Tétrahydrogestrinone

Tétrahydrogestrinone
Image illustrative de l’article Tétrahydrogestrinone
Identification
No CAS 618903-56-3
PubChem 6857686
SMILES
InChI
Propriétés chimiques
Formule C21H28O2  [Isomères]
Masse molaire[1] 312,445 8 ± 0,019 4 g/mol
C 80,73 %, H 9,03 %, O 10,24 %,

Unités du SI et CNTP, sauf indication contraire.

Le tétrahydrogestrinone (THG) est un stéroïde anabolisant, utilisé comme substance dopante de formule C21H28O2 découverte en 2003, jusque-là indécelable par les tests de contrôles antidopage. De nombreux athlètes ont été contrôlés positifs et suspendus, leurs titres ayant été invalidés.

Effets secondaires

Les effets secondaires en cas d'usage prolongé sont en particulier la stérilité aussi bien chez l'homme que chez la femme[2]. Le THG peut aussi causer une perte de poids et des effets sur le système immunitaire qui ne sont pas observés pour les autres stéroïdes anabolisants[3].

Histoire

Le THG a longtemps été considéré comme un produit dopant non détectable, et a été utilisé par de nombreux champions comme la sprinteuse Marion Jones, qui a arrêté sa carrière sportive en 2007 après avoir reconnu l'usage de THG avant les Jeux olympiques d'été de 2000, où elle avait remporté trois médailles d'or[4].

Le THG a aussi été utilisé par l'athlète britannique Dwain Chambers et a été impliqué dans l'affaire Balco.

Notes et références

  1. Masse molaire calculée d’après « Atomic weights of the elements 2007 », sur www.chem.qmul.ac.uk.
  2. Death AK, McGrath KCY, Kazlauskas R, Handelsman DJ. Tetrahydrogestrinone is a Potent Androgen and Progestin. Journal of Clinical Endocrinology and Metabolism 2004; 89(5):2498-2500.
  3. Friedel A, Geyer H, Kamber M, Laudenbach-Leschowsky U, Schänzer W, Thevis M, Vollmer G, Zierau O, Diel P. Tetrahydrogestrinone is a potent but unselective binding steroid and affects glucocorticoid signalling in the liver. Toxicology Letters. 2006 June 20;164(1):16-23.
  4. (en) Jones pleads guilty in drug case, BBC News, 6 octobre 2007

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