Microsomal metabolism of cyclohexene. Hydroxylation in the allylic position

Hydroxylation of cyclohexene at the allylic position has been shown to occur in hepatic microsomes and 9000 g supernatant fractions of rats and rabbits. The formation of the product, 2-cyclohexen-1-ol, requires the presence of a NADPH-generating system, is inhibited by CO, metyrapone, and SKF 525-A, and is induced by pretreatment with phenobarbital. A small amount of 2-cyclohexen-1-one is also formed in preparations from phenobarbital-pretreated rats. No 2-cyclohexen-1-ol could be detected in the beta-glucuronidase-hydrolyzed urine of rats given cyclohexene orally; however, these rats excreted a small quantity of 2-cyclohexen-1-one.