δ8 tetrahydrocannabinol

Gradient grade water, acetonitrile, chloroform, methanol, and formic acid were purchased from Merck Life Science (Milano, Italy). Cannabinoid reference standards dissolved in methanol, namely, cannabidivarin (CBDV, 1 mg/mL), cannabigerol (CBG, 1 mg/mL), cannabidiol (CBD, 1 mg/mL), cannabidiolic acid (CBDA, 1 mg/mL), cannabinol (CBN, 1 mg/mL), (–)-Δ9-tetrahydrocannabinol ((–)-Δ9-THC, 1 mg/mL), Δ9-tetrahydrocannabinolic acid ((–)-Δ9-THCA, 1 mg/mL), (–)-Δ8-tetrahydrocannabinol ((–)-Δ8-THC, 1 mg/mL), and cannabichromene (CBC, 1 mg/mL) with purity ≥ 99%, were purchased from Merck Life Science (Milano, Italy). Deuterated water (D₂O) 99.97 atom% of deuterium and 3-(trimethylsilyl)-propionic-2,2,3,3-d₄ acid sodium salt (TSP) were purchased from Euriso-Top (Saclay, France). Magnesium oxide (MgO), potassium phosphate monobasic (KH₂PO₄), and potassium phosphate dibasic (K₂HPO₄) 2,2-azino-bis (3-ethyl-benzothiazoline-6-sulfonic acid) diammonium salt (ABTS), 2,2-diphenyl-1-picrylhydrazyl (DPPH), Folin–Ciocalteu reagent, gallic acid (GA), and sodium carbonate (Na₂CO₃) were purchased from Merck Life Science (Milano, Italy).

All solvents used for
UHPLC analyses were HPLC grade and were purchased from Merck Life
Science (Milan, Italy) and Carlo Erba Reagents (Milan, Italy). Cannabinoid
reference standards dissolved in methanol, namely, cannabidivarin
(CBDV, 1 mg/mL), cannabidiolic acid (CBDA, 1 mg/mL), cannabigerol
(CBG, 1 mg/mL), cannabidiol (CBD, 1 mg/mL), cannabinol (CBN, 1 mg/mL),
(−)-Δ⁹-tetrahydrocannabinol [(−)-Δ⁹-THC, 1 mg/mL], (−)-Δ⁸-tetrahydrocannabinol
[(−)-Δ⁸-THC, 1 mg/mL], cannabichromene (CBC,
1 mg/mL), and (−)-Δ⁹-tetrahydrocannabinolic
acid ((−)-Δ⁹-THCA, 1 mg/mL) with a purity
of ≥99%, were purchased from Merck Life Science (Milan, Italy).
Preparative TLC plates UV 254 nm (surface 20 × 20 cm, thickness
500 μm), used for the purification of CBC, were purchased from
Merck (Darmstadt, Germany).

Gradient grade water, acetonitrile, chloroform, methanol, and formic acid were purchased from Merck Life Science (Milano, Italy). Cannabinoid reference standards dissolved in methanol, namely, cannabidivarin (CBDV, 1 mg/mL), cannabigerol (CBG, 1 mg/mL), cannabidiol (CBD, 1 mg/mL), cannabidiolic acid (CBDA, 1 mg/mL), cannabinol (CBN, 1 mg/mL), (–)-Δ9-tetrahydrocannabinol ((–)-Δ9-THC, 1 mg/mL), Δ9-tetrahydrocannabinolic acid ((–)-Δ9-THCA, 1 mg/mL), (–)-Δ8- tetrahydrocannabinol ((–)-Δ8-THC, 1 mg/mL), and cannabichromene (CBC, 1 mg/mL) with purity ≥ 99%, were purchased from Merck Life Science (Milano, Italy). Deuterated water (D₂O) 99.97 atom% of deuterium and 3-(trimethylsilyl)-propionic-2,2,3,3-d₄ acid sodium salt (TSP) were purchased from Euriso-Top (Saclay, France). Magnesium oxide (MgO), potassium phosphate monobasic (KH₂PO₄), and potassium phosphate dibasic (K₂HPO₄) 2,2-azino-bis (3-ethyl-benzothiazoline-6-sulfonic acid) diammonium salt (ABTS), 2,2-diphenyl-1-picrylhydrazyl (DPPH), Folin-Ciocalteu reagent, gallic acid (GA), and sodium carbonate (Na₂CO₃) were purchased from Merck Life Science (Milano, Italy).