3α,11β,21-trihydroxy-20-oxo-5α-pregnan-18-al | 6251-75-8

• 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,11β,21-trihydroxy-20-oxo-5α-pregnan-18-al
• 英文别名: 3alpha,5alpha-Tetrahydroaldosterone；(3R,5S,8S,9S,10S,11S,13R,14S,17S)-3,11-dihydroxy-17-(2-hydroxyacetyl)-10-methyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-13-carbaldehyde
• CAS: 6251-75-8
• 化学式: C₂₁H₃₂O₅
• 分子量: 364.482
• InChiKey: YWTDWORQGPLRLL-AMFFCYTCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  94.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (1S,2S,3S,6R,8S,11S,12S,15S,16R,18R,19R)-16-[[tert-butyl(dimethyl)silyl]oxymethyl]-3-methyl-17,21-dioxahexacyclo[16.2.1.02,11.03,8.012,19.015,19]henicosane-6,16-diol 生成 3α,11β,21-trihydroxy-20-oxo-5α-pregnan-18-al
  参考文献：
  名称：

  KIRK, DAVID N.;RAJAGOPALAN, MARUTHIANDAN S., J. CHEM. SOC. PERKIN TRANS., 1,(1987) N 6, 1343-1346

  摘要：

  DOI：

文献信息

• The effects of adrenal and gonadal steroids and K+-canrenoate on the metabolism of aldosterone by rat liver microsomes
  作者：Syed A. Latif、Martin J. McDermott、David J. Morris

  DOI：10.1016/0039-128x(83)90040-5

  日期：1983.9

  The synthesis of polar aldosterone metabolites by rat liver microsomes at physiological concentrations of aldosterone (21.5 nM), was markedly inhibited by progesterone, testosterone, corticosterone, K+-canrenoate and estradiol-17 beta. In contrast, corticosterone and estradiol-17 beta significantly increased the synthesis of reduced aldosterone metabolites by 8- and 15-fold respectively, the majority of which were 5 alpha-reduced products of aldosterone. In experiments at higher substrate (aldosterone) concentrations (20-200 microM) the synthesis of ring A-reduced aldosterone metabolites by liver microsomes followed Michaelis-Menten kinetics with a Km[app] for aldosterone of 160 microM and Vmax[app] of 12.2 nmoles/mg protein/5 min. In these experiments progesterone, testosterone and K+-canrenoate all competitively inhibited the synthesis of reduced metabolites with inhibition constants (Ki [app]) of 70, 85 and 55 microM respectively; however, corticosterone did not. In contrast, estradiol-17 beta increased the rate of synthesis of reduced products by 40%, lowering the Km[app] to 83 microM.
• Methods of using selective 11beta-HSD inhibitors to treat gluocorticoid associated states
  申请人：Morris J. David

  公开号：US20070093460A1

  公开（公告）日：2007-04-26

  Methods for treating glucocorticoid associated states using selective 11β-HSD1-dehydrogenase, 11β-HSD1-reductase and 11β-HSD2 dehydrogenase modulating compounds are described.