Movatterモバイル変換

19-Noretiocholanolone

From Wikipedia, the free encyclopedia

Chemical compound

Pharmaceutical compound

19-Noretiocholanolone
Clinical data

Other names	Noretiocholanolone; 5β-Estran-3α-ol-17-one; 3α-Hydroxy-5β-estran-17-one
Identifiers
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
CAS Number	33036-33-8
PubChemCID	14009228
ChemSpider	19347817
UNII	O5Z6602I6U
CompTox Dashboard(EPA)	DTXSID601043346
Chemical and physical data
Formula	C₁₈H₂₈O₂
Molar mass	276.420 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C[C@]12CC[C@@H]3[C@H]4CC[C@H](C[C@H]4CC[C@H]3[C@@H]1CCC2=O)O
InChI InChI=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 Key:UOUIARGWRPHDBX-DHMVHTBWSA-N

19-Noretiocholanolone, also known as5β-estran-3α-ol-17-one, is ametabolite ofnandrolone (19-nortestosterone) andbolandione (19-norandrostenedione) that is formed by5α-reductase. It is on the list of substances prohibited by theWorld Anti-Doping Agency since it is a detectable metabolite of nandrolone, ananabolic-androgenic steroid (AAS).^[1]

Consumption of boar meat, liver, kidneys and heart have been found to increase urinary 19-noretiocholanolone output.^[2]

^"THE 2007 PROHIBITED LIST INTERNATIONAL STANDARD"(PDF).The World Anti-Doping Code.World Anti-Doping Agency. Archived fromthe original(PDF) on 10 April 2009. Retrieved2009-05-14.
^Le Bizec B, Gaudin I, Monteau F, Andre F, Impens S, De Wasch K, De Brabander H (2000). "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".Rapid Commun. Mass Spectrom.14 (12):1058–65.doi:10.1002/1097-0231(20000630)14:12<1058::AID-RCM991>3.0.CO;2-7.PMID 10861987.

Thispharmacology-related article is astub. You can help Wikipedia byexpanding it.

Hidden categories: