Dihydroxylated metabolites of cannabinol formed by rat liver in vitro.

Cannabinol (CBN) was metabolized in vitro by a 10 000 g supernatant from rat liver. After removal of unchanged CBN and its monohydroxylated metabolites four dihydroxylated metabolites were isolated. By nuclear magnetic resonance and mass spectrometry the compounds were identified as 1“,7-dihydroxy-CBN, 2”,7-dihydroxy-CBN, 3“,7-dihydroxy-CBN and 4”,7-dihydroxy-CBN. Side chain hydroxylation occurred predominantly at C-4″ and C-3″.