benzyl (3S,5S,6S)-6-{[5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate

• ChemBase ID: 169600
• Molecular Formular: C28H36O9
• Molecular Mass: 516.58004
• Monoisotopic Mass: 516.23593273
• SMILES: c1cc(cc(c1C)OCCCC(C(=O)O[C@@H]1OC([C@H](C([C@H]1O)O)O)C(=O)OCc1ccccc1)(C)C)C
• Canonical SMILES: O=C(C1O[C@@H](OC(=O)C(CCCOc2cc(C)ccc2C)(C)C)[C@@H](C([C@@H]1O)O)O)OCc1ccccc1
• InChI: InChI=1S/C28H36O9/c1-17-11-12-18(2)20(15-17)34-14-8-13-28(3,4)27(33)37-26-23(31)21(29)22(30)24(36-26)25(32)35-16-19-9-6-5-7-10-19/h5-7,9-12,15,21-24,26,29-31H,8,13-14,16H2,1-4H3/t21?,22-,23-,24?,26-/m0/s1
• InChIKey: SITQJRWVLLGBDA-UCIXAUPWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (3S,5S,6S)-6-{[5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate
• IUPAC Traditional name: benzyl (3S,5S,6S)-6-{[5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate
• Synonyms: Gemfibrozil 1-O-β-D-Glucuronide Benzyl Ester

Database IDs

• PubChem SID: 162263732
• PubChem CID: 71317056

CALCULATED PROPERTIES

• Acid pKa: 12.161984
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 4.312217
• LogD (pH = 7.4): 4.31221
• Log P: 4.312217
• Molar Refractivity: 133.4994 cm^3
• Polarizability: 53.32129 Å^3
• Polar Surface Area: 131.75 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Methanol
• Apperance: White Foam

Safety Information

• Storage Condition: -20°C Freezer, Under inert atmosphere

DETAILS

Toronto Research Chemicals - G305770

Gemfibrozil glucuronide derivative.