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词条 19-Nor-5-androstenedione
释义

  1. See also

  2. References

{{Drugbox
| Verifiedfields =
| Watchedfields =
| verifiedrevid =
| IUPAC_name = (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
| image = 19-Nor-5-androstenedione.svg
| width =
| tradename =
| pregnancy_AU =
| pregnancy_US =
| pregnancy_category =
| legal_AU =
| legal_CA =
| legal_UK =
| legal_US =
| legal_status =
| routes_of_administration = Oral
| bioavailability =
| protein_bound =
| metabolism =
| elimination_half-life =
| excretion =
| CAS_number_Ref =
| CAS_number = 19289-77-1
| CAS_supplemental =
| ATC_prefix =
| ATC_suffix =
| ATC_supplemental =
| PubChem = 18633059
| IUPHAR_ligand =
| DrugBank_Ref =
| DrugBank =
| ChemSpiderID_Ref =
| ChemSpiderID = 18612511
| UNII = 585LQ9KZN8
| KEGG =
| ChEBI =
| ChEMBL =
| C=18 | H=24 | O=2
| SMILES = C[C@]12CC[C@@H]3[C@H]4CCC(=O)CC4=CC[C@H]3[C@@H]1CCC2=O
| StdInChI_Ref =
| StdInChI = 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
| StdInChIKey_Ref =
| StdInChIKey = WELNRNVZXWUOGT-QXUSFIETSA-N
| synonyms = Estr-5-ene-3,17-dione; 19-Norandrost-5-ene-3,17-dione
}}19-Nor-5-androstenedione, also known as estr-5-ene-3,17-dione, is a synthetic, orally active anabolic-androgenic steroid (AAS) and a derivative of 19-nortestosterone (nandrolone) that was never introduced for medical use.[1][2][3] It is an androgen prohormone of nandrolone and of other 19-norandrostanes.[1][2][3]

19-Nor-5-androstenedione, 19-nor-5-androstenediol, 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).[1][2] 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.[1] In 2004, they became controlled substances in the U.S. as a result of the Anabolic Steroid Control Act of 2004.[1]

See also

  • 5-Androstenedione
  • Bolandiol (19-nor-4-androstenediol)
  • Bolandione (19-nor-4-androstenedione)
  • Bolenol (17α-ethyl-19-nor-5-androstenol)
  • Chlorodehydromethylandrostenediol
  • Chloromethylandrostenediol
  • Methandriol (17α-methyl-5-androstenediol)

References

1. ^{{cite journal | vauthors = Torrado S, Roig M, Farré M, Segura J, Ventura R | title = Urinary metabolic profile of 19-norsteroids in humans: glucuronide and sulphate conjugates after oral administration of 19-nor-4-androstenediol | journal = Rapid Commun. Mass Spectrom. | volume = 22 | issue = 19 | pages = 3035–42 | year = 2008 | pmid = 18763272 | doi = 10.1002/rcm.3689 | url = }}
2. ^{{cite journal | vauthors = Uralets VP, Gillette PA | title = 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 | journal = J Anal Toxicol | volume = 24 | issue = 3 | pages = 188–93 | year = 2000 | pmid = 10774538 | doi = | url = }}
3. ^{{cite journal | vauthors = Earnest CP | title = Dietary androgen 'supplements': separating substance from hype | journal = Phys Sportsmed | volume = 29 | issue = 5 | pages = 63–79 | year = 2001 | pmid = 20086575 | doi = 10.3810/psm.2001.05.781 | url = }}
{{Androgen receptor modulators}}{{Progesterone receptor modulators}}{{DEFAULTSORT:Nor-5-androstenedione, 19-}}{{steroid-stub}}{{genito-urinary-drug-stub}}

6 : Androgens and anabolic steroids|Diketones|Estranes|Prodrugs|Progestogens|World Anti-Doping Agency prohibited substances

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