fern-8-ene | 1750-35-2

• 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: fern-8-ene
• 英文别名: (3R,3aR,5aS,7aS,11aS,13aS,13bR)-3a,5a,8,8,11a,13a-hexamethyl-3-propan-2-yl-1,2,3,4,5,6,7,7a,9,10,11,12,13,13b-tetradecahydrocyclopenta[a]chrysene
• CAS: 1750-35-2
• 化学式: C₃₀H₅₀
• 分子量: 410.727
• InChiKey: FQCKEVJQPWDRQG-CXJLZJCISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  30
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  fern-8-ene 在 chromium(VI) oxide 作用下， 以 溶剂黄146 、 苯 为溶剂， 以4 mg的产率得到(3R,3aR,5aR,5bS,7aS,11aS,13aS,13bR)-3-Isopropyl-3a,5a,8,8,11a,13a-hexamethyl-1,2,3,3a,4,5,5a,5b,7,7a,8,9,10,11,11a,13,13a,13b-octadecahydro-cyclopenta[a]chrysen-6-one
  参考文献：
  名称：

  Triterpenoids from the fern Goniophlebium mengtzeense

  摘要：

  Two new triterpenoids, fern-9(11)-en-20 alpha-yl palmitate and 8 beta H-fern-9(11)-en-7-one were isolated from the fresh fronds of Goniophlebium mengtzeense. Their structures were established by spectroscopic techniques and chemical correlation. Thirty-seven other compounds were identified from this fern. (C) 1997 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(97)00090-3
• 作为产物：
  描述：

  藿-17(21)-烯 在 K-10 montmorillonite 作用下， 以 环己烷 为溶剂， 反应 14.0h， 生成 fern-8-ene 、 (3R,3aR,5aR,5bR,7aS,11aS,13aS,13bR)-3a,5a,8,8,11a,13a-hexamethyl-3-propan-2-yl-1,2,3,4,5,5b,6,7,7a,9,10,11,13,13b-tetradecahydrocyclopenta[a]chrysene 、 (3R,3aR,5aS,5bR,7aS,11aS,11bR)-3-异丙基-3A,5A,5B,8,8,11A-六甲基-2,3,3A,4,5,5A,5B,6,7,7A,8,9,10,11,11A,11B,12,13-十八氢-1H-环戊二烯并[a]屈 、 fern-7-ene 、 14-methyl-13,15-cyclo-B':A'-neo-26-nor-14,15-seco-18α-gammacer-7-ene 、 14-methyl-13,15-cyclo-B':A'-neo-26-nor-14,15-seco-18α-gammacer-8-ene
  参考文献：
  名称：

  Spiro-triterpenes from clay-catalysed rearrangement of hopenes: NMR structural elucidation and occurrence in a recent sediment

  摘要：

  Acidic K-10 montmorillonite clay-catalysed rearrangement of hop-22(29)-ene 5 and of hop-17(21)-ene 6 leads to the formation of small quantities of various fernenes and of new compounds, the 14-methyl-13,15-cyclo-B':A'-neo-26-nor-14,15-seco-18 alpha-gammacer-7-ene 8 and its Delta(8)- and Delta(9(11))-isomers 9 and 10, the structures of which have been established by MS and NMR spectroscopy. This novel hopane skeleton transposition also operates an bacterial sedimentary hopenes, as shown by GC-MS investigations of the alkene fraction from a recent lacustrine sediment.

  DOI：

  10.1016/s0040-4039(00)76804-3

文献信息

• Spiro-triterpenes from clay-catalysed rearrangement of hopenes: NMR structural elucidation and occurrence in a recent sediment
  作者：Verena Hauke、Jean M. Trendel、Pierre Albrecht、Jacques Connan

  DOI：10.1016/s0040-4039(00)76804-3

  日期：1994.4

  Acidic K-10 montmorillonite clay-catalysed rearrangement of hop-22(29)-ene 5 and of hop-17(21)-ene 6 leads to the formation of small quantities of various fernenes and of new compounds, the 14-methyl-13,15-cyclo-B':A'-neo-26-nor-14,15-seco-18 alpha-gammacer-7-ene 8 and its Delta(8)- and Delta(9(11))-isomers 9 and 10, the structures of which have been established by MS and NMR spectroscopy. This novel hopane skeleton transposition also operates an bacterial sedimentary hopenes, as shown by GC-MS investigations of the alkene fraction from a recent lacustrine sediment.
• Triterpenoids from the fern Goniophlebium mengtzeense
  作者：Msayoshi Hirohara、Yuh Yasuoka、Yôko Arai、Kenji Shiojima、Hiroyuki Ageta、Chang Hsien-Chang

  DOI：10.1016/s0031-9422(97)00090-3

  日期：1997.7

  Two new triterpenoids, fern-9(11)-en-20 alpha-yl palmitate and 8 beta H-fern-9(11)-en-7-one were isolated from the fresh fronds of Goniophlebium mengtzeense. Their structures were established by spectroscopic techniques and chemical correlation. Thirty-seven other compounds were identified from this fern. (C) 1997 Published by Elsevier Science Ltd. All rights reserved.

表征谱图