(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl benzoate

• ChemBase ID: 126099
• Molecular Formular: C13H16O7
• Molecular Mass: 284.26194
• Monoisotopic Mass: 284.08960285
• SMILES: O=C(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)c1ccccc1
• Canonical SMILES: OC[C@H]1O[C@@H](OC(=O)c2ccccc2)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C13H16O7/c14-6-8-9(15)10(16)11(17)13(19-8)20-12(18)7-4-2-1-3-5-7/h1-5,8-11,13-17H,6H2/t8-,9-,10+,11-,13+/m1/s1
• InChIKey: LVFCLUMIBMHAFL-HMUNZLOLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl benzoate
• IUPAC Traditional name: benzoyl-β-D-glucoside
• Synonyms: Benzoyl-beta-D-glucoside

Database IDs

• CAS Number: 21056-52-0
• PubChem SID: 162220440
• PubChem CID: 12314096
• Chemspider ID: 18620219
• Wikipedia Title: Benzoyl-beta-D-glucoside

CALCULATED PROPERTIES

• Acid pKa: 12.195711
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -0.43723947
• LogD (pH = 7.4): -0.43724632
• Log P: -0.43723938
• Molar Refractivity: 65.7454 cm^3
• Polarizability: 26.565802 Å^3
• Polar Surface Area: 116.45 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true