Identification of steroid isoxazole isomers marketed as designer supplement.
The product Orastan-A from Gaspari Nutrition was analyzed for its steroid content. According to the labeling, it is supposed to contain "5a-Androstano[2,3-c]furazan-17b-tetrahydropyranol ether", also called furazadrol-THP ether. The GC-MS analyses of the liberated steroids (after extraction from the capsule matrix and cleavage of the THP ether, TMS-derivative and underivatized) revealed mass spectra of two components, both inconsistent with the labeling. Thus, the steroids were characterized by different analytical techniques such as mass spectrometry, nuclear magnetic resonance spectroscopy and X-ray crystal structure analysis. They were identified as 17beta-hydroxyandrostano[3,2-c]isoxazole and -[2,3-d]isoxazole.
Parr
Maria K
MK
Center for Preventive Doping Research, Institute of Biochemistry, German Sport University Cologne, Carl-Diem-Weg 6, 50933 Cologne, Germany. m.parr@biochem.dshs-koeln.de
Gütschow
Michael
M
Daniels
Jörg
J
Opfermann
Georg
G
Thevis
Mario
M
Schänzer
Wilhelm
W
D002851:Chromatography, High Pressure Liquid; D018360:Crystallography, X-Ray; D008401:Gas Chromatography-Mass Spectrometry; D007536:Isomerism; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D013256:Steroids / Q000737:chemistry*
D013256:Steroids