Purpose <p>The epimers of 11-nor-9-carboxy-hexahydrocannabinol (HHC-COOH) have been identified as metabolites of hexahydrocannabinol (HHC) in human urine. Owing to the similarity of chemical structures to 11-nor-9-carboxy-Δ<sup>9</sup>-tetrahydrocannabinol (Δ<sup>9</sup>-THC-COOH), a major urinary metabolite of Δ<sup>9</sup>-tetrahydrocannabinol (Δ<sup>9</sup>-THC), HHC-COOH may show cross-reactivity in panel tests for urinary Δ<sup>9</sup>-THC metabolites. The authors have evaluated the cross-reactivity of HHC-COOH epimers in three commercial panel tests. </p> Methods <p>Human urine spiked with 9α- and 9β-HHC-COOH (final concentrations: 20–500&#xa0;ng/mL) was subjected to three panel tests (Driven Flow THC L50, IVeX-Screen THC L50-S, and AccuSign THC) with a nominal cutoff concentration of 50&#xa0;ng/mL for Δ<sup>9</sup>-THC-COOH. Additionally, an intact urine sample from an alleged HHC user was used.</p> Results <p>The lowest concentrations judged as positive were 100–500&#xa0;ng/mL for 9α-HHC-COOH and 50–100&#xa0;ng/mL for 9β-HHC-COOH. Intact urine samples from an alleged HHC user, whose 9α-/9β-HHC-COOH concentrations (ng/mL) were &lt; 4.0/25.5 before alkaline hydrolysis and 13.4/132.2 after alkaline hydrolysis, were positive for all three panel tests.</p> Conclusions <p>Both epimers of HHC-COOH showed cross-reactivity in three panel tests. The reactivity of 9β-HHC-COOH was found to be higher than that of 9α-HHC-COOH. The urine test results from the alleged HHC user suggested that the acyl glucuronides of HHC-COOH also exhibited cross-reactivity. Users of panel tests for urinary Δ<sup>9</sup>-THC metabolites should pay attention to false positives potentially caused by HHC metabolites.</p>

错误:搜索内容不能为空,请输入英文关键词
错误:关键词超出字数限制,请精简
高级检索

Cross-reactivity of the epimers of 11-nor-9-carboxy-hexahydrocannabinol, metabolites of hexahydrocannabinol, with panel tests for urinary Δ9-tetrahydrocannabinol metabolites

  • Kenji Tsujikawa,
  • Yuki Okada,
  • Hiroki Segawa,
  • Tadashi Yamamuro,
  • Kenji Kuwayama,
  • Tatsuyuki Kanamori,
  • Yuko. T. Iwata

摘要

Purpose

The epimers of 11-nor-9-carboxy-hexahydrocannabinol (HHC-COOH) have been identified as metabolites of hexahydrocannabinol (HHC) in human urine. Owing to the similarity of chemical structures to 11-nor-9-carboxy-Δ9-tetrahydrocannabinol (Δ9-THC-COOH), a major urinary metabolite of Δ9-tetrahydrocannabinol (Δ9-THC), HHC-COOH may show cross-reactivity in panel tests for urinary Δ9-THC metabolites. The authors have evaluated the cross-reactivity of HHC-COOH epimers in three commercial panel tests.

Methods

Human urine spiked with 9α- and 9β-HHC-COOH (final concentrations: 20–500 ng/mL) was subjected to three panel tests (Driven Flow THC L50, IVeX-Screen THC L50-S, and AccuSign THC) with a nominal cutoff concentration of 50 ng/mL for Δ9-THC-COOH. Additionally, an intact urine sample from an alleged HHC user was used.

Results

The lowest concentrations judged as positive were 100–500 ng/mL for 9α-HHC-COOH and 50–100 ng/mL for 9β-HHC-COOH. Intact urine samples from an alleged HHC user, whose 9α-/9β-HHC-COOH concentrations (ng/mL) were < 4.0/25.5 before alkaline hydrolysis and 13.4/132.2 after alkaline hydrolysis, were positive for all three panel tests.

Conclusions

Both epimers of HHC-COOH showed cross-reactivity in three panel tests. The reactivity of 9β-HHC-COOH was found to be higher than that of 9α-HHC-COOH. The urine test results from the alleged HHC user suggested that the acyl glucuronides of HHC-COOH also exhibited cross-reactivity. Users of panel tests for urinary Δ9-THC metabolites should pay attention to false positives potentially caused by HHC metabolites.