(2R,4R,5S)-6-methyloxane-2,4,5-triol

• ChemBase编号: 167451
• 分子式: C6H12O4
• 平均质量: 148.15708
• 单一同位素质量: 148.07355886
• SMILES: [C@@H]1([C@@H](C[C@@H](OC1C)O)O)O
• Canonical SMILES: O[C@H]1C[C@@H](O)[C@@H](C(O1)C)O
• InChI: InChI=1S/C6H12O4/c1-3-6(9)4(7)2-5(8)10-3/h3-9H,2H2,1H3/t3?,4-,5-,6-/m1/s1
• InChIKey: FDWRIIDFYSUTDP-YMFWUOAHSA-N

名称和登记号

名称

• IUPAC标准名: (2R,4R,5S)-6-methyloxane-2,4,5-triol
• IUPAC传统名: (2R,4R,5S)-6-methyloxane-2,4,5-triol
• 别名: 2,6-Dideoxy-D-ribo-hexose; Digitoxose; (+)-Digitoxose; 2,6-Dideoxy-D-altrose; NSC 87513; D-Digitoxose

登记号

• CAS号: 527-52-6
• PubChem SID: 162261584
• PubChem CID: 71316085

理论计算性质

• Acid pKa: 12.309899
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): -0.98499125
• LogD (pH = 7.4): -0.9849965
• Log P: -0.9849912
• 摩尔折射率: 32.869 cm^3
• 极化性: 13.731559 Å^3
• 极化表面积: 69.92 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - D445990

A derivative of D-ribo-Hexonic acid that is metabolized in the liver. It inhibits glucose-stimulated insulin release.

参考文献

• Domschke, W. et al.: Naun.-Schmied. Arch. Pharmacol., 265, 149 (1969)
• Brown, D.F. et al.: Experientia, 39, 979 (1969)
• Hussain, M. et al.: Biochem. Biophys. Res. Comm., 129, 358 (1969)