title: Identification of glucose conjugates as major urinary metabolites of cannabidiol in the dog.
abstract: 1. Three dogs were treated i.v. with cannabidiol (CBD) and urine collected at intervals to 30 h. 2. Metabolites were extracted, converted into trimethylsilyl (TMS) derivatives and examined by g.l.c.-mass spectrometry. 3. The major metabolites excreted at early times were identified as the phenol glucosides of 4"-hydroxy-CBD, 5"-hydroxy-CBD and 6-oxo-CBD. 4. These three oxidized metabolites were not found unconjugated, and none of the free oxidized metabolites in urine were found conjugated with glucose. 5. The conjugates were hydrolysed by beta-glucuronidase Type HP-2 from Helix pomatia and acid phosphatase but not by beta-glucuronidase Type VII from E. coli. Differential reactivity towards alpha- and beta-glucosidase indicated that they possessed the beta-configuration.
authors.affiliation: Department of Pharmacy, Hebrew University of Jerusalem, Israel.
authors.forename: E
authors.initials: E
authors.lastname: Samara
authors.forename: M
authors.initials: M
authors.lastname: Bialer
authors.forename: D J
authors.initials: DJ
authors.lastname: Harvey
mesh_terms: D000818:Animals; D002185:Cannabidiol / Q000031:analogs & derivatives / Q000652:urine*; D002186:Cannabinoids / Q000652:urine*; D004285:Dogs; D008401:Gas Chromatography-Mass Spectrometry; D005947:Glucose / Q000378:metabolism*; D013058:Mass Spectrometry; D015394:Molecular Structure
chemical_list: D002186:Cannabinoids; C063816:5''-hydroxycannabidiol glucoside; C063773:4''-hydroxycannabidiol glucoside; D002185:Cannabidiol; C063817:6-oxocannabidiol glucoside; D005947:Glucose