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Delta-4-Tetrahydrocannabinol
Delta-4-Tetrahydrocannabinol (Delta-4-THC, Δ4-THC, Δ6a(7)-THC) is a synthetic isomer of tetrahydrocannabinol, developed in the 1970s during research to develop improved synthetic routes to the natural forms Δ8-THC and Δ9-THC. Only the (9R, 10aR) enantiomer has been synthesised, though other isomers are possible. See also * 7,8-Dihydrocannabinol * Delta-3-Tetrahydrocannabinol * Delta-7-Tetrahydrocannabinol * Delta-10-Tetrahydrocannabinol * Hexahydrocannabinol Hexahydrocannabinol (HHC) is a hydrogenated derivative of tetrahydrocannabinol. It is a naturally occurring phytocannabinoid that has rarely been identified as a trace component in ''Cannabis sativa'', but can also be produced synthetically by hy ... References Benzochromenes Cannabinoids {{cannabinoid-stub ...
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Delta-8-Tetrahydrocannabinol
Delta-8-tetrahydrocannabinol (delta-8-THC, Δ8-THC) is a psychoactive cannabinoid found in the Cannabis plant. It is an isomer of delta-9-tetrahydrocannabinol (delta-9-THC, Δ9-THC), the compound commonly known as THC. ∆8-THC is under preliminary research for its biological properties. Effects ∆8-THC is moderately less potent than Δ9-THC. This essentially means that it has properties similar to those of ∆9-THC, although to a lesser degree per milligram of material consumed. Delta-8-THC and delta-9-THC both contain a double bond in their molecular structure, but the location is different. Delta-8-THC has the bond in the eighth carbon while delta-9 contains it in the 9th carbon. Although ∆8-THC functions similarly to Δ9-THC in many ways, it appears to be only two-thirds as psychoactive. This may be because it binds differently to CB1, the cannabinoid receptor that regulates much of THC’s mind-altering effect. ∆8-THC may cause increased heart rate, reddening o ...
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Delta-3-Tetrahydrocannabinol
Delta-3-Tetrahydrocannabinol (Delta-3-THC, Δ3-THC, Δ6a(10a)-THC, EA-1477) is a synthetic isomer of tetrahydrocannabinol, developed during the original research in the 1940s to develop synthetic routes to the natural products Δ8-THC and Δ9-THC found in the cannabis plant. While the normal ''trans'' configuration of THC is in this case flattened by the double bond, it still has two enantiomers as the 9-methyl group can exist in an (R) or (S) conformation. The (S) enantiomer has similar effects to Δ9-THC though with several times lower potency, while the (R) enantiomer is many times less active or inactive, depending on the assay used. See also * 7,8-Dihydrocannabinol * Cannabitriol * Delta-4-Tetrahydrocannabinol * Delta-7-Tetrahydrocannabinol * Delta-10-Tetrahydrocannabinol * Hexahydrocannabinol * JWH-138 JWH-138 (THC-Octyl, Δ8-THC-C8) is a synthetic cannabinoid first synthesised by John W. Huffman, with a Ki of 8.5nM at the CB1 cannabinoid receptor. Isomers The ...
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Delta-7-Tetrahydrocannabinol
Delta-7-Tetrahydrocannabinol (alternatively numbered as Delta-5-Tetrahydrocannabinol, Δ5-THC, Δ7-THC) is a synthetic isomer of tetrahydrocannabinol. The (6aR,9S,10aR)-Δ7-THC epimer is only slightly less potent than Δ9-THC itself, while the (9R) enantiomer is much less potent. See also * 7,8-Dihydrocannabinol * Delta-3-Tetrahydrocannabinol * Delta-4-Tetrahydrocannabinol * Delta-8-Tetrahydrocannabinol * Delta-10-Tetrahydrocannabinol * Hexahydrocannabinol Hexahydrocannabinol (HHC) is a hydrogenated derivative of tetrahydrocannabinol. It is a naturally occurring phytocannabinoid that has rarely been identified as a trace component in '' Cannabis sativa'', but can also be produced synthetically by ... References Benzochromenes Cannabinoids {{pharm-stub ...
