17-hydroxyazadiradione | 67106-58-5

• 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: 17-hydroxyazadiradione
• 英文别名: 17β-hydroxyazadiradione；[(5R,7R,8R,9R,10R,13R,17S)-17-(furan-3-yl)-17-hydroxy-4,4,8,10,13-pentamethyl-3,16-dioxo-5,6,7,9,11,12-hexahydrocyclopenta[a]phenanthren-7-yl] acetate
• CAS: 67106-58-5
• 化学式: C₂₈H₃₄O₆
• 分子量: 466.574
• InChiKey: QXKHBVSTPRHRQV-CWUDDJIGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  34
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  93.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  17-hydroxyazadiradione 在 sodium hydroxide 、 双氧水 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以78%的产率得到1α,2α-epoxy-17β-hydroxyazadiradione
  参考文献：
  名称：

  Three New Tetranortriterpenoids from Neem Seed Oil

  摘要：

  Three new tetranortriterpenoids, 1alpha,2alpha epoxy 17beta hydroxyazadiradione (1), 1alpha,2alpha epoxymmolicinol (2), and 7 deacetylnimolicinol (3), have been isolated from a methanol extract of neem oil (Azadirachta indica, seed oil) along with the known compounds epoxyazadiradione, 17beta hydroxyazadiradione, gedunin, nimbin, and nimolicinol (4) Spectral studies and chemical transformations were used to establish the structure of compounds 1-3 The characterization of the epoxides 1 and 2 in neem oil is of biogenetic significance, as they may be considered as intermediates between A ring enones and 1,3 diols among the A indica tetranortriterpenoids.

  DOI：

  10.1021/np0105174

文献信息

• Three New Tetranortriterpenoids from Neem Seed Oil
  作者：Gurulingappa Hallur、Apoorba Sivramakrishnan、Sujata V. Bhat

  DOI：10.1021/np0105174

  日期：2002.8.1

  Three new tetranortriterpenoids, 1alpha,2alpha epoxy 17beta hydroxyazadiradione (1), 1alpha,2alpha epoxymmolicinol (2), and 7 deacetylnimolicinol (3), have been isolated from a methanol extract of neem oil (Azadirachta indica, seed oil) along with the known compounds epoxyazadiradione, 17beta hydroxyazadiradione, gedunin, nimbin, and nimolicinol (4) Spectral studies and chemical transformations were used to establish the structure of compounds 1-3 The characterization of the epoxides 1 and 2 in neem oil is of biogenetic significance, as they may be considered as intermediates between A ring enones and 1,3 diols among the A indica tetranortriterpenoids.