26-hydroxyecdysone | 52717-49-4

• 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: 26-hydroxyecdysone
• 英文别名: (2S,3R,5R,9R,10R,13R,14S,17R)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2S,3R)-3,6,7-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
• CAS: 52717-49-4
• 化学式: C₂₇H₄₄O₇
• 分子量: 480.642
• InChiKey: CHEZKCVMQIAGLX-PBUSDRRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  138
• 氢给体数：
  6
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  26-hydroxyecdysone 生成 蜕皮激素 、 蜕皮激素 、 3-epi-26-hydroxyecdysone 、 Coronatasterone 、 3-epi-20,26-dihydroxyecdysone 、 20,26-二羟基蜕皮激素 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  High-performance liquid chromatography of ecdysone metabolites applied to the cabbage butterfly, Pieris brassicae L

  摘要：

  HPLC allowed separation of twelve major labeled compounds after injection of 3H-ecdysone into Pieris pharate pupae. These compounds were identified as six pairs of metabolites (3 alpha and 3 beta epimers), comprising ecdysone, 20-hydroxyecdysone, 26-hydroxyecdysone, 20,26-dihydroxy-ecdysone and the polar metabolites P and 20-hydroxy-P. These last two products could not be enzymatically split by any hydrolase tested and are weak acids arising respectively from 26-hydroxyecdysone and 20,26-dihydroxyecdysone. They might be 26-oic compounds. Epimerization appears as a fundamental inactivation process in Pieris and could well be a general characteristic of closed systems (eggs and pupae). No significant amounts of hydrolyzable conjugates were detected in our biological system (pharate pupae and pupae).

  DOI：

  10.1016/0039-128x(80)90018-5
• 作为产物：
  描述：

  蜕皮激素 生成 3-epi-26-hydroxyecdysone 、 26-hydroxyecdysone 、 Coronatasterone 、 3-epi-20,26-dihydroxyecdysone 、 20,26-二羟基蜕皮激素 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  High-performance liquid chromatography of ecdysone metabolites applied to the cabbage butterfly, Pieris brassicae L

  摘要：

  HPLC allowed separation of twelve major labeled compounds after injection of 3H-ecdysone into Pieris pharate pupae. These compounds were identified as six pairs of metabolites (3 alpha and 3 beta epimers), comprising ecdysone, 20-hydroxyecdysone, 26-hydroxyecdysone, 20,26-dihydroxy-ecdysone and the polar metabolites P and 20-hydroxy-P. These last two products could not be enzymatically split by any hydrolase tested and are weak acids arising respectively from 26-hydroxyecdysone and 20,26-dihydroxyecdysone. They might be 26-oic compounds. Epimerization appears as a fundamental inactivation process in Pieris and could well be a general characteristic of closed systems (eggs and pupae). No significant amounts of hydrolyzable conjugates were detected in our biological system (pharate pupae and pupae).

  DOI：

  10.1016/0039-128x(80)90018-5