methyl 2β,3β-oxido-11-oxo-18β-olean-12-en-30-oate | 20137-40-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: methyl 2β,3β-oxido-11-oxo-18β-olean-12-en-30-oate
• 英文别名: methyl (1R,2S,5S,8S,10R,14R,15S,17S,19R,21R)-1,2,5,8,15,20,20-heptamethyl-13-oxo-18-oxahexacyclo[12.9.0.02,11.05,10.015,21.017,19]tricos-11-ene-8-carboxylate
• CAS: 20137-40-0
• 化学式: C₃₁H₄₆O₄
• 分子量: 482.704
• InChiKey: UAVAWTGLBURCEQ-BHVRPEHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.52
• 重原子数：
  35.0
• 可旋转键数：
  1.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  55.9
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  (3beta,20beta)-3-羟基-11-氧代-齐墩果-12-烯-29-酸甲酯 在 三乙胺 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.67h， 生成 methyl 2β,3β-oxido-11-oxo-18β-olean-12-en-30-oate
  参考文献：
  名称：

  Glycyrrhetinic acid derivatives as potent inhibitors of Na+, K+-ATPase. Synthesis and structure-activity relationships

  摘要：

  A series of ring A-modified GA derivatives (26 compounds) has been systematically synthesized and the structure-activity relationship investigated for inhibition of canine kidney Na+, K+-ATPase in vitro. The most potent inhibitory activity was found with a group of the 3-deoxygenated derivatives including 5, 6, 9, 10 and 11. The high inhibition may be closely related to the hydrophobic character of the A-ring of these compounds. This finding suggests that the ATP-binding site at the active center of the enzyme is located in a hydrophobic environment.

  DOI：

  10.1016/0223-5234(92)90147-s