(2R,3R,4R,5S,6S)-6-{[4-(1-carboxy-1-methylethoxy)phenyl](4-chlorophenyl)methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 168892
• Molecular Formular: C23H25ClO10
• Molecular Mass: 496.8916
• Monoisotopic Mass: 496.11362468
• SMILES: O1[C@@H]([C@H](O)[C@@H]([C@H]([C@H]1C(=O)O)O)O)OC(c1ccc(cc1)Cl)c1ccc(cc1)OC(C)(C)C(=O)O
• Canonical SMILES: Clc1ccc(cc1)C(c1ccc(cc1)OC(C(=O)O)(C)C)O[C@H]1O[C@H](C(=O)O)[C@@H]([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C23H25ClO10/c1-23(2,22(30)31)34-14-9-5-12(6-10-14)18(11-3-7-13(24)8-4-11)32-21-17(27)15(25)16(26)19(33-21)20(28)29/h3-10,15-19,21,25-27H,1-2H3,(H,28,29)(H,30,31)/t15-,16-,17+,18?,19-,21+/m1/s1
• InChIKey: MYNDGFQJJNDCJU-XTPSIUFXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5S,6S)-6-{[4-(1-carboxy-1-methylethoxy)phenyl](4-chlorophenyl)methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2R,3R,4R,5S,6S)-6-{[4-(1-carboxy-1-methylethoxy)phenyl](4-chlorophenyl)methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: [4-(1-Carboxy-1-methylethoxy)phenyl](4-chlorophenyl)methyl β-D-Glucopyranosiduronic Acid; Fenirofibrate O-β-D-Glucuronide

Database IDs

• CAS Number: 168844-26-6
• PubChem SID: 162263024
• PubChem CID: 71316721

CALCULATED PROPERTIES

• Acid pKa: 3.0475202
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -1.8062336
• LogD (pH = 7.4): -4.3645587
• Log P: 2.465462
• Molar Refractivity: 115.9972 cm^3
• Polarizability: 46.499546 Å^3
• Polar Surface Area: 162.98 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F247705

A metabolite of Fenofibrate.