(4R,4aS,6aS,7R,11aS,11bS)-4-(methoxycarbonyl)-1,2,3,4,4a,5,6,6a,7,11,11a,11b-dodecahydro-4,7-dimethylphenanthro[3,2-b]furan-11b-carboxylic acid | 144161-80-8

• 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: (4R,4aS,6aS,7R,11aS,11bS)-4-(methoxycarbonyl)-1,2,3,4,4a,5,6,6a,7,11,11a,11b-dodecahydro-4,7-dimethylphenanthro[3,2-b]furan-11b-carboxylic acid
• 英文别名: caesaljapin；4-Methyl (4R,4aS,6aS,7R,11aS,11bS)-2,3,4,4a,5,6,6a,7,11,11a-decahydro-4,7-dimethylphenanthro[3,2-b]furan-4,11b(1H)-dicarboxylate；(4R,4aS,6aS,7R,11aS,11bS)-4-methoxycarbonyl-4,7-dimethyl-1,2,3,4a,5,6,6a,7,11,11a-decahydronaphtho[2,1-f][1]benzofuran-11b-carboxylic acid
• CAS: 144161-80-8
• 化学式: C₂₁H₂₈O₅
• 分子量: 360.45
• InChiKey: BUDZNKDGXHMPRO-GQEGZNIISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  76.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (4R,4aS,6aS,7R,11aS,11bS)-4-(methoxycarbonyl)-1,2,3,4,4a,5,6,6a,7,11,11a,11b-dodecahydro-4,7-dimethylphenanthro[3,2-b]furan-11b-carboxylic acid 、 三甲基硅烷化重氮甲烷 以 甲醇 、 正己烷 为溶剂， 反应 0.17h， 以4 mg的产率得到caesaljapin methyl ester
  参考文献：
  名称：

  Cassane diterpenoids from the roots of Caesalpinia decapetala var. japonica and structure revision of caesaljapin

  摘要：

  Two cassane-type furanoditerpenoids, designated caesalacetal and caesalpinetate, and a norditerpenoid designated caesalpinone were isolated from the roots of Caesalpinia decapetala var. japonica along with seven known diterpenoids. Structures were elucidated by interpretation of their spectroscopic data, and the absolute structure of caesalacetal was confirmed by X-ray crystallographic analysis. Furthermore, the structure of a previously reported furanoditerpenoid, caesaljapin, was revised as its C-4 epimer on the basis of detailed NMR spectroscopic data as well as X-ray crystallographic analysis. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2015.10.001