methyl 3α,12β-dihydroxy-11-oxo-5β-cholan-24-oate | 27240-87-5

• 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: methyl 3α,12β-dihydroxy-11-oxo-5β-cholan-24-oate
• 英文别名: methyl 4-((3R,5R,10S,12S,13R,17R)-3,12-dihydroxy-10,13-dimethyl-11-oxohexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate；11-oxo-12S-hydroxylithocholic acid methyl ester；BAA473；3α.12β-dihydroxy-11-oxo-5β-cholanoic acid-(24)-methyl ester；3α.12β-Dihydroxy-11-oxo-5β-cholansaeure-(24)-methylester；Methyl (R)-4-((3R,5R,8S,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethyl-11-oxohexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate；methyl (4R)-4-[(3R,5R,8S,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethyl-11-oxo-1,2,3,4,5,6,7,8,9,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pentanoate
• CAS: 27240-87-5
• 化学式: C₂₅H₄₀O₅
• 分子量: 420.59
• InChiKey: RYGJYUKSMUSEMY-SLKGKNCKSA-N

物化性质

• 熔点：
  153.5-154.5 °C
• 沸点：
  540.0±45.0 °C(Predicted)
• 密度：
  1.137±0.06 g/cm3(Predicted)
• 溶解度：
  chloroform: 20mg/mL, colorless to light yellow

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 3α,12β-dihydroxy-11-oxo-5β-cholan-24-oate 在 吡啶 作用下， 生成 12β-hydroxy-11-oxo-5β-cholanoic acid-(24)-methyl ester
  参考文献：
  名称：

  Borgstrom; Gallagher, Journal of Biological Chemistry, 1949, vol. 177, p. 951,960

  摘要：

  DOI：
• 作为产物：
  描述：

  (4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-羟基-10,13-二甲基-12-氧代-1,2,3,4,5,6,7,8,9,11,14,15,16,17-十四氢环戊烯并[a]菲-17-基]戊酸 在 乙醚 、 溶剂黄146 作用下， 生成 methyl 3α,12β-dihydroxy-11-oxo-5β-cholan-24-oate
  参考文献：
  名称：

  The Preparation and Properties of 3(α),11-Dihydroxy-12-ketocholanic Acid

  摘要：

  DOI：

  10.1021/ja01858a059

文献信息

• Synthesis and Plant Growth-Activity of three New Brassinosteroids Analogues
  作者：Luis Espinoza、Felipe Bulat、Danahe Coll、Francisco Coll、Marcelo D. Preite、Manuel Cortés

  DOI：10.1080/00397910008087246

  日期：2000.6

  Abstract The chemical synthesis, starting from deoxycholic acid methyl ester, of several brassinosteroids analogues with different oxygenated functions in ring C, is described. Three of them showed growth-promoting activity

  摘要描述了以脱氧胆酸甲酯为原料，在 C 环中具有不同氧化功能的几种油菜素类固醇类似物的化学合成。其中三个表现出促进生长的活动
• Distribution of ran-domised controlled trials of drugs for post-operative nausea and vomiting
  作者：William P. S. McKay、Raymond W. Yip

  DOI：10.1007/bf03018971

  日期：2000.5

  Purpose: Randomised controlled trials (RCTs) guide therapeutic decisions. But which RCTs are done; which omitted; and which should be done? This study illustrates a method to explore these questions applied to drugs for post-operative nausea and vomiting (PONV).Methods: Review articles listed 18 drugs for PONV. All RCTs of these drugs for PONV were sought. The first drug mentioned in an RCT was counted and tabulated against others in all the arms of the RCT (against itself in a dose-ranging RCT). Additional drugs mentioned in these RCTs were added to the study, for a total of 40 drugs.Results: Drugs involved in the most RCTs were: ondansetron 131 RCTs; propofol 118; droperidol 74; meto-clopramide 67; granisetron 52; scopolamine 22: tropisetron 16. Drugs involved in the fewest RCTs: two drugs with 2 RCTs; twelve drugs with one; three with none. Probability that this distribution occurred by chance: P < 0.00001; that the distribution of dose-ranging RCTs occurred by chance: P < 0.001. Regression of RCT numbers on cost: R = 0.86, P < 0.0001; on year of drug introduction: R = 0.14. Of 1600 possible comparisons of drugs for PONV, (including dose-ranging) 97.8% have never been published.Conclusion: Although some antiemetic drugs for PONV have been studied in large numbers of RCTs, many have not been adequately evaluated. Finding relevant RCTs and tabulating their comparison arms is useful for directing future research, and is applicable to any symptom or disorder.
• Wintersteiner; Moore; Reinhardt, Journal of Biological Chemistry, 1946, vol. 162, p. 707,717
  作者：Wintersteiner、Moore、Reinhardt

  DOI：——

  日期：——
• Gallagher, Journal of Biological Chemistry, 1946, vol. 162, p. 539,544
  作者：Gallagher

  DOI：——

  日期：——
• Brink; Wallis, Journal of Biological Chemistry, 1946, vol. 162, p. 667,676
  作者：Brink、Wallis

  DOI：——

  日期：——