3α,7α,16α-trihydroxy-6α-ethyl-5β-cholan-24-oic acid sodium salt | 1359697-66-7

• 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,7α,16α-trihydroxy-6α-ethyl-5β-cholan-24-oic acid sodium salt
• 英文别名: 6α-ethyl-avicholic acid sodium salt；6Alpha-Ethyl-Avicholic Acid Sodium Salt；sodium;(4R)-4-[(3R,5S,6R,7R,8R,9S,10S,13S,14S,16R,17R)-6-ethyl-3,7,16-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate
• CAS: 1359697-66-7
• 化学式: C₂₆H₄₃O₅*Na
• 分子量: 458.614
• InChiKey: FJWJKQXCFIAJTO-YLUKLHMZSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.25
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  101
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3α,7α-dihydroxy-6α-ethyl-5β-cholane O-24,16α-lactone 在 甲醇 、 sodium hydroxide 作用下， 以80%的产率得到3α,7α,16α-trihydroxy-6α-ethyl-5β-cholan-24-oic acid sodium salt
  参考文献：
  名称：

  Avicholic Acid: A Lead Compound from Birds on the Route to Potent TGR5 Modulators

  摘要：

  Grounding on our former 3D QSAR studies, a knowledge-based screen of natural bile acids from diverse animal species has led to the identification of avicholic acid as a selective but weak TGRS agonist. Chemical modifications of this compound resulted in the disclosure of 6 alpha-ethyl-16-epi-avicholic acid that shows enhanced potency at TGRS and FXR receptors. The synthesis, biological appraisals, and structure-activity relationships of this series of compounds are herein described. Moreover, a thorough physicochemical characterization of 6 alpha-ethyl-16-epi-avicholic acid as compared to naturally occurring bile acids is reported and discussed.

  DOI：

  10.1021/ml200256d