3α-hydroxy-20-oxo-5α-pregnan-21-yl hemisuccinate | 148346-37-6

• 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: 3α-hydroxy-20-oxo-5α-pregnan-21-yl hemisuccinate
• 英文别名: 4-[2-[(3R,5S,8R,9S,10S,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethoxy]-4-oxobutanoic acid
• CAS: 148346-37-6
• 化学式: C₂₅H₃₈O₆
• 分子量: 434.573
• InChiKey: YHMCAAHPALDPRG-NMCQLUPASA-N

物化性质

• 沸点：
  595.0±35.0 °C(Predicted)
• 密度：
  1.185±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  三乙胺 、 3α-hydroxy-20-oxo-5α-pregnan-21-yl hemisuccinate 反应 0.33h， 以54%的产率得到α-hydroxy-20-oxo-5α-pergnan-21-yl hemisuccinate triethylammonium salt
  参考文献：
  名称：

  Suppressing aggressive behavior with analogs of allopregnanolone (epalon)

  摘要：

  3 alpha -Hydroxy-20-oxo-5 alpha -pregnan-21-yl hemisuccinate (8) was produced by partial acylation of 3 alpha ,21-dihydroxy-5 alpha -pregnan-20-one (14). 3 alpha -Fluoro-5 alpha -pregnan-20-one (9) was prepared by treatment of 3 beta -hydroxy-5 alpha -pregnan-20-one (11) with DAST and by solvolysis of tosylate 12 with tetrabutylammonium fluoride. A behavioral test on mice was performed using 3 alpha -hydroxy-5 alpha -pregnan-20-one (1) and compounds 8 and 9. Compound 8 was found to be inactive, while the fluoro derivative 9 selectively reduced aggressive behavior in mice more than the corresponding 3 alpha -hydroxy compound 1; locomotion and other behavioral features were not affected. (C) 2001 Elsevier Science Inc. All rights reserved.

  DOI：

  10.1016/s0039-128x(00)00215-4
• 作为产物：
  描述：

  3β-hydroxy-20-oxo-5α-pregnan-21-yl acetate 在 吡啶 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 42.0h， 生成 3α-hydroxy-20-oxo-5α-pregnan-21-yl hemisuccinate
  参考文献：
  名称：

  Suppressing aggressive behavior with analogs of allopregnanolone (epalon)

  摘要：

  3 alpha -Hydroxy-20-oxo-5 alpha -pregnan-21-yl hemisuccinate (8) was produced by partial acylation of 3 alpha ,21-dihydroxy-5 alpha -pregnan-20-one (14). 3 alpha -Fluoro-5 alpha -pregnan-20-one (9) was prepared by treatment of 3 beta -hydroxy-5 alpha -pregnan-20-one (11) with DAST and by solvolysis of tosylate 12 with tetrabutylammonium fluoride. A behavioral test on mice was performed using 3 alpha -hydroxy-5 alpha -pregnan-20-one (1) and compounds 8 and 9. Compound 8 was found to be inactive, while the fluoro derivative 9 selectively reduced aggressive behavior in mice more than the corresponding 3 alpha -hydroxy compound 1; locomotion and other behavioral features were not affected. (C) 2001 Elsevier Science Inc. All rights reserved.

  DOI：

  10.1016/s0039-128x(00)00215-4