THC-O-Acetate: Scarce Evidence for a Psychedelic Cannabinoid

Kruger, Daniel J.; Bone, Carlton; Meacham, Meredith C.; Klein, Charles H.; Krüger, Jessica

doi:10.1080/02791072.2023.2230573

Cited by 3 publications

(1 citation statement)

References 8 publications

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“…Which include methyl, ethyl, and PV (pivaloyl) prodrug moieties being attached to the essential hydroxy group within the aromatic ring that contributes to the important cannabimimetic activity [6]. The prodrug moieties are typically used to create a stronger "psychedelic high" specifically the -O acetate [7], which does not increase smokable highs but might delay metabolism and survive the first pass leading to increased "high" orally but nothing substantial. The motif is followed through the changing of the groups.…”

Section: Introductionmentioning

confidence: 99%

Cannabinoid Ethers: Identification, Binding interactions, and their ADME properties

Docampo-Palacios,

Ramirez,

Tesfatsion

et al. 2024

Preprint

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New cannabinoid analogs are constantly being synthesized and marketed to the public as ways to increase psychotropic activity or to remain competitive within the market. The issue with new analogs is the lack of proper testing and characterization—companies are misrepresenting what they sell, and customers are consuming unknown research compounds. Our group performed in-silico docking in CB1 and CB2 receptors, drug metabolism, and pharmacokinetics (DMPK) studies of methyl-, ethyl-, and pivaloy- ether cannabinoids analogs. A dataset of eight cannabinoid ethers was docked to the model to further analyze key interacting residues on the CB1 and CB2 receptors. In addition, the methyl ether derivatives of D8 tetrahydrocannabinol and hexahydrocannabinol were synthesized and the full NMR characterization of these compounds was achieved.

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Section: Introductionmentioning

confidence: 99%

Cannabinoid Ethers: Identification, Binding interactions, and their ADME properties

Docampo-Palacios,

Ramirez,

Tesfatsion

et al. 2024

Preprint

View full text Add to dashboard Cite

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Derived psychoactive cannabis product perceptions and use among a sample of US young adults

LoParco,

Rossheim,

Cui

et al. 2025

Addictive Behaviors

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An emerging trend in Novel Psychoactive Substances (NPSs): designer THC

Caprari,

Ferri,

Vandelli

et al. 2024

J Cannabis Res

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Since its discovery as one of the main components of cannabis and its affinity towards the cannabinoid receptor CB1, serving as a means to exert its psychoactivity, Δ9-tetrahydrocannabinol (Δ9-THC) has inspired medicinal chemists throughout history to create more potent derivatives. Initially, the goal was to synthesize chemical probes for investigating the molecular mechanisms behind the pharmacology of Δ9-THC and finding potential medical applications. The unintended consequence of this noble intent has been the proliferation of these compounds for recreational use. This review comprehensively covers the most exhaustive number of THC-like cannabinoids circulating on the recreational market. It provides information on the chemistry, synthesis, pharmacology, analytical assessment, and experiences related to the psychoactive effects reported by recreational users on online forums. Some of these compounds can be found in natural cannabis, albeit in trace amounts, while others are entirely artificial. Moreover, to circumvent legal issues, many manufacturers resort to semi-synthetic processes starting from legal products extracted from hemp, such as cannabidiol (CBD). Despite the aim to encompass all known THC-like molecules, new species emerge on the drug users’ pipeline each month. Beyond posing a significantly high public health risk due to unpredictable and unknown side effects, scientific research consistently lags behind the rapidly evolving recreational market.

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THC-O-Acetate: Scarce Evidence for a Psychedelic Cannabinoid

Cited by 3 publications

References 8 publications

Cannabinoid Ethers: Identification, Binding interactions, and their ADME properties

Cannabinoid Ethers: Identification, Binding interactions, and their ADME properties

Derived psychoactive cannabis product perceptions and use among a sample of US young adults

An emerging trend in Novel Psychoactive Substances (NPSs): designer THC

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