(2R,3S,5R)-2,5-bis(hydroxymethyl)pyrrolidine-3,4-diol

• ChemBase编号: 160677
• 分子式: C6H13NO4
• 平均质量: 163.17172
• 单一同位素质量: 163.0844579
• SMILES: [C@@H]1(C([C@H](N[C@@H]1CO)CO)O)O
• Canonical SMILES: OC[C@H]1N[C@@H]([C@H](C1O)O)CO
• InChI: InChI=1S/C6H13NO4/c8-1-3-5(10)6(11)4(2-9)7-3/h3-11H,1-2H2/t3-,4-,5+,6?/m1/s1
• InChIKey: PFYHYHZGDNWFIF-VRPWFDPXSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3S,5R)-2,5-bis(hydroxymethyl)pyrrolidine-3,4-diol
• IUPAC传统名: (2R,3S,5R)-2,5-bis(hydroxymethyl)pyrrolidine-3,4-diol
• 别名: 2R,5R-Bis(hydroxymethyl)-3R,4R-dihydroxypyrrolidine; (2R,3R,4R,5R)-3,4-Dihydroxy-2,5-pyrrolidinedimethanol; 2,5-Anhydro-2,5-imino-D-mannitol; 2,5-Dideoxy-2,5-imino-D-mannitol

登记号

• CAS号: 59920-31-9
• PubChem SID: 162254812
• PubChem CID: 44266430

理论计算性质

• Acid pKa: 13.180374
• 质子受体: 5
• 质子供体: 5
• LogD (pH = 5.5): -5.8919373
• LogD (pH = 7.4): -4.375834
• Log P: -2.8857431
• 摩尔折射率: 36.5744 cm^3
• 极化性: 15.1906805 Å^3
• 极化表面积: 92.95 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol; Water
• 外观: Off-White Solid
• 熔点: 101-103°C; 114-117°C

安全信息

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

详细说明

Toronto Research Chemicals - D440000

A glucosidase inhibitor.

Toronto Research Chemicals - A648350

Many pyrrolidines are powerful inhibitors of glycohydrolases, enzymes responsible for cleavage of glycosidic bonds, glycoprotein processing and the gastrointestinal breakdown of dietary carbohydrates. These compounds are charged at physiological pH and

参考文献

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• Tyms, A.S. et al. Lancet 1025, (1987)
• Spearman,