title: Tentative identification of phase I metabolites of HU-210, a classical synthetic cannabinoid, by LC-MS/MS.
abstract: (6aR,10aR)-9-(Hydroxymethyl)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol (HU-210) is a synthetic cannabinoid, with a classical cannabinoid structure similar to Δ(9)-tetrahydrocannabinol (Δ(9)-THC). In this study, the in vitro metabolism of HU-210 was investigated in human liver microsomes to characterize associated phase I metabolites. HU-210 was incubated with human liver microsomes, and the reaction mixture was analyzed using LC-MS/MS. HU-210 was metabolized in human liver microsomes, yielding about 24 metabolites. These metabolites were structurally characterized on the basis of accurate mass analyses and MS/MS fragmentation patterns. The major metabolic route for HU-210 was oxygenation. Metabolites M1-M7 were identified as mono-oxygenated metabolites; M8-M15, mono-hydroxylated metabolites; M16-M20, di-oxygenated metabolites; and M21-M24, di-hydroxylated metabolites. These results provide evidence for in vivo HU-210 metabolism, and they may be applied to the analysis of HU-210 and its relevant metabolites in biological samples.
authors.affiliation: Doping Control Center, Korea Institute of Science and Technology, Seoul, South Korea.
authors.forename: Unyong
authors.initials: U
authors.lastname: Kim
authors.forename: Ming Ji
authors.initials: MJ
authors.lastname: Jin
authors.forename: Jaeick
authors.initials: J
authors.lastname: Lee
authors.forename: Sang Beom
authors.initials: SB
authors.lastname: Han
authors.forename: Moon Kyo
authors.initials: MK
authors.lastname: In
authors.forename: Hye Hyun
authors.initials: HH
authors.lastname: Yoo
mesh_terms: D001711:Biotransformation; D002186:Cannabinoids / Q000493:pharmacokinetics*; D002853:Chromatography, Liquid / Q000379:methods*; D013759:Dronabinol / Q000031:analogs & derivatives* / Q000737:chemistry / Q000493:pharmacokinetics; D006801:Humans; D066298:In Vitro Techniques; D013058:Mass Spectrometry / Q000379:methods*; D050216:Metabolic Detoxication, Phase I; D008862:Microsomes, Liver / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D002186:Cannabinoids; D013759:Dronabinol; C062018:HU 211