Comparison Of Phytocannabinoids
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Comparison Of Phytocannabinoids
Cannabinoids () are compounds found in the cannabis plant or synthetic compounds that can interact with the endocannabinoid system. The most notable cannabinoid is the phytocannabinoid tetrahydrocannabinol (THC) (Delta-9-THC), the primary intoxicating compound in cannabis. Cannabidiol (CBD) is another major constituent of some cannabis plants. At least 113 distinct cannabinoids have been isolated from cannabis. This article gives comparative structures of some of the more common natural and synthetic cannabinoids, as well as showing structures of legally banned and sanctioned cannabinoids. Structures Legality Thermal properties Conversion temperatures Decarboxylation temperatures Upon heating, cannabinoid acids decarboxylate to give their psychoactive cannabinoid. For example, Delta-9-tetrahydrocannabinol (THC) is the main psychoactive compound found in cannabis and is responsible for the "high" feeling when consumed. However, cannabis does not naturally contain si ...
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Cannabidiol
Cannabidiol (CBD) is a phytocannabinoid discovered in 1940. It is one of 113 identified cannabinoids in cannabis plants, along with tetrahydrocannabinol (THC), and accounts for up to 40% of the plant's extract. , clinical research on CBD included studies related to anxiety, cognition, movement disorders, and pain, but there is insufficient high-quality evidence that cannabidiol is effective for these conditions. Nevertheless, CBD is an herbal dietary supplement promoted with unproven claims of particular therapeutic effects. The global market size for CBD was predicted to exceed billion by 2028. Cannabidiol can be taken internally in multiple ways, including by inhaling cannabis smoke or vapor, oral, and as an aerosol spray into the cheek. It may be supplied as CBD oil containing only CBD as the active ingredient (excluding tetrahydrocannabinol HCor terpenes), CBD-dominant hemp extract oil, capsules, dried cannabis, or prescription liquid solution. CBD does not have the ...
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Cannabis
''Cannabis'' () is a genus of flowering plants in the family Cannabaceae. The number of species within the genus is disputed. Three species may be recognized: ''Cannabis sativa'', '' C. indica'', and '' C. ruderalis''. Alternatively, ''C. ruderalis'' may be included within ''C. sativa'', all three may be treated as subspecies of ''C. sativa'', or ''C. sativa'' may be accepted as a single undivided species. The genus is widely accepted as being indigenous to and originating from Asia. The plant is also known as hemp, although this term is often used to refer only to varieties of ''Cannabis'' cultivated for non-drug use. Cannabis has long been used for hemp fibre, hemp seeds and their oils, hemp leaves for use as vegetables and as juice, medicinal purposes, and as a recreational drug. Industrial hemp products are made from cannabis plants selected to produce an abundance of fibre. Various cannabis strains have been bred, often selectively to pro ...
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Cannabigerol
Cannabigerol (CBG) is one of more than 120 identified cannabinoid compounds found in the plant genus ''Cannabis''. Cannabigerol is the decarboxylated form of cannabigerolic acid, the parent molecule from which other cannabinoids are synthesized. Cannabigerol is normally a minor constituent of cannabis. During plant growth, most of the cannabigerol is converted into other cannabinoids, primarily tetrahydrocannabinol (THC) or cannabidiol (CBD), leaving about 1% cannabigerol in the plant. Some strains, however, produce larger amounts of cannabigerol and cannabigerolic acid, while having low quantities of other cannabinoids, like THC and CBD. Although cannabigerol is sold as a dietary supplement, its effects and safety for human consumption are undefined. Biosynthesis The biosynthesis of cannabigerol begins by loading hexanoyl-CoA onto a polyketide synthase assembly protein and subsequent condensation with three molecules of malonyl-CoA. This polyketide is cyclized to oliveto ...
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Cannabivarin
Cannabivarin (CBV), also known as cannabivarol, is considered a non-psychoactive cannabinoid — it does not produce the euphoric side effects found in THC. Minor amounts of CBV are found in the hemp plant ''Cannabis sativa''. It is an analog of cannabinol (CBN) with the side chain shortened by two methylene bridges (-CH2-). CBV is an oxidation product of tetrahydrocannabivarin (THCV, THV). Chemistry It has no double bond isomers nor stereoisomers. Legal status It is not scheduled by Convention on Psychotropic Substances. United States CBV is not scheduled at the federal level in the United States, but it could be considered an analog (of THC), in which case, sales or possession intended for human consumption could be prosecuted under the Federal Analog Act. See also * Cannabinoids * Cannabis * Medical cannabis Medical cannabis, or medical marijuana (MMJ), is cannabis and cannabinoids that are prescribed by physicians for their patients. The use of cannabis as medi ...
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Cannabicitran 3D BS
Cannabicitran (CBTC) is a phytocannabinoid first isolated in 1974 as a trace component of ''Cannabis sativa'', Structurally related compounds can be found in some other plants. It is not psychoactive, but was found to reduce intraocular pressure in tests on rabbits, which may reflect agonist activity at the NAGly receptor (formally GPR18) that is known to be a target of many structurally related cannabinoids. See also * 9-OH-HHC * Cannabichromene * Cannabicyclol * Cannabidiol dimethyl ether * Cannabielsoin * Cannabigerol * Cannabimovone * Cannabitriol Cannabitriol ((+)-CBT, (''S'',''S'')-9,10-Dihydroxy-Δ6a(10a)-THC) is a phytocannabinoid first isolated in 1966, an oxidation product of tetrahydrocannabinol which has been identified both as a trace component of cannabis and as a metabolite in ... References Benzochromenes Phytocannabinoids Heterocyclic compounds with 4 rings Oxygen heterocycles {{cannabinoid-stub ...
