.


**Response:** The given molecule is a complex polycyclic structure with multiple rings and functional groups. It is a derivative of a natural product found in Cocculus pendulus. The molecule features several key structural elements:

1. **Polycyclic Framework**: The molecule is an octacyclic compound, meaning it contains eight interconnected rings. These rings are fused in a specific arrangement, contributing to the molecule's rigidity and complexity.

2. **Methoxy Group**: There is a methoxy group (-OCH₃) attached to the structure. This functional group is an ether, where a methoxy group is bonded to the main carbon framework, influencing the molecule's solubility and reactivity.

3. **Methyl Group**: A methyl group (-CH₃) is present, which is a simple alkyl group that can affect the molecule's hydrophobicity and steric properties.

4. **Oxa and Aza Bridges**: The molecule contains oxa (oxygen) and aza (nitrogen) bridges within its polycyclic structure. These heteroatoms are incorporated into the rings, contributing to the molecule's electronic properties and potential sites for hydrogen bonding.

5. **Dodecaene System**: The presence of multiple double bonds (dodecaen) indicates a system of conjugated double bonds, which can impact the molecule's electronic characteristics, such as its ability to absorb light or participate in electron transfer reactions.

6. **Alcohol Group**: The molecule includes an alcohol group (-OH), which is a hydroxyl group attached to the carbon framework. This functional group can engage in hydrogen bonding, affecting the molecule's solubility and reactivity.

7. **Chirality**: The molecule has chiral centers, as indicated by the stereochemical descriptors (1S,14S). These chiral centers can influence the molecule's interaction with biological systems, potentially affecting its pharmacological activity.

Overall, the given molecule is a highly complex and intricate structure with multiple functional groups and stereocenters, contributing to its unique chemical and biological properties.

---

## Molecule 30

**SMILES:** CC(=O)N[C@@H]1[C@H](C[C@@](O[C@H]1[C@@H]([C@@H](CO)O)O)(C(=O)O)O[C@@H]2[C@H]([C@@H](O[C@@H]([C@@H]2O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)NC(=O)C)CO)O[C@@H]4[C@H]([C@@H](O[C@@H]([C@H]4O)CO)O[C@@H]5[C@H]([C@@H](O[C@@H]([C@@H]5O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)NC(=O)C)CO)O[C@@H]7[C@H](O[C@H]([C@@H]([C@H]7O)O)O)CO)O)NC(=O)C)O)O

**IUPAC Name:** (2S,4S,5R,6R)-5-acetamido-2-[(2R,3R,4R,5S,6R)-2-[(2S,3R,4R,5S,6R)-3-acetamido-2-[(2R,3S,4R,5R,6S)-3-[(2S,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(hydroxymethyl)-6-[(2R,3S,4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxan-4-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-5-[(2S,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

**Description:** Beta-D-GalpNAc-(1->4)-[beta-D-GalpNAc-(1->4)-[alpha-Neup5Ac-(2->3)]-beta-D-Galp-(1->3)-beta-D-GlcpNAc-(1->3)]-beta-D-Galp-(1->4)-beta-D-Glcp is a member of the class of neuraminic acids that is neuraminic acid attached in sequence to beta-D-galactopyranosyl, 2-acetamido-2-deoxy-beta-D-glucopyranosyl, beta-D-galactopyranosyl, and beta-D-glucopyranosyl, residues by (2->3), (1->3), (1->3) and (1->4) glycosidic linkages. The galactosyl residue attached to the neuraminic acid is glycosylated at position 4 by a beta-D-acetamidogalactosyl residue, while the other galactosyl residue has been glycosylated at position 4 by a 2-acetamido-beta-D-galactopyranosyl residue. It is a member of neuraminic acids and a heptasaccharide derivative.


**Response:** The given molecule is a complex carbohydrate derivative, specifically a polysaccharide with multiple sugar units linked together. It contains several key structural features:

1. **Sugar Units**: The molecule is composed of multiple sugar rings, specifically oxane rings, which are six-membered rings typically found in carbohydrates. These rings are often referred to as pyranose forms when derived from hexoses.

2. **Acetamido Groups**: The presence of acetamido groups indicates that some of the hydroxyl groups on the sugar units have been replaced by acetamido groups (-NHCOCH3). This modification is common in amino sugars, which are sugars that have an amine group replacing a hydroxyl group.

3. **Hydroxyl Groups**: Each sugar unit in the molecule is heavily substituted with hydroxyl groups (-OH), which is characteristic of carbohydrates. These hydroxyl groups contribute to the molecule's solubility in water and its ability to form hydrogen bonds.

4. **Hydroxymethyl Groups**: The presence of hydroxymethyl groups (-CH2OH) indicates that some of the sugar units have a methanol-like side chain attached to the ring, which is typical for sugars like glucose and galactose.

5. **Carboxylic Acid Group**: The molecule ends with a carboxylic acid group (-COOH), which is a common feature in acidic polysaccharides. This group can donate a proton, making the molecule acidic.

6. **Glycosidic Linkages**: The sugar units are connected via glycosidic linkages, which are ether-like bonds formed between the anomeric carbon of one sugar and a hydroxyl group of another. These linkages determine the structure and properties of the polysaccharide.

7. **Chirality**: The molecule has multiple chiral centers, as indicated by the stereochemistry (R/S) in the IUPAC name. This chirality is crucial for the molecule's biological function and interaction with other biomolecules.

Overall, the given molecule is a highly branched and functionalized polysaccharide with significant biological relevance, likely involved in structural or recognition processes in biological systems.

---

## Molecule 31

**SMILES:** CC1=C(N=C(N=C1N)[C@H](CC(=O)N)NC[C@@H](C(=O)N)N)C(=O)N[C@@H]([C@H](C2=CN=CN2)O[C@H]3[C@H]([C@H]([C@@H]([C@@H](O3)CO)O)O)O[C@@H]4[C@H]([C@H]([C@@H]([C@H](O4)CO)O)OC(=O)N)O)C(=O)N[C@H](C)[C@H]([C@H](C)C(=O)N[C@@H]([C@@H](C)O)C(=O)NCCC5=N[C@H](CS5)C6=NC(=CS6)C(=O)NCCCCN=C(N)N)O

**IUPAC Name:** [(2R,3S,4S,5R,6R)-2-[(2R,3S,4S,5S,6S)-2-[(1R,2S)-2-[[6-amino-2-[(1S)-3-amino-1-[[(2S)-2,3-diamino-3-oxopropyl]amino]-3-oxopropyl]-5-methylpyrimidine-4-carbonyl]amino]-3-[[(2R,3S,4S)-5-[[(2S,3R)-1-[2-[(4R)-4-[4-[4-(diaminomethylideneamino)butylcarbamoyl]-1,3-thiazol-2-yl]-4,5-dihydro-1,3-thiazol-2-yl]ethylamino]-3-hydroxy-1-oxobutan-2-yl]amino]-3-hydroxy-4-methyl-5-oxopentan-2-yl]amino]-1-(1H-imidazol-5-yl)-3-oxopropoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] carbamate

**Description:** Phleomycin D1 is a glycopeptide originally isolated from the bacterium Streptomyces verticillus which contains a (4'R)-4',5'-dihydro-2,4'-bi-1,3-thiazole-2',4-diyl moiety with a a 4-guanidylbutylaminocarbonyl group attached to the 4-position of the terminal thiazole ring. Like all phleomycins, phleomycin D1 can form complexes with redox-active metals such as Co, Cu, and Fe. It has a role as an antineoplastic agent, an antifungal agent, an antimicrobial agent, an antibacterial agent and a bacterial metabolite. It is a chelate-forming peptide, a member of guanidines, a disaccharide derivative, a bi-1,3-thiazole and a glycopeptide.


**Response:** The given molecule is a complex glycopeptide antibiotic known as bleomycin B2. It is characterized by a glycopeptide structure, which includes both carbohydrate and peptide components. Here's a breakdown of its structural features:

1. **Glycopeptide Backbone**: The molecule consists of a peptide backbone with multiple amino acid residues. These residues are linked together by peptide bonds, forming a linear chain. The peptide portion includes several amino acids with side chains that contribute to the molecule's biological activity.

2. **Carbohydrate Moieties**: The structure contains sugar moieties, specifically hexose sugars, which are linked to the peptide backbone. These sugars are modified with hydroxyl groups and are crucial for the molecule's solubility and interaction with biological targets.

3. **Thiazole and Imidazole Rings**: The molecule features heterocyclic rings, including thiazole and imidazole rings. These rings are part of the peptide structure and contribute to the molecule's ability to interact with DNA and other biological molecules.

4. **Amino and Hydroxyl Groups**: The presence of multiple amino groups and hydroxyl groups throughout the structure enhances the molecule's ability to form hydrogen bonds, which is important for its interaction with biological targets.

5. **Carbamoyl and Carbamate Groups**: The presence of carbamoyl and carbamate groups in the structure suggests potential sites for interaction with enzymes or other proteins, influencing the molecule's mechanism of action.

6. **Chirality**: The molecule has several chiral centers, which are indicated by the stereochemistry in the IUPAC name. These chiral centers are crucial for the molecule's specific biological activity and interaction with chiral environments in biological systems.

Overall, the given molecule's structure is a complex interplay of peptide and carbohydrate components, with multiple functional groups that enable its role as an antibiotic. Its ability to interact with DNA and other cellular components is largely due to its diverse functional groups and stereochemistry.

---

## Molecule 32

**SMILES:** C(=O)(N)[O-]

**IUPAC Name:** carbamate

**Description:** Carbamate is an amino-acid anion. It is a conjugate base of a carbamic acid. Derivatives of carbamic acid, H2NC(=O)OH. Included under this heading are N-substituted and O-substituted carbamic acids. In general carbamate esters are referred to as urethanes, and polymers that include repeating units of carbamate are referred to as POLYURETHANES. Note however that polyurethanes are derived from the polymerization of ISOCYANATES and the singular term URETHANE refers to the ethyl ester of carbamic acid.


**Response:** The given molecule, carbamimidoyl, is structurally characterized by the presence of a carbon atom bonded to an amino group and a carbamoyl group. The amino group is represented by a nitrogen atom bonded to two hydrogen atoms, while the carbamoyl group consists of a carbonyl group (C=O) attached to an amino group (NH2). This structure is essentially an amidine, which is a functional group related to both amines and amides. The presence of these groups contributes to the molecule's ability to participate in hydrogen bonding and its basicity.

---

## Molecule 33

**SMILES:** CCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O)OC(=O)CCCCCCC/C=C\CCCCCCCC

**IUPAC Name:** [(2R)-2-[(Z)-octadec-9-enoyl]oxy-3-phosphonooxypropyl] icosanoate

**Description:** 1-icosanoyl-2-oleoyl-sn-glycero-3-phosphate is a 1,2-diacyl-sn-glycerol 3-phosphate in which the acyl substituents at positions 1 and 2 are specified as icosanoyl (arachidoyl) and oleoyl respectively. It is functionally related to an icosanoic acid and an oleic acid. It is a conjugate acid of a 1-icosanoyl-2-oleoyl-sn-glycero-3-phosphate(2-).


**Response:** The given molecule is a type of phosphatidic acid, specifically a 1,2-diacyl-sn-glycerol 3-phosphate. This molecule consists of a glycerol backbone with two fatty acid chains and a phosphate group.

1. **Glycerol Backbone**: The central part of the molecule is a glycerol moiety, which is a three-carbon chain with hydroxyl groups attached to each carbon. In this molecule, the glycerol is esterified at the first and second positions with fatty acids, and at the third position with a phosphate group.

2. **Fatty Acid Chains**:
   - The first fatty acid chain is derived from icosanoic acid, a saturated fatty acid with a 20-carbon chain. This chain is attached to the first position of the glycerol backbone through an ester linkage.
   - The second fatty acid chain is derived from octadec-9-enoic acid, an unsaturated fatty acid with a 18-carbon chain and a double bond located at the 9th carbon. This chain is attached to the second position of the glycerol backbone through another ester linkage. The presence of the double bond introduces a kink in the chain, which can affect the molecule's physical properties.

3. **Phosphate Group**: The third position of the glycerol backbone is esterified with a phosphate group, forming a phosphomonoester. This phosphate group is negatively charged, contributing to the molecule's overall polarity and making it an important component in biological membranes.

Overall, the given molecule is a complex lipid with both hydrophobic and hydrophilic regions, making it an essential component of cell membranes and involved in various biological processes such as signaling and membrane dynamics.

---

## Molecule 34

**SMILES:** CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)[C@@H](CCCCCCCCCCCCCCC)O

**IUPAC Name:** N-[(2S,3R)-3-hydroxy-1-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadecan-2-yl]hexacosanamide

**Description:** 1-O-(alpha-D-galactopyranosyl)-N-hexacosanoylsphinganine is a glycodihydroceramide having an alpha-D-galactopyranosyl residue at the O-1 position and an hexacosanoyl group attached to the nitrogen. It has a role as an epitope. It is functionally related to an alpha-D-galactose.


**Response:** The given molecule is a complex glycolipid, specifically a type of cerebroside. It consists of several key structural components:

1. **Long-Chain Fatty Acid Amide**: The molecule contains a long-chain fatty acid, hexacosanoic acid, which is attached as an amide. This part of the structure contributes to the hydrophobic character of the molecule.

2. **Glycosidic Linkage**: The molecule features a glycosidic linkage, which connects the sugar moiety to the lipid portion. This linkage is formed between the hydroxyl group of the sugar and the hydroxyl group of the lipid.

3. **Sugar Moiety**: The sugar component is a hexose, specifically a glucopyranose, which is a six-membered ring structure. It is characterized by multiple hydroxyl groups and a hydroxymethyl group. The stereochemistry of the sugar is specified, indicating the spatial arrangement of these groups.

4. **Hydroxyl Groups**: The sugar moiety contains several hydroxyl groups, which are responsible for the hydrophilic nature of this part of the molecule. These groups can participate in hydrogen bonding, influencing the molecule's solubility and interaction with other molecules.

5. **Stereochemistry**: The stereochemistry of the molecule is crucial for its biological function. The specific configuration of the chiral centers in both the sugar and lipid parts of the molecule determines its interaction with biological systems.

Overall, the given molecule is amphipathic, with both hydrophobic and hydrophilic regions, allowing it to interact with various biological membranes and play a role in cellular processes.

---

## Molecule 35

**SMILES:** CC(C)CCCCCCCCCCCC(=O)O

**IUPAC Name:** 13-methyltetradecanoic acid

**Description:** Isopentadecanoic acid is a branched-chain saturated fatty acid comprising tetradecanoic (myristic) acid substituted at position 13 by a methyl group. It is a long-chain fatty acid, a branched-chain saturated fatty acid and a methyl-branched fatty acid. It is a conjugate acid of an isopentadecanoate. 13-Methyltetradecanoic acid is a natural product found in Streptomyces manipurensis, Myrmekioderma rea, and other organisms with data available. 13-Methyltetradecanoic Acid is a branched-chain saturated fatty acid that is comprised of tetradecanoic acid with a methyl group on the carbon in the thirteenth position.


**Response:** The given molecule is a type of fatty acid. It consists of a long hydrocarbon chain with a total of 15 carbon atoms. The main chain is a saturated alkane chain, meaning all the carbon-carbon bonds are single bonds, which is typical for fatty acids. 

At one end of the molecule, there is a carboxylic acid functional group (-COOH), which is characteristic of all fatty acids. This group is responsible for the acidic properties of the molecule.

Additionally, there is a methyl group (-CH₃) attached to the 14th carbon of the main chain. This branching introduces a slight variation in the structure compared to a straight-chain fatty acid, which can influence the physical properties such as melting point and solubility.

Overall, the given molecule is a branched-chain saturated fatty acid with a total of 15 carbon atoms, including a methyl branch near the end of the chain.

---

## Molecule 36

**SMILES:** CCCCC/C=C\C=C\[C@@H](CCCCCCCC(=O)[O-])O

**IUPAC Name:** (9R,10E,12Z)-9-hydroxyoctadeca-10,12-dienoate

**Description:** 9(R)-HODE(1-) is a hydroxy fatty acid anion obtained by deprotonation of the carboxy group of 9(R)-HODE; major species at pH 7. 3. It is a hydroxy fatty acid anion, a polyunsaturated fatty acid anion, an octadecanoid anion and a HODE(1-). It is a conjugate base of a 9(R)-HODE. It is an enantiomer of a 9(S)-HODE(1-).


**Response:** The given molecule is a derivative of an octadecadienoate, which is a type of fatty acid. It features an 18-carbon chain with two double bonds and a hydroxyl group. The double bonds are located at the 11th and 13th carbon positions, with the 11th double bond in the Z (cis) configuration and the 13th in the E (trans) configuration. Additionally, there is a hydroxyl group attached to the 9th carbon, which is in the R configuration, indicating its stereochemistry. The molecule is in its deprotonated form, meaning it carries a negative charge on the carboxylate group.

---

## Molecule 37

**SMILES:** C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]4[C@@H]3CC[C@@]56[C@@]4(CC[C@@H]5[C@@]7(CC(=O)OC7)OC6)O)C)O)OC)O

**IUPAC Name:** (1R,2S,5S,6R,9R,12S,13S,16S,18R)-16-[(2R,3S,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-2-hydroxy-13-methylspiro[7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icosane-6,4'-oxolane]-2'-one

**Description:** (1R,2S,5S,6R,9R,12S,13S,16S,18R)-16-[(2R,3S,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-2-hydroxy-13-methylspiro[7-oxapentacyclo[10. 8. 0. 02,9. 05,9. 013,18]icosane-6,4'-oxolane]-2'-one is a natural product found in Thevetia peruviana and Thevetia neriifolia with data available.


**Response:** The given molecule is a complex natural product with a highly intricate structure. It features a spirocyclic framework, which is a type of bicyclic structure where two rings are connected through a single atom. In this case, the spiro connection involves an oxolane ring, which is a five-membered ether ring, and a larger polycyclic system.

The molecule contains multiple stereocenters, as indicated by the stereochemical descriptors (S and R) in its name. These stereocenters contribute to the molecule's three-dimensional shape and are crucial for its biological activity.

The structure includes a methoxy group, which is an ether functional group consisting of a methyl group bound to an oxygen atom. Additionally, there are hydroxy groups present, which are alcohol functional groups characterized by an -OH moiety. These hydroxyl groups are involved in hydrogen bonding, which can affect the molecule's solubility and reactivity.

The molecule also contains a lactone, which is a cyclic ester. This is evident from the presence of a ketone group within a ring structure, contributing to the molecule's reactivity and potential biological activity.

Overall, the given molecule is a complex natural product with a spirocyclic core, multiple stereocenters, and functional groups such as methoxy, hydroxy, and lactone, which together define its chemical properties and potential biological functions.

---

## Molecule 38

**SMILES:** CC1=C2[C@H](C(=O)[C@@]3([C@H](C[C@H]4[C@]([C@H]3[C@@H]([C@](C2(C)C)(C[C@@H]1OC(=O)[C@@H]([C@H](C5=CC=CC=C5)NC(=O)C6=CC=CC=C6)O)O)OC(=O)C7=CC=CC=C7)(CO4)OC(=O)C)O)C)OC(=O)C.C(CC(=O)O)[C@@H](C(=O)O)N

**IUPAC Name:** (2S)-2-aminopentanedioic acid;[(1R,2S,3R,4S,7S,9S,10S,12R,15S)-4,12-diacetyloxy-15-[(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl]oxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate

**Description:** Paclitaxel Poliglumex is the agent paclitaxel linked to a biodegradable, water-soluble polyglutamate polymer with antineoplastic properties. The polyglutamate residue increases the water solubility of paclitaxel and allows delivery of higher doses than those achievable with paclitaxel alone. Paclitaxel promotes microtubule assembly and prevents microtubule depolymerization, thus interfering with normal mitosis.


**Response:** The given molecule is a complex natural product with a highly intricate structure. It is a derivative of the taxane class of compounds, which are known for their polycyclic structures. The molecule consists of a tetracyclic core, which is a hallmark of taxane compounds, featuring a combination of fused rings. This core is further modified with various functional groups and side chains.

