Partition coefficient, blood to plasma ratio, protein binding and short-term stability of 11-nor-Δ9-carboxy tetrahydrocannabinol glucuronide

11-Nor-Δ9-carboxy tetrahydrocannabinol glucuronide (THCCOOglu) is a major metabolite of tetrahydrocannabinol in blood. Despite its mass spectrometric identification already in 1980, further physicochemical data of THCCOOglu have not been established. Therefore, the octanol/buffer partition coefficie...

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Main Authors: Skopp, Gisela (Author) , Pötsch-Schneider, Lucia Edeltraud (Author) , Mauden, Jörg Martin (Author) , Richter, Barbara (Author)
Format: Article (Journal)
Language:English
Published: 16 February 2002
In: Forensic science international
Year: 2002, Volume: 126, Issue: 1, Pages: 17-23
ISSN:1872-6283
DOI:10.1016/S0379-0738(02)00023-3
Online Access:Resolving-System, lizenzpflichtig, Volltext: https://doi.org/10.1016/S0379-0738(02)00023-3
Verlag, lizenzpflichtig, Volltext: https://www.sciencedirect.com/science/article/pii/S0379073802000233
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Author Notes:Gisela Skopp, Lucia Pötsch, Martin Mauden, Barbara Richter
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Summary:11-Nor-Δ9-carboxy tetrahydrocannabinol glucuronide (THCCOOglu) is a major metabolite of tetrahydrocannabinol in blood. Despite its mass spectrometric identification already in 1980, further physicochemical data of THCCOOglu have not been established. Therefore, the octanol/buffer partition coefficient P and the blood to plasma ratio b/p for THCCOOglu concentrations of 100 and 500ng/ml were investigated. Protein binding of the glucuronide was established from spiked albumin solutions at a level of 250ng/ml as well as from authentic samples. The data were compared to those of 11-nor-Δ9-carboxy tetrahydrocannabinol (THCCOOH). In addition, the short-term stability of THCCOOglu in plasma at different storage temperatures was studied. Analysis was performed by LC/MS/MS. The glucuronide partition coefficient P (mean: 17.4 and 18.0 for 100 and 500ng/ml, respectively) was unexpectedly lipophilic at pH 7.4. Its blood to plasma ratios averaged 0.62 and 0.68 at 100 and 500ng/ml, respectively. THCCOOglu was highly reversibly bound to albumin (mean: 97%), and the mean fraction bound did not differ from that determined from authentic samples. THCCOOglu degraded even at a storage temperature of 4°C and THCCOOH was identified as a major decomposition product.
Item Description:Gesehen am 21.04.2021
Physical Description:Online Resource
ISSN:1872-6283
DOI:10.1016/S0379-0738(02)00023-3