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Cannabicitran Structure
Cannabicitran (CBTC) is a phytocannabinoid first isolated in 1974 as a trace component of ''Cannabis sativa'', Structurally related compounds can be found in some other plants. It is not psychoactive, but was found to reduce intraocular pressure in tests on rabbits, which may reflect agonist activity at the NAGly receptor (formally GPR18) that is known to be a target of many structurally related cannabinoids. See also * 9-OH-HHC * Cannabichromene * Cannabicyclol * Cannabidiol dimethyl ether * Cannabielsoin * Cannabigerol * Cannabimovone * Cannabitriol Cannabitriol ((+)-CBT, (''S'',''S'')-9,10-Dihydroxy-Δ6a(10a)-THC) is a phytocannabinoid first isolated in 1966, an oxidation product of tetrahydrocannabinol which has been identified both as a trace component of cannabis and as a metabolite in ... References Benzochromenes Phytocannabinoids Heterocyclic compounds with 4 rings Oxygen heterocycles {{cannabinoid-stub ...
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Cannabicitran
Cannabicitran (CBTC) is a phytocannabinoid first isolated in 1974 as a trace component of ''Cannabis sativa'', Structurally related compounds can be found in some other plants. It is not psychoactive, but was found to reduce intraocular pressure in tests on rabbits, which may reflect agonist activity at the NAGly receptor (formally GPR18) that is known to be a target of many structurally related cannabinoids. See also * 9-OH-HHC * Cannabichromene * Cannabicyclol * Cannabidiol dimethyl ether * Cannabielsoin * Cannabigerol * Cannabimovone * Cannabitriol Cannabitriol ((+)-CBT, (''S'',''S'')-9,10-Dihydroxy-Δ6a(10a)-THC) is a phytocannabinoid first isolated in 1966, an oxidation product of tetrahydrocannabinol which has been identified both as a trace component of cannabis and as a metabolite in ... References Benzochromenes Phytocannabinoids Heterocyclic compounds with 4 rings Oxygen heterocycles {{cannabinoid-stub ...
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Cannabinodiol
Cannabinodiol (CBND), also known as cannabidinodiol, cannabinoid that is present in the plant '' Cannabis sativa'' at low concentrations. It is the fully aromatized derivative of cannabidiol (CBD) and can occur as a product of the photochemical conversion of cannabinol (CBN). See also * Cannabidiol * Cannabinol * Cannabichromene Cannabichromene (CBC), also called cannabichrome, cannanbichromene, pentylcannabichromene or cannabinochromene, is an anti-inflammatory which may contribute to the pain-killing effect of cannabis. It is one of the hundreds of cannabinoids found i ... * Cannabimovone * Delta-6-CBD * Dimethylheptylpyran * HU-210 * Nabilone * Parahexyl * Tetrahydrocannabivarin References Cannabinoids Natural phenols 2,6-Dihydroxybiphenyls Alkyl-substituted benzenes {{cannabinoid-stub ...
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Cannabinol 3D
Cannabinol (CBN) is a mildly psychoactive cannabinoid that acts as a low affinity partial agonist at both CB1 and CB2 receptors. This activity at CB1 and CB2 receptors constitutes interaction of CBN with the endocannabinoid system (ECS). CBN was the first cannabis compound to be isolated from cannabis extract in the late 1800s. Its structure and chemical synthesis were achieved by 1940, followed by some of the first basic research studies to determine the effects of individual cannabis-derived compounds in vivo. Although CBN shares the same mechanism of action as other phytocannabinoids (e.g., delta-9 tetrahydrocannabinol or D9THC), it has a lower affinity for CB1 receptors, meaning that much higher doses of CBN are required in order to experience effects, such as mild sedation. Chemical structure Cannabinoid receptor agonists are categorized into four groups based on chemical structure. CBN, as one of the many phytocannabinoids derived from Cannabis Sativa L, is considered ...
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Cannabinol
Cannabinol (CBN) is a mildly psychoactive cannabinoid that acts as a low affinity partial agonist at both CB1 and CB2 receptors. This activity at CB1 and CB2 receptors constitutes interaction of CBN with the endocannabinoid system (ECS). CBN was the first cannabis compound to be isolated from cannabis extract in the late 1800s. Its structure and chemical synthesis were achieved by 1940, followed by some of the first basic research studies to determine the effects of individual cannabis-derived compounds in vivo. Although CBN shares the same mechanism of action as other phytocannabinoids (e.g., delta-9 tetrahydrocannabinol or D9THC), it has a lower affinity for CB1 receptors, meaning that much higher doses of CBN are required in order to experience effects, such as mild sedation. Chemical structure Cannabinoid receptor agonists are categorized into four groups based on chemical structure. CBN, as one of the many phytocannabinoids derived from Cannabis Sativa L, is considered ...
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Cannabicyclol
Cannabicyclol (CBL) is a non- psychoactive cannabinoid found in ''Cannabis''. CBL is a degradative product like cannabinol, with cannabichromene degrading into CBL through natural irradiation or under acid conditions. CBL is not scheduled under the Convention on Psychotropic Substances. See also * Cannabis * Medical cannabis References External links CTD's Cannabicyclol pagefrom the Comparative Toxicogenomics Database The Comparative Toxicogenomics Database (CTD) is a public website and research tool launched in November 2004 that curates scientific data describing relationships between chemicals/drugs, genes/proteins, diseases, taxa, phenotypes, GO annotations ... Wiley-VCH list of chemicals Phytocannabinoids Phenols Benzopyrans Cyclobutanes Cyclopentanes Heterocyclic compounds with 4 rings {{cannabinoid-stub ...
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