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

C17H20O9 — CID 149016762

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

(1S,3S,4R,5R)-5-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,3,4-trihydroxy-3-methylcyclohexane-1-carboxylic acid (PubChem CID 149016762) has the molecular formula C17H20O9 and a molecular weight of 368.34 g/mol. Its IUPAC name is (1S,3S,4R,5R)-5-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,3,4-trihydroxy-3-methylcyclohexane-1-carboxylic acid.

Molecular Properties

• Compound Name: (1S,3S,4R,5R)-5-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,3,4-trihydroxy-3-methylcyclohexane-1-carboxylic acid
• PubChem CID: 149016762
• Molecular Formula: C17H20O9
• Molecular Weight: 368.34 g/mol
• Exact Mass: 368.11
• IUPAC Name: (1S,3S,4R,5R)-5-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,3,4-trihydroxy-3-methylcyclohexane-1-carboxylic acid
• SMILES: C[C@]1(O)C[C@](O)(C(=O)O)C[C@@H](OC(=O)/C=C/c2ccc(O)c(O)c2)[C@H]1O
• InChI: InChI=1S/C17H20O9/c1-16(24)8-17(25,15(22)23)7-12(14(16)21)26-13(20)5-3-9-2-4-10(18)11(19)6-9/h2-6,12,14,18-19,21,24-25H,7-8H2,1H3,(H,22,23)/b5-3+/t12-,14-,16+,17+/m1/s1
• InChIKey: QCRNJAAYZCLSEN-IVQOCAMGSA-N
• XLogP: -0.26
• TPSA: 164.75 Ų
• H-Bond Donors: 6
• H-Bond Acceptors: 8
• Rotatable Bonds: 4
• Heavy Atoms: 26
• Complexity: —

Lipinski Rule of Five

1 violation

Rule	Value
MW ≤ 500	368.34
LogP ≤ 5	-0.26
H-Bond Donors ≤ 5	6
H-Bond Acceptors ≤ 10	8

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,5R)-5-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,3,4-trihydroxy-3-methylcyclohexane-1-carboxylic acid?

The IUPAC name of (1S,3S,4R,5R)-5-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,3,4-trihydroxy-3-methylcyclohexane-1-carboxylic acid (CID 149016762) is (1S,3S,4R,5R)-5-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,3,4-trihydroxy-3-methylcyclohexane-1-carboxylic acid.

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

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

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

The InChIKey is QCRNJAAYZCLSEN-IVQOCAMGSA-N. The full InChI is InChI=1S/C17H20O9/c1-16(24)8-17(25,15(22)23)7-12(14(16)21)26-13(20)5-3-9-2-4-10(18)11(19)6-9/h2-6,12,14,18-19,21,24-25H,7-8H2,1H3,(H,22,23)/b5-3+/t12-,14-,16+,17+/m1/s1.

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

(1S,3S,4R,5R)-5-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,3,4-trihydroxy-3-methylcyclohexane-1-carboxylic acid has a molecular weight of 368.34 g/mol, XLogP of -0.26, 4 rotatable bonds, 6 hydrogen bond donors, and 8 hydrogen bond acceptors.

Where does this data come from?

All data for (1S,3S,4R,5R)-5-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,3,4-trihydroxy-3-methylcyclohexane-1-carboxylic acid is sourced from PubChem (CID 149016762), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).