(2S,3S,4S,5R,6R)-6-{[12-chloro-9-(2-fluorophenyl)-2,4,8-triazatricyclo[8.4.0.02,6]tetradeca-1(10),3,5,8,11,13-hexaen-3-yl]methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 170928
• Molecular Formular: C24H21ClFN3O7
• Molecular Mass: 517.8908432
• Monoisotopic Mass: 517.10520593
• SMILES: c1(c(cccc1)F)C1=NCc2n(c3c1cc(cc3)Cl)c(nc2)CO[C@@H]1O[C@H]([C@@H](O)[C@H](O)[C@@H]1O)C(=O)O
• Canonical SMILES: OC(=O)[C@@H]1O[C@@H](OCc2ncc3n2c2ccc(cc2C(=NC3)c2ccccc2F)Cl)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C24H21ClFN3O7/c25-11-5-6-16-14(7-11)18(13-3-1-2-4-15(13)26)28-9-12-8-27-17(29(12)16)10-35-24-21(32)19(30)20(31)22(36-24)23(33)34/h1-8,19-22,24,30-32H,9-10H2,(H,33,34)/t19-,20-,21+,22-,24+/m0/s1
• InChIKey: ICIUMXQTLQXWGL-QMDPOKHVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6R)-6-{[12-chloro-9-(2-fluorophenyl)-2,4,8-triazatricyclo[8.4.0.0^2,^6]tetradeca-1(10),3,5,8,11,13-hexaen-3-yl]methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6R)-6-{[12-chloro-9-(2-fluorophenyl)-2,4,8-triazatricyclo[8.4.0.0^2,^6]tetradeca-1(10),3,5,8,11,13-hexaen-3-yl]methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: [8-Chloro-6-(2-fluorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepin-1-yl]methyl- β-D-glucopyranosiduronic Acid; 1'-Hydroxy Midazolam-β-D-glucuronide

Database IDs

• CAS Number: 81256-81-7
• PubChem SID: 164226838
• PubChem CID: 133640

CALCULATED PROPERTIES

• Acid pKa: 2.9294164
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): -1.3319468
• LogD (pH = 7.4): -2.7043245
• Log P: -0.8258784
• Molar Refractivity: 133.4126 cm^3
• Polarizability: 48.320084 Å^3
• Polar Surface Area: 146.63 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 207-210°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - H948430

The major metabolite of Midazolam (M343000).