(2S,3S,4S,5R,6R)-6-{[(3S,3aR,6R,6aS)-6-(nitrooxy)-hexahydrofuro[3,2-b]furan-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase编号: 171975
• 分子式: C12H17NO12
• 平均质量: 367.26288
• 单一同位素质量: 367.07507499
• SMILES: [C@@H]12[C@@H]([C@@H](CO1)O[N+](=O)[O-])OC[C@@H]2O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C(=O)O)O)O)O
• Canonical SMILES: [O-][N+](=O)O[C@@H]1CO[C@H]2[C@@H]1OC[C@@H]2O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C12H17NO12/c14-5-6(15)10(11(17)18)24-12(7(5)16)23-3-1-21-9-4(25-13(19)20)2-22-8(3)9/h3-10,12,14-16H,1-2H2,(H,17,18)/t3-,4+,5-,6-,7+,8+,9+,10-,12+/m0/s1
• InChIKey: MQHSDQNPAIOBOQ-UNOXEBRKSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,4S,5R,6R)-6-{[(3S,3aR,6R,6aS)-6-(nitrooxy)-hexahydrofuro[3,2-b]furan-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC传统名: (2S,3S,4S,5R,6R)-6-{[(3S,3aR,6R,6aS)-6-(nitrooxy)-hexahydrofuro[3,2-b]furan-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• 别名: 1,4:3,6-Dianhydro-2-O-β-D-glucopyranuronosyl-D-glucitol 5-Nitrate; Isosorbide 5-Mononitrate 2-β-D-Glucuronide

登记号

• CAS号: 32871-20-8
• PubChem SID: 164227885
• PubChem CID: 23623937

理论计算性质

• Acid pKa: 3.244002
• 质子受体: 12
• 质子供体: 4
• LogD (pH = 5.5): -4.1680794
• LogD (pH = 7.4): -5.369601
• Log P: -1.9322213
• 摩尔折射率: 70.3581 cm^3
• 极化性: 29.181364 Å^3
• 极化表面积: 189.96 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - I902110

A metabolite of Isosorbide 5-Mononitrate (I902100).

参考文献

• Abshagen, U., et al.: Eur. J. Clin. Pharmacol., 27, 637 (1985)