Delta-6-Cannabidiol
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Delta-6-Cannabidiol
Delta-6-cannabidiol (∆6-CBD) is a positional isomer of cannabidiol, found in only trace amounts in natural cannabis plants but readily synthesised from cannabidiol by base-catalysed migration of the double bond. See also * 4'-Fluorocannabidiol * 7-Hydroxycannabidiol * 8,9-Dihydrocannabidiol * Abnormal cannabidiol * Cannabidiolic acid * Cannabidiol dimethyl ether * Cannabidiphorol * Cannabigerol * Cannabinodiol * Cannabidivarin * Cannabimovone * Delta-8-THC * Delta-10-THC 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 ( ... References Cannabinoids {{cannabinoid-stub ...
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Abnormal Cannabidiol
Abnormal cannabidiol (Abn-CBD) is a synthetic regioisomer of cannabidiol, which unlike most other cannabinoids produces vasodilator effects, lowers blood pressure, and induces cell migration, cell proliferation and mitogen-activated protein kinase activation in microglia, but without producing any psychoactive effects. Receptor activity It has been shown that the actions of abnormal cannabidiol are mediated through a site separate from the cannabinoid receptor 1, CB1 and cannabinoid receptor 2, CB2 receptors, which responds to abnormal cannabidiol, O-1602, and the endogenous ligands: anandamide (AEA), N-arachidonoyl glycine (NAGly) and N-arachidonoyl L-serine. Multiple lines of evidence support the proposed identification of this novel target in microglia Microglia are a type of neuroglia (glial cell) located throughout the brain and spinal cord. Microglia account for about 7% of cells found within the brain. As the resident macrophage cells, they act as the first and main fo ...
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7-Hydroxycannabidiol
7-Hydroxycannabidiol (7-OH-CBD) is an active metabolite of cannabidiol, generated in the body from cannabidiol by the action of the enzyme CYP2C19. While methods have been developed for its synthetic production, and measurement of levels in the body following consumption of cannabidiol, its pharmacology has been relatively little studied, though it has been found to possess similar anticonvulsant effects to cannabidiol itself, as well as lowering blood triglyceride levels. Like its precursor CBD, it is not known to exhibit any psychoactive effects on the body and is known to counter the psychoactive effects of THC if it is present at the same time. This mode of action in 2015 was discovered to be at least contributing in part by being a non competitive negative allosteric modulator of the Cannabinoid receptor type 1. See also * 4'-Fluorocannabidiol * 8,9-Dihydrocannabidiol * 8,11-Dihydroxytetrahydrocannabinol * 11-Hydroxy-THC * Cannabidiolic acid * Cannabidiol dimethyl ether * ...
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Cannabidiol Dimethyl Ether
Cannabidiol dimethyl ether (CBDD) is a trace component of cannabis which can also be made synthetically. It is a potent and selective inhibitor of the enzyme 15-lipoxygenase and inhibits oxygenation of linoleic acid, a process involved in the development of atherosclerosis. See also * 4'-Fluorocannabidiol * 7-Hydroxycannabidiol * 8,9-Dihydrocannabidiol * Cannabicitran * Delta-6-Cannabidiol * KLS-13019 * O-1918 O-1918 is a synthetic compound related to cannabidiol, which is an antagonist at two former orphan receptors GPR18 and GPR55, that appear to be related to the cannabinoid receptors. O-1918 is used in the study of these receptors, which have been ... References Cannabinoids Methoxy compounds {{cannabinoid-stub ...
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Delta-8-THC
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 of t ...
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Delta-10-THC
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 acetate, ...
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Positional Isomer
In chemistry, a structural isomer (or constitutional isomer in the IUPAC nomenclature) of a compound is another compound whose molecule has the same number of atoms of each element, but with logically distinct bonds between them. The term metamer was formerly used for the same concept. For example, butanol , methyl propyl ether , and diethyl ether have the same molecular formula but are three distinct structural isomers. The concept applies also to polyatomic ions with the same total charge. A classical example is the cyanate ion and the fulminate ion . It is also extended to ionic compounds, so that (for example) ammonium cyanate and urea are considered structural isomers,William F. Bynum, E. Janet Browne, Roy Porter (2014): ''Dictionary of the History of Science''. 530 pages. and so are methylammonium formate and ammonium acetate . Structural isomerism is the most radical type of isomerism. It is opposed to stereoisomerism, in which the atoms and bonding scheme ar ...
