Olivetolic Acid
Olivetolic acid is an organic compound with the formula . Several isomers with this formula exist. Olivetolic acid can be viewed as a derivative of olivetol ( 1,3,5-, with a carboxylic acid group adjacent to the pentyl (C5H11) group. Olivetolic acid has attracted attention because it is an intermediate in the biosynthetic pathway of the cannabinoids, found in ''Cannabis sativa''. The ester dimer of olivetolic acid, anziaic acid, is found in lichen A lichen ( , ) is a hybrid colony (biology), colony of algae or cyanobacteria living symbiotically among hypha, filaments of multiple fungus species, along with yeasts and bacteria embedded in the cortex or "skin", in a mutualism (biology), m ....M.P. Polovinka; N.I. Komarova; D.V. Korchagina; D.N. Sokolov; O.A. Luzina; N.G. Vlasenko; A.A. Malyuga; E.V. Romanova; N.F. Salakhutdinov: ''Secondary metabolites of the lichen Cladonia stellaris'' in Chemistry of Natural Compounds 48 (2012) 392–395, . References Resorcinols ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Cannabidiolic Acid
Cannabidiolic acid (CBDA), is a cannabinoid produced in cannabis plants. It is the precursor to cannabidiol (CBD). It is most abundant in the glandular trichomes on the female seedless flowers or more accurately infructescence often colloquially referred to as buds or flowers. Biosynthesis Cannabidiolic acid is a natural product sesquiterpene biosynthesized in cannabis via Cannabidiolic acid synthase from the conjugation of olivetolic acid and cannabigerolic acid. Decarboxylation CBDA is the chemical precursor to cannabidiol (CBD). Through the process of decarboxylation Decarboxylation is a chemical reaction that removes a carboxyl group and releases carbon dioxide (CO2). Usually, decarboxylation refers to a reaction of carboxylic acids, removing a carbon atom from a carbon chain. The reverse process, which is ..., cannabidiol is derived through loss of the carbon and two oxygen atoms that make up the carboxylic acid moeity on the aromatic ring. References {{Cannabin ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Organic Compound
Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-containing compounds such as alkanes (e.g. methane ) and its derivatives are universally considered organic, but many others are sometimes considered inorganic, such as certain compounds of carbon with nitrogen and oxygen (e.g. cyanide ion , hydrogen cyanide , chloroformic acid , carbon dioxide , and carbonate ion ). Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The study of the properties, reactions, and syntheses of organic compounds comprise the discipline known as organic chemistry. For historical reasons, a few classes of carbon-containing compounds (e.g., carbonate salts and cyanide salts), along with a few other exceptions (e.g., carbon dioxide, and even ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Olivetol
Olivetol is an organic compound with the formula . Several isomers exist; olivetol has the two hydroxyl and the pentyl groups located at the 1,3, and 5 positions on the benzene ring. It is a colorless solid that is soluble in a variety of organic solvents. It is found in certain species of lichen. It is also a precursor in various syntheses of tetrahydrocannabinol. Occurrence Olivetol is found in certain species of lichens, from which it can be readily extracted. Olivetol is also produced by a number of insects, either as a pheromone, repellent, or antiseptic. The cannabis plant produces the related substance olivetolic acid (OLA), which may be involved in the biosynthesis of tetrahydrocannabinol (THC). Synthesis of THC analogs Olivetol is used in various methods to produce synthetic analogs of THC. One such method is a condensation reaction of olivetol and geraniol in the presence of boron trifluoride, which affords a cannabigerol. In ''PiHKAL'', Alexander Shulgin repor ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Reaction Intermediate
In chemistry, a reaction intermediate, or intermediate, is a molecular entity arising within the sequence of a stepwise chemical reaction. It is formed as the reaction product of an elementary step, from the reactants and/or preceding intermediates, but is consumed in a later step. It does not appear in the chemical equation for the overall reaction. For example, consider this hypothetical reaction: :A + B → C + D If this overall reaction comprises two elementary steps thus: :A + B → X :X → C + D then X is a reaction intermediate. The phrase ''reaction intermediate'' is often abbreviated to the single word ''intermediate'', and this is IUPAC's preferred form of the term. But this shorter form has other uses. It often refers to reactive intermediates. It is also used more widely for chemicals such as cumene which are traded within the chemical industry but are not generally of value outside it. IUPAC definition The IUPAC Gold Book defines an ''intermediate'' as a co ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Biosynthesis
Biosynthesis, i.e., chemical synthesis occurring in biological contexts, is a term most often referring to multi-step, enzyme-Catalysis, catalyzed processes where chemical substances absorbed as nutrients (or previously converted through biosynthesis) serve as enzyme substrate (chemistry), substrates, with conversion by the living organism either into simpler or more complex Product (chemistry), products. Examples of biosynthetic pathways include those for the production of amino acids, lipid membrane components, and nucleotides, but also for the production of all classes of biological macromolecules, and of acetyl-coenzyme A, adenosine triphosphate, nicotinamide adenine dinucleotide and other key intermediate and transactional molecules needed for metabolism. Thus, in biosynthesis, any of an array of Chemical compound, compounds, from simple to complex, are converted into other compounds, and so it includes both the catabolism and anabolism (building up and breaking down) of comple ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Cannabinoid
