(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-({9-oxo-2-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaene-2-carbonyl}amino)oxane-2-carboxylic acid

• ChemBase ID: 176071
• Molecular Formular: C21H20N2O8
• Molecular Mass: 428.3921
• Monoisotopic Mass: 428.12196561
• SMILES: c12c(cccc1)N(c1c(cccc1)CC2=O)C(=O)N[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O
• Canonical SMILES: O[C@@H]1[C@H](O)[C@@H](O[C@H]([C@H]1O)C(=O)O)NC(=O)N1c2ccccc2CC(=O)c2c1cccc2
• InChI: InChI=1S/C21H20N2O8/c24-14-9-10-5-1-3-7-12(10)23(13-8-4-2-6-11(13)14)21(30)22-19-17(27)15(25)16(26)18(31-19)20(28)29/h1-8,15-19,25-27H,9H2,(H,22,30)(H,28,29)/t15-,16-,17+,18-,19+/m0/s1
• InChIKey: WWQCHHFYIDCMSO-QXCZDIPSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-({9-oxo-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene-2-carbonyl}amino)oxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{9-oxo-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene-2-carbonylamino}oxane-2-carboxylic acid
• Synonyms: 5-(Aminocarbonyl)-5H-dibenz[b,f]azepin-10-yl N-β-D-Glucopyranosiduronic Acid; 1-Deoxy-1-[[(10,11-dihydro-10-oxo-5H-dibenz[b,f]azepin-5-yl)carbonyl]amino]-β-D-glucopyranuronic Acid; Oxcarbazepine N-β-D-Glucuronide

Database IDs

• CAS Number: 1260595-39-8
• PubChem SID: 164231981
• PubChem CID: 71751392

CALCULATED PROPERTIES

• Acid pKa: 3.0191796
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -2.4968998
• LogD (pH = 7.4): -3.5241106
• Log P: -0.051834855
• Molar Refractivity: 103.9841 cm^3
• Polarizability: 40.6454 Å^3
• Polar Surface Area: 156.63 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O869265

A metabolite of Oxcarbazepine (O869250).