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

• ChemBase编号: 160685
• 分子式: C6H12O5
• 平均质量: 164.15648
• 单一同位素质量: 164.06847348
• SMILES: [C@@H]1(C([C@H](O[C@@H]1CO)CO)O)O
• Canonical SMILES: OC[C@H]1O[C@@H]([C@H](C1O)O)CO
• InChI: InChI=1S/C6H12O5/c7-1-3-5(9)6(10)4(2-8)11-3/h3-10H,1-2H2/t3-,4-,5+,6?/m1/s1
• InChIKey: MCHWWJLLPNDHGL-VRPWFDPXSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3R,5R)-2,5-bis(hydroxymethyl)oxolane-3,4-diol
• IUPAC传统名: (2R,3R,5R)-2,5-bis(hydroxymethyl)oxolane-3,4-diol
• 别名: NSC 129241; 2,5-Anhydro-D-mannitol

登记号

• CAS号: 41107-82-8
• PubChem SID: 162254820
• PubChem CID: 59445981

理论计算性质

• Acid pKa: 12.753447
• 质子受体: 5
• 质子供体: 4
• LogD (pH = 5.5): -2.5683153
• LogD (pH = 7.4): -2.5683172
• Log P: -2.5683153
• 摩尔折射率: 34.8935 cm^3
• 极化性: 14.43744 Å^3
• 极化表面积: 90.15 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: White Solid
• 熔点: 100-101°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - A649000

A carbohydrate metabolism regulator that has been shown to inhibit gluconeogenesis from lactate plus pyruvate and from substrates that enter the gluconeogenic pathway as triose phosphate.

参考文献

• Joet, T., et al.: Biochem. J., 381, 905 (2004)
• Girardin, E., et al.: J. Biol. Chem., 280, 38059 (2004)
• Nghiem, N., et al.: App. Biochem. Biotechnol., 141, 335 (2004)