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19-Nor-5-androstenedione

From Wikipedia, the free encyclopedia
Synthetic, orally active anabolic steroid
Pharmaceutical compound
19-Nor-5-androstenedione
Clinical data
Other namesEstr-5-ene-3,17-dione; 19-Norandrost-5-ene-3,17-dione
Routes of
administration
Oral
Identifiers
  • (8R,9S,10R,13S,14S)-13-Methyl-1,2,4,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-dione
CAS Number
PubChemCID
ChemSpider
UNII
Chemical and physical data
FormulaC18H24O2
Molar mass272.388 g·mol−1
3D model (JSmol)
  • C[C@]12CC[C@@H]3[C@H]4CCC(=O)CC4=CC[C@H]3[C@@H]1CCC2=O
  • InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h2,13-16H,3-10H2,1H3/t13-,14+,15+,16-,18-/m0/s1
  • Key:WELNRNVZXWUOGT-QXUSFIETSA-N

19-Nor-5-androstenedione, also known asestr-5-ene-3,17-dione, is asynthetic,orally activeanabolic-androgenic steroid (AAS) and aderivative of19-nortestosterone (nandrolone) that was never introduced formedical use.[1][2][3] It is anandrogen prohormone ofnandrolone and of other19-norandrostanes.[1][2][3]

19-Nor-5-androstenedione,19-nor-5-androstenediol, and other 19-norandrostane prohormones were considered to benutritional supplements and were soldover-the-counter in theUnited States as a result of theDietary Supplement Health and Education Act of 1994 (DSHEA).[1][2] However, they were banned from sports in 1999 by theInternational Olympic Committee (IOC) and are currently on theWorld Anti-Doping Agency (WADA) list of prohibited substances.[1] In 2004, they becamecontrolled substances in the U.S. as a result of theAnabolic Steroid Control Act of 2004.[1]

See also

[edit]

References

[edit]
  1. ^abcdeTorrado 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. ^abcUralets 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. ^abEarnest 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.
ARTooltip Androgen receptor
Agonists
SARMsTooltip Selective androgen receptor modulator
Antagonists
GPRC6A
Agonists
PRTooltip Progesterone receptor
Agonists
Mixed
(SPRMsTooltip Selective progesterone receptor modulators)
Antagonists
mPRTooltip Membrane progesterone receptor
(PAQRTooltip Progestin and adipoQ receptor)
Agonists
Antagonists
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