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

C25H24O12 — CID 134458277

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

(2S,3R,4R,5R)-3,5-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-2,4-dihydroxycyclohexane-1-carboxylic acid (PubChem CID 134458277) has the molecular formula C25H24O12 and a molecular weight of 516.46 g/mol. Its IUPAC name is (2S,3R,4R,5R)-3,5-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-2,4-dihydroxycyclohexane-1-carboxylic acid.

Molecular Properties

• Compound Name: (2S,3R,4R,5R)-3,5-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-2,4-dihydroxycyclohexane-1-carboxylic acid
• PubChem CID: 134458277
• Molecular Formula: C25H24O12
• Molecular Weight: 516.46 g/mol
• Exact Mass: 516.13
• IUPAC Name: (2S,3R,4R,5R)-3,5-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-2,4-dihydroxycyclohexane-1-carboxylic acid
• SMILES: O=C(/C=C/c1ccc(O)c(O)c1)O[C@H]1[C@H](O)[C@H](OC(=O)/C=C/c2ccc(O)c(O)c2)CC(C(=O)O)[C@@H]1O
• InChI: InChI=1S/C25H24O12/c26-15-5-1-12(9-17(15)28)3-7-20(30)36-19-11-14(25(34)35)22(32)24(23(19)33)37-21(31)8-4-13-2-6-16(27)18(29)10-13/h1-10,14,19,22-24,26-29,32-33H,11H2,(H,34,35)/b7-3+,8-4+/t14?,19-,22+,23-,24-/m1/s1
• InChIKey: BDHIHGHRECQSDD-AEBDFWQRSA-N
• XLogP: 0.89
• TPSA: 211.28 Ų
• H-Bond Donors: 7
• H-Bond Acceptors: 11
• Rotatable Bonds: 7
• Heavy Atoms: 37
• Complexity: —

Lipinski Rule of Five

3 violations

Rule	Value
MW ≤ 500	516.46
LogP ≤ 5	0.89
H-Bond Donors ≤ 5	7
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 (2S,3R,4R,5R)-3,5-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-2,4-dihydroxycyclohexane-1-carboxylic acid?

The IUPAC name of (2S,3R,4R,5R)-3,5-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-2,4-dihydroxycyclohexane-1-carboxylic acid (CID 134458277) is (2S,3R,4R,5R)-3,5-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-2,4-dihydroxycyclohexane-1-carboxylic acid.

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

The canonical SMILES for (2S,3R,4R,5R)-3,5-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-2,4-dihydroxycyclohexane-1-carboxylic acid is O=C(/C=C/c1ccc(O)c(O)c1)O[C@H]1[C@H](O)[C@H](OC(=O)/C=C/c2ccc(O)c(O)c2)CC(C(=O)O)[C@@H]1O.

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

The InChIKey is BDHIHGHRECQSDD-AEBDFWQRSA-N. The full InChI is InChI=1S/C25H24O12/c26-15-5-1-12(9-17(15)28)3-7-20(30)36-19-11-14(25(34)35)22(32)24(23(19)33)37-21(31)8-4-13-2-6-16(27)18(29)10-13/h1-10,14,19,22-24,26-29,32-33H,11H2,(H,34,35)/b7-3+,8-4+/t14?,19-,22+,23-,24-/m1/s1.

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

(2S,3R,4R,5R)-3,5-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-2,4-dihydroxycyclohexane-1-carboxylic acid has a molecular weight of 516.46 g/mol, XLogP of 0.89, 7 rotatable bonds, 7 hydrogen bond donors, and 11 hydrogen bond acceptors.

Where does this data come from?

All data for (2S,3R,4R,5R)-3,5-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-2,4-dihydroxycyclohexane-1-carboxylic acid is sourced from PubChem (CID 134458277), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).