(2S,3S,4S,5R,6S)-6-{[2-(2-chlorophenyl)-2-{4H,5H,6H,7H-thieno[3,2-c]pyridin-5-yl}acetyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase编号: 164904
• 分子式: C21H22ClNO8S
• 平均质量: 483.91928
• 单一同位素质量: 483.07546535
• SMILES: C(=O)(O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O)C(N1Cc2c(CC1)scc2)c1c(cccc1)Cl
• Canonical SMILES: O=C(C(c1ccccc1Cl)N1CCc2c(C1)ccs2)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C21H22ClNO8S/c22-12-4-2-1-3-11(12)14(23-7-5-13-10(9-23)6-8-32-13)20(29)31-21-17(26)15(24)16(25)18(30-21)19(27)28/h1-4,6,8,14-18,21,24-26H,5,7,9H2,(H,27,28)/t14?,15-,16-,17+,18-,21-/m0/s1
• InChIKey: TUBQAJBXTWIXFX-RTXXPOPYSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,4S,5R,6S)-6-{[2-(2-chlorophenyl)-2-{4H,5H,6H,7H-thieno[3,2-c]pyridin-5-yl}acetyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC传统名: (2S,3S,4S,5R,6S)-6-{[2-(2-chlorophenyl)-2-{4H,6H,7H-thieno[3,2-c]pyridin-5-yl}acetyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• 别名: 1-[α-(2-Chlorophenyl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-acetate] β-D-Glucopyranuronic Acid; Clopidogrel Acyl-β-D-glucuronide

登记号

• PubChem SID: 162259038
• PubChem CID: 71314947

理论计算性质

• Acid pKa: 3.0215423
• 质子受体: 8
• 质子供体: 4
• LogD (pH = 5.5): -0.55040616
• LogD (pH = 7.4): -1.526327
• Log P: -0.014813545
• 摩尔折射率: 112.4565 cm^3
• 极化性: 44.77801 Å^3
• 极化表面积: 136.76 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol (sparingly)
• 外观: Pale Yellow Solid
• 熔点: 161-167°C (dec.)

安全信息

• 保存条件: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - C587245

A metabolite of Clopidogrel.