Aucubin
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Aucubin
Aucubin is an iridoid glycoside. Iridoids are commonly found in plants and function as defensive compounds. Iridoids decrease the growth rates of many generalist herbivores. Natural occurrences Aucubin, as other iridoids, is found in asterids such as ''Aucuba japonica'' (Garryaceae), ''Eucommia ulmoides'' (Eucommiaceae), ''Plantago asiatica'', ''Plantago major'', ''Plantago lanceolata'' (Plantaginaceae), '' Galium aparine'' (Rubiaceae) and others. These plants are used in traditional Chinese and folk medicine. Agnuside is composed of aucubin and ''p''-hydroxybenzoic acid. Health effects Aucubin was found to protect against liver damage induced by carbon tetrachloride or alpha-amanitin in mice and rats when 80 mg/kg was dosed intraperitoneally. Chemistry Aucubin is a monoterpenoid based compound. Aucubin, like all iridoids, has a cyclopentan- pyran skeleton. Iridoids can consist of ten, nine, or rarely eight carbons in which C11 is more frequently missing than C10 ...
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Plantago Lanceolata
''Plantago lanceolata'' is a species of flowering plant in the plantain family Plantaginaceae. It is known by the common names ribwort plantain, narrowleaf plantain, English plantain, ribleaf, lamb's tongue, and buckhorn. It is a common weed on cultivated or disturbed land. Description The plant is a rosette-forming perennial herb, with leafless, silky, hairy flower stems (). The basal leaves are lanceolate spreading or erect, scarcely toothed with 3-5 strong parallel veins narrowed to a short petiole. The flower stalk is deeply furrowed, ending in an ovoid inflorescence of many small flowers each with a pointed bract. Each inflorescence can produce up to two hundred seeds. Flowers are (calyx green, corolla brownish), 4 bent back lobes with brown midribs and long white stamens. It is native to temperate Eurasia, widespread throughout the British Isles, but scarce on the most acidic soils ( pH < 4.5). It is present and widespread in the Americas and Australia as an



Galium Aparine
''Galium aparine'', with common names including cleavers, clivers, catchweed and sticky willy among others, is an annual, herbaceous plant of the family Rubiaceae. Names ''Galium aparine'' is known by a variety of common names in English. They include ''hitchhikers'', ''cleavers'', ''clivers'', ''bedstraw'', ''(small) goosegrass'' (not to be confused with other plants known as ''goosegrass''), ''catchweed'', ''stickyweed'', ''sticky bob'', ''stickybud'', ''stickyback'', ''sticky molly'', ''robin-run-the-hedge'', ''sticky willy'', ''sticky willow'', ''stickyjack'', ''stickeljack'', ''grip grass, sticky grass, bobby buttons, whippysticks'', and ''velcro plant''. ''Galium'' is Dioscorides’ name for the plant. It is derived from the Greek word for ‘milk’, because the flowers of '' Galium verum'' were used to curdle milk in cheese making.Gledhill, David (2008). "The Names of Plants". Cambridge University Press. (hardback), (paperback). pp 52, 174 ''Aparine'' is a name used b ...
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Glycoside
In chemistry, a glycoside is a molecule in which a sugar is bound to another functional group via a glycosidic bond. Glycosides play numerous important roles in living organisms. Many plants store chemicals in the form of inactive glycosides. These can be activated by enzyme hydrolysis, which causes the sugar part to be broken off, making the chemical available for use. Many such plant glycosides are used as medications. Several species of ''Heliconius'' butterfly are capable of incorporating these plant compounds as a form of chemical defense against predators. In animals and humans, poisons are often bound to sugar molecules as part of their elimination from the body. In formal terms, a glycoside is any molecule in which a sugar group is bonded through its anomeric carbon to another group via a glycosidic bond. Glycosides can be linked by an O- (an '' O-glycoside''), N- (a '' glycosylamine''), S-(a '' thioglycoside''), or C- (a '' C-glycoside'') glycosidic bond. Accordin ...
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4-Hydroxybenzoic Acid
4-Hydroxybenzoic acid, also known as ''p''-hydroxybenzoic acid (PHBA), is a monohydroxybenzoic acid, a phenolic derivative of benzoic acid. It is a white crystalline solid that is slightly soluble in water and chloroform but more soluble in polar organic solvents such as alcohols and acetone. 4-Hydroxybenzoic acid is primarily known as the basis for the preparation of its esters, known as parabens, which are used as preservatives in cosmetics and some ophthalmic solutions. It is isomeric with 2-hydroxybenzoic acid, known as salicylic acid, a precursor to aspirin, and with 3-hydroxybenzoic acid. Natural occurrences It is found in plants of the genus ''Vitex'' such as '' V. agnus-castus'' or '' V. negundo'', and in '' Hypericum perforatum'' (St John's wort). It is also found in '' Spongiochloris spongiosa'', a freshwater green alga. The compound is also found in ''Ganoderma lucidum'', a medicinal mushroom with the longest record of use. '' Cryptanaerobacter phenolicus'' is a ...
