(2S,3R,4S,5R)-2-[(E)-2-[2-(hydroxymethyl)-3-methoxyphenyl]ethenyl]-5-methyloxolane-3,4-diol

• ChemBase编号: 179472
• 分子式: C15H20O5
• 平均质量: 280.3163
• 单一同位素质量: 280.13107374
• SMILES: c1(c(c(ccc1)OC)CO)/C=C/[C@H]1[C@@H]([C@@H]([C@H](O1)C)O)O
• Canonical SMILES: OCc1c(/C=C/[C@@H]2O[C@@H]([C@H]([C@H]2O)O)C)cccc1OC
• InChI: InChI=1S/C15H20O5/c1-9-14(17)15(18)13(20-9)7-6-10-4-3-5-12(19-2)11(10)8-16/h3-7,9,13-18H,8H2,1-2H3/b7-6+/t9-,13+,14-,15+/m1/s1
• InChIKey: JGUADRHIBCXAFH-MVBSPKBLSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3R,4S,5R)-2-[(E)-2-[2-(hydroxymethyl)-3-methoxyphenyl]ethenyl]-5-methyloxolane-3,4-diol
• IUPAC传统名: (2S,3R,4S,5R)-2-[(E)-2-[2-(hydroxymethyl)-3-methoxyphenyl]ethenyl]-5-methyloxolane-3,4-diol
• 别名: (1E)-3,6-Anhydro-1,2,7-trideoxy-1-[2-(hydroxymethyl)-3-methoxyphenyl]-D-allo-hept-1-enitol; (-)-Varitriol

登记号

• CAS号: 906482-48-2
• PubChem SID: 164235382
• PubChem CID: 11550900

理论计算性质

• Acid pKa: 12.80449
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): 0.57806444
• LogD (pH = 7.4): 0.5780628
• Log P: 0.57806444
• 摩尔折射率: 75.2678 cm^3
• 极化性: 29.249023 Å^3
• 极化表面积: 79.15 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - V099015

An antitumor natural product.

参考文献

• Wood, J.M., et al.: Cancer Res., 60, 2178 (2000)
• Morgan, B., et al.: J. Clin. Oncol., 21, 3955 (2000)