(3S,4R)-2-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase编号: 160668
• 分子式: C6H12O5
• 平均质量: 164.15648
• 单一同位素质量: 164.06847348
• SMILES: [C@@H]1([C@@H](C(COC1CO)O)O)O
• Canonical SMILES: OCC1OCC([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C6H12O5/c7-1-4-6(10)5(9)3(8)2-11-4/h3-10H,1-2H2/t3?,4?,5-,6-/m1/s1
• InChIKey: MPCAJMNYNOGXPB-SXEFJBAOSA-N

名称和登记号

名称

• IUPAC标准名: (3S,4R)-2-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC传统名: (3S,4R)-2-(hydroxymethyl)oxane-3,4,5-triol
• 别名: 1-Deoxy-D-glucose; Polygalitol; 1,5-Anhydro-D-glucitol; 1,5-Anhydroglucitol; 1,5-Anhydrosorbitol; 1-Deoxy-D-glucopyranose; Aceritol; 1,5-Anhydro-D-glucitol; 1,5-Anhydromannitol; 2,6-Anhydro-D-mannitol; Styracit; Styracitol; 1,5-Anhydro-D-mannitol

登记号

• CAS号: 154-58-5; 492-93-3
• PubChem SID: 162254803
• PubChem CID: 46780406

理论计算性质

• Acid pKa: 12.66417
• 质子受体: 5
• 质子供体: 4
• LogD (pH = 5.5): -2.5683153
• LogD (pH = 7.4): -2.5683177
• 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: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol; Methanol (Sparingly); Water
• 外观: White Solid
• 熔点: 142-143°C; 156-157°C

安全信息

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

详细说明

Toronto Research Chemicals - A648000

This compound has been isolated from several plant and animal sources, discovered in human cerebrospinal fluid and blood plasma and found to be an inhibitor of several enzymes. Anhydroalditols are a class of reduced sugars which are present in many natur

Toronto Research Chemicals - A648980

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

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• Field, R.A. et al. Bioorg. Med. Chem. Lett. 1, 667 (1992)
• Cavallaro, C.L. and Schartz, J. J. Org. Chem. 61, 3863 (1996).
• Sinclair, H., et al.: Carbohydr. Res., 127, 146 (1984)
• Niwa, T., et al.: J. Chromatogr. Biomed. Appl., 613, 9 (1984)
• Harvey, D., et al.: J. Mass Spectrom., 32, 167 (1984)