(2S,3S,4S,5R,6R)-6-(benzyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 161556
• Molecular Formular: C13H16O7
• Molecular Mass: 284.26194
• Monoisotopic Mass: 284.08960285
• SMILES: O([C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O)Cc1ccccc1
• Canonical SMILES: OC(=O)[C@@H]1O[C@@H](OCc2ccccc2)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C13H16O7/c14-8-9(15)11(12(17)18)20-13(10(8)16)19-6-7-4-2-1-3-5-7/h1-5,8-11,13-16H,6H2,(H,17,18)/t8-,9-,10+,11-,13+/m0/s1
• InChIKey: UDTQUOJQGJBORK-XPORZQOISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6R)-6-(benzyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6R)-6-(benzyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: Benzyl Alcohol Glucuronide; Benzyl β-D-Glucopyranosiduronic Acid; Benzyl β-D-Glucopyranosiduronic Acid

Database IDs

• CAS Number: 5285-02-9
• PubChem SID: 162255691
• PubChem CID: 9795797

CALCULATED PROPERTIES

• Acid pKa: 3.5002055
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.2361424
• LogD (pH = 7.4): -3.6199956
• Log P: -0.24466506
• Molar Refractivity: 65.1546 cm^3
• Polarizability: 26.42021 Å^3
• Polar Surface Area: 116.45 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - B276780

Protected Glucopyranosiduronic Acid.