Key structural features include:

1. **Tetracyclic Core**: The molecule has a tetracyclic framework, which includes four interconnected rings. This core is characteristic of taxane structures and contributes to the rigidity and three-dimensional shape of the molecule.

2. **Ester Functional Groups**: The presence of diacetyloxy groups indicates acetyl ester functionalities. These are ester linkages formed by the reaction of acetic acid with hydroxyl groups on the core structure. Additionally, the molecule contains a benzoate ester, which is an ester derived from benzoic acid.

3. **Hydroxyl Groups**: There are multiple hydroxyl groups present, which are indicative of alcohol functionalities. These groups are involved in hydrogen bonding and can influence the solubility and reactivity of the molecule.

4. **Amide Linkage**: The molecule contains an amide group, formed by the condensation of an amine with a carboxylic acid. This is evident from the presence of a benzamido moiety, which is a benzoyl group linked to an amino group.

5. **Phenyl Group**: A phenyl group is present, which is a benzene ring attached to the core structure. This aromatic group can participate in π-π interactions and contributes to the overall hydrophobic character of the molecule.

6. **Oxidation States**: The presence of an oxo group indicates a ketone functionality, which is a carbonyl group bonded to two carbon atoms. This contributes to the molecule's polarity and reactivity.

7. **Chirality**: The molecule is highly chiral, with multiple stereocenters. The specific configuration of these stereocenters is crucial for the biological activity of the compound, as it affects how the molecule interacts with biological targets.

Overall, the given molecule is a complex polycyclic compound with multiple functional groups, including esters, hydroxyls, an amide, and a ketone, all contributing to its chemical properties and biological activity.

---

## Molecule 39

**SMILES:** CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2C[C@@H]([C@H]31)[C@]56[C@H]4C[C@@H]([C@H](C5)C(=C)[C@H]6O)OC(=O)C)O)C

**IUPAC Name:** [(1R,2R,4S,5R,7R,8R,9R,10R,13R,16S,17R)-11-ethyl-7,16-dihydroxy-13-methyl-6-methylidene-11-azahexacyclo[7.7.2.15,8.01,10.02,8.013,17]nonadecan-4-yl] acetate

**Description:** [(1R,2R,4S,5R,7R,8R,9R,10R,13R,16S,17R)-11-ethyl-7,16-dihydroxy-13-methyl-6-methylidene-11-azahexacyclo[7. 7. 2. 15,8. 01,10. 02,8. 013,17]nonadecan-4-yl] acetate is a natural product found in Aconitum barbatum and Aconitum karakolicum with data available.


**Response:** The given molecule is a complex organic compound with a multi-cyclic structure. It is a derivative of a hexacyclic system, which means it contains six interconnected rings. The structure is highly rigid due to the presence of these multiple rings, which are fused together in a specific arrangement.

Key structural features include:

1. **Hexacyclic Framework**: The core of the molecule is a hexacyclic system, which is a highly intricate arrangement of six interconnected rings. This contributes to the molecule's rigidity and complexity.

2. **Stereochemistry**: The molecule has several chiral centers, as indicated by the stereochemical descriptors (S and R) in its name. These chiral centers contribute to the molecule's three-dimensional shape and can significantly affect its biological activity.

3. **Functional Groups**:
   - **Hydroxyl Groups**: There are two hydroxyl groups present in the structure, which are alcohol functional groups. These groups can participate in hydrogen bonding, affecting the molecule's solubility and reactivity.
   - **Methylidene Group**: This is a methylene group (=CH2) attached to the core structure, which can influence the molecule's reactivity and interaction with other molecules.
   - **Acetate Ester**: The presence of an acetate group indicates that the molecule has an ester linkage, which is formed by the reaction of an alcohol with acetic acid. This group can be hydrolyzed under certain conditions, affecting the molecule's stability and solubility.

4. **Substituents**:
   - **Ethyl and Methyl Groups**: These are simple alkyl groups attached to the core structure, which can influence the molecule's hydrophobicity and overall shape.

Overall, the given molecule is a complex natural product with a rigid, multi-cyclic structure and several functional groups that contribute to its chemical properties and potential biological activities.

---

## Molecule 40

**SMILES:** COC1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C(=C3O2)OC)OC)OC)O

**IUPAC Name:** 5-hydroxy-6,7,8-trimethoxy-2-(4-methoxyphenyl)chromen-4-one

**Description:** Gardenin B is a tetramethoxyflavone that is tangeretin in which the methoxy group at position 5 has been replaced by a hydroxy group. It has a role as a plant metabolite. It is a tetramethoxyflavone and a monohydroxyflavone. It is functionally related to a tangeretin. Gardenin B is a natural product found in Citrus tankan, Chromolaena odorata, and other organisms with data available.


**Response:** The given molecule is a flavonoid compound, specifically a type of flavone. It features a chromen-4-one backbone, which is a common structure in flavonoids. This backbone consists of a benzopyrone system, where a benzene ring is fused to a pyrone ring.

Key structural features of the given molecule include:

1. **Hydroxy Group**: There is a hydroxy group attached to the chromen ring. This group is located on the benzene portion of the chromen structure, contributing to the molecule's ability to participate in hydrogen bonding and increasing its polarity.

2. **Methoxy Groups**: The molecule contains three methoxy groups attached to the chromen ring. These are located on the benzene portion of the chromen structure. Methoxy groups are electron-donating, which can influence the electronic properties of the molecule, potentially affecting its reactivity and interaction with biological targets.

3. **Substituted Phenyl Ring**: The chromen structure is further substituted with a methoxyphenyl group. This phenyl group is connected to the chromen ring, and it also contains a methoxy group. The presence of this group can enhance the molecule's lipophilicity and may play a role in its biological activity.

Overall, the combination of these functional groups and structural features contributes to the molecule's chemical properties and potential biological activities. The presence of multiple methoxy groups and a hydroxy group suggests that the molecule may have significant interactions with biological systems, possibly contributing to its natural occurrence in certain plants.

---

## Molecule 41

**SMILES:** CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@]23C[C@@H]4[C@]2([C@@H]5O[C@]3(C[C@]4(O5)O)C)COC(=O)C6=CC=CC=C6)O)O)O

**IUPAC Name:** [(1R,2S,3R,5R,6R,8S)-3-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-6-hydroxy-8-methyl-9,10-dioxatetracyclo[4.3.1.02,5.03,8]decan-2-yl]methyl benzoate

**Description:** 6'-O-acetylpaeoniflorin is a semisynthetic monoterpene glycoside obtained by acetylation of the 6'-position of the natural product paeoniflorin. It has a role as an anti-inflammatory agent and an anti-allergic agent. It is a beta-D-glucoside, a bridged compound, a cyclic acetal, a lactol, a monoterpene glycoside, a benzoate ester, an acetate ester, an O-acyl carbohydrate and a semisynthetic derivative. It is functionally related to a paeoniflorin.


**Response:** The given molecule is a complex organic compound with several distinct structural features. It is a derivative of a natural product found in Paeonia veitchii. Here's a breakdown of its structural components:

1. **Tetracyclic Core**: The molecule contains a tetracyclic structure, which is a fused ring system consisting of four interconnected rings. This core is a dioxatetracyclodecane, indicating the presence of two oxygen atoms within the ring system.

2. **Hydroxyl Groups**: There are multiple hydroxyl (-OH) groups present in the structure. These are located on the sugar moiety and the tetracyclic core, contributing to the molecule's polarity and potential for hydrogen bonding.

3. **Acetyloxymethyl Group**: This functional group is an ester derived from acetic acid, attached to the tetracyclic core. It consists of a methyl group linked to an acetoxy group, which is an ester linkage formed by acetic acid.

4. **Benzoate Ester**: The molecule also features a benzoate ester, which is an aromatic ester derived from benzoic acid. This part of the molecule is linked to the sugar moiety, contributing to the overall aromatic character and potential interactions with biological targets.

5. **Sugar Moiety**: The structure includes a sugar component, specifically a hexose ring, which is a six-membered ring with multiple hydroxyl groups. This sugar moiety is linked to the tetracyclic core via an ether linkage, forming a glycosidic bond.

6. **Chirality**: The molecule has several chiral centers, as indicated by the stereochemical descriptors (R and S) in its IUPAC name. These chiral centers are crucial for the molecule's biological activity and interaction with chiral environments, such as enzymes or receptors.

Overall, the given molecule is a complex natural product with a rich array of functional groups and stereochemistry, contributing to its potential biological activity and interactions.

---

## Molecule 42

**SMILES:** COC1=CC(=C(C=C1Cl)OC)Cl

**IUPAC Name:** 1,4-dichloro-2,5-dimethoxybenzene

**Description:** Chloroneb appears as white to tan solid or beige powder. Musty odor. (NTP, 1992) Chloroneb is a dimethoxybenzene that is p-dimethoxybenzene which is substituted by chlorines at positions 2 and 5. A fungicide formerly used as a seed treatment, it is not approved for use in the European Union. It has a role as an antifungal agrochemical. It is a dimethoxybenzene, a dichlorobenzene and an aromatic fungicide. Chloroneb (1,4-dichloro-2,5-dimethoxybenzene) is a chlorinated dimethoxybenzene. It is used as a fungicide and is currently registered for use on a wide variety of food crops but is primarily used for pre-plant cottonseed treatment as well as on commercial turf and ornamentals. The markets for chloroneb seed treatment uses include: sugar beets, soybeans, cotton, and beans. Chloroneb has been shown to have low dermal, oral and inhalation toxicity. It is classified as Toxicity Category IV for oral ingestion, dermal toxicity, and inhalation toxicity, and Toxicity Category III for eye irritation. Chloroneb is a dermal sensitizer.


**Response:** The given molecule is a derivative of benzene, which is a six-membered aromatic ring. In this molecule, the benzene ring is substituted with three groups: two methoxy groups and one chloro group.

1. **Methoxy Groups**: There are two methoxy groups attached to the benzene ring. A methoxy group consists of a methyl group (CH₃) bonded to an oxygen atom (O), which is then connected to the benzene ring. These groups are located at opposite positions on the benzene ring, specifically at the 1 and 4 positions relative to the chloro group. The presence of methoxy groups makes the molecule more electron-rich due to the electron-donating nature of the oxygen atom.

2. **Chloro Group**: The chloro group is a chlorine atom attached to the benzene ring. This group is located at the 2 position relative to the methoxy groups. The chlorine atom is an electron-withdrawing group, which can influence the electronic properties of the benzene ring.

Overall, the given molecule is characterized by its aromatic benzene ring with electron-donating methoxy groups and an electron-withdrawing chloro group, which can affect its reactivity and interactions with other molecules.

---

## Molecule 43

**SMILES:** C[C@H]1[C@@H](C[C@H]([C@@H](O1)O[C@H](C)CCCCCCC(=O)O)O)O

**IUPAC Name:** (8R)-8-[(2R,3R,5R,6S)-3,5-dihydroxy-6-methyloxan-2-yl]oxynonanoic acid

**Description:** Ascr#10 is an (omega-1)-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (8R)-8-hydroxynonanoic acid with ascarylopyranose (the alpha anomer). A metabolite of the nematode Caenorhabditis elegans, it is the direct biosynthetic precursor to ascr#3. It has also been detected in the sour paste nematode, Panagrellus redivivus. It has a role as a Caenorhabditis elegans metabolite. It is a monocarboxylic acid and an (omega-1)-hydroxy fatty acid ascaroside. It is functionally related to an (8R)-8-hydroxynonanoic acid. It is a conjugate acid of an ascr#10(1-).


**Response:** The given molecule is a complex organic compound that features several distinct structural components. It is a derivative of an octanoic acid, which is an eight-carbon saturated fatty acid chain. The presence of the carboxylic acid group (-COOH) at the terminal end of this chain is a key functional group, contributing to the molecule's acidic properties.

Additionally, the molecule contains an oxane ring, which is a six-membered cyclic ether. This ring is substituted with hydroxyl groups (-OH) at two positions, specifically at the third and fifth carbons, and a methyl group (-CH3) at the sixth carbon. The stereochemistry of these substituents is specified, indicating the spatial arrangement of the atoms, which is crucial for the molecule's biological activity.

The molecule also features an ether linkage, where the octanoic acid is connected to the oxane ring through an oxygen atom. This ether linkage is formed by the attachment of the octanoic acid's hydroxyl group to the oxane ring, creating a glycosidic-like bond.

Overall, the given molecule is characterized by its combination of a fatty acid chain, a cyclic ether with multiple hydroxyl groups, and specific stereochemistry, which together define its chemical properties and potential biological functions.

---

## Molecule 44

**SMILES:** C[C@H]1[C@H]([C@H]([C@H]([C@H](O1)OP(=O)([O-])OP(=O)([O-])OC[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=CC(=O)NC3=O)O)O)NC(=O)C)O)O

**IUPAC Name:** [(2R,3R,4S,5S,6S)-3-acetamido-4,5-dihydroxy-6-methyloxan-2-yl] [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl] phosphate

**Description:** UDP-2-acetamido-2,6-dideoxy-beta-L-talose(2-) is dianion of UDP-N-acetyl-6-deoxy-beta-L-talosamine arising from deprotonation of both free diphosphate OH groups; major species at pH 7. 3. It is a conjugate base of an UDP-2-acetamido-2,6-dideoxy-beta-L-talose.


**Response:** The given molecule is a complex nucleotide-sugar oxoanion, specifically a derivative of UDP-N-acetyl-alpha-D-galactosamine. It consists of several key structural components:

1. **Sugar Moiety**: The core of the molecule is a sugar moiety, which is a galactosamine derivative. This sugar is a hexose, specifically a six-membered ring (pyranose form), with several functional groups attached. The sugar is in the alpha configuration, indicating the orientation of the acetamido group relative to the anomeric carbon.

2. **Acetamido Group**: Attached to the sugar is an acetamido group, which is a functional group consisting of an amide linkage with an acetyl group. This group is located on the second carbon of the sugar ring, contributing to the molecule's identity as a galactosamine derivative.

3. **Hydroxyl Groups**: The sugar ring contains multiple hydroxyl groups, which are characteristic of carbohydrates. These hydroxyl groups are involved in forming hydrogen bonds and contribute to the molecule's solubility and reactivity.

4. **Phosphate Groups**: The molecule contains a diphosphate group, which is a chain of two phosphate groups connected by an ester linkage. This diphosphate is linked to the sugar moiety through an ester bond, forming a nucleotide structure. The presence of the diphosphate group is crucial for the molecule's role in biological processes, such as glycosylation.

5. **Pyrimidine Base**: The molecule includes a pyrimidine base, specifically a 2,4-dioxopyrimidin-1-yl group. This is a nucleobase component typical of nucleotides, contributing to the molecule's role in genetic information storage and transfer.

6. **Oxoanion Form**: The molecule is in its oxoanion form, meaning it has lost protons from the diphosphate group, resulting in a negatively charged species. This form is prevalent at physiological pH (around 7.3), where the molecule exists as a conjugate base.

Overall, the given molecule is a nucleotide-sugar derivative that plays a role in glycosylation processes, where it acts as a donor of N-acetyl-alpha-D-galactosamine residues in the biosynthesis of glycoconjugates.

---

## Molecule 45

**SMILES:** C(C(C(=O)O)N)C(=O)O

**IUPAC Name:** 2-aminobutanedioic acid

**Description:** Aspartic acid is an alpha-amino acid that consists of succinic acid bearing a single alpha-amino substituent It has a role as a fundamental metabolite. It is an alpha-amino acid, a C4-dicarboxylic acid and a polar amino acid. It contains a carboxymethyl group. It is a conjugate acid of an aspartate(1-) and an aspartate. One of the non-essential amino acids commonly occurring in the L-form. It is found in animals and plants, especially in sugar cane and sugar beets. It may be a neurotransmitter.


**Response:** The given molecule is a derivative of aspartic acid, which is an amino acid. It consists of a four-carbon backbone. The first carbon is part of a carboxylic acid group, and the second carbon is bonded to an amino group. The third carbon is also bonded to another carboxylic acid group, which is characteristic of aspartic acid. The molecule is a dicarboxylic acid due to the presence of two carboxylic acid groups. Additionally, it is a conjugate acid of aspartate(2-), indicating it can donate protons to form the aspartate(2-) ion.

---

## Molecule 46

**SMILES:** CC[C@@H](C)C(=O)O[C@H]1[C@@H]([C@H]2[C@@H](CN3C[C@H](CC[C@H]3[C@@]2(C)O)C)[C@H]4[C@@]1([C@@H]5[C@@H](C[C@H]6[C@]7([C@]5(C4)O[C@@]6([C@H](CC7)OC(=O)[C@](C)(CC)O)O)C)OC(=O)C)O)O

**IUPAC Name:** [(1S,2S,6S,9S,10S,11R,12R,13S,14S,15S,16R,18S,19S,22S,23S,25R)-16-acetyloxy-10,12,14,23-tetrahydroxy-6,10,19-trimethyl-13-[(2R)-2-methylbutanoyl]oxy-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] (2S)-2-hydroxy-2-methylbutanoate

**Description:** [(1S,2S,6S,9S,10S,11R,12R,13S,14S,15S,16R,18S,19S,22S,23S,25R)-16-acetyloxy-10,12,14,23-tetrahydroxy-6,10,19-trimethyl-13-[(2R)-2-methylbutanoyl]oxy-24-oxa-4-azaheptacyclo[12. 12. 0. 02,11. 04,9. 015,25. 018,23. 019,25]hexacosan-22-yl] (2S)-2-hydroxy-2-methylbutanoate is a natural product found in Veratrum viride with data available.


**Response:** The given molecule is a complex natural product with a highly intricate structure. It is a heptacyclic compound, meaning it contains seven interconnected rings. The core structure is a polycyclic framework that includes both carbon and heteroatoms, specifically oxygen and nitrogen, as indicated by the presence of "oxa" and "aza" in the name.

The molecule features multiple stereocenters, as denoted by the various R and S configurations. This indicates that the molecule has specific three-dimensional orientations at these chiral centers, which are crucial for its biological activity.

Key functional groups present in the molecule include:

1. **Acetyloxy Group**: This is an ester functional group derived from acetic acid, attached to the main structure. It contributes to the molecule's reactivity and solubility properties.

2. **Dihydroxy Groups**: The presence of two hydroxyl groups suggests potential sites for hydrogen bonding, which can influence the molecule's solubility and interaction with biological targets.

3. **Trimethyl Groups**: These are alkyl groups that can affect the molecule's hydrophobicity and steric properties, potentially influencing how the molecule interacts with enzymes or receptors.

4. **Methylbutanoate Ester**: This ester group is derived from 2-methylbutanoic acid, adding to the molecule's complexity and affecting its chemical properties, such as its ability to participate in esterification reactions.

5. **Oxa and Aza Components**: The presence of oxygen and nitrogen within the ring system indicates the molecule has heterocyclic characteristics, which can significantly impact its chemical behavior and biological activity.

Overall, the given molecule is a highly functionalized and stereochemically complex natural product, likely contributing to its role in the biological systems of Veratrum nigrum and Veratrum album. Its structural features suggest it may have specific interactions with biological macromolecules, potentially leading to pharmacological effects.

---

## Molecule 47

**SMILES:** C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)C)C)C)OC1

**IUPAC Name:** (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(1S,2R,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

**Description:** (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(1S,2R,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10. 8. 0. 02,9. 04,8. 013,18]icos-18-ene-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol is a natural product found in Dioscorea collettii and Dioscorea collettii var. hypoglauca with data available.


**Response:** The given molecule is a complex natural product with a highly intricate structure. It is composed of multiple interconnected rings and functional groups, which can be broken down as follows:

1. **Spirocyclic Structure**: The molecule contains a spiro[5-oxapentacyclo] system, which indicates a spirocyclic compound where two rings are connected through a single shared atom. This contributes to the rigidity and complexity of the molecule.

2. **Pentacyclic Core**: The core of the molecule is a pentacyclic structure, which means it has five interconnected rings. This is a common feature in many natural products, providing a stable and compact framework.

3. **Oxane Rings**: The molecule includes oxane rings, which are six-membered rings containing one oxygen atom. These rings are part of the glycosidic linkages and contribute to the molecule's solubility and reactivity.

