19-Noretiocholanolone

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]

19-Noretiocholanolone
Clinical data
Other namesNoretiocholanolone; 5β-Estran-3α-ol-17-one; 3α-Hydroxy-5β-estran-17-one
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC18H28O2
Molar mass276.420 g·mol−1
3D model (JSmol)

Traces of 19-noretiocholanolone may be naturally present in human urine. Consumption of boar meat, liver, kidneys and heart have been found to increase urinary 19-noretiocholanolone output.[2]

See also

References

  1. "THE 2007 PROHIBITED LIST INTERNATIONAL STANDARD" (PDF). The World Anti-Doping Code. World Anti-Doping Agency. Archived from the original (PDF) on 10 April 2009. Retrieved 2009-05-14.
  2. 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.
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