methyl (2S,3S,4S,5R,6S)-6-(4-{2-[4-(benzyloxy)phenyl]propan-2-yl}phenoxy)-3,4,5-trihydroxyoxane-2-carboxylate

• ChemBase ID: 161446
• Molecular Formular: C29H32O8
• Molecular Mass: 508.55958
• Monoisotopic Mass: 508.20971798
• SMILES: c1(C(c2ccc(cc2)OCc2ccccc2)(C)C)ccc(cc1)O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C(=O)OC)O)O)O
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](Oc2ccc(cc2)C(c2ccc(cc2)OCc2ccccc2)(C)C)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C29H32O8/c1-29(2,19-9-13-21(14-10-19)35-17-18-7-5-4-6-8-18)20-11-15-22(16-12-20)36-28-25(32)23(30)24(31)26(37-28)27(33)34-3/h4-16,23-26,28,30-32H,17H2,1-3H3/t23-,24-,25+,26-,28+/m0/s1
• InChIKey: QDYBVNRYTPFATB-NLMMERCGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R,6S)-6-(4-{2-[4-(benzyloxy)phenyl]propan-2-yl}phenoxy)-3,4,5-trihydroxyoxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4S,5R,6S)-6-(4-{2-[4-(benzyloxy)phenyl]propan-2-yl}phenoxy)-3,4,5-trihydroxyoxane-2-carboxylate
• Synonyms: 4-[1-(4-Benzyloxyphenyl)-1-methylethyl]phenyl β-D-Glucopyranosiduronic Acid Methyl Ester; 4'-O-Benzyl Bisphenol A β-D-Glucuronic Acid Methyl Ester

Database IDs

• PubChem SID: 162255581
• PubChem CID: 71313787

CALCULATED PROPERTIES

• Acid pKa: 12.165703
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 4.113443
• LogD (pH = 7.4): 4.1134357
• Log P: 4.113443
• Molar Refractivity: 145.1509 cm^3
• Polarizability: 53.645397 Å^3
• Polar Surface Area: 114.68 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B233055

Protected Bisphenol A metabolite.