title: New long term metabolite in human urine for metenolone misuse by liquid chromatography quadrupole time-of-flight mass spectrometry.
abstract: In this study, metenolone metabolic profiles were investigated. Metenolone was administered to one healthy male volunteer. Liquid-liquid extraction and direct-injection were applied to processing urine samples. Urinary extracts were analyzed by liquid chromatography quadrupole time-of-flight mass spectrometry (LC-QTOFMS) using full scan and product ion scan with accurate mass measurement for the first time. Due to the lack of useful fragment ion for structural elucidation, GC-MS instrumentation was employed to obtain structural details of the trimethylsilylated phase I metabolite released after hydrolysis, and the EI mass spectrum was always informative in steroidal structure studies owing to more useful fragment ions than the ESI mass spectrum. 16 metabolites including 6 glucuronide and 9 unreported sulfate conjugates were characterized and tentatively identified. All the metabolites were evaluated in terms of how long they could be detected. The sulfate conjugate S6 (1-methylen-5α-androst-3,17-dione-2ξ-sulfate) was considered to be a new long term metabolite for metenolone misuse that could be detected 40 days by liquid-liquid extraction and up to 30 days by direct-injection analysis after oral administration.
authors.affiliation: National Anti-doping Laboratory, China Anti-Doping Agency, 1st Anding Road, ChaoYang District, Beijing 100029, PR China; Sport Science College, Beijing Sport University, Beijing 100084, PR China.
authors.forename: Genye
authors.initials: G
authors.lastname: He
authors.affiliation: National Anti-doping Laboratory, China Anti-Doping Agency, 1st Anding Road, ChaoYang District, Beijing 100029, PR China.
authors.forename: Sheng
authors.initials: S
authors.lastname: Yang
authors.affiliation: National Anti-doping Laboratory, China Anti-Doping Agency, 1st Anding Road, ChaoYang District, Beijing 100029, PR China. Electronic address: lujianghai@chinada.cn.
authors.forename: Jianghai
authors.initials: J
authors.lastname: Lu
authors.affiliation: National Anti-doping Laboratory, China Anti-Doping Agency, 1st Anding Road, ChaoYang District, Beijing 100029, PR China. Electronic address: xuyouxuan@chinada.cn.
authors.forename: Youxuan
authors.initials: Y
authors.lastname: Xu
mesh_terms: D002853:Chromatography, Liquid / Q000379:methods*; D004300:Doping in Sports / Q000517:prevention & control; D008401:Gas Chromatography-Mass Spectrometry; D020719:Glucuronides / Q000378:metabolism; D006801:Humans; D008297:Male; D013058:Mass Spectrometry / Q000379:methods*; D055442:Metabolome; D008710:Methenolone / Q000737:chemistry / Q000652:urine*; D008970:Molecular Weight; D021241:Spectrometry, Mass, Electrospray Ionization; D019966:Substance-Related Disorders / Q000652:urine*; D013431:Sulfates / Q000378:metabolism; D013997:Time Factors
chemical_list: D020719:Glucuronides; D013431:Sulfates; D008710:Methenolone
keywords: Doping control; Human urine; Liquid chromatography time-of-flight tandem mass spectrometry; Metenolone; New long term metabolite