(2S,3S,4S,5R,6S)-6-[2-butyl-4-chloro-1-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1H-imidazole-5-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 172407
• Molecular Formular: C28H29ClN6O8
• Molecular Mass: 613.01826
• Monoisotopic Mass: 612.1735396
• SMILES: c1(c(cccc1)c1ccc(cc1)Cn1c(nc(c1C(=O)O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C(=O)O)O)O)O)Cl)CCCC)c1nn[nH]n1
• Canonical SMILES: CCCCc1nc(c(n1Cc1ccc(cc1)c1ccccc1c1n[nH]nn1)C(=O)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)Cl
• InChI: InChI=1S/C28H29ClN6O8/c1-2-3-8-18-30-24(29)19(27(41)43-28-22(38)20(36)21(37)23(42-28)26(39)40)35(18)13-14-9-11-15(12-10-14)16-6-4-5-7-17(16)25-31-33-34-32-25/h4-7,9-12,20-23,28,36-38H,2-3,8,13H2,1H3,(H,39,40)(H,31,32,33,34)/t20-,21-,22+,23-,28-/m0/s1
• InChIKey: CESPMOKWUZJHJJ-BMILHVPESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-6-[2-butyl-4-chloro-1-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1H-imidazole-5-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-6-[2-butyl-5-chloro-3-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)imidazole-4-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: Losartan Carboxylic Acid Glucuronide; Losartan Carboxylic Acid Acyl-β-D-Glucuronide, 90%

Database IDs

• PubChem SID: 164228317
• PubChem CID: 71749843

CALCULATED PROPERTIES

• Acid pKa: 3.152618
• H Acceptors: 11
• H Donor: 5
• LogD (pH = 5.5): 1.1828614
• LogD (pH = 7.4): -0.11052924
• Log P: 3.226027
• Molar Refractivity: 164.5885 cm^3
• Polarizability: 60.133106 Å^3
• Polar Surface Area: 205.8 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Beige Solid
• Melting Point: 178-181°C (dec.)

Safety Information

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

DETAILS

Toronto Research Chemicals - L470515

A metabolite of Losartan (L470500).