Identification of monohydroxylated metabolites of cannabidiol formed by rat liver
- 1 April 1976
- journal article
- research article
- Published by Oxford University Press (OUP) in Journal of Pharmacy and Pharmacology
- Vol. 28 (4) , 275-279
- https://doi.org/10.1111/j.2042-7158.1976.tb04152.x
Abstract
Cannabidiol (CBD) was metabolized in vitro by rat liver enzymes. Unchanged CBD and eight monohydroxylated metabolites were isolated and positively identified. As previously reported, 7‐hydroxy‐CBD was the major metabolite. The second most abundant metabolite was 6α‐hydroxy‐CBD; whereas only a trace amount of 6β‐hydroxy‐CBD was found. In addition hydroxylation occurred in all positions of the pentyl side chain, 4″‐hydroxy‐CBD being most abundant. 3″‐Hydroxy‐CBD was formed in half of the yield of 4″‐hydroxy‐CBD, while 1″‐, 2″‐, and 5″‐hydroxy‐CBD were each formed in approximately one fourth of the yield of 4″‐hydroxy‐CBD.This publication has 20 references indexed in Scilit:
- Metabolism of Δ1-Tetrahydrocannabinol by Mouse Hepatic Microsomes: Identification of 6α-HydroxytetrahydrocannabinolJournal of Pharmaceutical Sciences, 1974
- Zur Identifikation potentieller Metabolite von Cannabis‐Inhaltstoffen: Kernresonanz‐ und massenspektroskopische Untersuchungen an seitenkettenhydroxylierten CannabinoidenHelvetica Chimica Acta, 1974
- Prostaglandins and cannabis—II inhibition of biosynthesis by the naturally occurring cannabinoidsBiochemical Pharmacology, 1973
- The effect of cannabidiol on maximal electroshock seizures in ratsJournal of Pharmacy and Pharmacology, 1973
- Cannabidiol and Cannabis sativa extract protect mice and rats against convulsive agentsJournal of Pharmacy and Pharmacology, 1973
- Pharmacological interaction between cannabidiol and ?9-tetrahydrocannabinolPsychopharmacology, 1973
- Synthesis of Tritium-labelled Tetrahydrocannabinol and Cannabidiol.Acta Chemica Scandinavica, 1973
- A metabolic interaction in vivo between cannabidiol and Δ1‐tetrahydrocannabinolBritish Journal of Pharmacology, 1972
- Metabolism of Δ1(6)-Tetrahydro-cannabinol, an Active Marihuana ConstituentNature, 1970
- Massenspektroskopie und IHRE anwendung auf strukturelle und stereochemische probleme—LXVIIITetrahedron, 1965