(1R,4aR,5S,6R,7S,7aS)-6-benzoyloxy-5-hydroxy-7-methyl-1-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid

C23H28O12 — CID 163059444

About (1R,4aR,5S,6R,7S,7aS)-6-benzoyloxy-5-hydroxy-7-methyl-1-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid

(1R,4aR,5S,6R,7S,7aS)-6-benzoyloxy-5-hydroxy-7-methyl-1-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid (PubChem CID 163059444) has the molecular formula C23H28O12 and a molecular weight of 496.47 g/mol. Its IUPAC name is (1R,4aR,5S,6R,7S,7aS)-6-benzoyloxy-5-hydroxy-7-methyl-1-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid.

Molecular Properties

• Compound Name: (1R,4aR,5S,6R,7S,7aS)-6-benzoyloxy-5-hydroxy-7-methyl-1-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid
• PubChem CID: 163059444
• Molecular Formula: C23H28O12
• Molecular Weight: 496.47 g/mol
• Exact Mass: 496.16
• IUPAC Name: (1R,4aR,5S,6R,7S,7aS)-6-benzoyloxy-5-hydroxy-7-methyl-1-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid
• SMILES: C[C@@H]1[C@@H](OC(=O)c2ccccc2)[C@@H](O)[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]12
• InChI: InChI=1S/C23H28O12/c1-9-13-14(16(26)19(9)34-21(31)10-5-3-2-4-6-10)11(20(29)30)8-32-22(13)35-23-18(28)17(27)15(25)12(7-24)33-23/h2-6,8-9,12-19,22-28H,7H2,1H3,(H,29,30)/t9-,12-,13-,14-,15+,16-,17+,18+,19+,22+,23-/m0/s1
• InChIKey: VHNBSWKVDGABEV-SSWVTJQLSA-N
• XLogP: -1.40
• TPSA: 192.44 Ų
• H-Bond Donors: 6
• H-Bond Acceptors: 11
• Rotatable Bonds: 6
• Heavy Atoms: 35
• Complexity: —

Lipinski Rule of Five

2 violations

Rule	Value
MW ≤ 500	496.47
LogP ≤ 5	-1.40
H-Bond Donors ≤ 5	6
H-Bond Acceptors ≤ 10	11

Frequently Asked Questions

What is the IUPAC name of (1R,4aR,5S,6R,7S,7aS)-6-benzoyloxy-5-hydroxy-7-methyl-1-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid?

The IUPAC name of (1R,4aR,5S,6R,7S,7aS)-6-benzoyloxy-5-hydroxy-7-methyl-1-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid (CID 163059444) is (1R,4aR,5S,6R,7S,7aS)-6-benzoyloxy-5-hydroxy-7-methyl-1-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid.

What is the SMILES notation for (1R,4aR,5S,6R,7S,7aS)-6-benzoyloxy-5-hydroxy-7-methyl-1-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid?

The canonical SMILES for (1R,4aR,5S,6R,7S,7aS)-6-benzoyloxy-5-hydroxy-7-methyl-1-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid is C[C@@H]1[C@@H](OC(=O)c2ccccc2)[C@@H](O)[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]12.

What is the InChIKey of (1R,4aR,5S,6R,7S,7aS)-6-benzoyloxy-5-hydroxy-7-methyl-1-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid?

The InChIKey is VHNBSWKVDGABEV-SSWVTJQLSA-N. The full InChI is InChI=1S/C23H28O12/c1-9-13-14(16(26)19(9)34-21(31)10-5-3-2-4-6-10)11(20(29)30)8-32-22(13)35-23-18(28)17(27)15(25)12(7-24)33-23/h2-6,8-9,12-19,22-28H,7H2,1H3,(H,29,30)/t9-,12-,13-,14-,15+,16-,17+,18+,19+,22+,23-/m0/s1.

What are the key properties of (1R,4aR,5S,6R,7S,7aS)-6-benzoyloxy-5-hydroxy-7-methyl-1-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid?

(1R,4aR,5S,6R,7S,7aS)-6-benzoyloxy-5-hydroxy-7-methyl-1-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid has a molecular weight of 496.47 g/mol, XLogP of -1.40, 6 rotatable bonds, 6 hydrogen bond donors, and 11 hydrogen bond acceptors.

Where does this data come from?

All data for (1R,4aR,5S,6R,7S,7aS)-6-benzoyloxy-5-hydroxy-7-methyl-1-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid is sourced from PubChem (CID 163059444), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).