methyl glycyrrhetinate α-L-rhamnoside

• 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 glycyrrhetinate α-L-rhamnoside
• 英文别名: methyl glycyrrhetate α-L-rhamnoside；methyl (2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-10-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylate
• 化学式: C₃₇H₅₈O₈
• 分子量: 630.863
• InChiKey: FKNPNLXDADDGSC-FTNPYJMJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  45
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  123
• 氢给体数：
  3
• 氢受体数：
  8

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 、 2,3,4-tri-O-acetyl-L-rhamnopyranosyl bromide 在 silver zeolite 作用下， 生成 methyl glycyrrhetinate α-L-rhamnoside
  参考文献：
  名称：

  Structure—activity relationships of synthetic methyl glycyrrhetate glycosides

  摘要：

  Of 15 synthetic methyl glycyrrhetate glycosides, the monoglycosides having CH2OH-6 or Me-6 in their sugar moieties and the diglycosides having a (1-->4) linkage between the sugar residues showed higher haemolytic activities than the others. The beta-maltoside and beta-lactoside exhibited much stronger antifungal activities against Trichophyton mentagrophytes than the others. However, none of them exhibited antibacterial activity against Staphylococcus aureus or Bacillus subtilis.

  DOI：

  10.1016/s0031-9422(00)95086-6

文献信息

• Structure—activity relationships of synthetic methyl glycyrrhetate glycosides
  作者：Masayuki Takechi、Yasuo Tanaka

  DOI：10.1016/s0031-9422(00)95086-6

  日期：1993.3

  Of 15 synthetic methyl glycyrrhetate glycosides, the monoglycosides having CH2OH-6 or Me-6 in their sugar moieties and the diglycosides having a (1-->4) linkage between the sugar residues showed higher haemolytic activities than the others. The beta-maltoside and beta-lactoside exhibited much stronger antifungal activities against Trichophyton mentagrophytes than the others. However, none of them exhibited antibacterial activity against Staphylococcus aureus or Bacillus subtilis.