Identification of Acetyl, Propionyl, and Butanoyl Derivatives of THC and Its Analogs, and Their Synthetic By-Products in Oils and a Herbal Product

Eleven THC analogs were detected from oil and herbal products.

ABSTRACT

Since 2021, products claiming to contain Δ9-tetrahydrocannabinol (Δ9-THC) analogs have been distributed online and in physical stores, including liquid cartridges for electronic cigarettes, herbal products, and gummy products. This study identified the ingredients in products claiming to contain THC analogs distributed online. Seven oil products and one herbal product were analyzed via gas chromatography–mass spectrometry (GC–MS) and liquid chromatography–photodiode array–mass spectrometry (LC–PDA–MS). After isolating and purifying the unknown components from the products, structural analysis was performed by measuring 1H and 13C nuclear magnetic resonance (NMR) spectroscopy and various two-dimensional NMR (COSY, HMQC, HMBC, and NOESY). The analysis revealed the presence of Δ8-tetrahydrocannabinol acetate (Δ8-THC-O), Δ9-tetrahydrocannabinol acetate (Δ9-THC-O), Δ4(8)iso-THC-O-acetate, Δ9-tetrahydrocannabihexol acetate (Δ9-THCH-O), Δ9-tetrahydrocannabiphorol acetate (Δ9-THCP-O), Δ8-THC-O-propionate, Δ9-THC-O-propionate, Δ4(8)iso-THC-O-propionate, Δ9-THCB-O-butanoate, and Δ9-THCP-O-butanoate in these products.

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