δ8 thc

Manufactured by Cayman Chemical

Sourced in United States

Δ8-THC is a naturally occurring cannabinoid found in the cannabis plant. It is a structural isomer of Δ9-THC, the primary psychoactive compound in cannabis. Δ8-THC has similar chemical properties and molecular structure to Δ9-THC, but with some differences in potency and effects.

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5 protocols using δ8 thc

Corneal Injury Model with CB1 Ligands

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The CB1 allosteric ligands GAT211, GAT228, and GAT229 were synthesized and provided by Ganesh A. Thakur (Northeastern University) [34 (link)]. Δ⁸-THC (Cayman Chemical, Ann Arbor, MI, USA), GAT211, GAT228, and GAT229 were dissolved in soybean oil with 2% dimethyl sulfoxide (DMSO; Sigma-Aldrich, Oakville, ON, Canada) and 4% Tween-20 (Sigma-Aldrich, Oakville, ON, Canada). Drugs or vehicle were topically administered (5 µL) to cauterized corneas at 30, 60, and 120 min post-cauterization. The CB1 antagonist AM251 (Tocris Bioscience, Minneapolis, MN, USA) was suspended in 10% DMSO in saline. AM251 was injected at a dose of 2.0 mg/kg i.p. 15 min before cauterization. Capsaicin (1 µM; Tocris Bioscience, Minneapolis, MN, USA) was prepared in DMSO diluted with sterile saline to 0.002%.

Thapa D., Cairns E.A., Szczesniak A.M., Kulkarni P.M., Straiker A.J., Thakur G.A, & Kelly M.E. (2020). Allosteric Cannabinoid Receptor 1 (CB1) Ligands Reduce Ocular Pain and Inflammation. Molecules, 25(2), 417.

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Cannabinoid Effects on Corneal Injury

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Δ⁸THC ([6aR,10aR]-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-ol; Cayman Chemical, Ann Arbor, MI), CBD (2-[(1R,6R)-3-Methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-1,3-benzenediol; Cayman Chemical), HU-308 (4-[4-(1,1-Dimethylheptyl)-2,6-dimethoxyphenyl]-6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-methanol; Tocris Bioscience, Minneapolis, MN) were dissolved in soybean oil (Sigma-Aldrich) at different concentrations (0.2–5.0% w/v). Drugs were topically administered (5 μL) to cauterized corneas at 30, 60, and 120 min postcauterization. The CB₁R antagonist AM251 (N-(Piperidin-1-yl)-5-(4-iodophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamide; Tocris Bioscience) was suspended in 10% dimethyl sulfoxide (DMSO, Sigma-Aldrich) and diluted in sterile saline. AM251 was injected at 2.0 mg/kg intraperitoneally (i.p.) fifteen min before cauterization. Capsaicin (1 μM, in 0.002% DMSO in sterile saline) was applied topically to eyes (5 μL) 6 h postinjury. The 5-HT_1A receptor antagonist WAY100635 (N-[2-[4-(2-Methoxyphenyl)-1-piperazinyl]ethyl]-N-2-pyridinylcyclohexanecarboxamide maleate; Tocris Bioscience) was dissolved in sterile saline and injected at 1.0 mg/kg i.p., 15 min before cauterization.

Thapa D., Cairns E.A., Szczesniak A.M., Toguri J.T., Caldwell M.D, & Kelly M.E. (2018). The Cannabinoids Δ8THC, CBD, and HU-308 Act via Distinct Receptors to Reduce Corneal Pain and Inflammation. Cannabis and Cannabinoid Research, 3(1), 11-20.

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CBD and THC Stability in Simulated Fluids

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Materials included synthetic CBD (99% purity; Zynerba Pharmaceuticals, Lot: MG-24-156 R2-B), Δ⁸-THC (100% purity; Cayman Chemicals, Lot: 0458238-2), and Δ⁹-THC (100% purity; Cayman Chemicals, Lot: 0459902-3). Samples were analyzed on a Waters Acquity H Class UPLC system with UV detection followed by analysis through a Waters Acquity tandem quadrupole mass spectrometry (TQD MS/MS) detector. CBD stability studies in simulated gastric fluid (SGF) and physiological buffer [4-(2-hydroxyethyl)-1-piperazineethanesulfonic acid; HEPES] were performed in a USP Apparatus II dissolution bath (Distek model 2100B). UPLC and MS method parameters for the stability studies and sample analysis are listed in Tables 1 and 2, respectively. Conditions for the dissolution apparatus are listed in Table 3.

Merrick J., Lane B., Sebree T., Yaksh T., O'Neill C, & Banks S.L. (2016). Identification of Psychoactive Degradants of Cannabidiol in Simulated Gastric and Physiological Fluid. Cannabis and Cannabinoid Research, 1(1), 102-112.

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Cannabinoid Reference Standards Preparation

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Ethanol 96%, acetonitrile (ACN), and formic acid (FA) were all LC–MS grade and were bought from Sigma Aldrich (USA). Ultrapure water was obtained with a water purification system (Direct-Q 3UV, Merck Millipore, Milan, Italy). Chemicals and solvents employed in the synthetic process were reagent grade and used without further purification. The following abbreviations for common organic solvents were adopted: diethyl ether (Et₂O); dichloromethane (CH₂Cl₂); cyclohexane (CE); chloroform (CDCl₃); ethanol (EtOH). Stock solutions (1 mg/mL) of certified reference cannabinoid standards of CBDA, Δ⁹-THCA, CBGA, CBCA, CBD, CBG, CBC, CBN, as well as of Δ⁹-THC and Δ⁸-THC (500 µg/mL) were bought from Cayman Chemical (Ann Arbor, Michigan, USA). Stock solutions (1 mg/mL) of CBDH, Δ⁹-THCH, (9R)-HHC and (9S)-HHC were obtained by properly diluting the pure compounds in-house synthesized.

Russo F., Vandelli M.A., Biagini G., Schmid M., Luongo L., Perrone M., Ricciardi F., Maione S., Laganà A., Capriotti A.L., Gallo A., Carbone L., Perrone E., Gigli G., Cannazza G, & Citti C. (2023). Synthesis and pharmacological activity of the epimers of hexahydrocannabinol (HHC). Scientific Reports, 13, 11061.

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Optimized Quantification of Cannabinoids

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Optima-grade ammonium formate, formic acid, and methanol were purchased from Fisher Scientific (Hanover Park, IL, USA). Ultrapure Type 1 water was generated in-house as needed from a Millipore Direct-Q3 system. Certified reference materials for a quality assurance test mix containing amitriptyline, diazepam, fluoxetine, methadone, nicotine, nordiazepam, norfluoxetine, nortriptyline, paroxetine, and trazodone were acquired from Cerilliant (Round Rock, TX, USA), as were CBD, CBD-d3, Δ9-THC, Δ9-THC-d3, cannabigerol (CBG), cannabidivarin (CBDV), cannabichromene (CBC), cannabinol (CBN), and CBN-d3. Δ9-Tetrahydrocannabinolic acid Δ9-THCA-A), Δ8-THC, and cannabidiolic acid (CBDA) were purchased from Cayman Chemical (Ann Arbor, MI, USA).

Holt A.K., Karin K.N., Butler S.N., Ferreira A.R., Krotulski A.J., Poklis J.L, & Peace M.R. (2022). Cannabinoid-based vaping products and supplement formulations reported by consumers to precipitate adverse effects. Drug testing and analysis.

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