(2S,3S)-4-[3-[(1R)-1-carboxy-2-(4-hydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid

C27H22O11 — CID 162868859

About (2S,3S)-4-[3-[(1R)-1-carboxy-2-(4-hydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid

(2S,3S)-4-[3-[(1R)-1-carboxy-2-(4-hydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid (PubChem CID 162868859) has the molecular formula C27H22O11 and a molecular weight of 522.46 g/mol. Its IUPAC name is (2S,3S)-4-[3-[(1R)-1-carboxy-2-(4-hydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid.

Molecular Properties

• Compound Name: (2S,3S)-4-[3-[(1R)-1-carboxy-2-(4-hydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid
• PubChem CID: 162868859
• Molecular Formula: C27H22O11
• Molecular Weight: 522.46 g/mol
• Exact Mass: 522.12
• IUPAC Name: (2S,3S)-4-[3-[(1R)-1-carboxy-2-(4-hydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid
• SMILES: O=C(C=Cc1ccc(O)c2c1[C@H](C(=O)O)[C@@H](c1ccc(O)c(O)c1)O2)O[C@H](Cc1ccc(O)cc1)C(=O)O
• InChI: InChI=1S/C27H22O11/c28-16-6-1-13(2-7-16)11-20(26(33)34)37-21(32)10-5-14-3-9-18(30)25-22(14)23(27(35)36)24(38-25)15-4-8-17(29)19(31)12-15/h1-10,12,20,23-24,28-31H,11H2,(H,33,34)(H,35,36)/t20-,23+,24-/m1/s1
• InChIKey: KIHQQCHWCGXDQN-FGCOXFRFSA-N
• XLogP: 3.06
• TPSA: 191.05 Ų
• H-Bond Donors: 6
• H-Bond Acceptors: 9
• Rotatable Bonds: 8
• Heavy Atoms: 38
• Complexity: —

Lipinski Rule of Five

2 violations

Rule	Value
MW ≤ 500	522.46
LogP ≤ 5	3.06
H-Bond Donors ≤ 5	6
H-Bond Acceptors ≤ 10	9

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,3S)-4-[3-[(1R)-1-carboxy-2-(4-hydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid?

The IUPAC name of (2S,3S)-4-[3-[(1R)-1-carboxy-2-(4-hydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid (CID 162868859) is (2S,3S)-4-[3-[(1R)-1-carboxy-2-(4-hydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid.

What is the SMILES notation for (2S,3S)-4-[3-[(1R)-1-carboxy-2-(4-hydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid?

The canonical SMILES for (2S,3S)-4-[3-[(1R)-1-carboxy-2-(4-hydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid is O=C(C=Cc1ccc(O)c2c1[C@H](C(=O)O)[C@@H](c1ccc(O)c(O)c1)O2)O[C@H](Cc1ccc(O)cc1)C(=O)O.

What is the InChIKey of (2S,3S)-4-[3-[(1R)-1-carboxy-2-(4-hydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid?

The InChIKey is KIHQQCHWCGXDQN-FGCOXFRFSA-N. The full InChI is InChI=1S/C27H22O11/c28-16-6-1-13(2-7-16)11-20(26(33)34)37-21(32)10-5-14-3-9-18(30)25-22(14)23(27(35)36)24(38-25)15-4-8-17(29)19(31)12-15/h1-10,12,20,23-24,28-31H,11H2,(H,33,34)(H,35,36)/t20-,23+,24-/m1/s1.

What are the key properties of (2S,3S)-4-[3-[(1R)-1-carboxy-2-(4-hydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid?

(2S,3S)-4-[3-[(1R)-1-carboxy-2-(4-hydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid has a molecular weight of 522.46 g/mol, XLogP of 3.06, 8 rotatable bonds, 6 hydrogen bond donors, and 9 hydrogen bond acceptors.

Where does this data come from?

All data for (2S,3S)-4-[3-[(1R)-1-carboxy-2-(4-hydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid is sourced from PubChem (CID 162868859), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).