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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 * Cannabidiol diacetate * Delta-6-Cannabidiol * Delta-8-THCM * KLS-13019 KLS-13019 is a cannabidiol derivative that has been modified on the side chain to improve solubility and tissue penetration properties. It was developed and patented by Neuropathix subsidiary Kannalife and found to be 50x more potent than canna ... * O-1918 References Cannabinoids Methoxy compounds {{cannabinoid-stub ...
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Cannabis
''Cannabis'' () is a genus of flowering plants in the family Cannabaceae that is widely accepted as being indigenous to and originating from the continent of Asia. However, the number of species is disputed, with as many as three species being recognized: '' Cannabis sativa'', '' C. indica'', and '' C. ruderalis''. Alternatively, ''C. ruderalis'' may be included within ''C. sativa'', or all three may be treated as subspecies of ''C. sativa'', or ''C. sativa'' may be accepted as a single undivided species. The plant is also known as hemp, although this term is usually used to refer only to varieties cultivated for non-drug use. Hemp has long been used for fibre, seeds and their oils, leaves for use as vegetables, and juice. Industrial hemp textile products are made from cannabis plants selected to produce an abundance of fibre. ''Cannabis'' also has a long history of being used for medicinal purposes, and as a recreational drug known by ...
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Enzyme
An enzyme () is a protein that acts as a biological catalyst by accelerating chemical reactions. The molecules upon which enzymes may act are called substrate (chemistry), substrates, and the enzyme converts the substrates into different molecules known as product (chemistry), products. Almost all metabolism, metabolic processes in the cell (biology), cell need enzyme catalysis in order to occur at rates fast enough to sustain life. Metabolic pathways depend upon enzymes to catalyze individual steps. The study of enzymes is called ''enzymology'' and the field of pseudoenzyme, pseudoenzyme analysis recognizes that during evolution, some enzymes have lost the ability to carry out biological catalysis, which is often reflected in their amino acid sequences and unusual 'pseudocatalytic' properties. Enzymes are known to catalyze more than 5,000 biochemical reaction types. Other biocatalysts include Ribozyme, catalytic RNA molecules, also called ribozymes. They are sometimes descr ...
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ALOX15
ALOX15 (also termed arachidonate 15-lipoxygenase, 15-lipoxygenase-1, 15-LO-1, 15-LOX-1) is, like other lipoxygenases, a seminal enzyme in the metabolism of polyunsaturated fatty acids to a wide range of physiologically and pathologically important products. ▼ Gene Function Kelavkar and Badr (1999) stated that the ALOX15 gene product is implicated in antiinflammation, membrane remodeling, and cancer development/metastasis. Kelavkar and Badr (1999) described experiments yielding data that supported the hypothesis that loss of the TP53 gene, or gain-of-function activities resulting from the expression of its mutant forms, regulates ALOX15 promoter activity in human and in mouse, albeit in directionally opposite manners. These studies defined a direct link between ALOX15 gene activity and an established tumor-suppressor gene located in close chromosomal proximity. Kelavkar and Badr (1999) referred to this as evidence that 15-lipoxygenase is a mutator gene. ▼ Mapping By PCR ana ...
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Linoleic Acid
Linoleic acid (LA) is an organic compound with the formula . Both alkene groups () are ''cis''. It is a fatty acid sometimes denoted 18:2 (n−6) or 18:2 ''cis''-9,12. A linoleate is a salt or ester of this acid. Linoleic acid is a polyunsaturated, omega−6 fatty acid. It is a colorless liquid that is virtually insoluble in water but soluble in many organic solvents. It typically occurs in nature as a triglyceride (ester of glycerin) rather than as a free fatty acid. It is one of two essential fatty acids for humans, who must obtain it through their diet, and the most essential, because the body uses it as a base to make the others. The word "linoleic" derives , reflecting the fact that it was first isolated from linseed oil. History In 1844, F. Sacc, working at the laboratory of Justus von Liebig, isolated linoleic acid from linseed oil. In 1886, K. Peters determined the existence of two double bonds. Its essential role in human diet was discovered by G. O. Burr and other ...
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Atherosclerosis
Atherosclerosis is a pattern of the disease arteriosclerosis, characterized by development of abnormalities called lesions in walls of arteries. This is a chronic inflammatory disease involving many different cell types and is driven by elevated blood levels of cholesterol. These lesions may lead to narrowing of the arterial walls due to buildup of atheromatous plaques. At the onset, there are usually no symptoms, but if they develop, symptoms generally begin around middle age. In severe cases, it can result in coronary artery disease, stroke, peripheral artery disease, or kidney disorders, depending on which body part(s) the affected arteries are located in the body. The exact cause of atherosclerosis is unknown and is proposed to be multifactorial. Risk factors include dyslipidemia, abnormal cholesterol levels, elevated levels of inflammatory biomarkers, high blood pressure, diabetes, smoking (both active and passive smoking), obesity, genetic factors, family history, lifes ...
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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-1602 is a synthetic compound most closely related to abnormal cannabidiol, and more distantly related in structure to cannabinoid drugs such as THC. O-1602 does not bind to the classical cannabinoid receptors CB1 or CB2 with any significant ... * O-1918 Re ...
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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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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. that was first synthesized by Alexander R. Todd in 1940 derived from the catalytic hydrogenation of cannabidiol. 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 organic synthesis, 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 ...
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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 (CBC) * Cannabicyclol (CBL) * Cannabidiol dimethyl ether (CBDD) * Cannabielsoin (CBE) * Cannabigerol (CBG) * Cannabimovone (CBM) * Cannabitriol (CBT) * Isotetrahydrocannabinol Isotetrahydrocannabinol (iso-THC or Δ8-Isotetrahydrocannabinol) is a phytocannabinoid commonly found as a component in synthetic THC which has been made from acid-catalyzed cyclization of cannabidiol. iso-THC can be described as the upper cycl ... (iso-THC) References Benzochromenes Phytocannabinoids Heterocyclic compounds with 4 rings Oxygen h ...
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Cannabidiol Diacetate
Cannabidiol diacetate (CBD-di-O-Acetate, CBD-DO) is a semi-synthetic derivative of cannabidiol derived by acetylation of the OH groups, which presumably acts as a prodrug for CBD. It has been found as a component of grey-market cannabis products such as e-cigarette liquids and cannabis infused foods. See also * 4'-Fluorocannabidiol * 7-Hydroxycannabidiol * 8,9-Dihydrocannabidiol * Cannabidiol dimethyl ether * Delta-6-Cannabidiol * H4-CBD * KLS-13019 * THC-O-acetate THC-O-acetate (THC acetate ester, O-acetyl-THC, THC-O, AcO-THC) is the acetate ester of THC. The term ''THC-O-acetate'' and its variations are commonly used for two types of the substance, dependent on which cannabinoid it is synthesized from. ... References Cannabinoids Acetate esters Isopropenyl compounds {{cannabinoid-stub ...
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Delta-8-THCM
Delta-8-THCM (O-Methyl-Δ8-THC) is a chemical compound related to phytocannabinoids found in ''Cannabis''. It has been sold as a designer drug, first identified in Sweden in June 2024. However, it is a known compound which has been well established to almost entirely lack cannabinoid-like effects in mice, rats and monkeys, unlike the dimethylheptyl analogue L-759,633 which is a selective agonist for CB2 and has antiinflammatory but not psychoactive effects. See also * 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 d ... * L-759,656 References Cannabinoids Benzochromenes Methoxy compounds {{cannabinoid-stub ...
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