<2,2,4,23,23-2H5> 3-acetoxy-3,5-choladien-24-oic acid methyl ester | 97304-04-6

• 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: <2,2,4,23,23-2H5> 3-acetoxy-3,5-choladien-24-oic acid methyl ester
• 英文别名: <2,2,4,23,23-²H₅> 3-acetoxy-3,5-choladien-24-oic acid methyl ester
• CAS: 97304-04-6
• 化学式: C₂₇H₄₀O₄
• 分子量: 433.572
• InChiKey: WFCJHTSYTFMXBN-ZTZGGFAISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.21
• 重原子数：
  31.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  <2,2,4,23,23-2H5> 3-acetoxy-3,5-choladien-24-oic acid methyl ester 在 盐酸 、 氢氧化钾 、 sodium tetrahydroborate 、 diethylphosphoryl cyanide 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 生成 <2,2,4,23,23-2H5> glyco-3β-hydroxy-5-cholen-24-oic acid
  参考文献：
  名称：

  Determination of 3β-hydroxy-5-cholen-24-OIC acid and its sulfate in human serum by gas chromatography-mass spectrometry

  摘要：

  The glycine conjugate of 3 beta-hydroxy-5-cholen-24-oic acid and its sulfate labeled with deuterium at the C-2, -4, and -23 positions were synthesized. A highly sensitive and specific quantitative assay of the bile acid has been developed by selected ion monitoring in gas chromatography-mass spectrometry of the methyl ester trimethylsilyl ether derivatives using the deuterium labeled conjugates as internal standards. Calibration curves for the bile acid and its sulfate exhibited a linear relationship over the range of 0.01-100 micrograms/ml in human serum.

  DOI：

  10.1016/s0039-128x(84)80015-x
• 作为产物：
  描述：

  methyl 3-oxo-4-cholenolate 、 乙酸酐 在 氘代叔丁醇 、 potassium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以389 mg的产率得到<2,2,4,23,23-2H5> 3-acetoxy-3,5-choladien-24-oic acid methyl ester
  参考文献：
  名称：

  Determination of 3β-hydroxy-5-cholen-24-OIC acid and its sulfate in human serum by gas chromatography-mass spectrometry

  摘要：

  The glycine conjugate of 3 beta-hydroxy-5-cholen-24-oic acid and its sulfate labeled with deuterium at the C-2, -4, and -23 positions were synthesized. A highly sensitive and specific quantitative assay of the bile acid has been developed by selected ion monitoring in gas chromatography-mass spectrometry of the methyl ester trimethylsilyl ether derivatives using the deuterium labeled conjugates as internal standards. Calibration curves for the bile acid and its sulfate exhibited a linear relationship over the range of 0.01-100 micrograms/ml in human serum.

  DOI：

  10.1016/s0039-128x(84)80015-x