Metabolic fate of the hepatotoxic anti-juvenile hormone precocene II in the rat.
The metabolic fate of precocene II (6,7-dimethoxy-2,2-dimethyl-2H-benzo[b]pyran), a potent anti-juvenile hormone, was examined in male Sprague-Dawley rats. When a single intraperitoneal dose of [3H]precocene II was administered, approximately 34% of the administered dose was excreted within the first 24 h. Examination of the various urinary metabolites indicated that precocene II is metabolized to a stereoisomeric cis/trans mixture of the 3,4-dihydroxy-3,4-dihydroprecocene II. In addition, a mercapturic acid derivative of precocene II was tentatively identified. Thus, it is postulated that a highly reactive 3,4-epoxide intermediate is generated in vivo by the rat during oxidative metabolism.
D000818:Animals; D001578:Benzopyrans / Q000378:metabolism*; D001711:Biotransformation; D056486:Chemical and Drug Induced Liver Injury / Q000209:etiology; D007605:Juvenile Hormones / Q000037:antagonists & inhibitors; D008297:Male; D051381:Rats; D011919:Rats, Inbred Strains; D013237:Stereoisomerism; D013997:Time Factors
D001578:Benzopyrans; D007605:Juvenile Hormones; C014163:precocene II