Synthesis and characterization of glucuronides of 5'-hydroxy-delta9-tetrahydrocannabinol and 11-hydroxy-delta9-tetrahydrocannabinol.

Glucuronides of two metabolites of delta9-tetrahydrocannabinol, 11-hydroxy-delta9-THC and 5'-hydroxy-delta9-THC, have been synthesized and characterized. Two isomeric monoglucuronides were isolated from the incubation of each metabolite with UDP-glucuronyltransferase immobilized on beaded Sepharose. The structures of these conjugates were assigned primarily on the basis of combined gas chromatography-mass spectrometry.