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In vivo metabolism of cannabinol by the mouse and rat and a comparison with the metabolism of Δ1-tetrahydrocannabinol and cannabidiol

✍ Scribed by D. J. Harvey; B. R. Martin; W. D. M. Paton

Publisher
John Wiley and Sons
Year
1977
Tongue
English
Weight
793 KB
Volume
4
Category
Article
ISSN
1076-5174

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✦ Synopsis

The in vivo liver metabolism of cannabinol has been studied in the mouse and rat by combined gas chromatography and mass spectrometry. Cannabinol glucuronide was the major metabolite of cannabinol in the mouse and was accompanied by relatively large amounts of 7-hydroxycannabinol, cannabinol-7-oic acid and their corresponding glucuronide conjugates. Lower concentrations of glucuronides were found in the rat. Two series of disubstituted metabolites were found containing either a 7-hydroxyl or a 7-carboxylic acid group and a second hydroxyl group in the 1"-4" positions of the sidechain. These were of low concentration in the mouse but higher in the rat; 1-hydroxy metabolites were particularly abundant in the latter species. Also found in the rat livers were small amounts of sidechain monohydroxy metabolites and larger quantities of 4",5"- bisnorcannabinol-3-oic acid; these were absent in the mouse. The metabolites were identified using the trimethylsilyl (TMS),[2H9]TMS and methyl ester-TMS derivatives, and by reduction of acid metabolites with lithium aluminium deuteride to the corresponding alcohols.

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