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9-Hydroxyhexahydrocannabinol (9-OH-HHC) is a semi-synthetic derivative of tetrahydrocannabinol.It is formed as an impurity in the synthesis of Delta-8-THC, [1] and retains activity in animal studies though with only around 1/10 the potency of Δ 9-THC, with the 9α- and 9β- enantiomers having around the same potency.
Cannabinoids (/ k ə ˈ n æ b ə n ɔɪ d z ˌ ˈ k æ n ə b ə n ɔɪ d z /) are compounds found in the cannabis plant or synthetic compounds that can interact with the endocannabinoid system. [1] [2] The most notable cannabinoid is the phytocannabinoid tetrahydrocannabinol (THC) (Delta-9-THC), the primary intoxicating compound in cannabis.
HHC itself has been found as a degradation byproduct of THC in a similar way that Cannabinol and Delta-8-THC can be formed by the Cannabis plant from Delta-9-THC degradation. The degradation of D9-THC that forms HHC is the reduction of the double carbon bonds that would typically make up the delta isomer position on THCs structure. [15] [16]
Although the chemical formula for THC (C 21 H 30 O 2) describes multiple isomers, [10] the term THC usually refers to the delta-9-THC isomer with chemical name (−)-trans-Δ 9-tetrahydrocannabinol. It is a colorless oil.
Tetrahydrocannabihexol (Δ 9-THCH, Δ 9-Parahexyl, n-Hexyl-Δ 9-THC) is a phytocannabinoid, the hexyl homologue of tetrahydrocannabinol (THC) which was first isolated from Cannabis plant material in 2020 along with the corresponding hexyl homologue of cannabidiol, [1] [2] though it had been known for several decades prior to this as an isomer of the synthetic cannabinoid parahexyl. [3]
HHC-P is a partial agonist of the CB1 receptors with an EC50 of 44.4nM for 9R-HHCP and 134nM for 9S-HHCP. Compared to Hexahydrocannabinol (HHC) with an EC50 of 101nM for 9R-HHC and 1,190nM for 9S-HHC [ 5 ] In 2021, HHC-P was positively identified in multiple retail electronic vaping products in the United States.
The Δ 9 isomer of THCP occurs naturally in cannabis, but in small amounts.A 2021 study reported the content of Δ 9-THCP ranging from 0.0023% to 0.0136% (w/w) (approximately 0.02–0.13 mg/g) without correlation to THC percentage in Δ 9-THC-dominant strains of cannabis; that study failed to detect THCP in CBD-dominant strains.
Tetrahydrocannabinol (THC) is the primary psychoactive component of the Cannabis plant. Delta-9-tetrahydrocannabinol (Δ 9-THC, THC) and delta-8-tetrahydrocannabinol (Δ 8-THC), through intracellular CB 1 activation, induce anandamide and 2-arachidonoylglycerol synthesis produced naturally in the body and brain [citation needed] [dubious ...