(1S,3S,4R,5S)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3-[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid

C27H28O12 — CID 102178107

About (1S,3S,4R,5S)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3-[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid

(1S,3S,4R,5S)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3-[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid (PubChem CID 102178107) has the molecular formula C27H28O12 and a molecular weight of 544.51 g/mol. Its IUPAC name is (1S,3S,4R,5S)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3-[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid.

Molecular Properties

• Compound Name: (1S,3S,4R,5S)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3-[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid
• PubChem CID: 102178107
• Molecular Formula: C27H28O12
• Molecular Weight: 544.51 g/mol
• Exact Mass: 544.16
• IUPAC Name: (1S,3S,4R,5S)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3-[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid
• SMILES: COc1ccc(/C=C/C(=O)O[C@H]2C[C@](O)(C(=O)O)C[C@H](O)[C@H]2OC(=O)/C=C/c2ccc(O)c(O)c2)cc1OC
• InChI: InChI=1S/C27H28O12/c1-36-20-8-4-16(12-21(20)37-2)6-9-23(31)38-22-14-27(35,26(33)34)13-19(30)25(22)39-24(32)10-5-15-3-7-17(28)18(29)11-15/h3-12,19,22,25,28-30,35H,13-14H2,1-2H3,(H,33,34)/b9-6+,10-5+/t19-,22-,25+,27-/m0/s1
• InChIKey: IVPXRHPCJHRJHR-CCGHSYEMSA-N
• XLogP: 1.64
• TPSA: 189.28 Ų
• H-Bond Donors: 5
• H-Bond Acceptors: 11
• Rotatable Bonds: 9
• Heavy Atoms: 39
• Complexity: —

Lipinski Rule of Five

2 violations

Rule	Value
MW ≤ 500	544.51
LogP ≤ 5	1.64
H-Bond Donors ≤ 5	5
H-Bond Acceptors ≤ 10	11

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'catechol_A(92)', 'substructure': 'N/A'}, {'alert_name': 'catechol', 'substructure': 'N/A'}, {'alert_name': 'Michael_acceptor_1', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of (1S,3S,4R,5S)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3-[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid?

The IUPAC name of (1S,3S,4R,5S)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3-[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid (CID 102178107) is (1S,3S,4R,5S)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3-[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid.

What is the SMILES notation for (1S,3S,4R,5S)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3-[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid?

The canonical SMILES for (1S,3S,4R,5S)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3-[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid is COc1ccc(/C=C/C(=O)O[C@H]2C[C@](O)(C(=O)O)C[C@H](O)[C@H]2OC(=O)/C=C/c2ccc(O)c(O)c2)cc1OC.

What is the InChIKey of (1S,3S,4R,5S)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3-[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid?

The InChIKey is IVPXRHPCJHRJHR-CCGHSYEMSA-N. The full InChI is InChI=1S/C27H28O12/c1-36-20-8-4-16(12-21(20)37-2)6-9-23(31)38-22-14-27(35,26(33)34)13-19(30)25(22)39-24(32)10-5-15-3-7-17(28)18(29)11-15/h3-12,19,22,25,28-30,35H,13-14H2,1-2H3,(H,33,34)/b9-6+,10-5+/t19-,22-,25+,27-/m0/s1.

What are the key properties of (1S,3S,4R,5S)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3-[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid?

(1S,3S,4R,5S)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3-[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid has a molecular weight of 544.51 g/mol, XLogP of 1.64, 9 rotatable bonds, 5 hydrogen bond donors, and 11 hydrogen bond acceptors.

Where does this data come from?

All data for (1S,3S,4R,5S)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3-[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid is sourced from PubChem (CID 102178107), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).