2-deoxy-20-hydroxyecdysone 3,22-diacetate | 74397-13-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 2-deoxy-20-hydroxyecdysone 3,22-diacetate
• 英文别名: 2-deoxycrustecdysone 3,22-diacetate；2-deoxyecdysterone 3,22-diacetate；3,22-Diacetyl-2-desoxyecdysteron；[(3S,5R,9R,10R,13R,14S,17S)-17-[(2R,3R)-3-acetyloxy-2,6-dihydroxy-6-methylheptan-2-yl]-14-hydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
• CAS: 74397-13-0
• 化学式: C₃₁H₄₈O₈
• 分子量: 548.717
• InChiKey: PYNOSGSAFNPGBQ-NJJUYELUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  39
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  130
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-deoxy-20-hydroxyecdysone 3,22-diacetate 生成 2-deoxyecdysterone 3-acetate
  参考文献：
  名称：

  A convenient synthesis of 25-deoxyecdysone, a major secretory product of crustacean Y-organs and of 2,25-dideoxyecdysone, its putative immediate precursor

  摘要：

  25-Deoxyecdysone, a major secretory product of Y-organs of at least several species of crustaceans and the immediate precursor of circulating ponasterone A in these animals, can easily be synthesized from ecdysone. The present four-step procedure involves the formation of a mixture of Delta(24,25) and Delta(25,26) intermediates which might also be used to prepare a labeled reference compound for metabolic or binding studies. Similarly, 2,25-dideoxyecdysone was prepared from 2-deoxyecdysone. These compounds have been used to identify metabolites of [H-3]-2,22,25-trideoxyecdysone (=5 beta-ketodiol) formed by Y-organs of the shore crab, Carcinus maenas.

  DOI：

  10.1016/0039-128x(94)00035-b
• 作为产物：
  描述：

  乙酸酐 、 (3S,9R,10R,13R,14S,17S)-3,14-Dihydroxy-10,13-dimethyl-17-((1R,2R)-1,2,5-trihydroxy-1,5-dimethyl-hexyl)-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-6-one 在 吡啶 作用下， 反应 9.0h， 以45.7%的产率得到2-deoxy-20-hydroxyecdysone 3,22-diacetate
  参考文献：
  名称：

  Stereocontrolled synthesis of 2-deoxycrustecdysone and related compounds

  摘要：

  DOI：

  10.1021/jo00365a014