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19-Nor-5-androstenediol

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(Redirected from 19-nor-5-androstenediol) Chemical compound Pharmaceutical compound
19-Nor-5-androstenediol
Clinical data
Other namesEstr-5-ene-3β,17β-diol; 19-Norandrost-5-ene-3β,17β-diol
Routes of
administration		By mouth
Identifiers
IUPAC name
  • (3S,8R,9S,10R,13S,14S,17S)-13-Methyl-1,2,3,4,7,8,9,10,11,12,14,15,16,17-tetradecahydrocyclopentaphenanthrene-3,17-diol
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC18H28O2
Molar mass276.420 g·mol
3D model (JSmol)
SMILES
  • C12CC34CC(CC4=CC31CC2O)O
InChI
  • InChI=1S/C18H28O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h2,12-17,19-20H,3-10H2,1H3/t12-,13-,14+,15+,16-,17-,18-/m0/s1
  • Key:VVUQRXPUVKXAIO-XFUVECHXSA-N

19-Nor-5-androstenediol, also known as estr-5-ene-3β,17β-diol, is a synthetic, orally active anabolic-androgenic steroid (AAS) and a derivative of 19-nortestosterone (nandrolone) that was never introduced for medical use. It is an androgen prohormone of nandrolone and of other 19-norandrostanes.

19-Nor-5-androstenediol, 19-nor-5-androstenedione, and other 19-norandrostane prohormones were considered to be nutritional supplements and were sold over-the-counter in the United States as a result of the Dietary Supplement Health and Education Act of 1994 (DSHEA). However, they were banned from sports in 1999 by the International Olympic Committee (IOC) and are currently on the World Anti-Doping Agency (WADA) list of prohibited substances. In 2004, they became controlled substances in the U.S. as a result of the Anabolic Steroid Control Act of 2004.

See also

References

  1. ^ Torrado S, Roig M, Farré M, Segura J, Ventura R (2008). "Urinary metabolic profile of 19-norsteroids in humans: glucuronide and sulphate conjugates after oral administration of 19-nor-4-androstenediol". Rapid Commun. Mass Spectrom. 22 (19): 3035–42. Bibcode:2008RCMS...22.3035T. doi:10.1002/rcm.3689. PMID 18763272.
  2. ^ Uralets VP, Gillette PA (2000). "Over-the-counter delta5 anabolic steroids 5-androsen-3,17-dione; 5-androsten-3beta, 17beta-diol; dehydroepiandrosterone; and 19-nor-5-androsten-3,17-dione: excretion studies in men". J Anal Toxicol. 24 (3): 188–93. doi:10.1093/jat/24.3.188. PMID 10774538.
  3. ^ Earnest CP (2001). "Dietary androgen 'supplements': separating substance from hype". Phys Sportsmed. 29 (5): 63–79. doi:10.3810/psm.2001.05.781. PMID 20086575. S2CID 40760529.


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