(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 | 135322-60-0

• 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: (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
• 英文别名: [(3E,4S,4aR,6aR,6bS,8aR,12aR,14aR,14bR)-3-hydroxyimino-4,6a,6b,8a,11,11,14b-heptamethyl-2,4a,5,6,7,8,9,10,12,12a,14,14a-dodecahydro-1H-picen-4-yl]methanol
• CAS: 135322-60-0
• 化学式: C₃₀H₄₉NO₂
• 分子量: 455.725
• InChiKey: SXOFQCACHIQRRX-DTUWLLQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.61
• 重原子数：
  33.0
• 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：
  52.82
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  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 吡啶 、 sodium tetrahydroborate 、 titanium(III) chloride 、 ammonium acetate 、 sodium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 水 为溶剂， 反应 124.0h， 生成 Toluene-4-sulfonic acid (3S,4S,4aS,6aR,6bS,8aR,12aR,14aR,14bS)-4,6a,6b,8a,11,11,14b-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：

  olean-12-en-3-one oxime 在 sodium carbonate 作用下， 以 甲醇 为溶剂， 反应 16.0h， 生成 (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
  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