clostebol-17-hemisuccinate | 3038-80-0

• 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: clostebol-17-hemisuccinate
• 英文别名: succinic acid mono-(4-chloro-3-oxo-androst-4-en-17β-yl ester)；Bernsteinsaeure-mono-(4-chlor-3-oxo-androst-4-en-17β-ylester)；4-[[(8R,9S,10R,13S,14S,17S)-4-chloro-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]oxy]-4-oxobutanoic acid
• CAS: 3038-80-0
• 化学式: C₂₃H₃₁ClO₅
• 分子量: 422.949
• InChiKey: HVYKRIXNEYSUBW-UOWVQLFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-羟基丁二酰亚胺 、 clostebol-17-hemisuccinate 在 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 Succinic acid (8R,9S,10R,13S,14S,17S)-4-chloro-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester 2,5-dioxo-pyrrolidin-1-yl ester
  参考文献：
  名称：

  Influence of the Hapten Conjugation Site on the Characteristics of Antibodies Generated against Metabolites of Clostebol Acetate

  摘要：

  4-chloro-androst-4-ene-3,17-dione (CLAD) and 4-chlorotestosterone (clostebol, beta-CLT or CLT) were made immunogenic by coupling to protein carriers via the 3 and 17 positions, respectively. These immunogens were used to elicit polyclonal and monoclonal antibodies to CLAD and to clostebol. The antibodies were characterized in an enzyme immunoassay for sensitivity and specificity. Polyclonal antisera generated through position 17 reacted preferentially with 4-chlorotestosterone-17-acetate (clostebol acetate, CLTA), 4-chloro-epitestosterone (epi-clostebol, 17 alpha-clostebol, 17 alpha-CLT), and clostebol, whereas polyclonal antisera generated through the 3 position almost did not react with these derivatives. Interestingly, the monoclonal antibody generated through the 3 position recognized (35%) epi-clostebol. These results suggest that polyclonal antisera generated through the 17 position have a broad specificity profile and can be used to analyze by immunoassay methods urinary metabolites of clostebol acetate and thereby detect the illegal use of clostebol acetate in livestock farming.

  DOI：

  10.1021/jf9906984
• 作为产物：
  描述：

  醋酸氯司替勃 在 吡啶 、 盐酸 作用下， 以 丙酮 为溶剂， 反应 135.0h， 生成 clostebol-17-hemisuccinate
  参考文献：
  名称：

  Influence of the Hapten Conjugation Site on the Characteristics of Antibodies Generated against Metabolites of Clostebol Acetate

  摘要：

  4-chloro-androst-4-ene-3,17-dione (CLAD) and 4-chlorotestosterone (clostebol, beta-CLT or CLT) were made immunogenic by coupling to protein carriers via the 3 and 17 positions, respectively. These immunogens were used to elicit polyclonal and monoclonal antibodies to CLAD and to clostebol. The antibodies were characterized in an enzyme immunoassay for sensitivity and specificity. Polyclonal antisera generated through position 17 reacted preferentially with 4-chlorotestosterone-17-acetate (clostebol acetate, CLTA), 4-chloro-epitestosterone (epi-clostebol, 17 alpha-clostebol, 17 alpha-CLT), and clostebol, whereas polyclonal antisera generated through the 3 position almost did not react with these derivatives. Interestingly, the monoclonal antibody generated through the 3 position recognized (35%) epi-clostebol. These results suggest that polyclonal antisera generated through the 17 position have a broad specificity profile and can be used to analyze by immunoassay methods urinary metabolites of clostebol acetate and thereby detect the illegal use of clostebol acetate in livestock farming.

  DOI：

  10.1021/jf9906984