[(3aS,6R,7R,7aS)-6,7-dihydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-b]pyran-3a-yl]methyl sulfamate

• ChemBase编号: 166315
• 分子式: C9H17NO8S
• 平均质量: 299.29818
• 单一同位素质量: 299.06748751
• SMILES: O1C[C@H]([C@H]([C@H]2[C@@]1(OC(O2)(C)C)COS(=O)(=O)N)O)O
• Canonical SMILES: O[C@@H]1CO[C@@]2([C@H]([C@@H]1O)OC(O2)(C)C)COS(=O)(=O)N
• InChI: InChI=1S/C9H17NO8S/c1-8(2)17-7-6(12)5(11)3-15-9(7,18-8)4-16-19(10,13)14/h5-7,11-12H,3-4H2,1-2H3,(H2,10,13,14)/t5-,6-,7+,9+/m1/s1
• InChIKey: CKFVNUZYZFRVCR-JAKMQLQISA-N

名称和登记号

名称

• IUPAC标准名: [(3aS,6R,7R,7aS)-6,7-dihydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-b]pyran-3a-yl]methyl sulfamate
• IUPAC传统名: [(3aS,6R,7R,7aS)-6,7-dihydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-3a-yl]methyl sulfamate
• 别名: 2,3-O-(1-Methylethylidene)-β-D-fructopyranose 1-Sulfamate; 4,5-Desisopropylidene Topiramate

登记号

• CAS号: 106881-41-8
• PubChem SID: 162260448
• PubChem CID: 10626041

理论计算性质

• Acid pKa: 11.079004
• 质子受体: 8
• 质子供体: 3
• LogD (pH = 5.5): -1.5754659
• LogD (pH = 7.4): -1.5755457
• Log P: -1.5754648
• 摩尔折射率: 60.095 cm^3
• 极化性: 25.594572 Å^3
• 极化表面积: 137.54 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol
• 外观: Off-White Solid
• 熔点: 132-134°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - D290175

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)