24-nor-urs-12-en-3-one | 5986-19-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 24-nor-urs-12-en-3-one
• 英文别名: (4S,4aS,6aR,6bS,8aR,11R,12S,12aR,14aR,14bS)-4,6a,6b,8a,11,12,14b-heptamethyl-2,4,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-one
• CAS: 5986-19-6；67462-70-8
• 化学式: C₂₉H₄₆O
• 分子量: 410.684
• InChiKey: GINIIDRMAOSQHR-HHEGTOCBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.84
• 重原子数：
  30.0
• 可旋转键数：
  0.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.9
• 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-urs-12-en-3-one 在 吡啶 、 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 64.0h， 生成 Toluene-4-sulfonic acid (3S,4S,4aS,6aR,6bS,8aR,11R,12S,12aR,14aR,14bS)-4,6a,6b,8a,11,12,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydro-picen-3-yl ester
  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：

  (4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bR)-4-Hydroxymethyl-4,6a,6b,8a,11,12,14b-heptamethyl-1,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-octadecahydro-2H-picen-3-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-urs-12-en-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