title: Epoxide-diol pathway of delta 1-THC in the rat in vitro.
abstract: 1. 1 alpha, 2 alpha-Epoxyhexahydrocannabinol was identified as a metabolite of delta 1-tetrahydrocannabinol. 2. The two trans-1,2-dihydroxyhexahydrocannabinol isomers, 1 alpha, 2 beta-dihydroxyhexahydrocannabinol and 1 beta, 2 alpha-dihydroxyhexahydrocannabinol (as their acetates) were tentatively identified as metabolites from incubation of 1 alpha, 2 alpha-epoxyhexahydrocannabinol with rat hepatic microsomes in vitro. 3. The 1 alpha, 2 alpha-epoxyhexahydrocannabinol acetate was found to be a good substrate for epoxide hydratase as compared to styrene oxide. 4. The synthesis of metabolites of 1 alpha, 2 alpha-epoxyhexahydrocannabinol is described.
mesh_terms: D000818:Animals; D013759:Dronabinol / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000378:metabolism*; D004851:Epoxide Hydrolases / Q000378:metabolism; D066298:In Vitro Techniques; D007536:Isomerism; D008297:Male; D008862:Microsomes, Liver / Q000378:metabolism*; D051381:Rats
chemical_list: C019370:1 alpha,2 alpha-epoxyhexahydrocannabinol; C028741:1,2-dihydroxyhexahydrocannabinol acetate; D013759:Dronabinol; D004851:Epoxide Hydrolases