Pulegone
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Pulegone
Pulegone is a naturally occurring organic compound obtained from the essential oils of a variety of plants such as ''Nepeta cataria'' (catnip), ''Mentha piperita'', and pennyroyal. It is classified as a monoterpene. Pulegone is a clear colorless oily liquid and has a pleasant odor similar to pennyroyal, peppermint and camphor. It is used in flavoring agents, in perfumery, and in aromatherapy. Toxicology It was reported that the chemical is toxic to rats if a large quantity is consumed. Pulegone is also an insecticide − the most powerful of three insecticides naturally occurring in many mint species. As of October 2018, the FDA withdrew authorization for the use of pulegone as a synthetic flavoring substance for use in food, but that naturally-occurring pulegone can continue to be used. Sources * Creeping charlie * ''Mentha longifolia'' * '' Mentha suaveolens'' * Pennyroyal * Peppermint *'' Schizonepeta tenuifolia'' *'' Bursera graveolens'' See also * Menthofuran * ...
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Mentha Pulegium
''Mentha pulegium'', commonly (European) pennyroyal, or pennyrile, also called mosquito plant and pudding grass, is a species of flowering plant in the mint family, Lamiaceae, native to Europe, North Africa, and the Middle East. Crushed pennyroyal leaves emit a very strong fragrance similar to spearmint. Pennyroyal is a traditional folk remedy, emmenagogue, abortifacient, and culinary herb, but is toxic to the liver and has caused some deaths. European pennyroyal is related to an American species, Hedeoma pulegioides. Though they differ in genera, they share similar chemical properties. Description An annual to perennial plant with creeping or erect branched stems to about 40 cm in height. The stems are square in cross-section and can vary from hairless on some plants to densely hairy on others, with a green to sometimes red or purplish colour. The leaves, which grow in opposite pairs, are narrowly oval, 2–3 cm long x 1 cm wide, downy, sparsely toothed towar ...
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Menthofuran
Menthofuran is an organic compound found in a variety of essential oils including that of pennyroyal (''Mentha pulegium''). It is highly toxic and believed to be the primary toxin in pennyroyal responsible for its potentially fatal effects. After ingestion of menthofuran, it is metabolically activated to chemically reactive intermediates that are hepatotoxic. Biosynthesis Menthofuran is produced biosynthetically from pulegone by the enzyme menthofuran synthase. : Chemistry Synthesis Menthofuran can be synthesized from 5-methylcyclohexane-1,3-dione and allenyldimethylsulfonium bromide in two steps via a furannulation strategy consisting of enolate addition and rearrangement. Pharmacology Menthofuran is a metabolite of pulegone. Both ''in vitro'' and ''in vivo Studies that are ''in vivo'' (Latin for "within the living"; often not italicized in English) are those in which the effects of various biological entities are tested on whole, living organisms or cells, u ...
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Menthol
Menthol is an organic compound, more specifically a monoterpenoid, made synthetically or obtained from the oils of corn mint, peppermint, or other mints. It is a waxy, clear or white crystalline substance, which is solid at room temperature and melts slightly above. The main form of menthol occurring in nature is (−)-menthol, which is assigned the (1''R'',2''S'',5''R'') configuration. Menthol has local anesthetic and counterirritant qualities, and it is widely used to relieve minor throat irritation. Menthol also acts as a weak κ-opioid receptor agonist. Structure Natural menthol exists as one pure stereoisomer, nearly always the (1''R'',2''S'',5''R'') form (bottom left corner of the diagram below). The eight possible stereoisomers are: : In the natural compound, the isopropyl group is in the '' trans'' orientation to both the methyl and hydroxyl groups. Thus, it can be drawn in any of the ways shown: : The (+)- and (−)- enantiomers of menthol are the most stab ...
