Premium
Unambiguous identification and characterization of a long‐term human metabolite of dehydrochloromethyltestosterone
Author(s) -
Forsdahl Guro,
Geisendorfer Thomas,
Göschl Lorenz,
Pfeffer Sandra,
Gärtner Peter,
Thevis Mario,
Gmeiner Günter
Publication year - 2018
Publication title -
drug testing and analysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.065
H-Index - 54
eISSN - 1942-7611
pISSN - 1942-7603
DOI - 10.1002/dta.2385
Subject(s) - metabolite , hydroxymethyl , urine , chemistry , steroid , anabolism , stereochemistry , biochemistry , hormone
In doping control analysis, the characterization of urinary steroid metabolites is of high interest for a targeted and long‐term detection of prohibited anabolic androgenic steroids (AAS). In this work, the structure of a long‐term metabolite of dehydrochloromethyltestosterone (DHCMT) was elucidated. Altogether, 8 possible metabolites with a 17α‐methyl‐17β‐hydroxymethyl – structures were synthesized and compared to a major DHCMT long‐term metabolite detected in reference urine excretion samples. The confirmed structure of the metabolite was 4α‐chloro‐18‐nor‐17β‐hydroxymethyl‐17α‐methyl‐5α‐androst‐13‐en‐3α‐ol.