Identification of urinary metabolites of cannabidiol in the dog

E. Samara, M. Bialer, D. J. Harvey*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

11 Scopus citations

Abstract

Three dogs were treated with cannabidiol (CBD) and urine samples were collected periodically to 30 hr. Metabolites were extracted with ethyl acetate before and after hydrolysis with β-glucuronidase, and examined by GC/MS. Thirty-seven metabolites were identified and a further nine partially characterized. Twenty-one of the identified metabolites have not been reported for this drug. The major oxidative metabolic routes were 6-hydroxylation, both α and β, and β-oxidation. At 10 hr the major metabolites of this type were 6-hydroxy-4'',5''-bis,nor-CBD-3''-oic acid and 6-oxo-4'',5''-bis,nor-CBD-3''-oic acid, whereas at 22 hr, further β-oxidation had occurred to give 6-hydroxy-2'',3'',4'',5''-tetrakis,nor-CBS-1''pr-oic acid as the major metabolite. Other metabolic routes were carboxylic acid formation at C-7 accompanied by hydroxylation in the side chain, and dihydroxylation of the C-8,9 double bond. Three compounds, 4''-hydroxy-CBD, 5'hydroxy-CBD, and 6-oxo-CBD were found at early times as glucose conjugates in concentrations that exceeded those of the other metabolites. The unconjugated forms of these metabolites were not found and none of the identified oxidized metabolites were found as glucosides. Only 4'',6-dihydroxy-CBD was found conjugated with glucuronic acid.

Original languageEnglish
Pages (from-to)571-579
Number of pages9
JournalDrug Metabolism and Disposition
Volume18
Issue number5
StatePublished - 1990
Externally publishedYes

Fingerprint

Dive into the research topics of 'Identification of urinary metabolites of cannabidiol in the dog'. Together they form a unique fingerprint.

Cite this