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Journal of analytical toxicology2008; 32(5); 387-391; doi: 10.1093/jat/32.5.387

Detection of urinary metabolites common to structurally related 17alpha-alkyl anabolic steroids in horses and application to doping tests in racehorses: methandienone, methandriol, and oxymetholone.

Abstract: Methandienone, methandriol, and oxymetholone, which are anabolic steroids possessing 17alpha-methyl and 17beta-hydroxy groups, were developed as oral formulations for therapeutic purposes. However, they have been used in racehorses to enhance racing performance. In humans, it has been reported that structurally related anabolic steroids having the 17alpha-methyl and 17beta-hydroxy groups, including 17alpha-methyltestosterone, mestanolone, methandienone, methandriol, and oxymetholone, have metabolites in common. In this study, we found that metabolites common to those of 17alpha-methyltestosterone and mestanolone were detected in horse urine after the administration of oxymetholone, methandienone, and methandriol. Based on analytical data, we confirmed these to be the common metabolites of five structurally related steroids, 17alpha-methyltestosterone, mestanolone, oxymetholone, methandienone, and methandriol. Furthermore, we detected hitherto unknown urinary metabolites of methandriol and oxymetholone in horses. The parent steroid itself was detected in horse urine after the administration of methandriol, other than metabolites common to 17alpha-methyltestosterone and mestanolone. On the other hand, the major metabolite of oxymetholone was mestanolone, aside from metabolites presumed to be the stereoisomers of 2-hydroxymethyl-17alpha-methyl-5alpha-androstan-3,17beta-diol and 2,17alpha-di(hydroxymethyl)-5alpha-androstan-3,17beta-diol. The simultaneous detection of common metabolites and other main metabolites would help us narrow down the candidate-administered steroid for the doping tests in racehorses.
Publication Date: 2008-06-12 PubMed ID: 18544225DOI: 10.1093/jat/32.5.387Google Scholar: Lookup
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  • Journal Article

Summary

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This research explored the common metabolites found in horse urine associated with the administration of certain steroids—methandienone, methandriol, and oxymetholone. The findings offer improved detection methods for horse doping, allowing for more precise identification of specific steroid use.

Research Goals

  • The researchers were primarily interested in determining if anabolic steroids methandienone, methandriol, and oxymetholone have common metabolites in horse urine.
  • They sought to extend the knowledge on previous reports that anabolic steroids with specific groups (17alpha-methyl and 17beta-hydroxy) have common metabolites in humans.
  • The project also aimed at detecting unknown urinary metabolites in horses administered with methandriol and oxymetholone.
  • The ultimate goal was to offer improved methods for identifying specific steroid use in doping tests for racehorses.

Key Findings

  • The researchers confirmed that the anabolic steroids, namely 17alpha-methyltestosterone, mestanolone, oxymetholone, methandienone, and methandriol, have common metabolites. These findings are consistent with previous human studies.
  • Previously unidentified urinary metabolites from the administration of methandriol and oxymetholone in horses were found during the study.
  • Methandriol itself, besides the metabolites it shares with 17alpha-methyltestosterone and mestanolone, was detected in horse urine as a parent steroid.
  • The main metabolite for oxymetholone was found to be mestanolone, along with other metabolites presumed to be stereoisomers of specific diols.

Implications

  • These findings improve the ability to identify and distinguish between the intake of various anabolic steroids in racehorses.
  • Using the simultaneous detection protocol of common metabolites and other significant metabolites could help testing agencies to conclude which steroid has possibly been administered during doping attempts in racehorses.
  • This research could enhance the regulatory and ethical oversight aimed at keeping racing sports free from unethical and potentially harmful doping practices.

Cite This Article

APA
Yamada M, Aramaki S, Kurosawa M, Saito K, Nakazawa H. (2008). Detection of urinary metabolites common to structurally related 17alpha-alkyl anabolic steroids in horses and application to doping tests in racehorses: methandienone, methandriol, and oxymetholone. J Anal Toxicol, 32(5), 387-391. https://doi.org/10.1093/jat/32.5.387

Publication

ISSN: 0146-4760
NlmUniqueID: 7705085
Country: England
Language: English
Volume: 32
Issue: 5
Pages: 387-391

Researcher Affiliations

Yamada, Masayuki
  • Laboratory of Racing Chemistry, 1731-2 Tsuruta-machi, Utsunomiya City, Tochigi, 320-0851, Japan. m-yamada@lrc.or.jp
Aramaki, Sugako
    Kurosawa, Masahiko
      Saito, Koichi
        Nakazawa, Hiroyuki

          MeSH Terms

          • Anabolic Agents / urine
          • Animals
          • Doping in Sports
          • Gas Chromatography-Mass Spectrometry
          • Methandriol / analogs & derivatives
          • Methandriol / urine
          • Methandrostenolone / analogs & derivatives
          • Methandrostenolone / urine
          • Oxymetholone / analogs & derivatives
          • Oxymetholone / urine
          • Stereoisomerism
          • Substance Abuse Detection / methods

          Citations

          This article has been cited 1 times.
          1. Koomen DC, Leaptrot KL, May JC, Rose BS, Lira KE, Raziel JA, Pumford AD, de A Cavalcanti G, Padilha MC, Pereira HMG, McLean JA. Rapid Annotation Strategy for in Vivo Phase II Metabolites of Anabolic-Androgenic Steroids Using Liquid Chromatography-Ion Mobility-Mass Spectrometry. J Am Soc Mass Spectrom 2025 Aug 6;36(8):1762-1770.
            doi: 10.1021/jasms.5c00129pubmed: 40702409google scholar: lookup