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

@article{Watanabe2007CytochromePE,
  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},
  year={2007},
  volume={80 15},
  pages={
          1415-9
        }
}

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References

SHOWING 1-10 OF 30 REFERENCES

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.