24-nor-lupan-3-one | 135414-13-0

• 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: 24-nor-lupan-3-one
• CAS: 135414-13-0
• 化学式: C₂₉H₄₈O
• 分子量: 412.7
• InChiKey: LITAMIOYWVIUDD-HVJUZGGUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.92
• 重原子数：
  30.0
• 可旋转键数：
  1.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  24-nor-lupan-3-one 在 吡啶 、 sodium tetrahydroborate 、 lithium aluminium tetrahydride 作用下， 以 乙醚 、 乙醇 为溶剂， 反应 68.0h， 生成 24-nor-lupane
  参考文献：
  名称：

  Characterisation of 24-nor-triterpenoids occurring in sediments and crude oils by comparison with synthesized standards

  摘要：

  A series of 24-nor-triterpenoids; 24-nor-urs-12-ene, 24-nor-olean-12-ene and 24-nor-lupane have been identified in sediments and crude oils by comparison with standards obtained by synthesis. A further suite of 24-nor-oleanenes has also been identified by comparison with the acid-catalysed rearrangement products of 24-nor-olean-12-ene. The presence of these components in sedimentary organic matter points to an important new pathway of terrigenous triterpenoid diagenesis.

  DOI：

  10.1016/s0040-4020(01)80903-0
• 作为产物：
  描述：

  (1S,3aR,5aR,5bR,7aR,8R,11aR,11bR,13aR,13bR)-8-Hydroxymethyl-1-isopropyl-3a,5a,5b,8,11a-pentamethyl-icosahydro-cyclopenta[a]chrysen-9-one 在 sodium carbonate 作用下， 以 甲醇 为溶剂， 反应 40.0h， 以68%的产率得到24-nor-lupan-3-one
  参考文献：
  名称：

  Characterisation of 24-nor-triterpenoids occurring in sediments and crude oils by comparison with synthesized standards

  摘要：

  A series of 24-nor-triterpenoids; 24-nor-urs-12-ene, 24-nor-olean-12-ene and 24-nor-lupane have been identified in sediments and crude oils by comparison with standards obtained by synthesis. A further suite of 24-nor-oleanenes has also been identified by comparison with the acid-catalysed rearrangement products of 24-nor-olean-12-ene. The presence of these components in sedimentary organic matter points to an important new pathway of terrigenous triterpenoid diagenesis.

  DOI：

  10.1016/s0040-4020(01)80903-0