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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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4'-Fluorocannabidiol
4'-Fluorocannabidiol (also known as PECS-101 and 4'-F-CBD, and formerly as HUF-101 and HU-474) is a fluorinated cannabidiol derivative that has more potent anxiolytic, antidepressant, antipsychotic and anti-compulsive activity in mice compared to its parent compound. It was first synthesized in 2016, alongside 10-fluorocannabidiol diacetate and 8,9-dihydro-7-fluorocannabidiol, which showed much weaker activity. Synthesis 4'-Fluorocannabidiol has been synthesized from isolated cannabidiol by putting it in dry dichloromethane and adding 1-fluoropyridinium triflate. See also * 7-Hydroxycannabidiol * 8,9-Dihydrocannabidiol * Abnormal cannabidiol * Cannabinoids * Cannabinoid receptors * HU-331 * KLS-13019 * O-1602 * O-1918 O-1918 is a synthetic compound related to cannabidiol, which is an antagonist at two former orphan receptors GPR18 and GPR55, that appear to be related to the cannabinoid receptors. O-1918 is used in the study of these receptors, which have been ... Refe ...
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8,9-Dihydrocannabidiol
8,9-Dihydrocannabidiol (also known as H2CBD, DiHydroCBD, Delta-1-H2CBD, or Delta-1-DiHydroCBD) is a synthetic cannabinoid that is closely related to cannabidiol (CBD) itself. Pharmacology It may have certain advantages over CBD, in that it is fully synthetic, inexpensive to produce, and it is not a scheduled drug (cannabis extracts are controlled substances in most parts of the world). In addition, there is no path to synthesize the psychoactive substance tetrahydrocannabinol (THC) from H2CBD. CBD has been shown to convert to some extent to THC in the gastric tract, and the deliberate laboratory conversion of CBD to THC is straightforward. H2CBD has therefore been studied for its potential use as an alternative to CBD in terms of its lack of abuse liability and absence of psychotropic effects. It was shown to have anti-seizure activity essentially identical to that of CBD in tests with rats. In 2006 it was reported that 8,9-Dihydrocannabidiol binds very weakly to the CB1 rec ...
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Cannabidiolic Acid
Cannabidiolic acid (CBDA), is a cannabinoid found in cannabis plants. It is most abundant in the glandular trichomes on the female seedless flowers or more accurately infructescence often colloquially referred to as buds. CBDA is the chemical precursor to cannabidiol (CBD). Through the process of decarboxylation cannabidol is derived via a loss of a carbon and two oxygen atoms from the 1 position of the benzoic acid ring. Cannabinoids are a class of compounds that are essentially unique to the cannabis genus.  Both marijuana and hemp belong to this genus. Chemical composition Cannabidiolic acid is biosynthesized by Cannabidiolic acid synthase from the conjugation of olivetolic acid and cannabigerolic acid Cannabigerolic acid (CBGA) is the acidic form of cannabigerol (CBG). It is a dihydroxybenzoic acid and olivetolic acid in which the hydrogen at position 3 is substituted by a geranyl group. It is a biosynthetic precursor to Delta-9-tetrahydrocann .... CBDA is not produced b ...
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Cannabidiphorol
The heptyl homologue of cannabidiol was identified as a natural phytocannabinoid and named cannabidiphorol (CBDP) in 2019. It had previously been reported as a synthetic compound, but was not identified as a natural product prior to 2019. References See also * CBD-DMH * Tetrahydrocannabiphorol Tetrahydrocannabiphorol (THCP) is a potent phytocannabinoid, a CB1 and CB2 agonist which was known as a synthetic homologue of THC, but for the first time in 2019 was isolated as a natural product in trace amounts from ''Cannabis sativa''. ... {{Cannabinoids Phytocannabinoids 2,6-Dihydroxybiphenyls ...
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