[(1R,2S,6S,9R,11S)-11-(hydroxymethyl)-4,4,11-trimethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-6-yl]methyl sulfamate

• ChemBase编号: 171385
• 分子式: C12H21NO9S
• 平均质量: 355.36144
• 单一同位素质量: 355.09370226
• SMILES: O1C[C@@H]2[C@H]([C@H]3[C@@]1(OC(O3)(C)C)COS(=O)(=O)N)O[C@@](O2)(C)CO
• Canonical SMILES: OC[C@@]1(C)O[C@H]2[C@@H](O1)[C@@H]1OC(O[C@@]1(OC2)COS(=O)(=O)N)(C)C
• InChI: InChI=1S/C12H21NO9S/c1-10(2)21-9-8-7(19-11(3,5-14)20-8)4-17-12(9,22-10)6-18-23(13,15)16/h7-9,14H,4-6H2,1-3H3,(H2,13,15,16)/t7-,8-,9+,11+,12+/m1/s1
• InChIKey: RWNDWLAEFHRSEG-FBHFSLSBSA-N

名称和登记号

名称

• IUPAC标准名: [(1R,2S,6S,9R,11S)-11-(hydroxymethyl)-4,4,11-trimethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.0^2,^6]dodecan-6-yl]methyl sulfamate
• IUPAC传统名: [(1R,2S,6S,9R,11S)-11-(hydroxymethyl)-4,4,11-trimethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.0^2,^6]dodecan-6-yl]methyl sulfamate
• 别名: 4,5-O-[(1R)-2-Hydroxy-1-methylethylidene]-2,3-O-(1-methylethylidene)-β-D-fructopyranose 1-Sulfamate; 10-Hydroxy Topiramate; R-Hydroxy Topiramate

登记号

• CAS号: 198215-60-0
• PubChem SID: 164227295
• PubChem CID: 29982171

理论计算性质

• 极化性: 31.151781 Å^3
• 极化表面积: 135.77 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true
• Acid pKa: 11.085729
• 质子受体: 9
• 质子供体: 2
• LogD (pH = 5.5): -0.57689905
• LogD (pH = 7.4): -0.5769774
• Log P: -0.57689804
• 摩尔折射率: 73.6801 cm^3

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: Pale Yellow Solid
• 熔点: 102-104°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - H969955

A metabolite of Topiramate.

参考文献

• Maryanoff, B., et al.: J. Med. Chem., 30, 880 (1987)
• Shank, R., et al.: Epilepsia, 35, 450 (1987)
• Streeter, A., et al.: Drug Metab. Disp., 23, 90 (1987)