(1S,4aR,7S,7aS)-7-hydroxy-7-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylic acid

C25H28O13 — CID 162869763

About (1S,4aR,7S,7aS)-7-hydroxy-7-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylic acid

(1S,4aR,7S,7aS)-7-hydroxy-7-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylic acid (PubChem CID 162869763) has the molecular formula C25H28O13 and a molecular weight of 536.49 g/mol. Its IUPAC name is (1S,4aR,7S,7aS)-7-hydroxy-7-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylic acid.

Molecular Properties

• Compound Name: (1S,4aR,7S,7aS)-7-hydroxy-7-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylic acid
• PubChem CID: 162869763
• Molecular Formula: C25H28O13
• Molecular Weight: 536.49 g/mol
• Exact Mass: 536.15
• IUPAC Name: (1S,4aR,7S,7aS)-7-hydroxy-7-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylic acid
• SMILES: O=C(C=Cc1ccc(O)cc1)OC[C@]1(O)C=C[C@H]2C(C(=O)O)=CO[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H]21
• InChI: InChI=1S/C25H28O13/c26-9-16-19(29)20(30)21(31)24(37-16)38-23-18-14(15(10-35-23)22(32)33)7-8-25(18,34)11-36-17(28)6-3-12-1-4-13(27)5-2-12/h1-8,10,14,16,18-21,23-24,26-27,29-31,34H,9,11H2,(H,32,33)/t14-,16+,18+,19+,20-,21+,23-,24+,25+/m0/s1
• InChIKey: WJPRKOJNQIZCGY-XOPILBJYSA-N
• XLogP: -1.38
• TPSA: 212.67 Ų
• H-Bond Donors: 7
• H-Bond Acceptors: 12
• Rotatable Bonds: 8
• Heavy Atoms: 38
• Complexity: —

Lipinski Rule of Five

3 violations

Rule	Value
MW ≤ 500	536.49
LogP ≤ 5	-1.38
H-Bond Donors ≤ 5	7
H-Bond Acceptors ≤ 10	12

Computed Properties (RDKit)

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

Frequently Asked Questions

What is the IUPAC name of (1S,4aR,7S,7aS)-7-hydroxy-7-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylic acid?

The IUPAC name of (1S,4aR,7S,7aS)-7-hydroxy-7-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylic acid (CID 162869763) is (1S,4aR,7S,7aS)-7-hydroxy-7-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylic acid.

What is the SMILES notation for (1S,4aR,7S,7aS)-7-hydroxy-7-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylic acid?

The canonical SMILES for (1S,4aR,7S,7aS)-7-hydroxy-7-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylic acid is O=C(C=Cc1ccc(O)cc1)OC[C@]1(O)C=C[C@H]2C(C(=O)O)=CO[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H]21.

What is the InChIKey of (1S,4aR,7S,7aS)-7-hydroxy-7-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylic acid?

The InChIKey is WJPRKOJNQIZCGY-XOPILBJYSA-N. The full InChI is InChI=1S/C25H28O13/c26-9-16-19(29)20(30)21(31)24(37-16)38-23-18-14(15(10-35-23)22(32)33)7-8-25(18,34)11-36-17(28)6-3-12-1-4-13(27)5-2-12/h1-8,10,14,16,18-21,23-24,26-27,29-31,34H,9,11H2,(H,32,33)/t14-,16+,18+,19+,20-,21+,23-,24+,25+/m0/s1.

What are the key properties of (1S,4aR,7S,7aS)-7-hydroxy-7-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylic acid?

(1S,4aR,7S,7aS)-7-hydroxy-7-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylic acid has a molecular weight of 536.49 g/mol, XLogP of -1.38, 8 rotatable bonds, 7 hydrogen bond donors, and 12 hydrogen bond acceptors.

Where does this data come from?

All data for (1S,4aR,7S,7aS)-7-hydroxy-7-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylic acid is sourced from PubChem (CID 162869763), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).