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

• ChemBase ID: 172106
• Molecular Formular: C29H28O9
• Molecular Mass: 520.52722
• Monoisotopic Mass: 520.17333248
• SMILES: O1[C@H]([C@H](O)C([C@@H](C1C(=O)OCc1ccccc1)O)O)OC(=O)C(c1cccc(c1)C(=O)c1ccccc1)C
• Canonical SMILES: OC1[C@@H](O)[C@@H](OC([C@H]1O)C(=O)OCc1ccccc1)OC(=O)C(c1cccc(c1)C(=O)c1ccccc1)C
• InChI: InChI=1S/C29H28O9/c1-17(20-13-8-14-21(15-20)22(30)19-11-6-3-7-12-19)27(34)38-29-25(33)23(31)24(32)26(37-29)28(35)36-16-18-9-4-2-5-10-18/h2-15,17,23-26,29,31-33H,16H2,1H3/t17?,23?,24-,25-,26?,29-/m0/s1
• InChIKey: RUJZHOUGFRSTHY-VIBQKQGVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (3S,5S,6S)-6-{[2-(3-benzoylphenyl)propanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate
• IUPAC Traditional name: benzyl (3S,5S,6S)-6-{[2-(3-benzoylphenyl)propanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate
• Synonyms: 1-(3-Benzoly-α-methylbenzeneacetate)-β-D-glucopyranuronic Acid Benzyl Ester; dl-Ketoprofen Glucuronide Benzyl Ester; Ketoprofen Benzyl Glucuronide; rac Ketoprofen β-D-Glucuronide Benzyl Ester

Database IDs

• PubChem SID: 164228016
• PubChem CID: 46782028

CALCULATED PROPERTIES

• Acid pKa: 12.1619835
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 3.535907
• LogD (pH = 7.4): 3.5358996
• Log P: 3.535907
• Molar Refractivity: 134.1959 cm^3
• Polarizability: 53.378014 Å^3
• Polar Surface Area: 139.59 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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