4. **Hydroxyl Groups**: There are multiple hydroxyl (-OH) groups present, which are indicative of alcohol functionalities. These groups are responsible for the molecule's hydrophilic properties and can participate in hydrogen bonding.

5. **Methyl Groups**: The presence of several methyl (-CH₃) groups is noted, which are small alkyl groups that can influence the molecule's hydrophobicity and steric properties.

6. **Glycosidic Linkages**: The molecule features glycosidic linkages, which are ether bonds formed between a sugar and another molecule. These linkages are crucial for the molecule's biological activity and stability.

7. **Stereochemistry**: The molecule has multiple chiral centers, as indicated by the stereochemical descriptors (S and R). This stereochemistry is essential for the molecule's biological function, as it determines the three-dimensional arrangement of the atoms.

Overall, the given molecule is a complex natural product with a rigid, multi-ring structure, multiple hydroxyl groups, and specific stereochemistry, which are all characteristic of compounds with significant biological activity.

---

## Molecule 48

**SMILES:** CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC/C=C\CCCCCC)COP(=O)([O-])OCC[N+](C)(C)C

**IUPAC Name:** [(2R)-3-[(Z)-hexadec-9-enoyl]oxy-2-[(Z)-octadec-9-enoyl]oxypropyl] 2-(trimethylazaniumyl)ethyl phosphate

**Description:** 1-[(9Z)-hexadecenoyl]-2-[(9Z)-octadecenoyl]-sn-glycero-3-phosphocholine is a phosphatidylcholine 34:2 in which the 1- and 2-acyl groups are specified as (9Z)-hexadecenoyl (palmitoleoyl) and (9Z)-octadecenoyl (oleoyl) respectively. It has a role as a mouse metabolite. It is functionally related to an oleic acid and a palmitoleic acid. PC(16:1(9Z)/18:1(9Z)) is a metabolite found in or produced by Saccharomyces cerevisiae.


**Response:** The given molecule is a type of phospholipid, specifically a phosphatidylcholine. It consists of a glycerol backbone that is esterified with two fatty acid chains and a phosphocholine group.

1. **Glycerol Backbone**: The central part of the molecule is a glycerol unit, which is a three-carbon chain with hydroxyl groups attached to each carbon. In this molecule, the hydroxyl groups are esterified with fatty acids and a phosphate group.

2. **Fatty Acid Chains**: 
   - The first fatty acid chain is derived from hexadec-9-enoic acid, which is a 16-carbon monounsaturated fatty acid with a double bond at the 9th carbon. The double bond is in the cis configuration, denoted by the (Z) notation.
   - The second fatty acid chain is derived from tetradec-9-enoic acid, a 14-carbon monounsaturated fatty acid with a double bond at the 9th carbon, also in the cis configuration.

3. **Phosphate Group**: The third position of the glycerol is linked to a phosphate group. This phosphate group is further connected to a choline moiety.

4. **Choline Group**: The choline group consists of a trimethylazaniumyl ethyl group. This positively charged group is attached to the phosphate, making the molecule a zwitterion, as it contains both positive and negative charges.

5. **Overall Structure**: The molecule is amphipathic, meaning it has both hydrophilic (water-attracting) and hydrophobic (water-repelling) parts. The fatty acid chains are hydrophobic and tend to be oriented away from water, while the phosphate and choline groups are hydrophilic and interact with water.

This structure is typical of phosphatidylcholines, which are major components of biological membranes, contributing to membrane fluidity and function.

---

## Molecule 49

**SMILES:** COC1=C(C=CC(=C1)C=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O

**IUPAC Name:** 3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzaldehyde

**Description:** Glucovanillin is a glycoside. Glucovanillin is a natural product found in Dendrobium moniliforme, Stereospermum cylindricum, and other organisms with data available.


**Response:** The given molecule is a complex organic compound that features several distinct structural components. At its core, it contains a benzaldehyde moiety, which is characterized by a benzene ring with an aldehyde group attached. This aldehyde group is a carbonyl group (C=O) bonded to a hydrogen atom, and it is directly attached to the benzene ring.

Additionally, the benzene ring is substituted with a methoxy group (–OCH₃) and a glycosidic linkage. The methoxy group is an ether functional group where a methyl group is bonded to an oxygen atom, which is then connected to the benzene ring.

The glycosidic linkage connects the benzene ring to a sugar moiety. This sugar moiety is a hexose, specifically a pyranose form, which is a six-membered ring containing five carbon atoms and one oxygen atom. The sugar is a derivative of glucose, as indicated by the presence of multiple hydroxyl (–OH) groups and a hydroxymethyl group (–CH₂OH) attached to the ring. The stereochemistry of the sugar is specified by the configuration of its chiral centers, which are denoted by the (2S,3R,4S,5S,6R) configuration. This indicates the spatial arrangement of the hydroxyl groups and the hydroxymethyl group around the sugar ring.

Overall, the given molecule is a benzaldehyde derivative with a methoxy group and a glycosidic linkage to a glucose-like sugar, which contributes to its complex structure and potential biological activity.

---

## Molecule 50

**SMILES:** C1=CC(=C(C=C1O)O)O

**IUPAC Name:** benzene-1,2,4-triol

**Description:** Benzene-1,2,4-triol is a benzenetriol carrying hydroxy groups at positions 1, 2 and 4. It has a role as a mouse metabolite. 1,2,4-Benzenetriol is a natural product found in Mus musculus, Coffea arabica, and other organisms with data available.


**Response:** The given molecule is a derivative of benzenediol, specifically a triol, meaning it contains three hydroxyl (-OH) groups attached to a benzene ring. The hydroxyl groups are positioned at the 2, 3, and 4 locations on the benzene ring, which is a six-membered aromatic ring. This arrangement of hydroxyl groups classifies it as a pyrogallol derivative. The presence of these hydroxyl groups makes the molecule highly polar and capable of forming hydrogen bonds, which can significantly influence its solubility and reactivity.

---

## Molecule 51

**SMILES:** COC1=CC(=CC(=C1O)OC)[C@H]2[C@@H]3CO[C@H]([C@@H]3CO2)C4=CC(=C(C(=C4)OC)OC)OC

**IUPAC Name:** 4-[(3R,3aS,6R,6aS)-6-(3,4,5-trimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenol

**Description:** (-)-(7R,7'R,8S,8'S)-4'-hydroxy-3,3',4,5,5'-pentamethoxy-7,9':7',9-diepoxylignane is a lignan that consists of tetrahydro-1H,3H-furo[3,4-c]furan substituted by 3,4,5-trimethoxyphenyl and a 4-hydroxy-3,5-dimethoxyphenyl group at positions 4 and 1 respectively. It has been isolated from the stems of Sinocalamus affinis. It has a role as a plant metabolite. It is a lignan, a member of methoxybenzenes, a member of phenols and a furofuran. (-)-(7R,7'R,8S,8'S)-4'-hydroxy-3,3',4,5,5'-pentamethoxy-7,9':7',9-diepoxylignane is a natural product found in Bambusa emeiensis with data available.


**Response:** The given molecule is a complex organic compound with a bicyclic structure. It consists of a hexahydrofurofuran core, which is a bicyclic system made up of two tetrahydrofuran rings fused together. This core is substituted with a 3,4,5-trimethoxyphenyl group, which is a phenyl ring with three methoxy groups attached at the 3, 4, and 5 positions. Additionally, the molecule has a 2,6-dimethoxyphenol group, which is another phenyl ring with two methoxy groups and a hydroxyl group attached at the 2 and 6 positions, respectively. The stereochemistry of the molecule is specified by the (3S,3aR,6R,6aR) configuration, indicating the spatial arrangement of the substituents around the chiral centers in the hexahydrofurofuran system.

---

## Molecule 52

**SMILES:** CC(=CCC/C(=C/CC/C(=C/CC/C(=C/CC/C(=C/CC/C(=C/CC/C(=C/CC/C(=C/CC/C(=C/CC/C(=C/CC/C(=C/CC/C(=C/CC/C(=C/CC/C(=C/CC/C(=C/CC/C(=C/CC/C(=C/CC/C(=C/CC/C(=C/CC/C(=C/CC/C(=C/COP(=O)(O)OP(=O)(O)O)/C)/C)/C)/C)/C)/C)/C)/C)/C)/C)/C)/C)/C)/C)/C)/C)/C)/C)/C)/C)C

**IUPAC Name:** [(2E,6E,10E,14E,18E,22E,26E,30E,34E,38E,42E,46E,50E,54E,58E,62E,66E,70E,74E,78E)-3,7,11,15,19,23,27,31,35,39,43,47,51,55,59,63,67,71,75,79,83-henicosamethyltetraoctaconta-2,6,10,14,18,22,26,30,34,38,42,46,50,54,58,62,66,70,74,78,82-henicosaenyl] phosphono hydrogen phosphate

**Description:** Henicosaprenyl diphosphate is a polyprenol diphosphate compound having twenty-one prenyl units with undefined stereochemistry about the double bonds. It has a role as a Saccharomyces cerevisiae metabolite.


**Response:** The given molecule is a highly unsaturated polyisoprenoid compound, specifically a dodecaprenyl diphosphate. Its structure is characterized by a long chain of isoprene units, which are five-carbon repeating units. In this molecule, there are twelve isoprene units, making it a dodecaprenyl compound.

The structure features a series of conjugated double bonds, with each isoprene unit contributing to the overall unsaturation of the molecule. The presence of multiple double bonds in a trans configuration (E configuration) is a key structural feature, contributing to the molecule's linear and extended conformation.

At one end of the molecule, there is a diphosphate group. This group consists of two phosphate units linked together, with one of the phosphates forming an ester bond with the polyisoprenoid chain. The diphosphate group is a significant functional group, as it imparts polarity and reactivity to the molecule, making it an important intermediate in various biosynthetic pathways.

Overall, the given molecule is a large, hydrophobic polyisoprenoid with a hydrophilic diphosphate head group, making it amphipathic. This structural feature is crucial for its role in biological systems, particularly in the synthesis of complex biomolecules like glycoproteins and glycolipids.

---

## Molecule 53

**SMILES:** C1[C@H]([C@H](OC(=O)C2=CC(=C(C(=C2C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)[C@@H]4[C@@H]5[C@H](C6=C(C(=C(C(=C6C(=O)O5)C7=C(C(=C(C=C7C(=O)O4)O)O)O)O)O)O)C8=C(C(=C(C=C8C(=O)O[C@H]9[C@@H]([C@@H](O[C@@H]([C@@H]9OC(=O)C1=CC(=C(C(=C1)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)COC(=O)C1=CC(=C(C(=C1)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O)O)O

**IUPAC Name:** [(2R,3R,4S,5R,6S)-2,3,5-tris[(3,4,5-trihydroxybenzoyl)oxy]-6-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-4-yl] 2-[(14S,15S,19S)-14-[(10S,11R)-3,4,5,11,17,18,19-heptahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-10-yl]-2,3,4,7,8,9-hexahydroxy-12,17-dioxo-13,16-dioxatetracyclo[13.3.1.05,18.06,11]nonadeca-1,3,5(18),6,8,10-hexaen-19-yl]-3,4,5-trihydroxybenzoate

**Description:** [(2R,3R,4S,5R,6S)-2,3,5-tris[(3,4,5-trihydroxybenzoyl)oxy]-6-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-4-yl] 2-[(14S,15S,19S)-14-[(10S,11R)-3,4,5,11,17,18,19-heptahydroxy-8,14-dioxo-9,13-dioxatricyclo[13. 4. 0. 02,7]nonadeca-1(19),2,4,6,15,17-hexaen-10-yl]-2,3,4,7,8,9-hexahydroxy-12,17-dioxo-13,16-dioxatetracyclo[13. 3. 1. 05,18. 06,11]nonadeca-1,3,5(18),6,8,10-hexaen-19-yl]-3,4,5-trihydroxybenzoate is a natural product found in Paeonia lactiflora with data available.


**Response:** The given molecule is a complex natural product with a highly intricate structure. It is composed of multiple interconnected rings and functional groups, which contribute to its unique chemical properties.

1. **Core Structure**: The molecule features a central oxane ring, which is a six-membered cyclic ether. This oxane ring is substituted with various functional groups, contributing to the molecule's complexity.

2. **Hydroxy Groups**: The molecule contains multiple hydroxy groups (-OH) attached to different carbon atoms. These hydroxy groups are responsible for the molecule's high polarity and potential for hydrogen bonding, which can influence its solubility and reactivity.

3. **Trihydroxybenzoyl Groups**: The structure includes several trihydroxybenzoyl moieties. These are aromatic rings with three hydroxy groups attached, which are known for their antioxidant properties. The presence of these groups suggests that the molecule may have significant biological activity.

4. **Dioxo Groups**: The molecule also contains dioxo groups, which are carbonyl groups (C=O) that are part of a larger ring system. These groups can participate in various chemical reactions, such as nucleophilic additions or reductions.

5. **Tricyclic and Tetracyclic Systems**: The structure includes tricyclic and tetracyclic systems, which are complex ring systems that can provide rigidity and specific three-dimensional shapes to the molecule. These systems are often involved in the molecule's biological activity and interaction with biological targets.

6. **Ester Linkages**: The molecule has ester linkages, which are formed by the reaction of carboxylic acids and alcohols. These linkages are crucial for the molecule's stability and can be hydrolyzed under certain conditions.

7. **Chirality**: The molecule has several chiral centers, indicated by the stereochemical descriptors (R and S). These chiral centers are important for the molecule's interaction with biological systems, as they can affect the molecule's binding affinity and specificity to biological targets.

Overall, the given molecule is a highly functionalized and stereochemically complex natural product, likely contributing to its biological activity and potential therapeutic applications.

---

## Molecule 54

**SMILES:** CCC1=C[C@@H]2C[C@@](C3=C(CN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)[C@]78CCN9[C@H]7[C@@](C=CC9)([C@H]([C@@]([C@@H]8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC

**IUPAC Name:** methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(12S,14S)-16-ethyl-12-methoxycarbonyl-1,10-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8,15-pentaen-12-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate

**Description:** Vinorelbine is a semisynthetic vinca alkaloid. Vinorelbine binds to tubulin and prevents formation of the mitotic spindle, resulting in the arrest of tumor cell growth in metaphase. This agent may also interfere with amino acid, cyclic AMP. and glutathione metabolism; calmodulin-dependent Ca++ -transport ATPase activity; cellular respiration; and nucleic acid and lipid biosynthesis.


**Response:** The given molecule is a complex organic compound that belongs to the class of vinca alkaloids, specifically vinorelbine. It is characterized by a highly intricate polycyclic structure with multiple rings, including both carbocyclic and heterocyclic components. The molecule contains several key structural features:

1. **Polycyclic Framework**: The molecule has a tetracyclic and pentacyclic framework, which is typical for vinca alkaloids. These frameworks are composed of interconnected rings, including both aromatic and non-aromatic rings.

2. **Heteroatoms**: The structure includes nitrogen atoms, which are part of the diazatetracyclic and diazapentacyclic systems. These nitrogen atoms are integral to the alkaloid nature of the compound.

3. **Functional Groups**:
   - **Ester Groups**: The molecule contains ester functional groups, as indicated by the presence of methoxycarbonyl and acetyloxy groups. These ester groups are important for the molecule's solubility and reactivity.
   - **Hydroxyl Group**: There is a hydroxyl group present, which contributes to the molecule's polarity and potential for hydrogen bonding.
   - **Methoxy Group**: The presence of methoxy groups adds to the molecule's hydrophobic character and can influence its interaction with biological targets.

4. **Chirality**: The molecule has multiple chiral centers, which are denoted by the stereochemical descriptors (R and S). These chiral centers are crucial for the molecule's biological activity, as they determine the three-dimensional shape and how it interacts with biological systems.

5. **Substituents**: The structure includes various substituents such as ethyl groups and a methyl group, which modify the molecule's physical and chemical properties, such as its solubility and binding affinity to biological targets.

Overall, the given molecule's complex structure, with its multiple rings, functional groups, and chiral centers, is essential for its role as a chemotherapeutic agent, particularly in disrupting microtubule function in cancer cells.

---

## Molecule 55

**SMILES:** CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2[C@H]([C@@]([C@H]31)([C@@]5(C[C@H]([C@@H]6C[C@H]4[C@H]5[C@H]6O)OC)OC)O)OC)O)COC

**IUPAC Name:** (1S,2S,3S,4S,5R,6R,8S,9S,10S,13S,16S,17R,18R)-11-ethyl-6,8,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,9,16-triol

**Description:** (1S,2S,3S,4S,5R,6R,8S,9S,10S,13S,16S,17R,18R)-11-ethyl-6,8,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7. 7. 2. 12,5. 01,10. 03,8. 013,17]nonadecane-4,9,16-triol is a natural product found in Delphinium carduchorum, Delphinium crispulum, and Delphinium grandiflorum with data available.


**Response:** The given molecule is a complex polycyclic compound with multiple stereocenters, as indicated by the stereochemical descriptors (1S,2R,3R,4S,5S,6S,8R,9R,10R,13S,16S,17R,18S). It is a hexacyclic structure, meaning it contains six interconnected rings. The backbone of the molecule is a nonadecane framework, which is a 19-carbon chain forming the core structure.

Key structural features include:

1. **Methoxy Groups**: The molecule contains three methoxy groups, which are -OCH₃ groups attached to the carbon framework. These are located at specific positions on the hexacyclic structure, contributing to the molecule's overall polarity and solubility characteristics.

2. **Hydroxyl Groups**: There are three hydroxyl (-OH) groups present, which are alcohol functional groups. These groups are capable of forming hydrogen bonds, influencing the molecule's reactivity and interaction with other molecules.

3. **Methoxymethyl Group**: A methoxymethyl group (-CH₂OCH₃) is present, which is a methoxy group attached to a methylene (-CH₂-) bridge. This group adds to the complexity and potential reactivity of the molecule.

4. **Aza Group**: The presence of an "11-aza" indicates a nitrogen atom incorporated into the ring system, replacing a carbon atom. This nitrogen atom can influence the basicity and electronic properties of the molecule.

5. **Ethyl Group**: An ethyl group (-C₂H₅) is attached to the structure, which is a simple alkyl group that can affect the molecule's hydrophobicity.

Overall, the given molecule is a highly functionalized and stereochemically complex natural product, likely contributing to its biological activity. The combination of methoxy, hydroxyl, and aza groups, along with the intricate polycyclic structure, suggests a molecule with significant potential for interaction with biological targets.

---

## Molecule 56

**SMILES:** C[C@@H]1[C@@H]([C@H](C2=CC(=C(C(=C2C3=C(C4=C(C=C3[C@@H]1O)OCO4)OC)OC)OC)OC)OC(=O)C)C

**IUPAC Name:** [(8R,9S,10R,11R)-11-hydroxy-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-8-yl] acetate

**Description:** Ananolignan E is a lignan with a dibenzocyclooctadiene skeleton isolated from Kadsura ananosma. It has a role as a metabolite and a plant metabolite. It is an acetate ester, an aromatic ether, a lignan, an organic heterotetracyclic compound, an oxacycle and a secondary alcohol.


**Response:** The given molecule is a complex organic compound with a polycyclic structure. It features a tetracyclic core, which means it has four interconnected ring systems. The core structure is a nonadecane framework, indicating a 19-carbon backbone.

Key structural features include:

1. **Methoxy Groups**: The molecule contains four methoxy groups (-OCH₃) attached to the aromatic rings. These groups are electron-donating and can influence the electronic properties of the aromatic system.

2. **Hydroxy Group**: There is a hydroxy group (-OH) present, which is a common functional group that can participate in hydrogen bonding, affecting the molecule's solubility and reactivity.

3. **Methyl Groups**: Two methyl groups (-CH₃) are attached to the tetracyclic core, contributing to the molecule's hydrophobic character and potentially affecting its steric properties.

4. **Acetate Ester**: The presence of an acetate group (-COOCH₃) indicates an ester linkage, which is a common functional group in organic chemistry. This group can be involved in hydrolysis reactions and affects the molecule's polarity.

5. **Dioxatetracyclic System**: The molecule includes a dioxatetracyclic system, which means it has two oxygen atoms incorporated into the tetracyclic structure. This can influence the molecule's rigidity and overall conformation.

