Unambiguous identification and characterization of a long‐term human metabolite of dehydrochloromethyltestosterone | Zendy

Forsdahl Guro | Zendy; Geisendorfer Thomas | Zendy; Göschl Lorenz | Zendy; Pfeffer Sandra | Zendy; Gärtner Peter | Zendy; Thevis Mario | Zendy; Gmeiner Günter | Zendy

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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.

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