In vivo metabolism of 11-hydroxy-.DELTA.8-tetrahydrocannabinol to two carboxylic acids and the effects of SKF 525-A, cobaltous chloride and phenobarbital on their formation in rats.

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Abstract
Two carboxylic acids were isolated as the major metabolites from the liver of rats injected with 11-OH-.DELTA.8-tetrahydrocannabinol (11-OH-.DELTA.8-THC). A metabolite was identified as .DELTA.8-THC-11-oic acid and the other was assumed to be 7-OH-.DELTA.8-THC-11-oic acid. The effects of SKF 525-A [proadifen hydrochloride], cobaltous chloride and phenobarbital on the contents of these metabolites in the rat liver were studied. Pretreatment with SKF 525-A and cobaltous chloride caused decreases in the contents of these metabolites (by 73 and 70% for .DELTA.8-THC-11-oic acid, and by 91 and 89% for 7-OH-.DELTA.8-THC-11-oic acid, respectively). The level of 7-OH-.DELTA.8-THC-11-oic acid was increased, but that of .DELTA.8-THC-11-oic acid remained unchanged by pretreatment with phenobarbital. The metabolism of 11-OH-.DELTA.8-THC to .DELTA.8-THC-11-oic acid and 7-OH-.DELTA.8-THC-11-oic acid is mediated in part by the microsomal monooxygenase system in vivo.