2-((4R,4aR,4bR,6aR,7R,8R,10aR,10bR,12aR)-8-(1-hydroxy-2-methylpropan-2-yl)-3,3,7,10a,10b-pentamethylhexadecahydro-1H-4,12a-(epoxymethano)chrysen-7-yl)acetonitrile | 1234627-81-6

• 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: 2-((4R,4aR,4bR,6aR,7R,8R,10aR,10bR,12aR)-8-(1-hydroxy-2-methylpropan-2-yl)-3,3,7,10a,10b-pentamethylhexadecahydro-1H-4,12a-(epoxymethano)chrysen-7-yl)acetonitrile
• CAS: 1234627-81-6
• 化学式: C₃₀H₄₉NO₂
• 分子量: 455.725
• InChiKey: OELNDWYFDSXGTI-FCUUOACXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.99
• 重原子数：
  33.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  53.25
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  allobetulone 在 吡啶 、 sodium tetrahydroborate 、 4-methyl-1-nitrosooxy-pentane 、 potassium tert-butylate 、 对甲苯磺酰氯 作用下， 以 甲醇 、 叔丁醇 为溶剂， 反应 0.75h， 生成 2-((4R,4aR,4bR,6aR,7R,8R,10aR,10bR,12aR)-8-(1-hydroxy-2-methylpropan-2-yl)-3,3,7,10a,10b-pentamethylhexadecahydro-1H-4,12a-(epoxymethano)chrysen-7-yl)acetonitrile
  参考文献：
  名称：

  The immunotropic activity of lupane and oleanane 2,3-seco-triterpenoids

  摘要：

  The immunotropic effect of the 2,3-seco derivatives of allobetulon, betulonic acid, and the methyl ester of betulonic acid were studied. It was found that the highest activity is shown by compounds with an oleanane fragment. The presence of a free C28-carboxyl group enhances the activity of lupane 2,3-seco derivatives. A significant contribution to the development of the immune response is introduced by a functional group at the C3 atom in the A ring-the C3-carboxy derivatives intensify the processes of antibody production and alter the number and ratio of leukocyte forms. It is shown that 2,3-seco-1-cyano-19 beta,28-epoxy-18 alpha-olean-3-oic acid stimulates humoral immunity with a positive influence on hematopoiesis.

  DOI：

  10.1134/s1068162010020147