20-oxo-5α-pregnan-3α-yl hemisuccinate

• 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: 20-oxo-5α-pregnan-3α-yl hemisuccinate
• 英文别名: 3α-Hydroxy-5β-pregnan-20-on-3-hemisuccinat；Pregnanolone hemisuccinate；20-oxo-5β-pregnan-3α-yl hemisuccinate；3-alpha-ol-5-beta-pregnan-20-one hemisuccinate；4-[[(3R,5R,8R,9S,10S,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4-oxobutanoic acid
• 化学式: C₂₅H₃₈O₅
• 分子量: 418.574
• InChiKey: UVTGFMKBPVLATL-DMARDYMASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  丁二酸酐 、 孕烷醇酮 在 4-二甲氨基吡啶 作用下， 以 吡啶 为溶剂， 反应 4.0h， 以48%的产率得到20-oxo-5α-pregnan-3α-yl hemisuccinate
  参考文献：
  名称：

  Synthesis of C3, C5, and C7 pregnane derivatives and their effect on NMDA receptor responses in cultured rat hippocampal neurons

  摘要：

  The synthesis of several novel 5 alpha- and 5 beta-20-oxo-pegnane derivatives substituted in the position 3 and 7 of the steroid skeleton is described. Activity of synthesized compounds was studied in voltage-clamped cultured rat hippocampal neurons. Substituted derivatives inhibited NMDA-elicited neuronal activity. The relationship between biological activity and structure is discussed. (C) 2008 Published by Elsevier Inc.

  DOI：

  10.1016/j.steroids.2008.11.011

文献信息

• Action of Some Steroids on the Central Nervous System of the Mouse. I. Synthetic Methods
  作者：J. D. Cocker、J. Elks、P. J. May、F. A. Nice、G. H. Phillipps、W. F. Wall

  DOI：10.1021/jm00328a003

  日期：1965.7
• Weaver, Charles E.; Land, Michele B.; Purdy, Robert H., Journal of Pharmacology and Experimental Therapeutics, 2000, vol. 293, # 3, p. 747 - 754
  作者：Weaver, Charles E.、Land, Michele B.、Purdy, Robert H.、Richards, Kyle G.、Gibbs, Terrell T.、Farb, David H.

  DOI：——

  日期：——
• Synthesis of C3, C5, and C7 pregnane derivatives and their effect on NMDA receptor responses in cultured rat hippocampal neurons
  作者：Eva Stastna、Hana Chodounska、Vladimir Pouzar、Vojtech Kapras、Jirina Borovska、Ondrej Cais、Ladislav Vyklicky

  DOI：10.1016/j.steroids.2008.11.011

  日期：2009.2

  The synthesis of several novel 5 alpha- and 5 beta-20-oxo-pegnane derivatives substituted in the position 3 and 7 of the steroid skeleton is described. Activity of synthesized compounds was studied in voltage-clamped cultured rat hippocampal neurons. Substituted derivatives inhibited NMDA-elicited neuronal activity. The relationship between biological activity and structure is discussed. (C) 2008 Published by Elsevier Inc.