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词条 19-Noretiocholanolone
释义

  1. See also

  2. References

{{Drugbox
| 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
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| bioavailability =
| protein_bound =
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| CAS_number_Ref =
| CAS_number = 33036-33-8
| CAS_supplemental =
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| 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

  • Etiocholanolone
  • 19-Norandrosterone
  • 5α-Dihydronandrolone
  • 5α-Dihydronorethisterone

References

1. ^{{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= }}
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=}}
{{DEFAULTSORT:Noretiocholanolone, 19-}}

6 : 5α-Reduced steroid metabolites|Alcohols|Estranes|Human drug metabolites|Ketones|World Anti-Doping Agency prohibited substances

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