6. **Hexaenyl System**: The presence of a hexaenyl system suggests multiple conjugated double bonds, which can contribute to the molecule's color and electronic properties.

Overall, the given molecule is a complex natural product with multiple functional groups and a rigid polycyclic structure, which can significantly influence its chemical behavior and biological activity.

---

## Molecule 57

**SMILES:** C[C@@H]1CC[C@]2(CCCCO2)O[C@@H]1[C@@H](C)C[C@@H]([C@@H]3C(=C)[C@H]([C@H]4[C@H](O3)CC[C@]5(O4)CC[C@@H](O5)/C=C/[C@@H](C)[C@@H]6CC(=C[C@@]7(O6)[C@@H](CC[C@H](O7)C[C@](C)(C(=O)O)O)O)C)O)O

**IUPAC Name:** (2R)-3-[(2S,6R,8S,11R)-2-[(E,2R)-4-[(2S,2'R,4R,4aS,6R,8aR)-4-hydroxy-2-[(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-3-methylidenespiro[4a,7,8,8a-tetrahydro-4H-pyrano[3,2-b]pyran-6,5'-oxolane]-2'-yl]but-3-en-2-yl]-11-hydroxy-4-methyl-1,7-dioxaspiro[5.5]undec-4-en-8-yl]-2-hydroxy-2-methylpropanoic acid

**Description:** Okadaic acid is a polycyclic ether that is produced by several species of dinoflagellates, and is known to accumulate in both marine sponges and shellfish. A polyketide, polyether derivative of a C38 fatty acid, it is one of the primary causes of diarrhetic shellfish poisoning (DSP). It is a potent inhibitor of specific protein phosphatases and is known to have a variety of negative effects on cells. It has a role as a marine metabolite, an EC 3. 1. 3. 16 (phosphoprotein phosphatase) inhibitor and a calcium ionophore. A specific inhibitor of phosphoserine/threonine protein phosphatase 1 and 2a. It is also a potent tumor promoter. (Thromb Res 1992;67(4):345-54 & Cancer Res 1993;53(2):239-41) Okadaic acid is a natural product found in Thorecta, Dinophysis acuta, and other organisms with data available. A specific inhibitor of phosphoserine/threonine protein phosphatase 1 and 2a. It is also a potent tumor promoter. It is produced by DINOFLAGELLATES and causes diarrhetic SHELLFISH POISONING.


**Response:** The given molecule is a complex natural product with a highly intricate structure. It is composed of multiple stereocenters and several distinct structural features. Here's a breakdown of its structural components:

1. **Spiroketal Structures**: The molecule contains multiple spiroketal rings, which are characterized by a spiro connection between two cyclic ethers. These spiroketal units contribute to the rigidity and three-dimensional shape of the molecule.

2. **Hydroxy Groups**: There are several hydroxy groups present in the structure. These functional groups are important for the molecule's solubility and potential reactivity, as they can participate in hydrogen bonding and other chemical interactions.

3. **Methylidene Groups**: The presence of methylidene groups indicates the existence of exocyclic double bonds. These groups can influence the molecule's reactivity and contribute to its overall chemical properties.

4. **Dioxaspiro Compounds**: The molecule includes dioxaspiro compounds, which are bicyclic structures containing two oxygen atoms. These contribute to the molecule's complexity and can affect its biological activity.

5. **Chirality and Stereochemistry**: The molecule has multiple chiral centers, which are indicated by the stereochemical descriptors (R and S). This stereochemistry is crucial for the molecule's biological function and interaction with other chiral molecules.

6. **Carboxylic Acid Group**: The presence of a carboxylic acid group is indicated by the suffix "-oic acid." This functional group can participate in acid-base reactions and is often involved in forming esters or amides.

7. **Alkene Groups**: The molecule contains several alkene groups, which are carbon-carbon double bonds. These unsaturated bonds can participate in addition reactions and influence the molecule's reactivity.

Overall, the given molecule is a highly complex natural product with a rich array of functional groups and stereochemical features, contributing to its unique chemical and biological properties.

---

## Molecule 58

**SMILES:** C[C@@H]1[C@H](C(=O)O[C@@H]2[C@H]([C@H]([C@@]3([C@@H]([C@@H]([C@H]4[C@@H]([C@]3([C@@]2(C)O)O[C@@]4(COC(=O)C5=C1N=CC=C5)C)OC(=O)C)OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C

**IUPAC Name:** [(1R,3S,13R,14R,17R,18S,19S,20S,21S,22R,23S,24S,25S)-18,19,21,22,24-pentaacetyloxy-25-hydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-20-yl]methyl acetate

**Description:** [(1R,3S,13R,14R,17R,18S,19S,20S,21S,22R,23S,24S,25S)-18,19,21,22,24-pentaacetyloxy-25-hydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15. 7. 1. 01,20. 03,23. 07,12]pentacosa-7(12),8,10-trien-20-yl]methyl acetate is a natural product found in Tripterygium hypoglaucum and Tripterygium wilfordii with data available.


**Response:** The given molecule is a complex natural product with a highly intricate structure. It is a derivative of a pentacyclic framework, which means it contains five interconnected rings. The structure is further characterized by several functional groups and stereocenters.

1. **Pentacyclic Core**: The molecule has a pentacyclic structure, which includes five rings. This core is a fused system that contributes to the rigidity and complexity of the molecule.

2. **Acetoxy Groups**: There are five acetoxy groups present in the structure. These are ester functional groups derived from acetic acid, where the acetyl group is linked to an oxygen atom that is part of the molecule. These groups are located at specific positions on the pentacyclic core, contributing to the molecule's solubility and reactivity.

3. **Hydroxy Group**: The presence of a hydroxy group indicates an alcohol functional group, which can participate in hydrogen bonding and increase the molecule's polarity.

4. **Ketone Groups**: The molecule contains two ketone groups, which are carbonyl groups (C=O) bonded to two carbon atoms. These groups are important for the molecule's reactivity and can participate in various chemical reactions.

5. **Methyl Groups**: There are four methyl groups attached to the core structure. These are simple alkyl groups that can influence the molecule's hydrophobicity and steric properties.

6. **Oxa and Aza Bridges**: The structure includes oxa (oxygen-containing) and aza (nitrogen-containing) bridges. These heteroatoms are part of the rings and contribute to the molecule's overall electronic properties and potential biological activity.

7. **Stereochemistry**: The molecule has multiple stereocenters, as indicated by the specific stereochemical descriptors (S and R). This stereochemistry is crucial for the molecule's biological activity, as it can affect how the molecule interacts with biological targets.

8. **Methyl Acetate Moiety**: The presence of a methyl acetate group indicates an additional ester linkage, which can influence the molecule's solubility and stability.

Overall, the given molecule is a highly functionalized and stereochemically complex natural product, which is typical of compounds isolated from natural sources like Tripterygium species. Its structure suggests potential biological activity, which is often the case with such complex natural products.

---

## Molecule 59

**SMILES:** C[C@]12C[C@@H]3[C@]4([C@]56[C@H]1C(=O)[C@](O5)([C@@H]7C[C@H]([C@]89C[C@H]8CC(=O)[C@@]9([C@H]7CC[C@@]6(C(=O)O4)O)C)O)OC[C@H]2C(=O)O3)C

**IUPAC Name:** (1R,2R,4R,5R,7S,10R,11S,14R,17S,18R,19S,20S,22R,25S)-4,14-dihydroxy-10,17,20-trimethyl-16,23,27,28-tetraoxanonacyclo[16.9.1.11,19.02,11.05,7.05,10.014,18.017,22.020,25]nonacosane-9,15,24,29-tetrone

**Description:** (1R,2R,4R,5R,7S,10R,11S,14R,17S,18R,19S,20S,22R,25S)-4,14-dihydroxy-10,17,20-trimethyl-16,23,27,28-tetraoxanonacyclo[16. 9. 1. 11,19. 02,11. 05,7. 05,10. 014,18. 017,22. 020,25]nonacosane-9,15,24,29-tetrone is a natural product found in Physalis lagascae, Physalis minima, and Alkekengi officinarum with data available.


**Response:** The given molecule is a complex polycyclic compound with multiple stereocenters and functional groups. It is characterized by a highly intricate structure that includes several key features:

1. **Polycyclic Framework**: The molecule is an octacyclic compound, meaning it contains eight interconnected rings. This complex framework is a hallmark of many natural products, providing a rigid and stable structure.

2. **Hydroxy Groups**: There are two hydroxy groups present in the molecule. These are alcohol functional groups, which can participate in hydrogen bonding, affecting the molecule's solubility and reactivity.

3. **Ketone Groups**: The molecule contains four ketone groups, as indicated by the term "tetrone" in its name. These carbonyl groups are typically reactive sites within the molecule, influencing its chemical behavior.

4. **Methyl Groups**: There are three methyl groups attached to the polycyclic framework. These small alkyl groups can influence the molecule's hydrophobicity and steric properties.

5. **Ether Linkages**: The presence of "pentaoxa" indicates five ether linkages within the structure. Ethers are characterized by an oxygen atom connected to two alkyl or aryl groups, contributing to the molecule's overall stability and flexibility.

6. **Stereochemistry**: The molecule has multiple chiral centers, as indicated by the stereochemical descriptors (R and S). This stereochemistry is crucial for the molecule's biological activity, as it can significantly affect how the molecule interacts with biological targets.

Overall, the given molecule is a highly complex natural product with a rigid polycyclic structure, multiple functional groups, and specific stereochemistry, which together define its chemical properties and potential biological activities.

---

## Molecule 60

**SMILES:** CC1=CC2=C(C=C1C)N(C=N2)[C@@H]3[C@@H]([C@@H]([C@H](O3)CO)OP(=O)([O-])O[C@H](C)CNC(=O)CC[C@@]\4([C@H]([C@@H]5[C@]6([C@@]([C@@H](C(=N6)/C(=C\7/[C@@]([C@@H](C(=N7)/C=C\8/C([C@@H](C(=N8)/C(=C4\[N-]5)/C)CCC(=O)N)(C)C)CCC(=O)N)(C)CC(=O)N)/C)CCC(=O)N)(C)CC(=O)N)C)CC(=O)N)C)O.[C-]#N.[Co+3]

**IUPAC Name:** cobalt(3+);[(2R,3S,4R,5S)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] [(2R)-1-[3-[(1R,2R,3R,4Z,7S,9Z,12S,13S,14Z,17S,18S,19R)-2,13,18-tris(2-amino-2-oxoethyl)-7,12,17-tris(3-amino-3-oxopropyl)-3,5,8,8,13,15,18,19-octamethyl-2,7,12,17-tetrahydro-1H-corrin-21-id-3-yl]propanoylamino]propan-2-yl] phosphate;cyanide

**Description:** Cyanocobalamin is a cobalt-containing coordination compound generated by intestinal microbes, and a natural water-soluble vitamin of the B-complex family that must combine with Intrinsic Factor for absorption by the intestine. Cyanocobalamin is necessary for hematopoiesis, neural metabolism, DNA and RNA production, and carbohydrate, fat, and protein metabolism. B12 improves iron functions in the metabolic cycle and assists folic acid in choline synthesis. B12 metabolism is interconnected with that of folic acid. Vitamin B12 deficiency causes pernicious anemia, megaloblastic anemia, and neurologic lesions. Cyanocobalamin is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Cyanocobalamin is a metabolite found in or produced by Saccharomyces cerevisiae.


**Response:** The given molecule is a complex organometallic compound that includes a cobalt ion coordinated with a corrin ring, which is a macrocyclic structure similar to porphyrins. This structure is characteristic of cobalamin derivatives, commonly known as vitamin B12 derivatives. 

The corrin ring in the given molecule is a tetrapyrrole structure, which means it consists of four pyrrole-like subunits connected via methine bridges. This macrocycle is partially saturated, as indicated by the presence of hydrogen atoms in the name, which distinguishes it from the fully aromatic porphyrin ring.

Attached to the corrin ring is a benzimidazole moiety, which is a bicyclic structure consisting of a benzene ring fused to an imidazole ring. This moiety is linked to the corrin ring via a nitrogen atom, forming a coordination bond with the cobalt center.

The molecule also contains a phosphate group, which is linked to a sugar moiety. This sugar is a modified ribose, featuring hydroxyl groups and a hydroxymethyl group, which are typical of nucleotide structures. The presence of these groups suggests that the molecule has a nucleotide-like structure, contributing to its solubility and biological activity.

Additionally, the molecule includes several amide linkages, which are formed by the presence of amino and carbonyl groups. These amide linkages are part of the side chains attached to the corrin ring, contributing to the overall stability and functionality of the molecule.

The cobalt ion is in a +3 oxidation state, which is crucial for the biological activity of the molecule, as it allows the formation of coordination bonds with the corrin ring and other ligands. The cobalt center is also coordinated with a cyanide group, which is a common ligand in cobalamin derivatives, contributing to the molecule's reactivity and biological function.

Overall, the given molecule is a complex coordination compound with a central cobalt ion, a corrin ring, a benzimidazole moiety, a phosphate group, and various amide linkages, all contributing to its structural and functional properties.

---

## Molecule 61

**SMILES:** C[C@@H]1C[C@@H]([C@@H]2[C@H](C[C@H]([C@@](O2)(C(=O)C(=O)N3CCCC[C@H]3C(=O)O[C@@H]([C@@H]([C@H](CC(=O)[C@@H](/C=C(/C1)\C)CC=C)O)C)/C(=C/[C@@H]4CC[C@H]([C@@H](C4)OC)O)/C)O)C)OC)OC.O

**IUPAC Name:** (1R,9S,12S,13R,14S,17R,18E,21S,23S,24R,25S,27R)-1,14-dihydroxy-12-[(E)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]prop-1-en-2-yl]-23,25-dimethoxy-13,19,21,27-tetramethyl-17-prop-2-enyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacos-18-ene-2,3,10,16-tetrone;hydrate

**Description:** Tacrolimus hydrate is a hydrate that is the monohydrate form of tacrolimus. It has a role as an immunosuppressive agent. It contains a tacrolimus (anhydrous). Tacrolimus is a macrolide isolated from Streptomyces tsukubaensis. Tacrolimus binds to the FKBP-12 protein and forms a complex with calcium-dependent proteins, thereby inhibiting calcineurin phosphatase activity and resulting in decreased cytokine production. This agent exhibits potent immunosuppressive activity in vivo and prevents the activation of T-lymphocytes in response to antigenic or mitogenic stimulation. Tacrolimus possesses similar immunosuppressive properties to cyclosporine, but is more potent.


**Response:** The given molecule is a complex organic compound that is a derivative of tacrolimus, a well-known immunosuppressant. It is a hydroxylated and methoxylated form of tacrolimus, with a specific configuration of hydroxyl and methoxy groups, as well as a prop-2-enyl side chain. 

The core structure of the molecule is a macrolide, which is a large lactone ring. This ring is composed of multiple fused and bridged rings, including a lactone (cyclic ester) and a lactam (cyclic amide). The presence of these functional groups is crucial for the molecule's biological activity.

The molecule contains several stereocenters, which are indicated by the specific stereochemical descriptors (S and R) in the IUPAC name. These stereocenters are critical for the molecule's interaction with biological targets, as they determine the three-dimensional shape of the molecule.

Additionally, the molecule includes hydroxyl groups and methoxy groups attached to the macrolide ring. These functional groups can influence the solubility, reactivity, and binding properties of the molecule. The hydroxyl groups can form hydrogen bonds, which may enhance the molecule's interaction with its biological target.

The prop-2-enyl side chain is an unsaturated hydrocarbon chain, which can participate in additional chemical interactions or modifications. The presence of an alkene (double bond) in this side chain can also affect the molecule's reactivity and stability.

Finally, the molecule is in the form of a hydrate, which means it is associated with water molecules. This can influence the solubility and crystallization properties of the compound.

Overall, the given molecule is a highly functionalized and stereochemically complex macrolide, with specific hydroxyl and methoxy substitutions that are essential for its biological activity.

---

## Molecule 62

**SMILES:** COC1=CC(=CC(=C1OC)OC)C2=CC(=O)C3=C(C=C(C=C3O2)O)O

**IUPAC Name:** 5,7-dihydroxy-2-(3,4,5-trimethoxyphenyl)chromen-4-one

**Description:** 3',4',5'-O-trimethyltricetin is a trimethoxyflavone that is the 3',4',5'-tri-O-methyl ether of tricetin. It is a trimethoxyflavone, a dihydroxyflavone and a 3',5'-dimethoxyflavone. It is functionally related to a tricetin. It is a conjugate acid of a 3',4',5'-O-trimethyltricetin(1-).


**Response:** The given molecule is a flavone derivative, which is a type of polyphenolic compound. It consists of a chromen-4-one backbone, which is a bicyclic structure made up of a benzene ring fused to a pyrone ring. This core structure is characteristic of flavonoids.

Key structural features of the given molecule include:

1. **Chromen-4-one Core**: The central structure is a chromen-4-one, which is a six-membered benzene ring fused to a six-membered pyrone ring. This forms the basic flavone skeleton.

2. **Hydroxy Groups**: There are two hydroxy groups attached to the chromen-4-one core. These are located on the benzene ring portion of the chromen-4-one structure, specifically at positions 5 and 7. These hydroxy groups contribute to the molecule's ability to participate in hydrogen bonding and influence its solubility and reactivity.

3. **Trimethoxyphenyl Substituent**: Attached to the chromen-4-one core is a phenyl ring that has three methoxy groups. These methoxy groups are located at the 3, 4, and 5 positions of the phenyl ring. The presence of methoxy groups can affect the electronic properties of the molecule, making it more electron-rich and potentially altering its biological activity.

4. **Aromaticity**: Both the chromen-4-one core and the trimethoxyphenyl substituent are aromatic, contributing to the molecule's stability and potential interactions with biological targets.

Overall, the given molecule is a complex polyphenolic compound with potential biological activity due to its structural features, such as the hydroxy and methoxy groups, which can influence its interaction with enzymes and receptors.

---

## Molecule 63

**SMILES:** CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)C(=NOC)C3=CSC(=N3)N)SC1)C(=O)[O-].[Na+]

**IUPAC Name:** sodium;3-(acetyloxymethyl)-7-[[2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

**Description:** Cefotaxime Sodium is the sodium salt form of cefotaxime, a beta-lactam, third-generation cephalosporin antibiotic with bactericidal activity. Cefotaxime sodium binds to and inactivates penicillin-binding proteins (PBP) located on the inner membrane of the bacterial cell wall. Inactivation of PBPs interferes with the cross-linking of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis. Compared to the second and first generation cephalosporins, cefotaxime sodium is more active against gram-negative bacteria and less active against gram-positive bacteria.


**Response:** The given molecule is a sodium salt form of a cephalosporin antibiotic, specifically a third-generation cephalosporin. It has a bicyclic core structure typical of cephalosporins, which includes a beta-lactam ring fused to a dihydrothiazine ring. This bicyclic system is crucial for its antibacterial activity.

Key structural features include:

1. **Beta-lactam ring**: This four-membered lactam ring is essential for the antibiotic activity of cephalosporins. It interacts with bacterial penicillin-binding proteins (PBPs), inhibiting their function and leading to bacterial cell wall disruption.

2. **Dihydrothiazine ring**: This is a sulfur-containing six-membered ring fused to the beta-lactam ring. It contributes to the stability of the beta-lactam ring and influences the spectrum of antibacterial activity.

3. **Methoxyimino group**: The presence of a methoxyimino group in the side chain enhances resistance to beta-lactamase enzymes, which are produced by some bacteria to inactivate beta-lactam antibiotics.

4. **Thiazole ring**: The side chain also contains a thiazole ring, which is a five-membered ring containing both sulfur and nitrogen. This ring is part of the molecule's side chain and contributes to its binding affinity and spectrum of activity.

5. **Acetyloxy group**: This ester group is present in the side chain and can influence the molecule's pharmacokinetic properties, such as absorption and distribution.

6. **Sodium salt form**: The sodium salt form increases the solubility of the antibiotic in aqueous solutions, making it more suitable for intravenous administration.

These structural features collectively contribute to the molecule's ability to combat a wide range of bacterial infections, particularly those caused by gram-negative bacteria, by disrupting bacterial cell wall synthesis.

