词条 | 19-Nor-5-androstenedione |
释义 |
| 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
References1. ^1 2 3 4 {{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 = }} {{Androgen receptor modulators}}{{Progesterone receptor modulators}}{{DEFAULTSORT:Nor-5-androstenedione, 19-}}{{steroid-stub}}{{genito-urinary-drug-stub}}2. ^1 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. ^1 {{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 = }} 6 : Androgens and anabolic steroids|Diketones|Estranes|Prodrugs|Progestogens|World Anti-Doping Agency prohibited substances |
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