2β,3β-acetonide 14α-hydroperoxy-14-deoxy-20-hydroxyecdysone | 1173569-63-5

• 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: 2β,3β-acetonide 14α-hydroperoxy-14-deoxy-20-hydroxyecdysone
• CAS: 1173569-63-5
• 化学式: C₃₀H₄₈O₈
• 分子量: 536.706
• InChiKey: OWJORUOFUBUORM-VUYJMULXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.15
• 重原子数：
  38.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  125.68
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  (20R,22R)-20,22,25-trihydroxy-2β,3β-(isopropylidenedioxy)-5β-cholest-8(14)-en-6-one 在 氧气 作用下， 生成 2β,3β-acetonide 14α-hydroperoxy-14-deoxy-20-hydroxyecdysone
  参考文献：
  名称：

  Δ8(14)-14α-deoxy- and 14α-deoxy-14α-hydroperoxyecdysteroids

  摘要：

  Delta(8(14))-14 alpha-deoxy-and 14 alpha-deoxy-14 alpha-hydroperoxyecdysteroids were synthesized, the reduction of Delta(8(14))-14 alpha-deoxy-20-hydroxyecdysone diacetonide at treatment with complex hydrides of alkali metals was investigated, and the stereochemistry of the obtained 6-hydroxy derivative and its acetate was established.

  DOI：

  10.1134/s1070428010110205

文献信息

• Novel ecdysteroid analogs with oxygen-containing heterocycles in the steroid skeleton
  作者：V. N. Odinokov、I. V. Galyautdinov、A. Sh. Ibragimova、N. A. Veskina、L. M. Khalilov、F. M. Dolgushin、Z. A. Starikova

  DOI：10.1007/s10593-008-0157-7

  日期：2008.9

  The reaction of ecdysteroids (20-hydroxyecdysone and its acetonides) with lithium in liquid ammonia gave novel analogs with an oxetane 9 alpha,14 alpha-oxacycle in the steroid skeleton. In aqueous alcohol solution the 9,14-oxa analogs rearrange to the more stable 9 alpha,13 alpha-oxa analogs through a 1,2-migration of the 18-Me group from the C-13 to the C-14 atom.