3α-hydroxy-24-nor-5β-cholanoic acid-(23)-methyl ester | 15238-53-6

• 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-24-nor-5β-cholanoic acid-(23)-methyl ester
• 英文别名: 3α-Hydroxy-24-nor-5β-cholansaeure-(23)-methylester；methyl (3R)-3-[(3R,5R,8R,9S,10S,13R,14S,17R)-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]butanoate
• CAS: 15238-53-6
• 化学式: C₂₄H₄₀O₃
• 分子量: 376.58
• InChiKey: DOKWVJBEHFYEPK-HVATVPOCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.21
• 重原子数：
  27.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3α-hydroxy-24-nor-5β-cholanoic acid-(23)-methyl ester 在 吡啶 、 palladium hydroxide, 20 wt% on carbon 、 氢气 、 lithium carbonate 、 lithium bromide 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 生成 Methyl-23nor-5β-cholonat
  参考文献：
  名称：

  Investigation on bile acid receptor regulators. Discovery of cholanoic acid derivatives with dual G-protein coupled bile acid receptor 1 (GPBAR1) antagonistic and farnesoid X receptor (FXR) modulatory activity

  摘要：

  Bile acids, the end products of cholesterol metabolism, activate multiple mechanisms through the interaction with membrane G-protein coupled receptors including the bile acid receptor GPBAR1 and nuclear receptors such as the bile acid sensor, farnesoid X receptor (FXR). Even if dual FXR/GPBAR1 agonists are largely considered a novel opportunity in the treatment of several liver and metabolic diseases, selective targeting of one of these receptors represents an attractive therapeutic approach for a wide range of disorders in which dual modulation is associated to severe side effects. In the present study we have investigated around the structure of LCA generating a small library of cholane derivatives, endowed with dual FXR agonism/GPBAR1 antagonism. To the best of our knowledge, this is the first report of bile acid derivatives able to antagonize GPBAR1. (C) 2015 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2015.11.003
• 作为产物：
  描述：

  (3R,5R,8R,9S,10S,13R,14S,17R)-17-((R)-5-hydroxy-5-methylhexan-2-yl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene-3-ol 在 chromium(VI) oxide 、 甲醇 、 sodium hydroxide 、 溶剂黄146 作用下， 生成 3α-hydroxy-24-nor-5β-cholanoic acid-(23)-methyl ester
  参考文献：
  名称：

  Farm-related Factors Influencing the Adoption of Short-rotation Willow Coppice Production Among Swedish Farmers

  摘要：

  The area of short-rotation willow coppice energy plantations on Swedish farmland increased quickly in the early 1990s because of subsidies for energy crop production, an increased CO2 tax on fossil fuel and an already existing biofuel market in the country. In this study farm-related determinants for the adoption of short-rotation willow coppice production among Swedish farmers are identified and estimated. A Tobit model is applied to cross-sectional data on Swedish farmers in 1995. The results show that the decision to plant willow and the areas planted depend positively on arable land area, forest land area, the area of other land types, leasing out of arable land and tractor ownership. Negative factors an pasture areal tenancy and animal production. Differences in willow growing between ownership types, age groups and geographical regions are also important. The policy implications of the results are discussed.

  DOI：

  10.1080/090647100750014385

文献信息

• The Preparation and Degradation of Lithocholic Acid
  作者：Willard M. Hoehn、Harold L. Mason

  DOI：10.1021/ja01860a036

  日期：1940.3
• Abbau der Lithocholsäure zu Ätio-lithocholsäure
  作者：J. Sawlewicz、T. Reichstein

  DOI：10.1002/hlca.193702001137

  日期：——
• SCHTEINGART, CLAUDIO D.;HOFMANN, ALAN F., J. LIPID RES., 29,(1988) N0, C. 1387-1395
  作者：SCHTEINGART, CLAUDIO D.、HOFMANN, ALAN F.

  DOI：——

  日期：——