(3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)piperidine-2-sulfonic acid

• ChemBase编号: 175547
• 分子式: C6H13NO7S
• 平均质量: 243.23492
• 单一同位素质量: 243.04127276
• SMILES: [C@@H]1([C@@H]([C@@H](C(N[C@H]1CO)S(=O)(=O)O)O)O)O
• Canonical SMILES: OC[C@@H]1NC([C@H]([C@H]([C@@H]1O)O)O)S(=O)(=O)O
• InChI: InChI=1S/C6H13NO7S/c8-1-2-3(9)4(10)5(11)6(7-2)15(12,13)14/h2-11H,1H2,(H,12,13,14)/t2-,3-,4+,5-,6?/m1/s1
• InChIKey: PLICPKOWHZITQE-GASJEMHNSA-N

名称和登记号

名称

• IUPAC标准名: (3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)piperidine-2-sulfonic acid
• IUPAC传统名: (3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)piperidine-2-sulfonic acid
• 别名: (3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-piperidinesulfonic Acid; 5-Amino-5-deoxy-D-glucose-1-sulfonic Acid; Nojirimycin Bisulfite Adduct; Nojirimycin Sulfite Adduct; Nojirimycin-1-Sulfonic Acid

登记号

• CAS号: 114417-84-4
• PubChem SID: 164231457
• PubChem CID: 451662

理论计算性质

• Acid pKa: -3.9418468
• 质子受体: 8
• 质子供体: 6
• LogD (pH = 5.5): -5.655672
• LogD (pH = 7.4): -5.8374834
• Log P: -4.6825624
• 摩尔折射率: 46.3393 cm^3
• 极化性: 20.102556 Å^3
• 极化表面积: 147.32 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Water
• 外观: White Solid
• 熔点: 124-130°C dec.

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - N635000

An inhibitor of several glucosidases. Can be converted to Nojirimycin by treatment with Basic Resin.

参考文献

• Niwa, A., et al.: Agric. Biol. Chem., 34, 966 (1970)
• Reese, E.T., et al.: Carbohydr. Res., 18, 381 (1971)