11-oxo-18β-olean-12-en-30-ol | 145918-96-3

• 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: 11-oxo-18β-olean-12-en-30-ol
• 英文别名: (2S,4aS,6aR,6aS,6bR,8aS,12aS,14bR)-2-(hydroxymethyl)-2,4a,6a,6b,9,9,12a-heptamethyl-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picen-13-one
• CAS: 145918-96-3
• 化学式: C₃₀H₄₈O₂
• 分子量: 440.71
• InChiKey: PPIYJIZBWMMILN-ABZHDTMYSA-N

物化性质

• 沸点：
  528.2±19.0 °C(predicted)
• 密度：
  1.05±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  32
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (2S,4aS,6aS,6bR,8aS,12aS,12bR)-2,4a,6a,6b,9,9,12a-Heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydro-picene-2-carboxylic acid methyl ester 在 manganese(IV) oxide 、 红铝 作用下， 生成 11-oxo-18β-olean-12-en-30-ol 、 11-oxo-18α-olean012-en-30-ol
  参考文献：
  名称：

  Anti-tumor-promoter activity of modified glycyrrhetinic acid derivatives. Synthesis and structure-activity relationships

  摘要：

  A series of modified derivatives of 18alpha- and 18beta-glycyrrhetinic acid was systematically synthesized and their structure-activity relationships investigated for inhibition of the promoter activity of 12-O-tetradecanoylphorbol-13-acetate in vitro. Increased hydrophobicity in the A-ring moiety and the presence of an 11-oxo function were shown to be important for the high inhibition. Replacement of the carboxy to the hydroxymethyl group at the 20-position also enhanced the inhibitory activity.

  DOI：

  10.1016/0223-5234(92)90088-i