1,2,4-甲桥戊搭烯-5-甲醛,八氢-,(1alpha,2alpha,3abeta,4alpha,5alpha,6aalpha,7R*)-(9CI) | 142750-40-1

• 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
• 中文名称: 1,2,4-甲桥戊搭烯-5-甲醛,八氢-,(1alpha,2alpha,3abeta,4alpha,5alpha,6aalpha,7R*)-(9CI)
• 中文别名: (1R,2R,5Z,9S,11R,12S,14R)-2,12,14-三羟基-2,6,12-三甲基-9-丙-2-基双环[9.3.0]十四碳-5-烯-4,10-二酮
• 英文名称: (1S*,3R*,4S*,6R*,7R*,8R*,11Z)-4,6,8-trihydroxy-11-capnosene-2,10-dione
• 英文别名: (1R*,3S*,3aR*,5S*,8Z,12R*,12aR*)-(-)-2,3,3a,6,7,11,12,12a-Octahydro-1,3,12-trihydroxy-3,8,12-trimethyl-5-(1-methylethyl)-4,10(1H,5H)-cyclopentacycloundecenedione；(1R,3S,3aR,5S,8Z,12R,12aR)-1,3,12-trihydroxy-3,8,12-trimethyl-5-propan-2-yl-1,2,3a,5,6,7,11,12a-octahydrocyclopenta[11]annulene-4,10-dione
• CAS: 142750-40-1
• 化学式: C₂₀H₃₂O₅
• 分子量: 352.471
• InChiKey: NVOWAVFZSKWQPR-DYKTZABPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  94.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  苯甲酰氯 、 1,2,4-甲桥戊搭烯-5-甲醛,八氢-,(1alpha,2alpha,3abeta,4alpha,5alpha,6aalpha,7R*)-(9CI) 在 吡啶 作用下， 反应 3.0h， 生成 (1S*,3R*,4S*,6R*,7R*,8R*,11Z)-6-benzyloxy-4,8-dihydroxy-11-capnosene-2,10-dione
  参考文献：
  名称：

  Tobacco Chemistry. 73. 4,6,8-Trihydroxy-11-Capnosene-2,10-dione, a Cembrane-Derived Bicyclic Diterpenoid from Tobacco.

  摘要：

  A new diterpenoid containing a rare carbobicyclic cembrane-derived skeleton, the capnosane skeleton, has been isolated from flowers of Greek tobacco. It has been identified as (1S*,3R*,4S*,6R*,7R*,8R*,11Z)-4,6,8-trihydroxy-11-capnosene-2,10-dione (1) by spectral methods and X-ray analysis of the corresponding benzoate (3). A full account of the X-ray work is given.

  DOI：

  10.3891/acta.chem.scand.46-0367