6-(3-oxocholest-4-en-2α-yl)-4-thiahexanoic acid | 134329-92-3

• 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: 6-(3-oxocholest-4-en-2α-yl)-4-thiahexanoic acid
• 英文别名: 3-[2-[(2S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-2-yl]ethylsulfanyl]propanoic acid
• CAS: 134329-92-3
• 化学式: C₃₂H₅₂O₃S
• 分子量: 516.829
• InChiKey: SEPSAGDRIAAYPS-PADWWHHPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9
• 重原子数：
  36
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  79.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(ethoxycarbonyl hydroxymethylene)cholest-4-en-3-one 在 聚合甲醛 、 三甲基氯硅烷 、 sodium ethanolate 、 sodium hydride 、 potassium carbonate 、 sodium iodide 作用下， 以 乙腈 为溶剂， 反应 13.25h， 生成 6-(3-oxocholest-4-en-2α-yl)-4-thiahexanoic acid
  参考文献：
  名称：

  New steroid haptens for radioimmunoassay: Synthesis of steroids substituted with thioether or ester linkages at the 2α-position

  摘要：

  Haptens with bridge at the 2-position have not yet been explored. Radioimmunoassays with antibodies directed against 2-alpha-alkyl bridged steroid haptens are expected to be highly specific due to greater topographical exposure and similarity in conformation to the native steroid. The 2-alpha-alkyl bridged haptens were synthesized by first adding a cyclopropane ring to 2-methylene-4-en-3-one. Selective opening of the three-membered ring with trimethyl silyl iodide and transformation of the iodo group gave a carbocyclic acid, the desired analog for conjugation with protein.

  DOI：

  10.1016/0039-128x(91)90080-f

文献信息

• New steroid haptens for radioimmunoassay: Synthesis of steroids substituted with thioether or ester linkages at the 2α-position
  作者：Umesh R. Desai、Girish K. Trivedi

  DOI：10.1016/0039-128x(91)90080-f

  日期：1991.4

  Haptens with bridge at the 2-position have not yet been explored. Radioimmunoassays with antibodies directed against 2-alpha-alkyl bridged steroid haptens are expected to be highly specific due to greater topographical exposure and similarity in conformation to the native steroid. The 2-alpha-alkyl bridged haptens were synthesized by first adding a cyclopropane ring to 2-methylene-4-en-3-one. Selective opening of the three-membered ring with trimethyl silyl iodide and transformation of the iodo group gave a carbocyclic acid, the desired analog for conjugation with protein.