(3R,4R,5S)-5-(hydroxymethyl)piperidine-3,4-diol

• ChemBase编号: 171789
• 分子式: C6H13NO3
• 平均质量: 147.17232
• 单一同位素质量: 147.08954328
• SMILES: [C@@H]1([C@H]([C@@H](CNC1)O)O)CO
• Canonical SMILES: OC[C@@H]1CNC[C@H]([C@@H]1O)O
• InChI: InChI=1S/C6H13NO3/c8-3-4-1-7-2-5(9)6(4)10/h4-10H,1-3H2/t4-,5+,6+/m0/s1
• InChIKey: QPYJXFZUIJOGNX-KVQBGUIXSA-N

名称和登记号

名称

• IUPAC标准名: (3R,4R,5S)-5-(hydroxymethyl)piperidine-3,4-diol
• IUPAC传统名: (3R,4R,5S)-5-(hydroxymethyl)piperidine-3,4-diol
• 别名: 5-epi-(3R,4R,5R)-5-(Hydroxymethyl)-3,4-piperidinediol; (3R,4R,5S)-5-(Hydroxymethyl)-3,4-piperidinediol; [3R-(3α,4β,5β)]-5-(Hydroxymethyl)-3,4-piperidinediol; 5-epi-Isofagomine

登记号

• CAS号: 202979-51-9
• PubChem SID: 164227699
• PubChem CID: 10820691

理论计算性质

• 质子供体: 4
• LogD (pH = 5.5): -5.228414
• LogD (pH = 7.4): -3.667671
• Log P: -2.2613895
• 摩尔折射率: 35.4991 cm^3
• 极化性: 14.5027485 Å^3
• 极化表面积: 72.72 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true
• Acid pKa: 13.516852
• 质子受体: 4

分子性质

理化性质

• 外观: Colourless Solid

安全信息

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

详细说明

Toronto Research Chemicals - I816005

A selective and very strong inhibitor of β-Glucosidase (Ki=0.11uM).

参考文献

• Jespersen, T.M., et al.: Tetrahedron, 50, 13499 (1994)
• Bulow, A., et al.: J. Am. Chem. Soc., 122, 8567 (2000)