(1S,3S,4S,5S)-1,3,4-trihydroxy-5-[3-[(2S,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoyloxy]cyclohexane-1-carboxylic acid

C27H30O12 — CID 163059925

About (1S,3S,4S,5S)-1,3,4-trihydroxy-5-[3-[(2S,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoyloxy]cyclohexane-1-carboxylic acid

(1S,3S,4S,5S)-1,3,4-trihydroxy-5-[3-[(2S,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoyloxy]cyclohexane-1-carboxylic acid (PubChem CID 163059925) has the molecular formula C27H30O12 and a molecular weight of 546.53 g/mol. Its IUPAC name is (1S,3S,4S,5S)-1,3,4-trihydroxy-5-[3-[(2S,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoyloxy]cyclohexane-1-carboxylic acid.

Molecular Properties

• Compound Name: (1S,3S,4S,5S)-1,3,4-trihydroxy-5-[3-[(2S,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoyloxy]cyclohexane-1-carboxylic acid
• PubChem CID: 163059925
• Molecular Formula: C27H30O12
• Molecular Weight: 546.53 g/mol
• Exact Mass: 546.17
• IUPAC Name: (1S,3S,4S,5S)-1,3,4-trihydroxy-5-[3-[(2S,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoyloxy]cyclohexane-1-carboxylic acid
• SMILES: COc1cc([C@H]2Oc3c(OC)cc(C=CC(=O)O[C@H]4C[C@](O)(C(=O)O)C[C@H](O)[C@@H]4O)cc3[C@H]2CO)ccc1O
• InChI: InChI=1S/C27H30O12/c1-36-19-9-14(4-5-17(19)29)24-16(12-28)15-7-13(8-20(37-2)25(15)39-24)3-6-22(31)38-21-11-27(35,26(33)34)10-18(30)23(21)32/h3-9,16,18,21,23-24,28-30,32,35H,10-12H2,1-2H3,(H,33,34)/t16-,18+,21+,23+,24-,27+/m1/s1
• InChIKey: GQMNGGACVSAOEC-WZOVXATMSA-N
• XLogP: 0.88
• TPSA: 192.44 Ų
• H-Bond Donors: 6
• H-Bond Acceptors: 11
• Rotatable Bonds: 8
• Heavy Atoms: 39
• Complexity: —

Lipinski Rule of Five

3 violations

Rule	Value
MW ≤ 500	546.53
LogP ≤ 5	0.88
H-Bond Donors ≤ 5	6
H-Bond Acceptors ≤ 10	11

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'Michael_acceptor_1', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of (1S,3S,4S,5S)-1,3,4-trihydroxy-5-[3-[(2S,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoyloxy]cyclohexane-1-carboxylic acid?

The IUPAC name of (1S,3S,4S,5S)-1,3,4-trihydroxy-5-[3-[(2S,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoyloxy]cyclohexane-1-carboxylic acid (CID 163059925) is (1S,3S,4S,5S)-1,3,4-trihydroxy-5-[3-[(2S,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoyloxy]cyclohexane-1-carboxylic acid.

What is the SMILES notation for (1S,3S,4S,5S)-1,3,4-trihydroxy-5-[3-[(2S,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoyloxy]cyclohexane-1-carboxylic acid?

The canonical SMILES for (1S,3S,4S,5S)-1,3,4-trihydroxy-5-[3-[(2S,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoyloxy]cyclohexane-1-carboxylic acid is COc1cc([C@H]2Oc3c(OC)cc(C=CC(=O)O[C@H]4C[C@](O)(C(=O)O)C[C@H](O)[C@@H]4O)cc3[C@H]2CO)ccc1O.

What is the InChIKey of (1S,3S,4S,5S)-1,3,4-trihydroxy-5-[3-[(2S,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoyloxy]cyclohexane-1-carboxylic acid?

The InChIKey is GQMNGGACVSAOEC-WZOVXATMSA-N. The full InChI is InChI=1S/C27H30O12/c1-36-19-9-14(4-5-17(19)29)24-16(12-28)15-7-13(8-20(37-2)25(15)39-24)3-6-22(31)38-21-11-27(35,26(33)34)10-18(30)23(21)32/h3-9,16,18,21,23-24,28-30,32,35H,10-12H2,1-2H3,(H,33,34)/t16-,18+,21+,23+,24-,27+/m1/s1.

What are the key properties of (1S,3S,4S,5S)-1,3,4-trihydroxy-5-[3-[(2S,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoyloxy]cyclohexane-1-carboxylic acid?

(1S,3S,4S,5S)-1,3,4-trihydroxy-5-[3-[(2S,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoyloxy]cyclohexane-1-carboxylic acid has a molecular weight of 546.53 g/mol, XLogP of 0.88, 8 rotatable bonds, 6 hydrogen bond donors, and 11 hydrogen bond acceptors.

Where does this data come from?

All data for (1S,3S,4S,5S)-1,3,4-trihydroxy-5-[3-[(2S,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoyloxy]cyclohexane-1-carboxylic acid is sourced from PubChem (CID 163059925), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).