3-Desoxy-2.3-didehydro-18α-glycyrrhetinsaeuremethylester | 10301-83-4

• 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: 3-Desoxy-2.3-didehydro-18α-glycyrrhetinsaeuremethylester
• 英文别名: methyl (2S,4aS,6aR,6aS,6bR,8aS,12aS,14bS)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,12,14b-decahydro-1H-picene-2-carboxylate
• CAS: 10301-83-4
• 化学式: C₃₁H₄₆O₃
• 分子量: 466.704
• InChiKey: OVVXDFCCYLEDIQ-RQDDJNNHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.31
• 重原子数：
  34.0
• 可旋转键数：
  1.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-Desoxy-2.3-didehydro-18α-glycyrrhetinsaeuremethylester 在 偶氮二异丁腈 、 氢溴酸 、 三正丁基氢锡 、 间氯过氧苯甲酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 苯 为溶剂， 反应 3.5h， 生成 methyl (2S,4aS,6aR,6aS,6bR,8aR,10R,12aS,14bS)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylate
  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
• 作为产物：
  描述：

  (3β,18α)-methyl 3-hydroxy-11-oxoolean-12-30-oate 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.67h， 生成 3-Desoxy-2.3-didehydro-18α-glycyrrhetinsaeuremethylester
  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

文献信息

• Mousseron-Canet,M.; Crouzet,F., Bulletin de la Societe Chimique de France, 1968, p. 3023 - 3029
  作者：Mousseron-Canet,M.、Crouzet,F.

  DOI：——

  日期：——