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Mentha Piperita
Peppermint (''Mentha'' × ''piperita'') is a hybrid species of mint, a cross between watermint and spearmint. Indigenous to Europe and the Middle East, the plant is now widely spread and cultivated in many regions of the world.Euro+Med Plantbase Project''Mentha'' × ''piperita''/ref> It is occasionally found in the wild with its parent species.Flora of NW Europe''Mentha'' × ''piperita'' Although the genus ''Mentha'' comprises more than 25 species, the one in most common use is peppermint. While Western peppermint is derived from ''Mentha × piperita'', Chinese peppermint, or ''bohe'', is derived from the fresh leaves of ''M. haplocalyx''. ''M. × piperita'' and ''M. haplocalyx'' are both recognized as plant sources of menthol and menthone, and are among the oldest herbs used for both culinary and medicinal products. Botany Peppermint was first described in 1753 by Carl Linnaeus from specimens that had been collected in England; he treated it as a species,Linnaeus, C. (17 ...
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Peppermint
Peppermint (''Mentha'' × ''piperita'') is a hybrid species of mint, a cross between watermint and spearmint. Indigenous to Europe and the Middle East, the plant is now widely spread and cultivated in many regions of the world.Euro+Med Plantbase Project''Mentha'' × ''piperita''/ref> It is occasionally found in the wild with its parent species.Flora of NW Europe''Mentha'' × ''piperita'' Although the genus ''Mentha'' comprises more than 25 species, the one in most common use is peppermint. While Western peppermint is derived from ''Mentha × piperita'', Chinese peppermint, or ''bohe'', is derived from the fresh leaves of ''M. haplocalyx''. ''M. × piperita'' and ''M. haplocalyx'' are both recognized as plant sources of menthol and menthone, and are among the oldest herbs used for both culinary and medicinal products. Botany Peppermint was first described in 1753 by Carl Linnaeus from specimens that had been collected in England; he treated it as a species,Linnaeus, C. (1 ...
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Peppermint
Peppermint (''Mentha'' × ''piperita'') is a hybrid species of mint, a cross between watermint and spearmint. Indigenous to Europe and the Middle East, the plant is now widely spread and cultivated in many regions of the world.Euro+Med Plantbase Project''Mentha'' × ''piperita''/ref> It is occasionally found in the wild with its parent species.Flora of NW Europe''Mentha'' × ''piperita'' Although the genus ''Mentha'' comprises more than 25 species, the one in most common use is peppermint. While Western peppermint is derived from ''Mentha × piperita'', Chinese peppermint, or ''bohe'', is derived from the fresh leaves of ''M. haplocalyx''. ''M. × piperita'' and ''M. haplocalyx'' are both recognized as plant sources of menthol and menthone, and are among the oldest herbs used for both culinary and medicinal products. Botany Peppermint was first described in 1753 by Carl Linnaeus from specimens that had been collected in England; he treated it as a species,Linnaeus, C. (1 ...
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Schizonepeta
''Schizonepeta'' (Japanese catnip) is a genus of herbs. It should not be confused with the true catnips of the genus '' Nepeta'' (also Lamiaceae) known for their euphoria-inducing effect on domestic cats. Used as a medicinal herb, ''Schizonepeta tenuifolia'' is cultivated chiefly in the provinces of Jiangsu, Zhejiang and Jiangxi, China. The above-ground parts are collected in autumn, or early winter, and dried in the shade. Its Chinese name is jing jie (荊芥) pronounced jīng jiè (pinyin). Other names include Herba seu Flos Schizonepetae Tenuifoliae, keigai (Japanese), and hyonggae (Korean). Extracts In animal studies, ''Schizonepeta tenuifolia'' extracts in high doses exhibit immunomodulation of the inflammatory response by regulating cytokine release, specifically the release of Th1 and Th2 cytokines from T cells as well as the unprimed CD4 T cells from differentiating into Th1 and Th2 cells. ''Schizonepeta'' also interrupts histamine release from mast cells to inhibit al ...
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Monoterpene
Monoterpenes are a class of terpenes that consist of two isoprene units and have the molecular formula C10H16. Monoterpenes may be linear (acyclic) or contain rings (monocyclic and bicyclic). Modified terpenes, such as those containing oxygen functionality or missing a methyl group, are called monoterpenoids. Monoterpenes and monoterpenoids are diverse. They have relevance to the pharmaceutical, cosmetic, agricultural, and food industries. Biosynthesis Monoterpenes are derived biosynthetically from units of isopentenyl pyrophosphate, which is formed from acetyl-CoA via the intermediacy of mevalonic acid in the HMG-CoA reductase pathway. An alternative, unrelated biosynthesis pathway of IPP is known in some bacterial groups and the plastids of plants, the so-called MEP-(2-methyl-D-erythritol-4-phosphate) pathway, which is initiated from C5 sugars. In both pathways, IPP is isomerized to DMAPP by the enzyme isopentenyl pyrophosphate isomerase. Geranyl pyrophosphate is the precu ...
