elisabethin B

• 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: elisabethin B
• 英文别名: (1S,3S,3aS,5S,7aR)-1,5-dimethyl-3a-(2-methylprop-2-enoyl)-3-(2-methylprop-1-enyl)-2,3,5,6,7,7a-hexahydro-1H-inden-4-one
• 化学式: C₁₉H₂₈O₂
• 分子量: 288.43
• InChiKey: PWDIOLQNQGTASX-DBDOFBCQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 elisabethin B 以 乙醚 、 二氯甲烷 为溶剂， 反应 18.0h， 以7.1 mg的产率得到(1S,3S,3aS,5S,7aR)-1,5-Dimethyl-3a-((S)-3-methyl-4,5-dihydro-3H-pyrazole-3-carbonyl)-3-(2-methyl-propenyl)-octahydro-inden-4-one
  参考文献：
  名称：

  Unusual Terpenes with Novel Carbon Skeletons from the West Indian Sea Whip Pseudopterogorgia elisabethae (Octocorallia)¹

  摘要：

  From the hexane solubles of the West Indian gorgonian Pseudopterogorgia elisabethae collected near San Andres Island, Colombia, were isolated a marine diterpenoid, two nor-diterpenoids, and a bisnor-diterpenoid, all of which possess most unusual carbocyclic skeletons. The structures and relative configurations of novel metabolites elisabethinsA-C (1-3) and elisabanolide (4) were elucidated by interpretation of overall spectral data, which included 2D NMR correlation methods; IR, UV, and accurate mass measurements (HREIMS); chemical reactions; and X-ray diffraction analyses. One of these, elisabethin B (2), showed significant differential antitumor activity, and compounds 3 and 4 have weak in vitro antituberculosis activity.

  DOI：

  10.1021/jo981385v