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Delta-10-Tetrahydrocannabinol
Delta-10-Tetrahydrocannabinol (Delta-10-THC, Δ10-THC, alternatively numbered as Δ2-THC) is an isomer of tetrahydrocannabinol, discovered in the 1980s. Two enantiomers have been reported in the literature, with the 9-methyl group in either the (R) or (S) conformation; of these, the (R) enantiomer appears to be the more active isomer, with about 30 to 40 percent the potency of delta-9-THC. Δ10-THC has rarely been reported as a trace component of natural cannabis, though it is thought to be a degradation product similar to cannabinol rather than being produced by the plant directly. However, it is found more commonly as an impurity in synthetic delta-8-THC produced from cannabidiol and can also be synthesized directly from delta-9-THC. See also * 7,8-Dihydrocannabinol * 9-OH-HHC * Delta-3-Tetrahydrocannabinol * Delta-4-Tetrahydrocannabinol * Delta-7-Tetrahydrocannabinol * Delta-6-Cannabidiol * Hexahydrocannabinol * THC-O-acetate THC acetate ester (THC-O-acetate, THC aceta ...
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Tetrahydrocannabinol
Tetrahydrocannabinol (THC) is the principal psychoactive constituent of cannabis and one of at least 113 total cannabinoids identified on the plant. Although the chemical formula for THC (C21H30O2) describes multiple isomers, the term ''THC'' usually refers to the Delta-9-THC isomer with chemical name (−)-''trans''-Δ9-tetrahydrocannabinol. THC is a lipid found in cannabis and, like most pharmacologically active secondary metabolites of plants, it is assumed to be involved in the plant's evolutionary adaptation, putatively against insect predation, ultraviolet light, and environmental stress. THC was first discovered and isolated by Israeli chemist Raphael Mechoulam in Israel in 1964. It was found that, when smoked, THC is absorbed into the bloodstream and travels to the brain, attaching itself to endocannabinoid receptors located in the cerebral cortex, cerebellum, and basal ganglia. These are the parts of the brain responsible for thinking, memory, pleasure, coordina ...
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7,8-Dihydrocannabinol
7,8-Dihydrocannabinol (7,8-DHC) is a trace component of cannabis. Despite its structural similarity to active cannabinoids such as tetrahydrocannabinol and cannabinol, its pharmacology has not been studied. See also * 8,9-Dihydrocannabidiol * Delta-3-THC * Delta-4-THC * Delta-7-THC * Delta-8-THC * Delta-10-THC * Hexahydrocannabinol Hexahydrocannabinol (HHC) is a hydrogenated derivative of tetrahydrocannabinol. It is a naturally occurring phytocannabinoid that has rarely been identified as a trace component in ''Cannabis sativa'', but can also be produced synthetically by hy ... References Cannabinoids Benzochromenes {{cannabinoid-stub ...
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Hexahydrocannabinol
Hexahydrocannabinol (HHC) is a hydrogenated derivative of tetrahydrocannabinol. It is a naturally occurring phytocannabinoid that has rarely been identified as a trace component in '' Cannabis sativa'', but can also be produced synthetically by hydrogenation of cannabis extracts. HHC was first synthesized in 1947 by Roger Adams using natural THC found in ''Cannabis sativa''. Several research groups have successfully synthesized (+)-HHC and (-)-HHC using citronellal and olivetol, as well as other related compounds. While similar compounds have previously been identified in cannabis, hexahydrocannabinol itself has rarely been isolated from the plant. The de Las Heras group in 2020 took lipid extract from ''Cannabis sativa'' seeds and discovered 43 cannabinoids in the crude extract; one of them being hexahydrocannabinol. It has two diastereomers at the methyl (9) position. HHC is typically made from Δ8-THC, or Δ9-THC. There are no double bonds in the cyclohexyl ring like D8/D9 ...
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