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Monoterpenes
Monoterpenes are a class of terpenes that consist of two isoprene units and have the molecular formula C10H16. Monoterpenes may be linear (acyclic) or contain rings (monocyclic and bicyclic). Modified terpenes, such as those containing oxygen functionality or missing a methyl group, are called monoterpenoids. Monoterpenes and monoterpenoids are diverse. They have relevance to the pharmaceutical, cosmetic, agricultural, and food industries. Biosynthesis Monoterpenes are derived biosynthetically from units of isopentenyl pyrophosphate, which is formed from acetyl-CoA via the intermediacy of mevalonic acid in the HMG-CoA reductase pathway. An alternative, unrelated biosynthesis pathway of IPP is known in some bacterial groups and the plastids of plants, the so-called MEP-(2-methyl-D-erythritol-4-phosphate) pathway, which is initiated from C5 sugars. In both pathways, IPP is isomerized to DMAPP by the enzyme isopentenyl pyrophosphate isomerase. Geranyl pyrophosphate is the precursor ...
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Glechoma Hederacea
''Glechoma hederacea'' is an aromatic, perennial, evergreen creeper of the mint family Lamiaceae. It is commonly known as ground-ivy, gill-over-the-ground, creeping charlie, alehoof, tunhoof, catsfoot, field balm, and run-away-robin. It is also sometimes known as creeping jenny, but that name more commonly refers to '' Lysimachia nummularia''. It is used as a salad green in many countries. European settlers carried it around the world, and it has become a well-established introduced and naturalized plant in a wide variety of localities. It is also considered an aggressive invasive weed of woodlands and lawns in some parts of North America. In the absence of any biological control, research conducted by the USDA herbicides are relied upon (despite their drawbacks) particularly for woodland ecosystems. The plant's extensive root system makes it difficult to eradicate by hand-pulling. Description ''Glechoma hederacea'' can be identified by its round to reniform (kidney or fa ...
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Mentha Suaveolens
''Mentha suaveolens'', the apple mint, pineapple mint, woolly mint or round-leafed mint (synonyms ''M. rotundifolia'', ''Mentha macrostachya'', ''Mentha insularis''), is a member of the mint family Lamiaceae. It is native to southern and western Europe including the Mediterranean region. It is a herbaceous, upright perennial plant that is most commonly grown as a culinary herb or for ground cover. Description Apple mint typically grows to a height of from tall and spreads by stolons to form clonal colonies. The foliage is light green, with the opposite, wrinkled, sessile leaves being oblong to nearly ovate, long and broad. They are somewhat hairy on top and downy underneath with serrated edges. The flowers develop in terminal spikes long and consisting of a number of whorls of white or pinkish flowers. Apple mint flowers in mid to late summer. The plant is aromatic with a fruity, minty flavour. Distribution Apple mint is native to southern and western Europe and is natura ...
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Ketones
In organic chemistry, a ketone is a functional group with the structure R–C(=O)–R', where R and R' can be a variety of carbon-containing substituents. Ketones contain a carbonyl group –C(=O)– (which contains a carbon-oxygen double bond C=O). The simplest ketone is acetone (where R and R' is methyl), with the formula . Many ketones are of great importance in biology and in industry. Examples include many sugars ( ketoses), many steroids (e.g., testosterone), and the solvent acetone. Nomenclature and etymology The word ''ketone'' is derived from ''Aketon'', an old German word for ''acetone''. According to the rules of IUPAC nomenclature, ketone names are derived by changing the suffix ''-ane'' of the parent alkane to ''-anone''. Typically, the position of the carbonyl group is denoted by a number, but traditional nonsystematic names are still generally used for the most important ketones, for example acetone and benzophenone. These nonsystematic names are considered ...
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