(1S,10S,E)-6,10-dimethyl-3-(propan-2-ylidene)-11-oxabicyclo[8.1.0]undec-6-en-4-one | 32179-17-2

• 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: (1S,10S,E)-6,10-dimethyl-3-(propan-2-ylidene)-11-oxabicyclo[8.1.0]undec-6-en-4-one
• 英文别名: (4R,5R)-germacrone 4,5-epoxide；germacrone-4,5-epoxide；4,5-epoxygermacrone；Germacron-4,5-epoxid
• CAS: 32179-17-2；70680-71-6；92691-35-5
• 化学式: C₁₅H₂₂O₂
• 分子量: 234.338
• InChiKey: DWGVRYKQVZGSIB-IZZDOVSWSA-N

物化性质

• 沸点：
  340.8±41.0 °C(Predicted)
• 密度：
  1.011±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.57
• 重原子数：
  17.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  29.6
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (1S,10S,E)-6,10-dimethyl-3-(propan-2-ylidene)-11-oxabicyclo[8.1.0]undec-6-en-4-one 在 水 作用下， 以 乙醇 为溶剂， 反应 168.0h， 以58 mg的产率得到(1R,6S,7S)-4-Isopropylidene-1-methyl-7-(3-oxo-butyl)-bicyclo[4.1.0]heptan-3-one
  参考文献：
  名称：

  Biotransformation of germacrane epoxides by Cichorium intybus

  摘要：

  The biotransformation of germacrone-4,5-epoxide (2), germacrone-1,10-epoxide (3), isogermacrone-4,5-epoxide (5), germacrene B-4,5-epoxide (6) and germacrene B-I,10-epoxide (7) by a suspension of fresh chicory root (Cichorium intybus) was investigated. Enzyme catalysed cyclisations towards substituted guaianes and eudesmanes were observed.

  DOI：

  10.1016/0040-4020(95)00272-a
• 作为产物：
  描述：

  吉马酮 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以657 mg的产率得到(1S,10S,E)-6,10-dimethyl-3-(propan-2-ylidene)-11-oxabicyclo[8.1.0]undec-6-en-4-one
  参考文献：
  名称：

  Biotransformation of germacrane epoxides by Cichorium intybus

  摘要：

  The biotransformation of germacrone-4,5-epoxide (2), germacrone-1,10-epoxide (3), isogermacrone-4,5-epoxide (5), germacrene B-4,5-epoxide (6) and germacrene B-I,10-epoxide (7) by a suspension of fresh chicory root (Cichorium intybus) was investigated. Enzyme catalysed cyclisations towards substituted guaianes and eudesmanes were observed.

  DOI：

  10.1016/0040-4020(95)00272-a

文献信息

• Biotransformation of germacrane epoxides by Cichorium intybus
  作者：Dennis P. Piet、Robert Schrijvers、Maurice C.R. Franssen、Aede de Groot

  DOI：10.1016/0040-4020(95)00272-a

  日期：1995.5

  The biotransformation of germacrone-4,5-epoxide (2), germacrone-1,10-epoxide (3), isogermacrone-4,5-epoxide (5), germacrene B-4,5-epoxide (6) and germacrene B-I,10-epoxide (7) by a suspension of fresh chicory root (Cichorium intybus) was investigated. Enzyme catalysed cyclisations towards substituted guaianes and eudesmanes were observed.