(2S,3S,4S,5R,6R)-6-({12-chloro-9-phenyl-2,4,5,8-tetraazatricyclo[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: 170093
• Molecular Formular: C23H21ClN4O7
• Molecular Mass: 500.88844
• Monoisotopic Mass: 500.10987671
• SMILES: O1[C@H]([C@@H](O)[C@H]([C@@H]([C@@H]1C(=O)O)O)O)OCc1n2c(CN=C(c3ccccc3)c3c2ccc(c3)Cl)nn1
• Canonical SMILES: OC(=O)[C@@H]1O[C@@H](OCc2nnc3n2c2ccc(cc2C(=NC3)c2ccccc2)Cl)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C23H21ClN4O7/c24-12-6-7-14-13(8-12)17(11-4-2-1-3-5-11)25-9-15-26-27-16(28(14)15)10-34-23-20(31)18(29)19(30)21(35-23)22(32)33/h1-8,18-21,23,29-31H,9-10H2,(H,32,33)/t18-,19-,20+,21-,23+/m0/s1
• InChIKey: RVFFPZASOVCVMN-KHYDEXNFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6R)-6-({12-chloro-9-phenyl-2,4,5,8-tetraazatricyclo[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-phenyl-2,4,5,8-tetraazatricyclo[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-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-1-yl)methyl β-D-Glucopyranosiduronic Acid; α-Hydroxyalprazolam Glucuronide; 1-Hydroxy Alprazolam β-D-Glucuronide (80%)

Database IDs

• CAS Number: 144964-58-9
• PubChem SID: 164226003
• PubChem CID: 3083404

CALCULATED PROPERTIES

• Acid pKa: 2.9486418
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): -2.7732856
• LogD (pH = 7.4): -3.7959337
• Log P: -2.2266839
• Molar Refractivity: 132.8619 cm^3
• Polarizability: 47.728382 Å^3
• Polar Surface Area: 159.52 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Orange Solid
• Melting Point: >135°C (dec.)

Safety Information

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

DETAILS

Toronto Research Chemicals - H761510

A metabolite of Alprazolam.