ADB‐HEXINACA—a novel synthetic cannabinoid with a hexyl substituent: phase I metabolism in authentic urine samples, a case report and prevalence on the German market

Author:

Giorgetti Arianna12,Zschiesche Annette23,Groth Olwen4,Haschimi Belal2ORCID,Scheu Martin2,Pelletti Guido1ORCID,Fais Paolo1ORCID,Musshoff Frank5ORCID,Auwärter Volker2ORCID

Affiliation:

1. Department of Medical and Surgical Sciences, Unit of Legal Medicine University of Bologna Bologna Italy

2. Institute of Forensic Medicine, Forensic Toxicology, Medical Center – University of Freiburg, Faculty of Medicine University of Freiburg Freiburg Germany

3. Hermann Staudinger Graduate School University of Freiburg Freiburg Germany

4. Institute of Forensic Medicine Ludwig‐Maximilians‐Universität in Munich Munich Germany

5. Forensic Toxicological Center (FTC) Munich Munich Germany

Abstract

AbstractSynthetic cannabinoid receptor agonists (SCRAs) are one of the largest groups of new psychoactive substances (NPS). Yet, another novel analog started spreading on the NPS market around 2021. Soon after, the substance could be analytically characterized in herbal material as ADB‐HEXINACA, an SCRA containing a hexyl‐substituted tail on the indazole core. Here, we present suitable urinary markers to prove the consumption of this analog, a case report of acute polydrug intoxication and data on its prevalence in Germany. Anticipated phase I metabolites were detected in 12 authentic urine samples that were collected for abstinence control and analyzed by ultra‐performance liquid chromatography coupled to a time‐of‐flight mass spectrometer (UPLC‐qToF‐MS). The results of in vivo samples were confirmed by analysis of in vitro incubates with pooled human liver microsomes (pHLMs). Forensic samples were used to assess the prevalence of ADB‐HEXINACA. Thirty‐two phase I metabolites were detected in the authentic urine samples. The main metabolites resulted from amide hydrolysis in combination with either monohydroxylation or ketone formation at the hexyl moiety (M15 and M26), the monitoring of which is recommended as a proof of consumption. ADB‐HEXINACA was detected in 3.5% of SCRA positive urine samples collected for abstinence control in Freiburg up to December 2022 and in 5.5% of the SCRA positive blood/serum samples. The hexyl substituent of ADB‐HEXINACA allows for the detection of specific urinary biomarkers suggested as analytical targets to confirm its prior intake. ADB‐HEXINACA had a rather low prevalence in Germany, alternating months of higher prevalence with periods of total absence.

Publisher

Wiley

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