Gas chromatography/mass spectometry identification of long-term excreted metabolites of the anabolic steroid 4-chloro-1,2-dehydro-17alpha-methyltestosterone in humans

J Steroid Biochem Mol Biol. 1996 Mar;57(5-6):363-76. doi: 10.1016/0960-0760(95)00276-6.


The misuse of anabolic steroids by athletes has been banned by sports organizations and is controlled by the analysis of urine samples obtained from athletes using gas chromatography/mass spectrometry (GC/MS). To extend the retrospectivity of the analytical methods, research is focused on long-term excreted metabolites. Preliminary results concerning the long-term detection of metabolites of the anabolic androgenic steroid 4-chloro-1,2-dehydro-17alpha-methyltestosterone I are presented. A new metabolite 4-chloro-3alpha, 6 beta, 17beta-trihydroxy-17alpha-methyl-5beta-androst-l-en-16-one was isolated by high performance liquid chromatography (HPLC) from urine following a single oral administration of 40 mg of I and characterized. Metabolite II was excreted into urine with a maximum excretion rate at approximately 48 h after administration and could be detected by gas chromatography/high resolution mass spectrometry (GC/HRMS) for up to 14 days. Two further partly characterized metabolites III and IV were confirmed for more than 9 days. The same three metabolites, II-IV, in varying amounts were also detected in urine samples from athletes who administered I.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adult
  • Anabolic Agents / chemistry*
  • Anabolic Agents / metabolism
  • Chromatography, Gas
  • Gas Chromatography-Mass Spectrometry
  • Humans
  • Male
  • Methyltestosterone / analogs & derivatives*
  • Methyltestosterone / chemistry
  • Methyltestosterone / metabolism


  • Anabolic Agents
  • Methyltestosterone