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Hexahydrocannabinol (HHC) is a hydrogenated derivative of tetrahydrocannabinol (THC). It is a naturally occurring phytocannabinoid that has rarely been identified as a trace component in Cannabis sativa, [1] [2] but can also be produced synthetically by firstly acid cyclization of cannabidiol and then hydrogenation of tetrahydrocannabinol.
Δ-8-tetrahydrocannabinol (delta-8-THC, [a] Δ 8-THC) is a psychoactive cannabinoid found in the cannabis plant. [1] It is an isomer of delta-9-tetrahydrocannabinol (delta-9-THC, Δ 9-THC), the compound commonly known as THC, with which it co-occurs in hemp; natural quantities of ∆ 8-THC found in hemp are low.
Four stereoisomers of 8-OH-HHC arise from C8-hydroxylation of hexahydrocannabinol. There are four possible 8-OH-HHC metabolites arising from naturally derived HHCs: cis-and trans-8-OH-9α-HHC & cis-and trans-8-OH-9β-HHC. All four have been prepared synthetically to probe stereochemical effects on cannabinoid biological activity. [5]
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.
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.
The Δ 3 /Δ 6a(10a) isomer was synthesised in 1941, but was found to be slightly less active than Δ 3-THC itself. [3] The alternate isomer Δ 9-THC-C8 has also been synthesised, [4] and both the Δ 8 and Δ 9 isomers are included within the definition of an "intoxicating cannabinoid" in Colorado under the name tetrahydrocannabioctyl, [5] but it is unclear if it has been identified as a ...
11-Hydroxy-Δ-8-tetrahydrocannabinol (11-OH-Δ 8-THC, alternatively numbered as 7-OH-Δ 6-THC) is an active metabolite of Δ 8-THC, a psychoactive cannabinoid found in small amounts in cannabis.
Hexahydrocannabutol (HHCB, HHC-B) is a semi-synthetic cannabinoid derivative, the hydrogenated derivative of tetrahydrocannabutol (THCB). It was first synthesised by Roger Adams in 1942 and produces only weak cannabinoid-like effects in animals. [ 1 ]