(2R,6R)-4-[(2R,3R,4S,5S,6S)-6-carboxylato-3,4,5-trihydroxyoxan-2-yl]-9-chloro-4-(13C,2H3)methyl-13-oxa-4-azatetracyclo[12.4.0.02,6.07,12]octadeca-1(14),7(12),8,10,15,17-hexaen-4-ium

• ChemBase ID: 160839
• Molecular Formular: C23H24ClNO7
• Molecular Mass: 462.88481484
• Monoisotopic Mass: 462.12748463
• SMILES: [C@@H]12[C@H](c3c(Oc4c1cc(cc4)Cl)cccc3)C[N+](C2)([C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)[O-])[13CH3]
• Canonical SMILES: Clc1ccc2c(c1)[C@@H]1C[N+](C[C@H]1c1c(O2)cccc1)([13CH3])[C@@H]1O[C@@H](C(=O)[O-])[C@H]([C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C23H24ClNO7/c1-25(22-20(28)18(26)19(27)21(32-22)23(29)30)9-14-12-4-2-3-5-16(12)31-17-7-6-11(24)8-13(17)15(14)10-25/h2-8,14-15,18-22,26-28H,9-10H2,1H3/t14-,15-,18-,19-,20+,21-,22+,25?/m0/s1/i1+1
• InChIKey: YIQJRIPLZQKULE-NHACOWHPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,6R)-4-[(2R,3R,4S,5S,6S)-6-carboxylato-3,4,5-trihydroxyoxan-2-yl]-9-chloro-4-(^1^3C,^2H₃)methyl-13-oxa-4-azatetracyclo[12.4.0.0^2,^6.0^7,^1^2]octadeca-1(14),7(12),8,10,15,17-hexaen-4-ium
• IUPAC Traditional name: (2R,6R)-4-[(2R,3R,4S,5S,6S)-6-carboxylato-3,4,5-trihydroxyoxan-2-yl]-9-chloro-4-(^1^3C,^2H₃)methyl-13-oxa-4-azatetracyclo[12.4.0.0^2,^6.0^7,^1^2]octadeca-1(14),7(12),8,10,15,17-hexaen-4-ium
• Synonyms: (3aR-trans)-5-Chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrole-13C,d3 β-D-Glucopyranosiduronic Acid; Asenapine-13C,d3 N-β-D-Glucuronide

Database IDs

• PubChem SID: 162254974
• PubChem CID: 71313503

CALCULATED PROPERTIES

• Acid pKa: 3.0454342
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.7621493
• LogD (pH = 7.4): -1.7609439
• Log P: -2.5314176
• Molar Refractivity: 135.9301 cm^3
• Polarizability: 44.968784 Å^3
• Polar Surface Area: 119.28 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A788007

Labelled Asenapine N-β-D-Glucuronide (A788005). Asenapine N-β-D-Glucuronide is a metabolite of Asenapine (A788000).