17β-acetoxy-5α-androst-2-en-4-one | 65-01-0

• 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: 17β-acetoxy-5α-androst-2-en-4-one
• 英文别名: [(5R,8R,9S,10R,13S,14S,17S)-10,13-dimethyl-4-oxo-1,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] acetate
• CAS: 65-01-0
• 化学式: C₂₁H₃₀O₃
• 分子量: 330.467
• InChiKey: AAAAURPNVGZDQV-FPYHTYPQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  17β-acetoxy-5α-androst-2-en-4-one 在 氢氧化钾 作用下， 以200 mg的产率得到17β-hydroxy-5α-androst-2-en-4-one
  参考文献：
  名称：

  Templeton, John F.; Majid, Samar; Marr, Angelina, Journal of the Chemical Society. Perkin transactions I, 1990, # 9, p. 2581 - 2584

  摘要：

  DOI：
• 作为产物：
  描述：

  17β-acetoxy-5β-hydroxyandrost-3-ene 在 氢溴酸 、 溶剂黄146 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.25h， 生成 17β-acetoxy-5α-androst-2-en-4-one
  参考文献：
  名称：

  Baldwin, Derek; Hanson, James R.; Uyanik, Cavit, Journal of Chemical Research, Miniprint, 1999, # 3, p. 1101 - 1114

  摘要：

  DOI：

文献信息

• Characterization of desoxymethyltestosterone main urinary metabolite produced from cultures of human fresh hepatocytes
  作者：Julie Gauthier、Donald Poirier、Christiane Ayotte

  DOI：10.1016/j.steroids.2012.02.008

  日期：2012.5

  Desoxymethyltestosterone (DMT; 17 beta-hydroxy-17 alpha-methyl-5 alpha-androst-2-ene) is a designer steroid present in hormonal supplements distributed illegally as such or in combination with other steroids, for self-administration. It figures on the list of substances prohibited in sports and its detection in athlete's urine samples is based upon the presence of the parent compound or the main urinary metabolite, which has not been characterized yet. Following its isolation from cultures of human fresh hepatocytes and S9 fractions of liver homogenates, we were able to identify this metabolite as being 17 alpha-methyl-2 beta,3 alpha,17 beta-trihydroxy-5 alpha-androstane. Other minor metabolites were also characterized. The production, isolation, NMR, mass spectral analyses and chemical synthesis are presented. (c) 2012 Elsevier Inc. All rights reserved.
• TEMPLETON, JOHN F.;MAJID, SAMAR;MARR, ANGELINA;MARAT, KIRK, J. CHEM. SOC. PERKIN TRANS. PT 1,(1990) N, C. 2581-2584
  作者：TEMPLETON, JOHN F.、MAJID, SAMAR、MARR, ANGELINA、MARAT, KIRK

  DOI：——

  日期：——