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

• ChemBase编号: 172399
• 分子式: C28H31ClN6O7
• 平均质量: 599.03474
• 单一同位素质量: 598.19427504
• SMILES: c1(ccc(cc1)Cn1c(nc(c1CO)Cl)CCCC)c1c(cccc1)c1nn(nn1)[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C(=O)O)O)O)O
• Canonical SMILES: CCCCc1nc(c(n1Cc1ccc(cc1)c1ccccc1c1nnn(n1)[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)CO)Cl
• InChI: InChI=1S/C28H31ClN6O7/c1-2-3-8-20-30-25(29)19(14-36)34(20)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)26-31-33-35(32-26)27-23(39)21(37)22(38)24(42-27)28(40)41/h4-7,9-12,21-24,27,36-39H,2-3,8,13-14H2,1H3,(H,40,41)/t21-,22-,23+,24-,27+/m0/s1
• InChIKey: NGFMQMUIOUSHGR-RTCYWULBSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,4S,5R,6R)-6-{5-[2-(4-{[2-butyl-4-chloro-5-(hydroxymethyl)-1H-imidazol-1-yl]methyl}phenyl)phenyl]-2H-1,2,3,4-tetrazol-2-yl}-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC传统名: (2S,3S,4S,5R,6R)-6-{5-[2-(4-{[2-butyl-4-chloro-5-(hydroxymethyl)imidazol-1-yl]methyl}phenyl)phenyl]-1,2,3,4-tetrazol-2-yl}-3,4,5-trihydroxyoxane-2-carboxylic acid
• 别名: 1-[5-[4'-[[2-Butyl-4-chloro-5-(hydroxymethyl)-1H-imidazol-1-yl]methyl][1,1'-biphenyl]-2-yl]-2H-tetrazol-2-yl]-1-deoxy-β-D-Glucopyranuronic Acid; L 158783; Losartan N2-Glucuronide (90%)

登记号

• CAS号: 138584-35-7
• PubChem SID: 164228309
• PubChem CID: 49849772

理论计算性质

• Acid pKa: 3.338917
• 质子受体: 11
• 质子供体: 5
• LogD (pH = 5.5): 1.0592984
• LogD (pH = 7.4): -0.3043668
• Log P: 2.1089733
• 摩尔折射率: 174.5951 cm^3
• 极化性: 59.94405 Å^3
• 极化表面积: 188.87 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - L470495

A metabolite of Losartan (L470500).

参考文献

• Stearns, R.A., et al.: Drug Metab. Dispos., 19, 1160 ( (1991)
• Chen, T.S., et al.: J. Antibiotics, 46, 131 (1991)
• Alonen, A., et al.: Bioorg. Chem., 36, 148 (1991)