---

## Molecule 64

**SMILES:** CNCCOP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=CC(=NC2=O)N)O)O

**IUPAC Name:** [[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] 2-(methylamino)ethyl hydrogen phosphate

**Description:** CDP-N-methylethanolamine is a nucleotide-(amino alcohol) that is the N-methyl derivative of CDP-ethanolamine. It is a phosphoethanolamine and a member of nucleotide-(amino alcohol)s. It is functionally related to a CDP-ethanolamine. It is a conjugate acid of a CDP-N-methylethanolamine(1-).


**Response:** The given molecule is a pyrimidine ribonucleoside 5'-monophosphate, which means it is a nucleotide derivative. The structure can be broken down into several key components:

1. **Pyrimidine Base**: The molecule contains a pyrimidine ring, which is a six-membered heterocyclic aromatic ring with two nitrogen atoms. In this case, the pyrimidine is substituted with an amino group and a keto group, making it a 2-amino-4-oxopyrimidine.

2. **Ribose Sugar**: Attached to the pyrimidine base is a ribose sugar, which is a five-membered ring with four carbon atoms and one oxygen atom. The ribose is in a furanose form, specifically a 4-hydroxy-3,4-dihydroxyoxolane, indicating the presence of hydroxyl groups at specific positions.

3. **Phosphate Group**: The ribose sugar is linked to a phosphate group at the 5' position. This phosphate group is part of the ribonucleoside monophosphate structure, which is typical for nucleotides involved in RNA.

4. **Substituted Ethyl Chain**: The phosphate group is further substituted with a 2-(methylamino)ethyl group. This indicates the presence of an ethyl chain with a methylamino group, which is a secondary amine.

Overall, the molecule is a modified nucleotide with a pyrimidine base, a ribose sugar, and a phosphate group, along with an additional ethyl chain that contains a methylamino group. This structure suggests it could be involved in biochemical processes similar to those of natural nucleotides, but with unique properties due to its modifications.

---

## Molecule 65

**SMILES:** CCCCCCCC(=O)OCCCCCC

**IUPAC Name:** hexyl octanoate

**Description:** Hexyl octanoate is an octanoate ester obtained by the formal condensation of octanoic acid with hexan-1-ol. It has a role as a plant metabolite. It is functionally related to a hexan-1-ol. Hexyl octanoate is a natural product found in Salvia atropatana, Boswellia sacra, and other organisms with data available.


**Response:** The given molecule is an ester, specifically an octanoate ester, which is derived from octanoic acid. The structure consists of an octanoate group, which is a straight-chain fatty acid with eight carbon atoms, attached to a hexyl group, which is a six-carbon alkyl chain. The ester linkage is formed between the carboxylic acid group of octanoic acid and the hydroxyl group of hexanol, resulting in the characteristic ester functional group, -COO-. This linkage is what classifies the molecule as an ester. The hexyl group is connected to the oxygen of the ester linkage, while the octanoate chain extends from the carbonyl carbon.

---

## Molecule 66

**SMILES:** C[C@@H]\1C/C(=C/C[C@@H]2C[C@@H](C[C@@]3(O2)C/C(=N\OC)/[C@@H]([C@H](O3)/C(=C/C(C)C)/C)C)OC(=O)[C@@H]4C=C([C@H]([C@H]5[C@]4(/C(=C/C=C1)/CO5)O)O)C)/C

**IUPAC Name:** (1R,4S,4'E,5'S,6R,6'S,8R,10E,13R,14E,16E,20S,21R,24S)-21,24-dihydroxy-4'-methoxyimino-5',11,13,22-tetramethyl-6'-[(E)-4-methylpent-2-en-2-yl]spiro[3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-2-one

**Description:** Moxidectin is a macrocyclic lactone derived from Streptomyces cyanogriseus with antiparasitic activity. Upon administration, moxidectin may bind to glutamate-gated chloride channels (GluCl), gamma-aminobutyric acid (GABA) receptors and/or ATP-binding cassette (ABC) transporters expressed on nematode neurons and pharyngeal muscle cells. As a result, neurons or muscle cells remain at either hyperpolarization or depolarization state, thereby resulting in muscle paralysis. Moxidectin reduces the motility and fertility of the parasite and its excretion of immunomodulatory proteins, and inhibits the release of microfilariae.


**Response:** The given molecule is a complex organic compound with a spirocyclic structure, which means it contains two or more rings that are connected through a single atom. In this case, the spiro connection involves an oxane ring, which is a six-membered ether ring.

The molecule features multiple stereocenters, as indicated by the stereochemical descriptors (R and S) in its name. These stereocenters contribute to the molecule's three-dimensional shape and can significantly influence its biological activity.

The structure includes a methoxyimino group, which is an ether functional group where a methoxy group is attached to an imine nitrogen. This group is often involved in interactions with biological targets due to its ability to participate in hydrogen bonding and other non-covalent interactions.

Additionally, the molecule contains several double bonds, as indicated by the E configuration descriptors. These double bonds are part of conjugated systems, which can affect the electronic properties of the molecule, such as its reactivity and interaction with light.

The presence of multiple methyl groups and a hydroxy group suggests that the molecule has regions of hydrophobic character and hydrophilic character, respectively. The hydroxy group can form hydrogen bonds, which may play a role in the molecule's solubility and interaction with biological molecules.

Overall, the given molecule is a complex spirocyclic compound with multiple functional groups and stereocenters, contributing to its potential biological activity and specificity.

---

## Molecule 67

**SMILES:** C1C(COC2=C1C=CC(=C2)O)C3=C(C=C(C=C3)O)O

**IUPAC Name:** 4-(7-hydroxy-3,4-dihydro-2H-chromen-3-yl)benzene-1,3-diol

**Description:** Demethylvestitol is a member of hydroxyisoflavans. Demethylvestitol is a natural product found in Anthyllis vulneraria, Endosamara racemosa, and Vigna mungo with data available. A piperazinyl androstane derivative which is a non-depolarizing neuromuscular blocking agent (NEUROMUSCULAR NONDEPOLARIZING AGENTS). It is used as a muscle relaxant during ANESTHESIA and surgical procedures.


**Response:** The given molecule is a complex organic compound that features several distinct structural components. It is based on a chromene framework, which is a bicyclic structure consisting of a benzene ring fused to a pyran ring. In this molecule, the chromene is specifically a 3,4-dihydro-2H-chromene, indicating that the pyran ring is partially saturated, with a single double bond and a hydrogenated position.

Attached to this chromene core is a hydroxy group at the 7-position, which is a phenolic hydroxyl group. This functional group is known for its ability to participate in hydrogen bonding and contribute to the molecule's solubility in water.

The molecule also contains a benzene ring that is substituted with two hydroxyl groups at the 1 and 3 positions, forming a 1,3-diol. This diol configuration is known as a resorcinol moiety, which is a type of phenol. The presence of these hydroxyl groups can significantly affect the molecule's reactivity and its ability to form hydrogen bonds.

Overall, the given molecule is characterized by its chromene core with a hydroxy substitution and a resorcinol moiety, which together contribute to its chemical properties and potential biological activity.

---

## Molecule 68

**SMILES:** C[C@@H]1[C@@H]2C[C@@]34COC(=O)C3=CC=C[C@H]4[C@]15C[C@@H](O[C@H]5O2)C6=COC=C6

**IUPAC Name:** (1R,2R,10S,12S,14R,16R,18S)-16-(furan-3-yl)-18-methyl-8,13,15-trioxapentacyclo[10.5.1.01,14.02,10.06,10]octadeca-3,5-dien-7-one

**Description:** (1R,2R,10S,12S,14R,16R,18S)-16-(furan-3-yl)-18-methyl-8,13,15-trioxapentacyclo[10. 5. 1. 01,14. 02,10. 06,10]octadeca-3,5-dien-7-one is a natural product found in Salvia xalapensis, Salvia farinacea, and other organisms with data available.


**Response:** The given molecule is a complex polycyclic compound with multiple rings and functional groups. It features a pentacyclic structure, meaning it contains five interconnected rings. The core structure is a trioxapentacyclic system, indicating the presence of three oxygen atoms integrated into the ring system.

The molecule includes a furan ring, which is a five-membered aromatic ring containing one oxygen atom. This furan ring is attached to the main structure, contributing to the molecule's aromatic character.

Additionally, the molecule contains a ketone functional group, as indicated by the "one" suffix in the name. This group is part of the cyclic structure, contributing to the molecule's reactivity and polarity.

The presence of a methyl group is also noted, which is a simple alkyl group consisting of one carbon atom bonded to three hydrogen atoms. This group is attached to the main structure, influencing the molecule's hydrophobicity and steric properties.

The stereochemistry of the molecule is specified by the multiple chiral centers, denoted by the R and S configurations. These chiral centers contribute to the molecule's three-dimensional shape and can significantly affect its biological activity and interaction with other molecules.

Overall, the given molecule is a complex natural product with a unique combination of aromatic, cyclic, and chiral features, which likely contribute to its biological properties.

---

## Molecule 69

**SMILES:** C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@H]2O)CCC4=CC(=O)CC[C@]34C

**IUPAC Name:** (8R,9S,10R,13S,14S,17R)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

**Description:** Epitestosterone is an androstanoid that is the C-17 epimer of testosterone. It has a role as an androgen antagonist and a human metabolite. It is an androstanoid, a 17alpha-hydroxy steroid and a 3-oxo-Delta(4) steroid. Epitestosterone is the 17-alpha isomer of testosterone, derived from pregnenolone via the delta5-steroid pathway, and via 5-androstene-3-beta,17-alpha-diol. Epitestosterone acts as an antiandrogen in various target tissues. The ratio between testosterone/epitestosterone is used to monitor anabolic drug abuse. Epitestosterone is a natural product found in Vitex agnus-castus with data available. The 17-alpha isomer of TESTOSTERONE, derived from PREGNENOLONE via the delta5-steroid pathway, and via 5-androstene-3-beta,17-alpha-diol. Epitestosterone acts as an antiandrogen in various target tissues. The ratio between testosterone/epitestosterone is used to monitor anabolic drug abuse.


**Response:** The given molecule is a steroid, characterized by its cyclopenta[a]phenanthrene core structure. This core consists of three six-membered cyclohexane rings and one five-membered cyclopentane ring fused together. The molecule is a derivative of androstane, which is a type of steroid with a specific arrangement of carbon atoms.

Key structural features include:

1. **Hydroxyl Group**: The molecule contains a hydroxyl group (-OH) at the 17th carbon position. This functional group is responsible for the molecule's classification as a 17-hydroxy steroid.

2. **Ketone Group**: There is a ketone group (C=O) at the 3rd carbon position, which is a defining feature of the 3-oxo steroid class.

3. **Methyl Groups**: The molecule has two methyl groups attached to the steroid backbone. One is located at the 10th carbon and the other at the 13th carbon. These methyl groups contribute to the molecule's steric configuration and influence its biological activity.

4. **Stereochemistry**: The molecule has several chiral centers, indicated by the stereochemical descriptors (5S, 8R, 9S, 10R, 13S, 14S, 17S). These chiral centers are crucial for the molecule's specific three-dimensional shape, which affects its interaction with biological targets.

5. **Decahydro Structure**: The term "decahydro" indicates that the phenanthrene part of the molecule is fully saturated, meaning all the carbon-carbon bonds in the rings are single bonds, contributing to the molecule's stability and rigidity.

Overall, the given molecule is a complex steroid with specific functional groups and stereochemistry that define its chemical properties and biological functions.

---

## Molecule 70

**SMILES:** CCCCC/C=C\C/C=C\C/C=C\CCCCCCCCC(=O)[O-]

**IUPAC Name:** (10Z,13Z,16Z)-docosa-10,13,16-trienoate

**Description:** (10Z,13Z,16Z)-docosatrienoate is a long-chain polyunsaturated fatty acid anion that is the conjugate base of (10Z,13Z,16Z)-docosatrienoic acid, obtained by deprotonation of the carboxy group; major species at pH 7. 3. It is a conjugate base of a (10Z,13Z,16Z)-docosatrienoic acid.


**Response:** The given molecule is a trienoate, which indicates that it is an ester derived from a polyunsaturated fatty acid containing three double bonds. The "docosa" prefix suggests that the molecule has a 22-carbon backbone. The "trienoate" part of the name indicates the presence of three double bonds within this carbon chain.

The "Z" configuration in the name specifies that each of the double bonds has a cis configuration, meaning that the hydrogen atoms attached to the carbon atoms of each double bond are on the same side. This configuration is important as it influences the molecule's shape and properties, such as its fluidity and interaction with other molecules.

The suffix "oate" indicates that the molecule is an ester, which is formed by the reaction of an acid with an alcohol, resulting in the loss of water. This esterification typically occurs at the terminal end of the carbon chain, where the carboxylic acid group is converted into an ester group.

Overall, the given molecule is a long-chain polyunsaturated fatty acid ester with three cis double bonds, contributing to its structural flexibility and potential biological roles.

---

## Molecule 71

**SMILES:** CCCCCCCCCCCCCCCC(CCCCCCCCCCCCCCC)O

**IUPAC Name:** hentriacontan-16-ol

**Description:** Hentriacontan-16-ol is a fatty alcohol consisting of a hydroxy function at C-16 of an unbranched saturated chain of 31 carbon atoms. It is a long-chain fatty alcohol and a secondary alcohol. It derives from a hydride of a hentriacontane. Hentriacontan-16-ol is a natural product found in Dimocarpus longan, Nephelium ramboutan-ake, and Phytolacca acinosa with data available.


**Response:** The given molecule is a long-chain alcohol with a total of 32 carbon atoms. It is a saturated hydrocarbon chain, meaning all the carbon-carbon bonds are single bonds, and it is fully saturated with hydrogen atoms. The molecule features a hydroxyl group (-OH) attached to the 15th carbon atom in the chain. This hydroxyl group classifies the molecule as an alcohol. The rest of the carbon chain is composed of methylene groups (-CH2-) connecting the terminal methyl group (-CH3) at one end and the hydroxyl-bearing carbon at the other end. The presence of the hydroxyl group introduces a polar functional group, which can engage in hydrogen bonding, affecting the molecule's solubility and boiling point.

---

## Molecule 72

**SMILES:** C1=CC=C2C(=C1)C(=CN2)C[C@H](C(=O)[O-])[NH3+]

**IUPAC Name:** (2R)-2-azaniumyl-3-(1H-indol-3-yl)propanoate

**Description:** D-tryptophan zwitterion is zwitterionic form of D-tryptophan having an anionic carboxy group and a protonated alpha-amino group; major species at pH 7. 3. It is a tautomer of a D-tryptophan. D-Tryptophan is a metabolite found in or produced by Saccharomyces cerevisiae. D-Tryptophan is a natural product found in Vitis vinifera and Solanum lycopersicum with data available.


**Response:** The given molecule is a zwitterion form of L-tryptophan, an amino acid. It features a central alpha carbon bonded to four distinct groups: an amino group, a carboxylate group, a hydrogen atom, and a side chain. The side chain is an indole ring, which consists of a benzene ring fused to a pyrrole ring. The amino group is protonated, forming an ammonium ion, while the carboxyl group is deprotonated, forming a carboxylate ion. This dual protonation and deprotonation gives the molecule its zwitterionic character, which is common in amino acids at physiological pH.

---

## Molecule 73

**SMILES:** C[C@]12CCC[C@@]34[C@H]1CC[C@@]56[C@@H]3C[C@@H]([C@H]([C@H]5[C@@H]4N(C2)C)OC)[C@@]7(C6)CC[C@@]89[C@H]1[C@@H]8C=C2C3=C(CC[C@@]2(C1)[C@@H]9O7)[C@]1(C[C@@H](C3)CN(C1)C)C

**IUPAC Name:** (1S,1'S,5R,5'S,8'S,9R,9'R,10'S,11'S,14S,14'R,15R,16R,17'S,18'S,19S,21R)-10'-methoxy-5,5',7,7'-tetramethylspiro[20-oxa-7-azaheptacyclo[13.6.1.15,9.01,12.04,11.014,16.016,21]tricosa-4(11),12-diene-19,12'-7-azahexacyclo[9.6.2.01,8.05,17.09,14.014,18]nonadecane]

**Description:** (1S,1'S,5R,5'S,8'S,9R,9'R,10'S,11'S,14S,14'R,15R,16R,17'S,18'S,19S,21R)-10'-methoxy-5,5',7,7'-tetramethylspiro[20-oxa-7-azaheptacyclo[13. 6. 1. 15,9. 01,12. 04,11. 014,16. 016,21]tricosa-4(11),12-diene-19,12'-7-azahexacyclo[9. 6. 2. 01,8. 05,17. 09,14. 014,18]nonadecane] is a natural product found in Staphisagria macrosperma with data available.


**Response:** The given molecule is a complex natural product with a highly intricate structure. It is a spiro compound, which means it contains a spiro junction where two rings are connected through a single atom. This particular molecule has a spiro connection between a large polycyclic system and a smaller piperidine ring.

The molecule features multiple chiral centers, as indicated by the stereochemical descriptors (S and R) in its name. These chiral centers contribute to the molecule's three-dimensional shape and its specific interactions with biological targets.

The structure includes several fused rings, forming a heptacyclic system. This means there are seven interconnected rings, which include both carbocyclic and heterocyclic components. The presence of a methoxy group indicates an ether linkage, where a methoxy (-OCH3) group is attached to the main structure.

Additionally, the molecule contains a nitrogen atom, as suggested by the term "aza," indicating the presence of a nitrogen atom within one of the rings, forming a heterocyclic amine. The presence of multiple methyl groups suggests that the molecule is quite hydrophobic, which can influence its solubility and interaction with lipid environments.

The molecule also contains a double bond, as indicated by the "ene" suffix, which contributes to the rigidity and planarity of part of the structure. The presence of an oxygen atom in the "oxa" part of the name suggests an ether linkage within the polycyclic system.

Overall, the given molecule is a complex, multi-ring structure with specific stereochemistry, a spiro connection, and functional groups that include methoxy, methyl, and nitrogen-containing heterocycles, contributing to its unique chemical properties and biological activity.

---

## Molecule 74

**SMILES:** C[C@H]1/C=C/C=C(\C(=O)N=C2C(=C3C(=C4C2=NC5(N4)CCN(CC5)CC(C)C)C6=C(C(=C3O)C)O[C@@](C6=O)(O/C=C/[C@@H]([C@H]([C@H]([C@H]([C@H]([C@@H]([C@H]1O)C)O)C)OC(=O)C)C)OC)C)O)/C

**IUPAC Name:** [(7S,9E,11S,12R,13S,14S,15S,16R,17S,18S,19E,21Z)-2,15,17,32-tetrahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-1'-(2-methylpropyl)-6,23-dioxospiro[8,33-dioxa-24,27,29-triazapentacyclo[23.6.1.14,7.05,31.026,30]tritriaconta-1(32),2,4,9,19,21,24,26,30-nonaene-28,4'-piperidine]-13-yl] acetate

**Description:** Rifabutin is a rifamycin antibiotic that is similar in structure and activity to rifampin and rifapentine and which is used largely in the prevention of Mycobacterium avium complex (MAC) disease in patients with advanced HIV infection. Rifabutin is associated with transient and asymptomatic elevations in serum aminotransferase and is a likely cause of clinically apparent, acute liver disease. Rifabutin is a semisynthetic ansamycin antibiotic with potent antimycobacterial properties. Rifabutin inhibits bacterial DNA-dependent RNA polymerase, thereby suppressing the initiation of RNA formation and leading to inhibition of RNA synthesis and transcription. (NCI04) Rifabutin is an antibacterial prescription medicine approved by the U. S. Food and Drug Administration (FDA) for the prevention of disseminatedMycobacterium avium complex (MAC) disease in people with advanced HIV infection. Disseminated MAC disease, also called disseminated MAC infection, can be an opportunistic infection (OI) of HIV.


**Response:** The given molecule is a complex organic compound with a spirocyclic structure, which means it contains two or more rings that are connected through a single atom. This particular molecule is a derivative of rifamycin, a class of antibiotics. 