Cannabinoids () are several structural classes of compounds found primarily in the ''Cannabis'' plant or as synthetic compounds. The most notable cannabinoid is the phytocannabinoid tetrahydrocannabinol (THC) (delta-9-THC), the primary psychoactive compound in Cannabis (drug), cannabis. Cannabidiol (CBD) is also a major constituent of temperate cannabis plants and a minor constituent in tropical varieties. At least 100 distinct phytocannabinoids have been isolated from cannabis, although only four (i.e., THCA, CBDA, CBCA and their common precursor CBGA) have been demonstrated to have a biogenetic origin. It was reported in 2020 that phytocannabinoids can be found in other plants such as rhododendron, licorice and liverwort, and earlier in Echinacea. Phytocannabinoids are multi-ring phenolic compounds structurally related to THC, but endocannabinoids are fatty acid derivatives. Nonclassical synthetic cannabinoids (cannabimimetics) include aminoalkylindoles, 1,5-diarylpyrazoles, qu ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Cannabis Sativa
''Cannabis sativa'' is an annual Herbaceous plant, herbaceous flowering plant. The species was first classified by Carl Linnaeus in 1753. The specific epithet ''Sativum, sativa'' means 'cultivated'. Indigenous to East Asia, Eastern Asia, the plant is now of cosmopolitan distribution due to widespread cultivation. It has been cultivated throughout recorded history and used as a source of Hemp#fibre, industrial fiber, Hemp oil, seed oil, Hempnut, food, and Medical cannabis, medicine. It is also used as Cannabis (drug), a recreational drug and for entheogenic use of cannabis, religious and spiritual purposes. Description The flowers of ''Cannabis sativa'' plants are most often either male or female, but only plants displaying female pistils can be or turn hermaphrodite. Males can never become hermaphrodites. It is a short-day flowering plant, with staminate (male) plants usually taller and less robust than pistillate (female or male) plants. The flowers of the female plant are arr ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Anziaic Acid
Anziaic acid is a depside found in lichens. It gives a red reaction in the C test. The two phenolic rings have a pentyl side chain. It is an ester dimer of olivetolic acid. Anziaic acid works as an antibacterial compound by inhibiting topoisomerase. Production Anziaic acid has been artificially produced from olivetolic acid by benzylation of the ''O''-phenol positions, and then condensing with trifluoroacetic anhydride. Properties Anziaic acid is colourless. It can be dissolved in ethanol, ethanol-water mixture, or cyclohexane-benzene mixture. Related Perlatolic acid, dihydropicrolichenic acid, 2'-''O''-methylanziaic acid, 2-''O''-methylperlatolic acid, 2'-''O''-methylperlatolic and planaic acid are derivatives of anziaic acid, where a methyl group replaces a hydrogen in some of the hydroxy positions on the rings. Occurrence Anziaic acid is found in Parmeliaceae The Parmeliaceae is a large and diverse family of Lecanoromycetes. With over 2700 species in 71 genera, it ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Lichen
A lichen ( , ) is a hybrid colony (biology), colony of algae or cyanobacteria living symbiotically among hypha, filaments of multiple fungus species, along with yeasts and bacteria embedded in the cortex or "skin", in a mutualism (biology), mutualistic relationship.Introduction to Lichens – An Alliance between Kingdoms . University of California Museum of Paleontology. . Lichens are the lifeform that first brought the term symbiosis (as ''Symbiotismus'') into biological context. Lichens have since been recognized as important actors in nutrient cycling and producers which many higher trophic feeders feed on, such as reindeer, gastropods, nematodes, mites, and springtails. Lichens have properties different from those of their component organisms. They come in man ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Resorcinols
Resorcinol (or resorcin) is a phenolic compound. It is an organic compound with the formula C6H4(OH)2. It is one of three isomeric benzenediols, the 1,3-isomer (or '' meta''-isomer). Resorcinol crystallizes from benzene as colorless needles that are readily soluble in water, alcohol, and ether, but insoluble in chloroform and carbon disulfide. Production Resorcinol is produced in several steps from benzene, starting with dialkylation with propylene to give 1,3-diisopropylbenzene. Oxidation and Hock rearrangement of this disubstituted arene gives acetone and resorcinol. Resorcinol is a relatively inexpensive chemical. It is produced in only a very few locations around the world (as of 2010 only four commercial plants were known to be operative: in the United States, Germany, China, and Japan), and is the determining factor in the cost of PRF adhesives. Production in the United States ended in 2017 with the closure of Indspec Chemical's plant in Petrolia, Pennsylvania. Man ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Dihydroxybenzoic Acids
Dihydroxybenzoic acids (DHBA) are a type of phenolic acid Phenolic acids or phenolcarboxylic acids ? are phenolic compounds and types of aromatic acid compounds. Included in that class are substances containing a phenolic ring and an organic carboxylic acid function (C6-C1 skeleton). Two important nat ...s. There are six main compounds, having all the same molecular formula C7H6O4. Those are: * 2,3-Dihydroxybenzoic acid (2-Pyrocatechuic acid or hypogallic acid) * 2,4-Dihydroxybenzoic acid (β-Resorcylic acid) * 2,5-Dihydroxybenzoic acid (Gentisic acid) * 2,6-Dihydroxybenzoic acid (γ-Resorcylic acid) * 3,4-Dihydroxybenzoic acid (Protocatechuic acid) * 3,5-Dihydroxybenzoic acid (α-Resorcylic acid) Orsellinic acid is also a dihydoxybenzoic acid having an extra methyl group. {{Chemistry index Dihydroxybenzoic acids ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |