methyl 3α-formyloxy-5β-cholan-24-oate | 105276-53-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: methyl 3α-formyloxy-5β-cholan-24-oate
• 英文别名: 3α-formyloxy-5β-cholan-24-oic acid methyl ester；3α-Formyloxy-5β-cholan-24-saeure-methylester
• CAS: 105276-53-7
• 化学式: C₂₆H₄₂O₄
• 分子量: 418.617
• InChiKey: GUZAGPGVQJJYRZ-GBURMNQMSA-N

物化性质

• 沸点：
  481.6±14.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.78
• 重原子数：
  30.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  石胆酸 在 高氯酸 、 硫酸 作用下， 反应 28.0h， 生成 methyl 3α-formyloxy-5β-cholan-24-oate
  参考文献：
  名称：

  Lithocholic acid and derivatives: Antibacterial activity

  摘要：

  In order to develop bioactive lithocholic acid derivatives, we prepared fifteen semi-synthetic compounds through modification at C-3 and/or C-24. The reactions showed yields ranging from 37% to 100%. The structures of all compounds obtained were identified on the basis of their spectral data (IR, MS, 1D- and 2D-NMR). The activity of lithocholic acid and derivatives was evaluated against the growth of Escherichia coli, Staphylococcus aureus, Bacillus cereus and Pseudomonas aeruginosa. The derivative 3 alpha-formyloxy-5 beta-cholan-24-oic acid (LA-06) showed the best activity, with MIC values of 0.0790 mM against E. coli (Ec 27) and B. cereus in both cases, and 0.0395 mM against S. aureus (ATCC 12692). Lithocholic acid and the derivatives with MIC <= 1.2 mM were evaluated on the susceptibility of some bacterial pathogens to the aminoglycoside antibiotics neomycin, amikacin and gentamicin was evaluated. There are no previously reported studies about these compounds as modifiers of the action of antibiotics or any other drugs. (C) 2015 Published by Elsevier Inc.

  DOI：

  10.1016/j.steroids.2015.07.007

文献信息

• Morita et al., Chemical and pharmaceutical bulletin, 1959, vol. 7, p. 896
  作者：Morita et al.

  DOI：——

  日期：——