(1S,3R,4R,5R)-3-(2-carboxyacetyl)oxy-4-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxycyclohexane-1-carboxylic acid

C19H20O12 — CID 162973772

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

(1S,3R,4R,5R)-3-(2-carboxyacetyl)oxy-4-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxycyclohexane-1-carboxylic acid (PubChem CID 162973772) has the molecular formula C19H20O12 and a molecular weight of 440.36 g/mol. Its IUPAC name is (1S,3R,4R,5R)-3-(2-carboxyacetyl)oxy-4-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxycyclohexane-1-carboxylic acid.

Molecular Properties

• Compound Name: (1S,3R,4R,5R)-3-(2-carboxyacetyl)oxy-4-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxycyclohexane-1-carboxylic acid
• PubChem CID: 162973772
• Molecular Formula: C19H20O12
• Molecular Weight: 440.36 g/mol
• Exact Mass: 440.10
• IUPAC Name: (1S,3R,4R,5R)-3-(2-carboxyacetyl)oxy-4-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxycyclohexane-1-carboxylic acid
• SMILES: O=C(O)CC(=O)O[C@@H]1C[C@](O)(C(=O)O)C[C@@H](O)[C@H]1OC(=O)C=Cc1ccc(O)c(O)c1
• InChI: InChI=1S/C19H20O12/c20-10-3-1-9(5-11(10)21)2-4-15(25)31-17-12(22)7-19(29,18(27)28)8-13(17)30-16(26)6-14(23)24/h1-5,12-13,17,20-22,29H,6-8H2,(H,23,24)(H,27,28)/t12-,13-,17-,19+/m1/s1
• InChIKey: QANFMVGDQHBVKF-REHIUZFUSA-N
• XLogP: -0.62
• TPSA: 208.12 Ų
• H-Bond Donors: 6
• H-Bond Acceptors: 10
• Rotatable Bonds: 7
• Heavy Atoms: 31
• Complexity: —

Lipinski Rule of Five

1 violation

Rule	Value
MW ≤ 500	440.36
LogP ≤ 5	-0.62
H-Bond Donors ≤ 5	6
H-Bond Acceptors ≤ 10	10

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'catechol_A(92)', 'substructure': 'N/A'}, {'alert_name': 'beta-keto/anhydride', '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,3R,4R,5R)-3-(2-carboxyacetyl)oxy-4-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxycyclohexane-1-carboxylic acid?

The IUPAC name of (1S,3R,4R,5R)-3-(2-carboxyacetyl)oxy-4-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxycyclohexane-1-carboxylic acid (CID 162973772) is (1S,3R,4R,5R)-3-(2-carboxyacetyl)oxy-4-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxycyclohexane-1-carboxylic acid.

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

The canonical SMILES for (1S,3R,4R,5R)-3-(2-carboxyacetyl)oxy-4-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxycyclohexane-1-carboxylic acid is O=C(O)CC(=O)O[C@@H]1C[C@](O)(C(=O)O)C[C@@H](O)[C@H]1OC(=O)C=Cc1ccc(O)c(O)c1.

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

The InChIKey is QANFMVGDQHBVKF-REHIUZFUSA-N. The full InChI is InChI=1S/C19H20O12/c20-10-3-1-9(5-11(10)21)2-4-15(25)31-17-12(22)7-19(29,18(27)28)8-13(17)30-16(26)6-14(23)24/h1-5,12-13,17,20-22,29H,6-8H2,(H,23,24)(H,27,28)/t12-,13-,17-,19+/m1/s1.

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

(1S,3R,4R,5R)-3-(2-carboxyacetyl)oxy-4-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxycyclohexane-1-carboxylic acid has a molecular weight of 440.36 g/mol, XLogP of -0.62, 7 rotatable bonds, 6 hydrogen bond donors, and 10 hydrogen bond acceptors.

Where does this data come from?

All data for (1S,3R,4R,5R)-3-(2-carboxyacetyl)oxy-4-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxycyclohexane-1-carboxylic acid is sourced from PubChem (CID 162973772), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).