词条 | 19-Noretiocholanolone |
释义 |
| Verifiedfields = | Watchedfields = | verifiedrevid = | IUPAC_name = (3R,5R,8R,9R,10S,13S,14S)-3-Hydroxy-13-methyl-2,3,4,5,6,7,8,9,10,11,12,14,15,16-tetradecahydro-1H-cyclopenta[a]phenanthren-17-one | image = 19-Noretiocholanolone.svg | width = | tradename = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration = | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion = | CAS_number_Ref = | CAS_number = 33036-33-8 | CAS_supplemental = | class = | ATC_prefix = | ATC_suffix = | ATC_supplemental = | PubChem = 14009228 | IUPHAR_ligand = | DrugBank_Ref = | DrugBank = | ChemSpiderID_Ref = | ChemSpiderID = 19347817 | UNII = O5Z6602I6U | KEGG = | ChEBI = | ChEMBL = | C=18 | H=28 | O=2 | SMILES = C[C@]12CC[C@@H]3[C@H]4CC[C@H](C[C@H]4CC[C@H]3[C@@H]1CCC2=O)O | StdInChI_Ref = | StdInChI = 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/h11-16,19H,2-10H2,1H3/t11-,12-,13+,14-,15-,16+,18+/m1/s1 | StdInChIKey_Ref = | StdInChIKey = UOUIARGWRPHDBX-DHMVHTBWSA-N | synonyms = Noretiocholanolone; 5β-Estran-3α-ol-17-one; 3α-Hydroxy-5β-estran-17-one }}19-Noretiocholanolone, also known as 5β-estran-3α-ol-17-one, is a metabolite of nandrolone (19-nortestosterone) and bolandione (19-norandrostenedione) that is formed by 5α-reductase. It is on the list of substances prohibited by the World Anti-Doping Agency since it is a detectable metabolite of nandrolone, an anabolic-androgenic steroid (AAS).[1] Traces of 19-noretiocholanolone may be naturally present in human urine.{{Citation needed|date=July 2017}} Consumption of boar meat, liver, kidneys and heart have been found to increase urinary 19-noretiocholanolone output.[2] See also
References1. ^{{cite web|url=http://www.wada-ama.org/rtecontent/document/2007_List_En.pdf |title=THE 2007 PROHIBITED LIST INTERNATIONAL STANDARD |work=The World Anti-Doping Code |publisher=World Anti-Doping Agency |accessdate=2009-05-14 |archiveurl=https://web.archive.org/web/20090410171528/http://www.wada-ama.org/rtecontent/document/2007_List_En.pdf |archivedate=10 April 2009 |deadurl=yes |df= }} {{DEFAULTSORT:Noretiocholanolone, 19-}}2. ^{{cite journal |vauthors=Le Bizec B, Gaudin I, Monteau F, Andre F, Impens S, De Wasch K, De Brabander H |title=Consequence of boar edible tissue consumption on urinary profiles of nandrolone metabolites. I. Mass spectrometric detection and quantification of 19-norandrosterone and 19-noretiocholanolone in human urine |journal=Rapid Commun. Mass Spectrom. |volume=14 |issue=12 |pages=1058–65 |year=2000 |pmid=10861987 |doi=10.1002/1097-0231(20000630)14:12<1058::AID-RCM991>3.0.CO;2-7 |url=}} 6 : 5α-Reduced steroid metabolites|Alcohols|Estranes|Human drug metabolites|Ketones|World Anti-Doping Agency prohibited substances |
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