Δ8-THC, THC-O Acetates And CBD-di-O Acetate - PubMed

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Abstract

Presented is the analysis of four cannabinoid-based products. These products were part of a case involving visual and auditory hallucinations that precipitated the commission of a felony and subsequent arrest. The products were labeled to contain ∆8-tetrahydrocannabinol (∆8-THC) or THC acetate (THC-O-A). Primary reference materials were not available for ∆8-THC-O-A, ∆10-THC-O-A, cannabidiol di-acetate (CBD-di-O-A) or respective deuterated internal standards. THC-O-A and CBD-di-O-A standards were prepared by derivatizing ∆8-THC, ∆9-THC, ∆10-THC, CBD, ∆9-THC-d3 and CBD-d3 using acetic anhydride. The cannabinoid-based products were determined to contain ∆8-THC, ∆8-THC-O-A, ∆9-THC-O-A and CBD-di-O-A and/or other phytocannabinoids using three different analytical techniques. Direct analysis in real-time-time-of-flight mass spectrometry was used for identifying exact masses. A gas chromatograph-mass spectrometer was used for the identification of compounds and to quantitate THC-O-As in the products. A liquid chromatograph-tandem mass spectrometer was used to identify and quantitate phytocannabinoids and CBD-di-O-A in the products. To the authors' knowledge, this is the first case report involving the identification of THC-O-As and CBD-di-O-A in commercially available products. Minimal clinical/pharmacological data is available for these emerging synthetic cannabinoids/novel psychoactive substances.

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Figures

Figure 1.

Product characterization results for Ouachita…

Figure 1.

Product characterization results for Ouachita Farms “Hawaiian Haze CBD flower”. Top: DART–MS spectrum.…

Figure 2.

Product characterization results for Moon…

Figure 2.

Product characterization results for Moon Men “Alien Cookies Delta 8 Flower”. Top: DART–MS…

Figure 3.

Product characterization results for Elysian…

Figure 3.

Product characterization results for Elysian “Delta 8 Flower”. Top: DART–MS spectrum. Bottom: Total…

Figure 4.

Product characterization results for Palm…

Figure 4.

Product characterization results for Palm Treez Gummy Squares. Top: DART–MS spectrum. Bottom: GC--MS…

Figure 5.

Separation of cannabinoids and cannabinoid…

Figure 5.

Separation of cannabinoids and cannabinoid acetate derivatives by gas chromatography–mass spectrometry, with acetate…

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References

1. 1. Thomsen R., Nielsen L.M., Holm N.B., Rasmussen H.B., Linnet K., Indices Consortium (2015) Synthetic cannabimimetic agents metabolized by carboxylesterases. Drug Testing and Analysis, 7, 565–576. - PubMed
2. 1. United States Centers for Disease Control and Prevention . (2018) Synthetic cannabinoids: What are they? What are their effects? https://www.cdc.gov/nceh/hsb/chemicals/sc/default.html (accessed Feb 3, 2022).
3. 1. National Institute on Drug Abuse . (2018) Synthetic Cannabinoids (K2/Spice) DrugFacts. https://nida.nih.gov/publications/drugfacts/synthetic-cannabinoids-k2spice (accessed Aug 4, 2021).
4. 1. European Monitoring Centre for Drugs and Drug Addiction . (2009) Understanding the ‘Spice’ Phenomenon. https://www.emcdda.europa.eu/publications/thematic-papers/understanding-... (accessed Feb 3, 2022).
5. 1. United States Drug Enforcement Administration . (2020) K2/Spice - Drug Fact Sheet. https://www.dea.gov/sites/default/files/2020-06/K2-spice-2020.pdf (accessed Aug 4, 2021).

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Grants and funding

• P30 DA033934/DA/NIDA NIH HHS/United States
• 2018-75-CX-0036/National Institute of Justice
• 2019-MU-MU-007/National Institute of Justice
• 75-CX-0036/National Institute of Justice

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