23α-hydroxyolean-12-en-3-one | 135322-63-3

• 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: 23α-hydroxyolean-12-en-3-one
• 英文别名: (4R,4aR,6aR,6bS,8aR,12aR,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-2,4a,5,6,7,8,9,10,12,12a,14,14a-dodecahydro-1H-picen-3-one
• CAS: 135322-63-3
• 化学式: C₃₀H₄₈O₂
• 分子量: 440.71
• InChiKey: JXUQUCLOTAGUSN-NGMLBBNUSA-N

物化性质

• 沸点：
  522.7±50.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.35
• 重原子数：
  32.0
• 可旋转键数：
  1.0
• 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：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  23α-hydroxyolean-12-en-3-one 在 吡啶 、 sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 sodium carbonate 、 三氟乙酸 作用下， 以 甲醇 、 乙醚 、 乙醇 、 甲苯 为溶剂， 反应 150.0h， 生成 24-nor-olean-18-ene
  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：

  (4S,4aR,6aR,6bS,8aR,12aR,14aR,14bR)-4-Hydroxymethyl-4,6a,6b,8a,11,11,14b-heptamethyl-1,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-octadecahydro-2H-picen-3-one oxime 在 titanium(III) chloride 、 ammonium acetate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 20.0h， 以68%的产率得到23α-hydroxyolean-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

文献信息

• Characterisation of 24-nor-triterpenoids occurring in sediments and crude oils by comparison with synthesized standards
  作者：Torren M. Peakman、H.Lo ten Haven、Jürgen Rullkötter、Joseph A. Curiale

  DOI：10.1016/s0040-4020(01)80903-0

  日期：——

  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.