Key structural features include:

1. **Spirocyclic Structure**: The molecule has a spiro linkage, which is a type of bicyclic system where two rings are connected through a single atom. This contributes to the rigidity and three-dimensional complexity of the molecule.

2. **Hydroxy Groups**: There are multiple hydroxy groups (-OH) present in the structure, specifically at positions 3, 4, 6, and 19. These groups are important for the molecule's solubility and reactivity.

3. **Methoxy Group**: A methoxy group (-OCH3) is present, which can influence the molecule's electronic properties and its interaction with biological targets.

4. **Methyl Groups**: The molecule contains several methyl groups (-CH3), which are common in natural products and contribute to the hydrophobic character of the compound.

5. **Acetate Ester**: The presence of an acetate group indicates that the molecule is an ester, which can affect its stability and how it is metabolized in biological systems.

6. **Piperidine Ring**: The structure includes a piperidine ring, a six-membered nitrogen-containing heterocycle, which is often found in pharmacologically active compounds.

7. **Conjugated System**: The molecule has a series of conjugated double bonds, which can play a role in its color and electronic properties, and are often involved in the mechanism of action of antibiotics like rifamycin.

8. **Chirality**: The molecule has several chiral centers, which means it can exist in multiple stereoisomeric forms. The specific configuration of these centers is crucial for its biological activity.

Overall, the given molecule is a complex, multi-functional compound with a rich array of chemical features that contribute to its biological activity as an antibiotic.

---

## Molecule 75

**SMILES:** C[C@H]1[C@H]2[C@H](C[C@@]3([C@@]2([C@@H](C[C@]45C3=CC[C@@H]6[C@]4(C5)CC[C@@H](C6(C)C)O[C@H]7[C@@H]([C@H]([C@H](CO7)O)O)O)OC(=O)C)C)C)O[C@@]8([C@@H]1OC([C@H]8O)(C)C)O

**IUPAC Name:** [(1S,5R,7S,10R,12S,14R,15R,16R,17S,18R,21R,22S,24S)-21,22-dihydroxy-1,6,6,15,17,20,20-heptamethyl-7-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-19,23-dioxaheptacyclo[13.10.0.02,12.05,10.010,12.016,24.018,22]pentacos-2-en-14-yl] acetate

**Description:** [(1S,5R,7S,10R,12S,14R,15R,16R,17S,18R,21R,22S,24S)-21,22-dihydroxy-1,6,6,15,17,20,20-heptamethyl-7-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-19,23-dioxaheptacyclo[13. 10. 0. 02,12. 05,10. 010,12. 016,24. 018,22]pentacos-2-en-14-yl] acetate is a natural product found in Actaea racemosa with data available.


**Response:** The given molecule is a complex natural product with a highly intricate structure. It is a derivative of a cycloartane triterpenoid, which is a type of polycyclic compound. The structure is characterized by several key features:

1. **Polycyclic Framework**: The molecule has a heptacyclic framework, which means it consists of seven interconnected rings. This complex ring system is typical of triterpenoids, which are derived from the cyclization of squalene.

2. **Hydroxyl Groups**: The molecule contains multiple hydroxyl (-OH) groups. Specifically, it has three hydroxyl groups attached to the main carbon skeleton, contributing to its polarity and potential for hydrogen bonding.

3. **Acetate Ester**: There is an acetate group present, which is an ester formed from acetic acid. This functional group is attached to the main structure, likely influencing the molecule's solubility and reactivity.

4. **Glycosidic Linkage**: The molecule includes a glycosidic linkage, where a sugar moiety is attached to the main structure. This sugar is a trihydroxyoxane, which is a cyclic ether with three hydroxyl groups, contributing to the molecule's hydrophilicity.

5. **Methyl Groups**: The structure is heavily methylated, with several methyl groups attached to the carbon skeleton. These groups can affect the molecule's hydrophobicity and steric properties.

6. **Stereochemistry**: The molecule has multiple chiral centers, as indicated by the stereochemical descriptors (S and R). This stereochemistry is crucial for the molecule's biological activity and interaction with other biomolecules.

Overall, the given molecule is a complex natural product with a rich array of functional groups and stereochemical features, typical of bioactive compounds found in plants like Actaea elata.

---

## Molecule 76

**SMILES:** C[C@]1(CC[C@H]2[C@]([C@@]13[C@H](O3)C(=O)O)(C(=O)C[C@@H]4[C@@]2([C@@H](OC4(C)C)CC(=O)O)CO)C)[C@H](C5=COC=C5)O

**IUPAC Name:** (1S,2'S,3aR,5aR,6R,7S,9aR,9bR)-1-(carboxymethyl)-7-[(S)-furan-3-yl(hydroxy)methyl]-9b-(hydroxymethyl)-3,3,5a,7-tetramethyl-5-oxospiro[1,3a,4,8,9,9a-hexahydrobenzo[e][2]benzofuran-6,3'-oxirane]-2'-carboxylic acid

**Description:** Limonoic acid is a limonoid, a dicarboxylic acid, a member of furans and an epoxide. It is a conjugate acid of a limonoate(2-).


**Response:** The given molecule is a complex natural product with a multi-ring structure and several functional groups. Here's a breakdown of its structural features:

1. **Spiro Compound**: The molecule contains a spiro linkage, which is a type of bicyclic structure where two rings are connected through a single shared atom. In this case, the spiro connection involves an oxirane (epoxide) ring and a hexahydroindene moiety.

2. **Oxirane Ring**: This is a three-membered cyclic ether, also known as an epoxide. It is a highly strained and reactive functional group, contributing to the molecule's reactivity.

3. **Indene Derivative**: The hexahydroindene part of the molecule is a hydrogenated version of indene, which is a bicyclic structure consisting of a benzene ring fused to a cyclopentene. This portion is further modified with various substituents.

4. **Furan Ring**: The molecule includes a furan ring, which is a five-membered aromatic heterocycle containing one oxygen atom. This contributes to the aromatic character of the molecule.

5. **Carboxylic Acid Groups**: There are two carboxylic acid groups present in the structure. These are characterized by the presence of a carbonyl group (C=O) and a hydroxyl group (OH) attached to the same carbon atom, making them acidic.

6. **Hydroxymethyl Group**: This is a methanol-like group (-CH2OH) attached to the structure, contributing to the molecule's hydrophilicity and potential for hydrogen bonding.

7. **Hydroxyethyl Group**: This group consists of an ethyl chain with a hydroxyl group, adding to the molecule's solubility and reactivity.

8. **Tetramethyl Substitution**: The presence of four methyl groups attached to the indene moiety increases the hydrophobic character and influences the steric properties of the molecule.

9. **Stereochemistry**: The molecule has multiple chiral centers, as indicated by the stereochemical descriptors (R and S). This stereochemistry is crucial for the molecule's biological activity and interaction with other chiral molecules.

Overall, the given molecule is a complex natural product with a rich array of functional groups and stereochemistry, contributing to its potential biological activity and chemical reactivity.

---

## Molecule 77

**SMILES:** C[C@]12CC[C@H]3[C@H]([C@@H]1C[C@@H]([C@@H]2O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O)CCC5=C3C=CC(=C5)O

**IUPAC Name:** (2S,3S,4S,5R,6R)-6-[[(8R,9S,13S,14S,16S,17R)-3,17-dihydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-16-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

**Description:** 16-epiestriol 16-O-(beta-D-glucuronide) is a steroid glucosiduronic acid that is 16-epiestriol having a single beta-D-glucuronic acid residue attached at position 16. It is a beta-D-glucosiduronic acid and a steroid glucosiduronic acid. It is functionally related to a 16beta-hydroxyestradiol. It is a conjugate acid of a 16-epiestriol 16-O-(beta-D-glucuronide)(1-).


**Response:** The given molecule is a complex organic compound that features several distinct structural components. It is primarily characterized by a steroid backbone, which is a polycyclic structure consisting of three six-membered cyclohexane rings and one five-membered cyclopentane ring. This steroid structure is known as a cyclopenta[a]phenanthrene framework.

Key structural features include:

1. **Hydroxyl Groups**: The molecule contains multiple hydroxyl (-OH) groups. Specifically, there are hydroxyl groups at the 3, 16, and 17 positions on the steroid backbone, which are indicative of a polyhydroxylated steroid. These hydroxyl groups contribute to the molecule's polarity and potential for hydrogen bonding.

2. **Glycosidic Linkage**: The steroid structure is linked to a sugar moiety through an ether bond, forming a glycosidic linkage. This linkage involves an oxane ring, which is a six-membered ring containing one oxygen atom, commonly found in sugars. The sugar moiety is a derivative of a hexose, as indicated by the presence of multiple hydroxyl groups and a carboxylic acid group.

3. **Carboxylic Acid Group**: The sugar moiety contains a carboxylic acid group (-COOH), which is a common functional group in organic acids. This group can participate in acid-base reactions and contributes to the molecule's solubility in water.

4. **Stereochemistry**: The molecule has several chiral centers, as indicated by the stereochemical descriptors (S and R) in its name. These chiral centers are crucial for the molecule's biological activity and interaction with other biomolecules. The specific configuration of these centers affects the three-dimensional shape of the molecule, influencing its binding and activity.

Overall, the given molecule is a steroid glycoside, combining the structural features of a steroid with those of a sugar, resulting in a compound with potential biological activity and solubility characteristics influenced by its functional groups.

---

## Molecule 78

**SMILES:** C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@H]([C@H](O3)CO)O)O)N

**IUPAC Name:** (2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

**Description:** 9-beta-D-xylofuranosyladenine is a purine nucleoside in which adenine is attached to xylofuranose via a beta-N(9)-glycosidic bond. It is functionally related to an adenine.


**Response:** The given molecule is a nucleoside, specifically a derivative of adenosine. It consists of two main components: a purine base and a sugar moiety. The purine base in this molecule is adenine, which is characterized by a six-membered and a five-membered nitrogen-containing ring fused together. Adenine has an amino group attached to the six-membered ring, specifically at the position that corresponds to the 6-position in the purine ring system.

The sugar moiety in the given molecule is a ribose sugar, which is a five-membered ring known as a furanose. This sugar is in its cyclic form, specifically a beta-D-ribofuranose, indicating that the hydroxyl groups are oriented in a specific stereochemical configuration. The ribose sugar is linked to the adenine base at the nitrogen atom of the purine ring, forming a glycosidic bond. The sugar also has three hydroxyl groups attached to it, which are characteristic of ribose, and one of these hydroxyl groups is replaced by a hydroxymethyl group, which is typical for ribonucleosides.

Overall, the given molecule is a nucleoside with a purine base and a ribose sugar, making it a fundamental building block of nucleic acids like RNA.

---

## Molecule 79

**SMILES:** CCCCCC/C=C\CCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@@H](C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)O

**IUPAC Name:** S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] (2E,13Z)-icosa-2,13-dienethioate

**Description:** (2E,13Z)-icosadienoyl-CoA is a long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2E,13Z)-icosadienoic acid. It is a trans-2-enoyl-CoA, a long-chain fatty acyl-CoA and an 11,12-saturated fatty acyl-CoA. It is a conjugate acid of a (2E,13Z)-icosadienoyl-CoA(4-).


**Response:** The given molecule is a complex organic compound that can be broken down into several key structural components. It is a derivative of coenzyme A (CoA) and is characterized by the presence of several functional groups and structural motifs.

1. **Thioester Linkage**: The molecule contains a thioester linkage, which is formed by the condensation of a thiol group with a carboxylic acid. This linkage is a key feature in CoA derivatives, connecting the acyl group to the CoA backbone.

2. **Unsaturated Fatty Acid Chain**: The molecule includes a long hydrocarbon chain derived from a fatty acid, specifically an octadecadienoic acid. This chain contains two double bonds, which are in the E and Z configurations, indicating the geometric isomerism of the double bonds. The presence of these double bonds introduces unsaturation into the fatty acid chain.

3. **Phosphorylated Sugar Moiety**: The structure includes a sugar moiety, specifically a ribose ring, which is phosphorylated. This ribose is part of the CoA structure and is linked to a purine base, adenine, through a glycosidic bond. The ribose is further phosphorylated, contributing to the molecule's high polarity and reactivity.

4. **Adenine Base**: The purine base, adenine, is attached to the ribose sugar, forming a nucleoside component of the CoA structure. This is a common feature in nucleotides and is crucial for the molecule's biological function.

5. **Amino Acid Derivative**: The molecule contains an amino acid derivative, specifically a derivative of cysteine, which is part of the CoA structure. This amino acid is linked to the thioester group, forming a crucial part of the CoA's active site.

6. **Hydroxyl Groups**: The presence of multiple hydroxyl groups in the sugar moiety and the phosphorylated regions contributes to the molecule's solubility and reactivity, allowing it to participate in various biochemical reactions.

Overall, the given molecule is a complex conjugate of a fatty acid and coenzyme A, featuring a thioester linkage, unsaturated hydrocarbon chain, phosphorylated sugar, adenine base, and amino acid derivative, all contributing to its role in metabolic pathways.

---

## Molecule 80

**SMILES:** CC(=CCC1=C2C(=C(C3=C1O[C@@]45[C@H]6C[C@@H](C=C4C3=O)C(=O)[C@@]5(OC6(C)C)C/C=C(/C)\C=O)O)C=CC(O2)(C)C)C

**IUPAC Name:** (Z)-4-[(1S,2S,17S,19R)-12-hydroxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-enyl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4(13),5,9,11,15-pentaen-19-yl]-2-methylbut-2-enal

**Description:** Morellin is an organic heterohexacyclic compound that is the major chromenoxanthone pigment present in Garcinia morella Desr. seed coat extract. It has a role as an antineoplastic agent. It is an organic heterohexacyclic compound, a polycyclic cage, a member of phenols, a cyclic ether, a cyclic ketone and an aldehyde. (2Z)-4-[(1R,3aS,5S,14aS)-8-hydroxy-3,3,11,11-tetramethyl-13-(3-methylbut-2-en-1-yl)-7,15-dioxo-3a,4,5,7-tetrahydro-3H,11H-1,5-methanofuro[3,4-g]pyrano[3,2-b]xanthen-1-yl]-2-methylbut-2-enal is a natural product found in Garcinia morella, Garcinia dulcis, and Garcinia hanburyi with data available.


**Response:** The given molecule is a complex natural product with a highly intricate structure. It features a hexacyclic framework, which means it contains six interconnected rings. The structure is characterized by multiple chiral centers, as indicated by the stereochemical descriptors (R and S) in the name. These chiral centers contribute to the molecule's three-dimensional shape and its specific biological activity.

The molecule includes several functional groups:

1. **Hydroxy Group (-OH):** This is a polar functional group that can form hydrogen bonds, increasing the molecule's solubility in water and influencing its reactivity.

2. **Dioxo Groups (C=O):** The presence of two ketone groups (dioxo) suggests regions of the molecule that are likely to participate in nucleophilic addition reactions. These groups are also important for the molecule's overall polarity and reactivity.

3. **Methyl Groups (CH3):** The molecule contains several methyl groups, which are non-polar and contribute to the hydrophobic character of the molecule. These groups can affect the molecule's interaction with biological membranes and its overall solubility in organic solvents.

4. **Enal Group (C=C-CHO):** The presence of an enal group, which is an alkene conjugated with an aldehyde, suggests potential reactivity in electrophilic addition reactions. This group can also participate in various chemical transformations, such as the Diels-Alder reaction.

5. **Prenyl Group (3-methylbut-2-enyl):** This is a common structural motif in natural products, often involved in biological activity. It is a branched alkene that can interact with biological targets through hydrophobic interactions.

The molecule's complex structure, with its multiple rings and functional groups, suggests it has specific biological functions, likely contributing to its role as a natural product in Garcinia hanburyi. The stereochemistry and functional groups are crucial for its interaction with biological systems, potentially affecting its pharmacological properties.

---

## Molecule 81

**SMILES:** C(C(C(=O)[O-])[NH3+])SSCC(C(=O)[O-])[NH3+]

**IUPAC Name:** 2-azaniumyl-3-[(2-azaniumyl-2-carboxylatoethyl)disulfanyl]propanoate

**Description:** Cystine zwitterion is an amino acid zwitterion that is the tautomer of cystine. It has a role as a human metabolite and a mouse metabolite. It is a tautomer of a cystine.


**Response:** The given molecule is a derivative of cysteine, featuring a disulfide bond and an azaniumyl group. It contains several key structural components:

1. **Disulfide Bond**: The molecule includes a disulfide linkage, which is a covalent bond between two sulfur atoms. This bond is formed between the sulfur atom of one cysteine derivative and another sulfur atom from a different cysteine derivative.

2. **Cysteine Derivative Backbone**: The main backbone of the molecule is derived from cysteine, which is an amino acid. It contains an amino group and a carboxylate group, typical of amino acids, but in this case, the amino group is protonated to form an azaniumyl group, and the carboxylate group is deprotonated.

3. **Azaniumyl Group**: The presence of an azaniumyl group indicates that the amino group is protonated, carrying a positive charge. This is typical in amino acids at physiological pH, where the amino group can accept a proton.

4. **Carboxylate Group**: The carboxylate group is deprotonated, carrying a negative charge. This is also typical in amino acids at physiological pH, where the carboxyl group can donate a proton.

5. **Chirality**: The molecule is chiral, as indicated by the (2R) configuration. This specifies the spatial arrangement of the atoms around the chiral center, which is the second carbon in the cysteine backbone.

Overall, the given molecule is a zwitterion, containing both positive and negative charges, which is common for amino acids in aqueous solutions. The disulfide bond is significant for its role in stabilizing the structure of proteins by forming cross-links between different parts of a protein chain or between different protein chains.

---

## Molecule 82

**SMILES:** C1CC12C3=C(C=C(C=C3)F)N(C2=O)CC4=NC5=C(N4CCCC(F)(F)F)C=CC(=C5)CN.Cl

**IUPAC Name:** 1'-[[5-(aminomethyl)-1-(4,4,4-trifluorobutyl)benzimidazol-2-yl]methyl]-6'-fluorospiro[cyclopropane-1,3'-indole]-2'-one;hydrochloride

**Description:** Sisunatovir Hydrochloride is the hydrochloride salt form of sisunatovir, an orally available, small molecule inhibitor of human respiratory syncytial virus (RSV) fusion protein (F protein), with potential antiviral activity. Upon oral administration, sisunatovir specifically targets and binds to RSV-F protein on the viral surface, which inhibits RSV-F protein-mediated fusion with the host cell membrane and prevents viral entry. This blocks RSV replication, reduces viral load, and decreases the severity of the disease. RSV-F protein, a viral surface glycoprotein, plays a key role in RSV fusion with and entry into target cells.


**Response:** The given molecule is a complex organic compound with several distinct structural features. It is a hydrochloride salt, indicating the presence of a positively charged nitrogen atom that has been protonated, forming an ionic bond with a chloride ion.

The core structure of the molecule is based on an indole framework, which is a bicyclic structure consisting of a benzene ring fused to a pyrrole ring. This indole moiety is substituted at the 3-position with a trifluoroethyl group, which introduces three fluorine atoms, contributing to the molecule's overall electronegativity and lipophilicity.

Attached to the indole is a spiro linkage to a quinazoline ring system. A spiro compound is characterized by two rings sharing a single atom, in this case, a carbon atom. The quinazoline ring is a bicyclic structure composed of a benzene ring fused to a pyrimidine ring. This quinazoline is further substituted with an amino group, which can participate in hydrogen bonding and increase the molecule's solubility in water.

Additionally, the molecule contains a trifluorobutoxy group attached to the quinazoline ring. This group is a butyl chain with a terminal trifluoromethyl group, which enhances the molecule's hydrophobic character and may influence its interaction with biological membranes.

The presence of a hydrochloride indicates that the molecule is likely to be more soluble in water due to the ionic nature of the salt form, which can facilitate its absorption and distribution in biological systems. The overall structure suggests that the molecule is designed to interact with specific biological targets, potentially through a combination of hydrophobic interactions, hydrogen bonding, and ionic interactions.

