(11beta)-21-乙酰氧基-11-羟基-3,20-二氧代孕甾-4-烯-17-基戊酸酯 | 81456-46-4

• 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
• 中文名称: (11beta)-21-乙酰氧基-11-羟基-3,20-二氧代孕甾-4-烯-17-基戊酸酯
• 中文别名: [(8S,9S,10R,11S,13S,14S,17R)-17-(2-乙酰氧基乙酰基)-11-羟基-10,13-二甲基-3-羰基-2,6,7,8,9,11,12,14,15,16-十氢-1H-环戊二烯并[a]菲-17-基]戊酸酯
• 英文名称: cortisol 17-valerate 21-acetate
• 英文别名: 11β,17,21-trihydroxypregn-4-ene-3,20-dione 21-acetate 17-valerate；11beta,17,21-Trihydroxypregn-4-ene-3,20-dione 21-acetate 17-valerate；[(8S,9S,10R,11S,13S,14S,17R)-17-(2-acetyloxyacetyl)-11-hydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] pentanoate
• CAS: 81456-46-4
• 化学式: C₂₈H₄₀O₇
• 分子量: 488.621
• InChiKey: YHLNSTMFAGIHSR-SLPNHVECSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  107
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  乙酸酐 、 氢化可的松 17-戊酸酯 在 吡啶 作用下， 以73%的产率得到(11beta)-21-乙酰氧基-11-羟基-3,20-二氧代孕甾-4-烯-17-基戊酸酯
  参考文献：
  名称：

  Relative affinity of 17α- and/or 21-esters and 17α,21-diesters of cortisol for a glucocorticoid receptor from rat thymocytes

  摘要：

  The affinity, relative to cortisol (1), of 17 alpha- and 21-esters and 17 alpha,21-diesters of cortisol for the glucocorticoid receptor of rat thymus cytosol was determined by a competitive binding assay which used [3H]dexamethasone. Esterification of the 21-hydroxy group of cortisol caused a loss of relative affinity to 0.046 for acetate and 0.32 for valerate. Esterification of the 17 alpha-hydroxy group resulted in an increase in relative affinity to 1.14 for acetate, 12.4 for butyrate, and 11.5 for valerate. Diesters had relative affinities which reflected both trends. Thus, the 21-acetate, 21-propionate, 21-butyrate, and 21-valerate of cortisol 17-acetate had relative affinities of 0.036, 0.093, 0.152, and 0.272. The 21-acetate, 21-propionate, and 21-butyrate of cortisol 17-valerate had relative affinities of 0.76, 1.17, and 1.33.

  DOI：

  10.1021/jm00348a027