Cytochrome P450 enzymes involved in the metabolism of tetrahydrocannabinols and cannabinol by human hepatic microsomes.

  title={Cytochrome P450 enzymes involved in the metabolism of tetrahydrocannabinols and cannabinol by human hepatic microsomes.},
  author={Kazuhito Watanabe and Satoshi Yamaori and Tatsuya Funahashi and Toshiyuki Kimura and Ikuo Yamamoto},
  journal={Life sciences},
  volume={80 15},

Possible involvement of Cyp3a enzymes in the metabolism of tetrahydrocannabinols by mouse brain microsomes

The present results using mouse brain seem to support the idea that the mode of THC metabolism by CYP enzymes in human brain is different from that in human liver.

Human brain microsomes: their abilities to metabolize tetrahydrocannabinols and cannabinol

Although the primary metabolic pathways of the THCs and CBN in brain microsome are different from those in liver microsomes for other mammalian species, those in human brainmicrosomes were similar to those inhuman liver microSomes.

Characterization of Human Hepatic and Extrahepatic UDP-Glucuronosyltransferase Enzymes Involved in the Metabolism of Classic Cannabinoids

This study test the hypothesis that there are specific human UGTs responsible for classic cannabinoid metabolism and finds that CBN was the most recognized substrate as evidenced by activities from hepatic UGT1A9 and extrahepatic U GT1A7, UGT 1A8, and UGT2A10.

Differential inhibition of human cytochrome P450 2A6 and 2B6 by major phytocannabinoids

Results indicated that Δ9-THC, CBD, and CBN showed differential inhibition against CYP2A6 and CyP2B6, and were characterized as mechanism-based inhibitors for CYP 2A6.

Cannabidiol, a Major Phytocannabinoid, as a Potent Atypical Inhibitor for Cytochrome P450 2D6

Investigation of inhibitory effects of the major phytocannabinoids on catalytic activity of human cytochrome P450 (CYP) 2D6 found CBD competitively inhibited the CYP2D6 activities with the apparent K i values, indicating the strongest inhibitory potency of CBD.

Cannabidiol, a Major Phytocannabinoid, As a Potent Atypical Inhibitor for CYP2D6

The results indicated that CBD caused potent direct CYP2D6 inhibition, in which two phenolic hydroxyl groups and the pentyl side chain of CBD may play important roles.



Involvement of CYP2C in the metabolism of cannabinoids by human hepatic microsomes from an old woman.

The results indicate that a member of CYP2C is primarily responsible for the metabolism of the above cannabinoids in the human hepatic microsomes.

Recent advances in the metabolism of cannabinoids.

Human hepatic microsomal metabolism of delta 1-tetrahydrocannabinol.

Hepatic microsomal metabolism of delta 1-tetrahydrocannabinol (THC) has been extensively studied in many rodent species, but there have been few reports describing such metabolism in humans and it is found that, in addition to catalyzing the formation of significant amounts of 7-hydroxy-THC, hepaticmicrosomes from nine human livers also formed 6 beta-hydroxylation at approximately the same rate.

Cytochrome P-450 isozymes in metabolic activation of delta 9-tetrahydrocannabinol by rat liver microsomes.

Anti-P-450 UT-2 IgG fraction obtained from rabbit serum dose-dependently suppressed formations of 16 alpha-OH-T, 2 alpha- OH-T and androstenedione from testosterone with liver microsomes of adult male rats reduced 80% of the microsomal formations of 11-OH and 3'-OH-delta 9-THC from delta 9- THC, as compared with control experiments using preimmune Igg fraction.

Stimulatory Effects of Testosterone and Progesterone on the NADH-and NADPH-dependent Oxidation of 7β-Hydroxy-Δ8-tetrahydrocannabinol to 7-Oxo-Δ8-tetrahydrocannabinol in Monkey Liver Microsomes

Kinetic analyses revealed that both the NADH- and NADPH-dependent 7-oxo-delta8-THC formation showed sigmoid kinetics, and proposed a kinetic model involving at least three binding sites, for the mechanism of activation by testosterone.

Synthesis and biological activity of five tetrahydrocannabinol metabolites.

The syntheses of these metabolites (or their acetates) and the results of their preliminary testing for Cannabis-type activity in rhesus monkeys are reported, in good agreement with those published for the metabolic product.