---

## Molecule 83

**SMILES:** CC/C=C\C/C=C\C[C@@H](/C=C\C=C\C=C\[C@@H](C/C=C\CCC(=O)[O-])O)O

**IUPAC Name:** (4Z,7R,8E,10E,12Z,14S,16Z,19Z)-7,14-dihydroxydocosa-4,8,10,12,16,19-hexaenoate

**Description:** (7R,14S)-dihydroxy-(4Z,8E,10E,12Z,16Z,19Z)-docosahexaenoate is a docosanoid anion that is the conjugate base of (7R,14S)-dihydroxy-(4Z,8E,10E,12Z,16Z,19Z)-docosahexaenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7. 3. It is a docosanoid anion, a hydroxy fatty acid anion, a polyunsaturated fatty acid anion and a long-chain fatty acid anion.


**Response:** The given molecule is a polyunsaturated fatty acid anion, specifically a docosanoid. It is derived from a 22-carbon chain fatty acid, known as docosahexaenoic acid (DHA), which has undergone deprotonation at the carboxylic acid group, resulting in a negatively charged carboxylate group. 

The structure of the given molecule includes several key features:

1. **Carbon Chain**: It has a long hydrocarbon chain consisting of 22 carbon atoms. This is typical of fatty acids and contributes to its hydrophobic nature.

2. **Double Bonds**: The molecule contains six double bonds, which are indicated by the term "hexaenoate." These double bonds are positioned at specific locations along the carbon chain, contributing to the molecule's unsaturated nature. The configuration of these double bonds is a mix of cis (Z) and trans (E) configurations, which affects the molecule's shape and flexibility.

3. **Hydroxyl Groups**: The presence of two hydroxyl groups (OH) at specific positions on the carbon chain introduces polar characteristics to the otherwise nonpolar hydrocarbon chain. These hydroxyl groups are responsible for the molecule's designation as a diol, indicating two alcohol functional groups.

4. **Stereochemistry**: The stereochemistry is specified at two chiral centers, denoted by the (S) and (R) configurations. This indicates the spatial arrangement of the atoms around these chiral centers, which is crucial for the molecule's biological activity and interaction with other biomolecules.

5. **Carboxylate Group**: The deprotonated carboxylic acid group forms a carboxylate anion, which is the conjugate base of the corresponding acid. This anionic form is prevalent at physiological pH (around 7.3), making the molecule more soluble in aqueous environments compared to its protonated form.

Overall, the given molecule is a complex unsaturated fatty acid anion with specific stereochemistry and functional groups that influence its chemical properties and biological functions.

---

## Molecule 84

**SMILES:** C[C@H]1[C@@]23C[C@H]([C@]14[C@@]5([C@H]2N(CC5)CC=C3)C6=CC=CC=C6N4)C(=O)OC

**IUPAC Name:** methyl (1R,9S,10R,12S,19S,20S)-20-methyl-8,16-diazahexacyclo[10.6.1.19,12.01,9.02,7.016,19]icosa-2,4,6,13-tetraene-10-carboxylate

**Description:** methyl (1R,9S,10R,12S,19S,20S)-20-methyl-8,16-diazahexacyclo[10. 6. 1. 19,12. 01,9. 02,7. 016,19]icosa-2,4,6,13-tetraene-10-carboxylate is a natural product found in Catharanthus ovalis, Catharanthus trichophyllus, and Catharanthus roseus with data available.


**Response:** The given molecule is a complex polycyclic compound with several notable structural features. It is a hexacyclic structure, meaning it contains six interconnected rings. The rings are fused in a specific arrangement, forming a rigid and intricate three-dimensional framework.

The molecule includes a methyl ester functional group, indicated by the "methyl" and "carboxylate" in its name. This group is derived from a carboxylic acid where the hydrogen of the hydroxyl group is replaced by a methyl group, forming an ester linkage.

Additionally, the molecule contains a diaza component, which means it has two nitrogen atoms incorporated into the ring system. These nitrogen atoms are part of the azabicyclic structure, contributing to the molecule's complexity and potential biological activity.

The presence of multiple chiral centers, as indicated by the stereochemical descriptors (1S, 9R, 16S, 18R, 21S), suggests that the molecule has specific three-dimensional orientations at these positions, which can significantly influence its chemical properties and interactions.

The triene part of the name indicates the presence of three double bonds within the ring system, contributing to the molecule's rigidity and potential reactivity. These double bonds are conjugated, which can affect the electronic properties of the molecule.

Overall, the given molecule is a highly structured and stereochemically complex compound with potential biological significance due to its natural occurrence in Alstonia angustifolia.

---

## Molecule 85

**SMILES:** CC[C@@H](C)CCCCC(=O)N[C@@H](CCNCS(=O)(=O)[O-])C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCNCS(=O)(=O)[O-])C(=O)N[C@H]1CCNC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC1=O)CCNCS(=O)(=O)[O-])CC(C)C)CC(C)C)CCNCS(=O)(=O)[O-])CCNCS(=O)(=O)[O-])[C@@H](C)O

**IUPAC Name:** [2-[(2S,5R,8S,11S,14S,17S,22S)-17-[(1R)-1-hydroxyethyl]-22-[[(2S)-2-[[(2S,3R)-3-hydroxy-2-[[(2S)-2-[[(6R)-6-methyloctanoyl]amino]-4-(sulfonatomethylamino)butanoyl]amino]butanoyl]amino]-4-(sulfonatomethylamino)butanoyl]amino]-5,8-bis(2-methylpropyl)-3,6,9,12,15,18,23-heptaoxo-11,14-bis[2-(sulfonatomethylamino)ethyl]-1,4,7,10,13,16,19-heptazacyclotricos-2-yl]ethylamino]methanesulfonate

**Description:** Colistimethate A(5-) is the penta-anion resulting from the removal of protons from each of the sulfonic acid groups of colistimethate A. It is a conjugate base of a colistimethate A.


**Response:** The given molecule is a complex cyclic peptide with multiple functional groups and side chains. Here's a breakdown of its structural features:

1. **Cyclic Peptide Backbone**: The core structure is a large cyclic peptide, which is a ring formed by the linkage of amino acid residues. This cyclic structure is composed of several amide bonds, which are characteristic of peptide linkages.

2. **Amino Acid Derivatives**: The molecule contains several amino acid derivatives, including modifications such as methylation and sulfonation. These modifications are evident in the presence of methylamino and sulfonatomethylamino groups.

3. **Sulfonate Groups**: The presence of sulfonate groups is indicated by the term "sulfonatosulfanylethylamino." These groups are negatively charged and contribute to the molecule's solubility and interaction with biological targets.

4. **Hydroxy Group**: The molecule contains a hydroxy group, which is a common functional group in organic chemistry, contributing to the molecule's polarity and potential for hydrogen bonding.

5. **Alkyl Chains**: There are several alkyl chains present, including a 6-methylheptan-2-yl group, which is a branched alkyl chain. These hydrophobic chains can influence the molecule's interaction with lipid membranes and its overall hydrophobicity.

6. **Chirality**: The molecule has multiple chiral centers, as indicated by the stereochemical descriptors (S and R). These chiral centers are crucial for the molecule's biological activity, as they determine the three-dimensional shape and how it interacts with biological targets.

7. **Methylamino and Sulfonatomethylamino Groups**: These groups are present in the side chains, contributing to the molecule's ability to form specific interactions with biological molecules, such as proteins or enzymes.

Overall, the given molecule is a complex, highly functionalized cyclic peptide with a variety of structural features that contribute to its biological activity and interaction with other molecules.

---

## Molecule 86

**SMILES:** CC(=O)N(C)C1=C(C(=C(C(=C1I)C(=O)NCC(=O)NC2=C(C(=C(C(=C2I)C(=O)O)I)C(=O)NCCO)I)I)C(=O)NC)I.CNC[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O

**IUPAC Name:** 3-[[2-[[3-[acetyl(methyl)amino]-2,4,6-triiodo-5-(methylcarbamoyl)benzoyl]amino]acetyl]amino]-5-(2-hydroxyethylcarbamoyl)-2,4,6-triiodobenzoic acid;(2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol

**Description:** Ioxaglate Meglumine is the meglumine salt form of ioxaglate, an organic iodine compound and a radiographic contrast medium. Ioxaglate meglumine blocks x-rays as they pass through the body, thereby allowing body structures not containing iodine to be visualized. The degree of opacity produced by ioxaglate meglumine is directly proportional to the total amount of the iodinated contrast agent in the path of the x-rays. The visualization of body structures is dependent upon the distribution and elimination of ioxaglate meglumine. (NCI05)


**Response:** The given molecule is a complex compound that consists of two main components: a modified benzoyl derivative and a modified glucose derivative. Let's break down the structural features of each component:

1. **Modified Benzoyl Derivative:**
   - The core structure is a benzoyl group, which is a benzene ring attached to a carbonyl group (C=O).
   - The benzene ring is substituted with three iodine atoms at positions 2, 4, and 6, making it a triiodobenzoyl structure. This heavy iodination is significant for its role in medical imaging.
   - An acetyl group (CH3CO-) is attached to the nitrogen atom of the benzoyl group, which is a common modification to enhance the molecule's stability and solubility.
   - An amino group (NH2) is also present, which can participate in hydrogen bonding and increase the molecule's solubility in water.

2. **Modified Glucose Derivative:**
   - This part of the molecule is based on a hexanoic acid backbone, which is a six-carbon chain with a carboxylic acid group (COOH) at one end.
   - The hexanoic acid is further modified with several functional groups:
     - Two hydroxyl groups (OH) are present, contributing to the molecule's hydrophilicity.
     - A carbamoyl group (CONH2) is attached, which is a derivative of carbamic acid and can form hydrogen bonds.
     - An acetyl group (CH3CO-) is also present, which is similar to the one on the benzoyl derivative, providing additional stability.
   - The molecule is a polyhydroxylated derivative of glucose, indicating multiple hydroxyl groups, which are typical of sugar alcohols.

The combination of these two components forms a complex molecule that is used in medical imaging, specifically for its iodine content, which is crucial for its function as a contrast agent. The iodine atoms provide high contrast in imaging techniques such as X-rays or CT scans, allowing for better visualization of internal structures.

---

## Molecule 87

**SMILES:** CC[C@H]1CCC[C@@H]([C@H](C(=O)C2=C[C@H]3[C@@H]4C[C@@H](C[C@H]4C(=C[C@H]3[C@@H]2CC(=O)O1)C)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)OC)OC)OC)C)O[C@H]6CC[C@@H]([C@H](O6)C)N(C)C

**IUPAC Name:** (1S,2S,5R,7S,9S,10S,14R,15S,19S)-15-[(2R,5S,6R)-5-(dimethylamino)-6-methyloxan-2-yl]oxy-19-ethyl-4,14-dimethyl-7-[(2R,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy-20-oxatetracyclo[10.10.0.02,10.05,9]docosa-3,11-diene-13,21-dione

**Description:** Spinosyn D is a spinosyn in which the sugar amino and hydroxy groups are globally methylated with an additional methyl substituent attached to the tetracyclic skeleton. One of the two active ingredients of spinosad. It has a role as a pediculicide. It is a spinosyn and a spinosyn insecticide. Spinosyn D is a natural product found in Gossypium with data available.


**Response:** The given molecule is a complex natural product with a highly intricate structure. It is a spiro compound, which means it contains a spirocyclic linkage where two rings are connected through a single common atom. This particular molecule has a tetracyclic core, indicating the presence of four interconnected ring systems.

The molecule features multiple stereocenters, as indicated by the numerous stereochemical descriptors (R and S) in its name. These stereocenters contribute to the molecule's three-dimensional shape and are crucial for its biological activity.

The structure includes a dimethylamino group, which is a nitrogen atom bonded to two methyl groups. This functional group is often involved in interactions with biological targets due to its basicity and ability to form hydrogen bonds.

Additionally, the molecule contains two oxane rings, which are six-membered rings with one oxygen atom. These rings are substituted with methoxy groups and methyl groups, which can influence the molecule's solubility and reactivity.

The presence of a ketone group is indicated by the term "dione," suggesting two carbonyl groups (C=O) within the structure. These groups are typically reactive sites and can participate in various chemical reactions.

Overall, the given molecule is a complex spiro compound with multiple rings, stereocenters, and functional groups, contributing to its unique chemical properties and potential biological activities.

---

## Molecule 88

**SMILES:** CC(=O)OCC1=CC[C@@H]2C[C@H]1C2(C)C

**IUPAC Name:** [(1S,5R)-6,6-dimethyl-2-bicyclo[3.1.1]hept-2-enyl]methyl acetate

**Description:** Bicyclo[3. 1. 1]hept-2-ene-2-methanol, 6,6-dimethyl-, 2-acetate, (1S,5R)- is a natural product found in Artemisia annua and Apium graveolens with data available.


**Response:** The given molecule is a bicyclic compound with a bicyclo[3.1.1]heptane core structure. This means it consists of two interconnected rings, one of which is a six-membered ring and the other a three-membered ring. The bicyclic system is further substituted with a dimethyl group, indicating two methyl groups attached to the same carbon atom within the bicyclic framework.

Additionally, the molecule contains an enyl group, which is a carbon-carbon double bond within the bicyclic structure. The double bond is positioned such that it contributes to the overall rigidity and shape of the bicyclic system.

The molecule also features an acetate ester functional group. This consists of an acetyl group (a carbonyl group bonded to a methyl group) linked to an oxygen atom, which is further connected to the bicyclic system. The ester linkage is formed between the oxygen of the acetate group and the carbon of the bicyclic structure, specifically at the position where the enyl group is attached.

The stereochemistry of the molecule is specified by the (1S,5R) configuration, indicating the spatial arrangement of the substituents around the chiral centers in the bicyclic system. This stereochemistry is crucial for the molecule's biological activity and interaction with other molecules.

---

## Molecule 89

**SMILES:** CC[C@H]1C[C@H]2C[C@@H]3[C@H]1N(C2)CCC4=C3NC5=CC(=C(C=C45)OC)[C@H]6C[C@@H]7/C(=C\C)/CN([C@H]([C@@]7(CO)C(=O)OC)CC8=C6NC9=CC=CC=C89)C

**IUPAC Name:** methyl (1S,12R,14R,15E,18S)-15-ethylidene-12-[(1R,15S,17S,18S)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraen-6-yl]-18-(hydroxymethyl)-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate

**Description:** methyl (1S,12R,14R,15E,18S)-15-ethylidene-12-[(1R,15S,17S,18S)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13. 3. 1. 02,10. 04,9. 013,18]nonadeca-2(10),4,6,8-tetraen-6-yl]-18-(hydroxymethyl)-17-methyl-10,17-diazatetracyclo[12. 3. 1. 03,11. 04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate is a natural product found in Tabernaemontana corymbosa with data available.


**Response:** The given molecule is a complex organic compound with a highly intricate structure. It is a derivative of a natural product found in the plant Tabernaemontana corymbosa. The molecule features several key structural elements:

1. **Polycyclic Framework**: The molecule contains multiple fused ring systems, including tetracyclic and pentacyclic structures. These rings are interconnected, forming a rigid and complex three-dimensional framework.

2. **Diaza Compounds**: The presence of nitrogen atoms within the ring systems indicates that the molecule is a diaza compound. These nitrogen atoms are part of the diazatetracyclic and diazapentacyclic systems, contributing to the molecule's basicity and potential for forming hydrogen bonds.

3. **Ethyl and Methyl Substituents**: The molecule has ethyl and methyl groups attached to the ring systems. These alkyl groups can influence the molecule's solubility and hydrophobicity.

4. **Methoxy Group**: A methoxy group is present, which is an ether functional group. This group can affect the molecule's polarity and reactivity.

5. **Hydroxymethyl Group**: The presence of a hydroxymethyl group indicates an alcohol functional group, which can participate in hydrogen bonding and increase the molecule's solubility in water.

6. **Carboxylate Ester**: The molecule contains a carboxylate ester group, which is formed by the esterification of a carboxylic acid. This functional group can undergo hydrolysis and is important for the molecule's reactivity and interaction with biological systems.

7. **Conjugated Systems**: The presence of multiple double bonds within the ring systems suggests conjugation, which can affect the electronic properties of the molecule, such as its color and reactivity.

Overall, the given molecule is a complex natural product with a rich array of functional groups and structural features that contribute to its chemical properties and potential biological activity.

---

## Molecule 90

**SMILES:** CC1=CC2=C([C@@H]3[C@H]4[C@H]5C6=C(C(=C7C(=C6[C@@H](N4[C@@H]([C@H](C2)N3)O)COC(=O)[C@@]8(CS5)C9=CC(=C(C=C9CCN8)O)OC)OCO7)C)OC(=O)C)C(=C1OC)O

**IUPAC Name:** [(1R,2S,3R,11S,12R,14R,26R)-5,6',12-trihydroxy-6,7'-dimethoxy-7,21-dimethyl-27-oxospiro[17,19,28-trioxa-24-thia-13,30-diazaheptacyclo[12.9.6.13,11.02,13.04,9.015,23.016,20]triaconta-4(9),5,7,15,20,22-hexaene-26,1'-3,4-dihydro-2H-isoquinoline]-22-yl] acetate

**Description:** [(1R,2S,3R,11S,12R,14R,26R)-5,6',12-trihydroxy-6,7'-dimethoxy-7,21-dimethyl-27-oxospiro[17,19,28-trioxa-24-thia-13,30-diazaheptacyclo[12. 9. 6. 13,11. 02,13. 04,9. 015,23. 016,20]triaconta-4(9),5,7,15,20,22-hexaene-26,1'-3,4-dihydro-2H-isoquinoline]-22-yl] acetate is a natural product found in Ecteinascidia turbinata with data available.


**Response:** The given molecule is a complex natural product with a highly intricate structure. It is characterized by several key structural features:

1. **Spiro Compound**: The molecule contains a spiro linkage, which is a type of bicyclic structure where two rings are connected through a single shared atom. This is evident in the spiro[3,4-dihydropyrano[3,2-i][1,3]benzodioxole] portion of the name, indicating a spiro connection between a dihydropyrano ring and a benzodioxole moiety.

2. **Polycyclic Framework**: The molecule has a heptacyclic framework, meaning it consists of seven interconnected rings. This complex arrangement contributes to its rigidity and specific three-dimensional shape.

3. **Functional Groups**:
   - **Hydroxy Groups**: There are three hydroxy groups present, which are alcohol functional groups. These contribute to the molecule's polarity and potential for hydrogen bonding.
   - **Methoxy Groups**: Two methoxy groups are present, which are ether functional groups where a methyl group is bonded to an oxygen atom. These groups can influence the molecule's solubility and reactivity.
   - **Ketone Group**: The presence of an oxo group indicates a ketone functional group, which is a carbonyl group bonded to two carbon atoms. This group is typically reactive and can participate in various chemical reactions.
   - **Acetate Ester**: The acetate group is an ester functional group, formed by the condensation of an alcohol and acetic acid. This group can affect the molecule's solubility and reactivity, often making it more lipophilic.

4. **Chirality**: The molecule has multiple chiral centers, as indicated by the stereochemical descriptors (R and S). These chiral centers are crucial for the molecule's biological activity, as they can influence how the molecule interacts with biological targets.

5. **Heteroatoms**: The structure includes several heteroatoms, such as oxygen, sulfur, and nitrogen, which are incorporated into the rings. These heteroatoms can significantly affect the molecule's electronic properties and its ability to form hydrogen bonds.

Overall, the given molecule is a complex natural product with a rich array of functional groups and a highly intricate polycyclic structure, which are typical features of many biologically active compounds.

---

## Molecule 91

**SMILES:** CC(=CC(=O)OC[C@@]1([C@H]2C[C@H]2[C@]3([C@H]1CC4=C(C(=O)O[C@]45[C@H]3CC6=C7[C@@H]5/C(=C(\C)/C(=O)OC)/C(=O)[C@@H]([C@]7([C@H]8[C@@H]6C8)C)O)COC(=O)C)C)O)C

**IUPAC Name:** [(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-5-(acetyloxymethyl)-9,21-dihydroxy-23-(1-methoxy-1-oxopropan-2-ylidene)-13,20-dimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.02,6.02,14.08,13.010,12.017,19.020,24]tetracosa-5,16(24)-dien-9-yl]methyl 3-methylbut-2-enoate

**Description:** [(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-5-(acetyloxymethyl)-9,21-dihydroxy-23-(1-methoxy-1-oxopropan-2-ylidene)-13,20-dimethyl-4,22-dioxo-3-oxaoctacyclo[14. 7. 1. 02,6. 02,14. 08,13. 010,12. 017,19. 020,24]tetracosa-5,16(24)-dien-9-yl]methyl 3-methylbut-2-enoate is a natural product found in Chloranthus fortunei with data available.


**Response:** The given molecule is a complex natural product with a highly intricate structure. It is characterized by a polycyclic framework, which includes multiple fused rings. The core structure is an octacyclic system, indicating that it consists of eight interconnected rings. This complex arrangement is typical of many natural products, which often have multiple ring systems for structural stability and biological activity.

The molecule contains several stereocenters, as indicated by the multiple stereochemical descriptors (R and S) in its name. These stereocenters contribute to the molecule's three-dimensional shape, which is crucial for its interaction with biological targets.

Key functional groups present in the molecule include:

1. **Hydroxy groups**: There are two hydroxy groups present, which are alcohol functional groups. These groups can participate in hydrogen bonding, affecting the molecule's solubility and reactivity.

2. **Acetyloxy group**: This is an ester functional group derived from acetic acid. It is attached to a methylene group, which is part of a side chain extending from the main polycyclic structure. Esters are often involved in hydrolysis reactions and can influence the molecule's lipophilicity.

3. **Methoxy group**: This is an ether functional group, where a methoxy group is attached to a carbon atom. It can affect the electronic properties of the molecule and influence its solubility.

4. **Ketone groups**: The presence of oxo groups indicates ketone functionalities. These carbonyl groups are typically reactive sites for nucleophilic addition reactions and can play a role in the molecule's biological activity.

5. **Ester linkage**: The molecule also contains an ester linkage, specifically a 3-methylbut-2-enoate moiety. This part of the molecule is likely involved in esterification reactions and can affect the molecule's overall stability and reactivity.

6. **Alkene group**: The presence of a double bond (indicated by the 'en' in the name) suggests regions of unsaturation, which can participate in addition reactions and influence the molecule's geometry.

Overall, the given molecule is a highly functionalized and stereochemically complex natural product, typical of compounds isolated from plants like Chloranthus serratus. Its structure suggests potential biological activity, possibly contributing to the plant's defense mechanisms or other physiological roles.

---

## Molecule 92

**SMILES:** CC[C@]1(C[C@@H](C2=C([C@H]1C(=O)OC)C(=C3C(=C2O)C(=O)C4=C(C3=O)C=CC=C4OC)O)O[C@H]5C[C@@H]([C@@H]([C@@H](O5)C)O)N)O

**IUPAC Name:** methyl (1R,2R,4S)-4-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate

**Description:** 4-O-methylrhodomycin D is an anthracycline that is aklavinone having a 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl residue and a methyl group attached as positions 4 and 7 respectively. It has a role as a metabolite. It is an aminoglycoside, an anthracycline antibiotic, a deoxy hexoside, a monosaccharide derivative, an aromatic ether, a methyl ester and an acenoquinone. It is functionally related to an aklavinone. It is a conjugate base of a 4-O-methylrhodomycin D(1+).


**Response:** The given molecule is a complex organic compound with several distinct structural features. It is a derivative of the anthracycline class, which is characterized by a tetracyclic quinone structure. This core structure is composed of three benzene rings and a central quinone moiety, which is a key feature of anthracycline antibiotics.

The molecule contains a tetracene backbone, which is a linear arrangement of four fused aromatic rings. This backbone is further modified with various functional groups. Notably, it includes multiple hydroxyl groups, which are alcohol functional groups, and methoxy groups, which are ether functional groups. These groups contribute to the molecule's solubility and reactivity.

Additionally, the molecule has a carboxylate ester group, indicated by the presence of a methyl ester. This functional group is formed by the esterification of a carboxylic acid with methanol, contributing to the molecule's overall stability and lipophilicity.

The structure also features an amino sugar moiety, which is a sugar ring with an amino group. This sugar is linked to the tetracene core through an ether linkage, forming a glycosidic bond. The sugar moiety is a hexose, specifically a methylated and protonated oxane ring, which is a six-membered cyclic ether.

The stereochemistry of the molecule is complex, with multiple chiral centers. The stereochemical descriptors (R and S) indicate the specific three-dimensional orientation of these centers, which is crucial for the molecule's biological activity.

Overall, the given molecule is a highly functionalized anthracycline with a rich array of chemical groups that contribute to its biological properties, particularly its role as an antibiotic.

---

## Molecule 93

**SMILES:** CC(C)C[C@@H](C(=O)O)NC(=O)[C@H](CCC(=O)N)N

**IUPAC Name:** (2S)-2-[[(2S)-2,5-diamino-5-oxopentanoyl]amino]-4-methylpentanoic acid

**Description:** Gln-Leu is a dipeptide obtained by formal condensation of the carboxy group of L-glutamine with the amino group of L-leucine. It is functionally related to a L-glutamine and a L-leucine.


**Response:** The given molecule is a dipeptide composed of two amino acid residues: glutamine and leucine. The structure can be broken down as follows:

1. **Glutamine Residue**: This part of the molecule contains a five-carbon chain with an amide group (carbonyl group linked to a nitrogen atom) at the second position. The nitrogen atom is bonded to a hydrogen atom, making it a secondary amine. Additionally, there is a carboxylic acid group at the end of the chain.

2. **Leucine Residue**: This part of the molecule is a branched aliphatic chain with a methyl group attached to the second carbon of the main chain. It also contains an amine group attached to the second carbon and a carboxylic acid group at the end of the chain.

3. **Peptide Bond**: The two amino acids are linked by a peptide bond, which is an amide bond formed between the carboxylic acid group of the glutamine residue and the amine group of the leucine residue. This bond is a result of a condensation reaction between the two amino acids.

4. **Chirality**: Both amino acid residues in the given molecule are in the L-configuration, which is the naturally occurring form in proteins. This is indicated by the (2S) stereochemistry in the IUPAC name.

Overall, the given molecule is a dipeptide consisting of glutamine and leucine, linked by a peptide bond, with specific stereochemistry and functional groups typical of amino acids.

---

## Molecule 94

**SMILES:** C[C@@]12CC[C@H]3[C@@]4([C@@H](CC(=O)[C@]3([C@@]15[C@H](O5)C(=O)O[C@H]2C6=COC=C6)C)C(O[C@H]4CC(=O)O)(C)C)C

**IUPAC Name:** 2-[(1R,2R,4S,7S,8S,11S,12R,13S,16R)-7-(furan-3-yl)-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.02,4.02,8.012,16]octadecan-13-yl]acetic acid

**Description:** 2-[(1R,2R,4S,7S,8S,11S,12R,13S,16R)-7-(furan-3-yl)-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9. 7. 0. 02,4. 02,8. 012,16]octadecan-13-yl]acetic acid is a natural product found in Citrus medica, Citrus medica var. sarcodactylis, and Citrus sudachi with data available.


**Response:** The given molecule is a complex organic compound with a highly intricate structure. It is a derivative of a pentacyclic system, which means it contains five interconnected rings. The core structure is a pentacyclo[11.3.1.01,10.04,6.011,14]heptadecane, indicating a highly fused ring system with multiple bridgehead carbons.

Key structural features include:

1. **Pentacyclic Core**: The molecule has a pentacyclic framework, which is a characteristic of many natural products. This core is highly rigid and contributes to the molecule's stability and specific three-dimensional shape.

2. **Methyl Groups**: There are five methyl groups attached to the core structure. These groups are located at various positions, contributing to the molecule's hydrophobic character and affecting its solubility and interaction with biological targets.

3. **Furan Ring**: A furan ring is attached to the core structure. Furan is a five-membered aromatic ring containing one oxygen atom, which can participate in π-π interactions and hydrogen bonding, influencing the molecule's reactivity and binding properties.

4. **Dioxo Groups**: The presence of two oxo groups (carbonyl groups) in the structure suggests potential sites for hydrogen bonding and dipole interactions. These groups can also play a role in the molecule's reactivity and biological activity.

5. **Trioxa Bridge**: The molecule contains a trioxa bridge, which involves three oxygen atoms forming part of the ring system. This feature can influence the molecule's conformational flexibility and its ability to interact with other molecules.

6. **Acetic Acid Moiety**: The molecule ends with an acetic acid group, which is a carboxylic acid functional group. This group is polar and can participate in hydrogen bonding, making it a potential site for interaction with biological molecules or for derivatization in chemical synthesis.

Overall, the given molecule is a complex natural product with a rigid, multi-ring structure, multiple methyl groups, a furan ring, carbonyl functionalities, and an acetic acid moiety, all contributing to its unique chemical and biological properties.

---

## Molecule 95

**SMILES:** C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@H](C4)O)C)C

**IUPAC Name:** 2-[[(4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]ethanesulfonic acid

**Description:** Taurolithocholic acid is the bile acid taurine conjugate of lithocholic acid. It has a role as a human metabolite. It is a monocarboxylic acid amide and a bile acid taurine conjugate. It is functionally related to a lithocholic acid. It is a conjugate acid of a taurolithocholate. Taurolithocholic acid is a natural product found in Aeromonas veronii, Homo sapiens, and Bos taurus with data available. A bile salt formed in the liver from lithocholic acid conjugation with taurine, usually as the sodium salt. It solubilizes fats for absorption and is itself absorbed. It is a cholagogue and choleretic.


**Response:** The given molecule is a complex organic compound that features several distinct structural components. At its core, it contains a cyclopenta[a]phenanthrene framework, which is a fused ring system consisting of three cyclohexane rings and one cyclopentane ring. This structure is characteristic of steroid molecules.

The molecule also includes multiple stereocenters, as indicated by the specific stereochemical descriptors (R and S) in its name. These stereocenters contribute to the molecule's three-dimensional shape and are crucial for its biological activity.

Additionally, the molecule has a hydroxy group attached to the steroid framework, which is a common feature in many biologically active steroids, such as hormones. This hydroxy group can participate in hydrogen bonding, influencing the molecule's solubility and interaction with biological targets.

The molecule also contains a pentanoyl group, which is a five-carbon acyl chain, attached to the steroid core. This acyl group is linked via an amide bond to an ethanesulfonic acid moiety. The sulfonic acid group is highly polar and can significantly enhance the molecule's solubility in aqueous environments.

Overall, the given molecule is a steroid derivative with a sulfonic acid group, which suggests it may have unique properties and potential biological activities, possibly related to its solubility and interaction with biological membranes or proteins.

---

## Molecule 96

**SMILES:** C[C@H]1CC[C@H]2[C@@]([C@]3([C@H](C[C@]4([C@@H]5CC[C@H]6[C@]7([C@]5(C[C@]4([C@@H]3CN2C1)O)O[C@@]6([C@H](CC7)OC(=O)C8=CC(=C(C=C8)OC)OC)O)C)O)O)O)(C)O

**IUPAC Name:** [(1R,2S,6S,9S,10R,11S,12S,14R,15S,18S,19S,22S,23S,25R)-1,10,11,12,14,23-hexahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] 3,4-dimethoxybenzoate

**Description:** Veratridine is a steroid. It has a role as a sodium channel modulator. It is functionally related to a cevane. A benzoate-cevane found in VERATRUM and Schoenocaulon. It activates SODIUM CHANNELS to stay open longer than normal.


**Response:** The given molecule is a complex natural product with a highly intricate structure. It is a derivative of a class of compounds known as alkaloids, specifically a type of steroidal alkaloid. The molecule features several key structural elements:

1. **Heptacyclic Core**: The molecule contains a heptacyclic framework, which means it has seven interconnected rings. This complex ring system is characteristic of many natural alkaloids and contributes to the molecule's rigidity and three-dimensional shape.

2. **Hydroxyl Groups**: There are multiple hydroxyl (-OH) groups present in the structure. These groups are responsible for the molecule's polarity and potential for hydrogen bonding, which can influence its solubility and reactivity.

3. **Methoxy Groups**: The presence of methoxy (-OCH₃) groups on the benzoate moiety adds to the molecule's hydrophobic character and can affect its interaction with biological targets.

4. **Oxa and Aza Bridges**: The structure includes an oxa (oxygen-containing) bridge and an aza (nitrogen-containing) bridge. These heteroatoms are incorporated into the ring system, which can significantly alter the electronic properties and reactivity of the molecule.

5. **Trimethyl Substitution**: The presence of three methyl groups adds to the hydrophobic nature of the molecule and can influence its steric properties, potentially affecting how it interacts with enzymes or receptors.

6. **Benzoate Ester**: The molecule is esterified with a 3,4-dimethoxybenzoate group. This ester linkage is crucial for the molecule's stability and can be a site for hydrolysis in biological systems.

Overall, the given molecule's structure is highly complex, with multiple chiral centers, which contribute to its stereochemistry and biological activity. The combination of hydroxyl, methoxy, and ester functional groups, along with the intricate ring system, makes it a molecule of interest in natural product chemistry and pharmacology.

---

## Molecule 97

**SMILES:** COC1=CC2=C(C=CC(=O)O2)C(=C1)OC

**IUPAC Name:** 5,7-dimethoxychromen-2-one

**Description:** 5,7-dimethoxy-1-benzopyran-2-one is a member of coumarins. 5,7-Dimethoxycoumarin is a natural product found in Edgeworthia chrysantha, Melicope borbonica, and other organisms with data available.


**Response:** The given molecule is a derivative of coumarin, which is a benzopyrone compound. It consists of a benzene ring fused to a pyrone ring, forming a bicyclic structure. In this molecule, the benzene ring is substituted with two methoxy groups at the 5th and 7th positions. The pyrone ring is a six-membered lactone, which is a cyclic ester, and it is part of the chromen-2-one structure. The presence of the methoxy groups contributes to the molecule's overall electron-donating properties, which can influence its chemical reactivity and interactions.

---

## Molecule 98

**SMILES:** CC[C@H]1[C@@](C2[C@@H]([C@H]([C@@H](C[C@]([C@@H]([C@@H]([C@@H]([C@@H](C(=O)O1)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)O)(C)OC)C)O[C@H]4[C@@H]([C@H](C[C@@H](O4)C)N(C)C)O)(C)O)C)N[C@H](O2)COCCOC)C)(C)O

**IUPAC Name:** (2R,3S,6S,7S,8R,9R,10S,12R,13S,15R,17R)-9-[(2S,3R,4S,6S)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-3-ethyl-2,10-dihydroxy-7-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-15-(2-methoxyethoxymethyl)-2,6,8,10,12,17-hexamethyl-4,16-dioxa-14-azabicyclo[11.3.1]heptadecan-5-one

**Description:** Dirithromycin is a semi-synthetic macrolide antibiotic pro-drug. Dirithromycin is converted by hydrolysis during intestinal absorption into the microbiologically active erythromycylamine. Eryhtromylamine binds to the 50 S subunit of the 70 S ribosome of susceptible organisms, thereby inhibiting bacterial RNA-dependent protein synthesis. This antibiotic is used in the treatment of infections of the respiratory tract, skin and soft tissue caused by gram-positive microorganisms, including S. aureus, S. pneumonia and pyogenes, gram-negative microorganisms, including H. influenzae, L. pneumophila, M. catarrhalis, and M. pneumoniae.


**Response:** The given molecule is a complex macrolide antibiotic with a large bicyclic lactone ring structure. It is characterized by several key structural features:

1. **Macrolide Ring**: The core of the molecule is a large 16-membered macrolide ring, which is a common feature in antibiotics of this class. This ring is crucial for the molecule's biological activity, as it allows the compound to interact with bacterial ribosomes.

2. **Bicyclic Structure**: The macrolide ring is part of a bicyclic system, which includes a lactone (cyclic ester) linkage. This structural feature is important for the stability and conformation of the molecule.

3. **Glycosidic Linkages**: The molecule contains multiple sugar moieties attached via glycosidic linkages. These sugars are oxane rings (six-membered oxygen-containing rings) that are often modified with various functional groups, such as hydroxyl, methoxy, and dimethylamino groups.

4. **Functional Groups**:
   - **Hydroxyl Groups**: There are several hydroxyl groups (-OH) present, which increase the molecule's polarity and solubility in water. These groups are also involved in hydrogen bonding, which can affect the molecule's interaction with biological targets.
   - **Methoxy Groups**: The presence of methoxy groups (-OCH3) contributes to the molecule's lipophilicity and can influence its pharmacokinetic properties.
   - **Dimethylamino Group**: This group is a tertiary amine, which can affect the molecule's basicity and its ability to form salts, potentially impacting its solubility and absorption.

5. **Stereochemistry**: The molecule has multiple chiral centers, which are indicated by the stereochemical descriptors (R and S) in its IUPAC name. The specific 3D arrangement of these chiral centers is crucial for the molecule's biological activity, as it determines how the molecule fits into and interacts with its target sites.

6. **Substituents**: The molecule includes various substituents such as ethyl and methyl groups, which can influence the molecule's hydrophobicity and its interaction with lipid membranes.

Overall, the given molecule's structure is intricately designed to optimize its function as an antibiotic, with a balance of hydrophilic and hydrophobic properties, as well as specific stereochemistry that is essential for its activity.

---

## Molecule 99

**SMILES:** COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O

**IUPAC Name:** 3,5,7-trihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one

**Description:** Tamarixetin is a monomethoxyflavone that is quercetin methylated at position O-4'. Isolated from Cyperus teneriffae. It has a role as a metabolite and an antioxidant. It is a 7-hydroxyflavonol, a monomethoxyflavone and a tetrahydroxyflavone. It is functionally related to a quercetin.


**Response:** The given molecule is a type of flavonoid, specifically a flavonol, which is characterized by its chromen-4-one backbone. This structure consists of a three-ring system, including a benzopyran ring fused to a phenyl ring. 

Key structural features include:

1. **Chromen-4-one Core**: The central part of the molecule is a chromen-4-one, which is a benzopyran ring with a ketone group at the 4-position. This core is typical of flavonoids and contributes to the molecule's planar structure.

2. **Hydroxy Groups**: The molecule contains three hydroxy groups attached to the chromen-4-one core. These are located at the 3, 5, and 7 positions of the chromen ring. Hydroxy groups are important for the molecule's solubility and reactivity, often participating in hydrogen bonding.

3. **Methoxy Group**: A methoxy group is attached to the phenyl ring at the 3-position. This group can influence the molecule's electronic properties and its interaction with biological targets.

4. **Phenyl Substituent**: The chromen-4-one core is substituted with a phenyl group at the 2-position. This phenyl group is further substituted with a hydroxy group at the 4-position and a methoxy group at the 3-position, as mentioned earlier.

These structural features contribute to the molecule's biological activity and its role as a natural product found in certain plants. The presence of multiple hydroxy groups suggests potential antioxidant properties, while the methoxy group may affect its bioavailability and metabolism.

---

## Molecule 100

**SMILES:** C1=CC(=C(C=C1C2=CC(=C(C=C2)Cl)Cl)Cl)Cl

**IUPAC Name:** 1,2-dichloro-4-(3,4-dichlorophenyl)benzene

**Description:** 3,3',4,4'-tetrachlorobiphenyl is a tetrachlorobiphenyl that is biphenyl in which the hydrogens at position 3 and 4 on each phenyl group are replaced by chlorines. It is a tetrachlorobiphenyl and a dichlorobenzene. 3,3',4,4'-Tetrachlorobiphenyl is one of 209 polychlorinated biphenyls (PCBs). PCBs are a group of synthetic organic compounds with 1-10 chlorine atoms attached to biphenyl. They were manufactured as commercial mixtures but banned in the 1970's because they were found to bioaccumulate and cause harmful health effects. However, PCBs do not break down readily and are still found in the environment. (L4)


**Response:** The given molecule is a type of polychlorinated biphenyl (PCB), which consists of two benzene rings connected by a single bond, forming a biphenyl structure. In this molecule, each benzene ring is substituted with chlorine atoms. Specifically, one benzene ring has two chlorine atoms attached at the 1 and 2 positions, while the other benzene ring has two chlorine atoms attached at the 3 and 4 positions. This arrangement results in a total of four chlorine atoms distributed across the biphenyl structure. The presence of these chlorine atoms makes the molecule highly chlorinated, contributing to its stability and persistence in the environment.

---