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Plantago Major
''Plantago major'', the broadleaf plantain, white man's footprint, waybread, or greater plantain, is a species of flowering plant in the plantain family Plantaginaceae. The plant is native to Eurasia. The young, tender leaves can be eaten raw, and the older, stringier leaves can be boiled in stews and eaten. Description ''Plantago major'' is a herbaceous, perennial plant with a rosette of leaves in diameter.Blamey, M. & Grey-Wilson, C. (1989). ''Flora of Britain and Northern Europe''. Each leaf is oval-shaped, long and broad, rarely up to long and broad, with an acute apex, a smooth margin, and a distinct petiole almost as long as the leaf itself. There are five to nine conspicuous veins over the length of the leaf. The flowers are small, greenish-brown with purple stamens, produced in a dense spike long on top of a stem tall and rarely to tall. Plantain is wind-pollinated and propagates primarily by seeds, which are held on the long, narrow spikes which rise we ...
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Agnuside
Agnuside is a chemical compound found in ''Vitex agnus-castus''. Agnuside is the ester of aucubin Aucubin is an iridoid glycoside. Iridoids are commonly found in plants and function as defensive compounds. Iridoids decrease the growth rates of many generalist herbivores. Natural occurrences Aucubin, as other iridoids, is found in asterids ... and ''p''-hydroxybenzoic acid. References Iridoid glycosides Phenol glucosides Cyclopentenes {{ester-stub ...
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Dimethylallyl Pyrophosphate
Dimethylallyl pyrophosphate (DMAPP; or alternatively, dimethylallyl diphosphate (DMADP); also isoprenyl pyrophosphate) is an isoprenoid precursor. It is a product of both the mevalonate pathway and the MEP pathway of isoprenoid precursor biosynthesis. It is an isomer of isopentenyl pyrophosphate (IPP) and exists in virtually all life forms. The enzyme isopentenyl pyrophosphate isomerase catalyzes isomerization between DMAPP and IPP. In the mevalonate pathway DMAPP is synthesised from mevalonic acid. In contrast, DMAPP is synthesised from HMBPP in the MEP pathway. At present, it is believed that there is crossover between the two pathways in organisms that use both pathways to create terpenes and terpenoid The terpenoids, also known as isoprenoids, are a class of naturally occurring organic chemicals derived from the 5-carbon compound isoprene and its derivatives called terpenes, diterpenes, etc. While sometimes used interchangeably with "terpenes" ...s, such as in plants, ...
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Geranyl Pyrophosphate
Geranyl pyrophosphate (GPP), also known as geranyl diphosphate (GDP), is the pyrophosphate ester of the terpenoid geraniol. Its salts are colorless. It is a precursor to many natural products. Occurrence GPP is an intermediate in the isoprenoid biosynthesis pathway that produces longer prenyl chains such as farnesyl pyrophosphate and geranylgeranyl pyrophosphate as well as many terpenes. It can be prepared in the laboratory from geraniol. Related compounds * Geraniol * Farnesyl pyrophosphate * Geranylgeranyl pyrophosphate See also * Dimethylallyltranstransferase Dimethylallyltranstransferase (DMATT), also known as farnesylpyrophosphate synthase (FPPS) or as farnesyldiphosphate synthase (FDPS), is an enzyme that in humans is encoded by the FDPS gene and catalyzes the transformation of dimethylallylpyr ... References Further reading *Kulkarni RS, Pandit SS, Chidley HG, Nagel R, Schmidt A, Gershenzon J, Pujari KH, Giri AP and Gupta VS, 2013Characterization of thre ...
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Terpenoid
The terpenoids, also known as isoprenoids, are a class of naturally occurring organic chemicals derived from the 5-carbon compound isoprene and its derivatives called terpenes, diterpenes, etc. While sometimes used interchangeably with "terpenes", terpenoids contain additional functional groups, usually containing oxygen. When combined with the hydrocarbon terpenes, terpenoids comprise about 80,000 compounds. They are the largest class of plant secondary metabolites, representing about 60% of known natural products. Many terpenoids have substantial pharmacological bioactivity and are therefore of interest to medicinal chemists. Plant terpenoids are used for their aromatic qualities and play a role in traditional herbal remedies. Terpenoids contribute to the scent of eucalyptus, the flavors of cinnamon, cloves, and ginger, the yellow color in sunflowers, and the red color in tomatoes. Well-known terpenoids include citral, menthol, camphor, salvinorin A in the plant ''Salvia div ...
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Iridoid
Iridoids are a type of monoterpenoids in the general form of cyclopentanopyran, found in a wide variety of plants and some animals. They are biosynthetically derived from 8-oxogeranial. Iridoids are typically found in plants as glycosides, most often bound to glucose. The chemical structure is exemplified by iridomyrmecin, a defensive chemical produced by the ant genus ''Iridomyrmex'', for which iridoids are named. Structurally, they are bicyclic ''cis''-fused cyclopentane-pyrans. Cleavage of a bond in the cyclopentane ring gives rise to a subclass known as ''secoiridoids'', such as oleuropein and amarogentin. Occurrence The iridoids produced by plants act primarily as a defense against herbivores or against infection by microorganisms. The variable checkerspot butterfly also contains iridoids obtained through its diet which act as a defense against avian predators. To humans and other mammals, iridoids are often characterized by a deterrent bitter taste. Aucubin and catal ...
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Mevalonate
Mevalonic acid (MVA) is a key organic compound in biochemistry; the name is a contraction of dihydroxymethylvalerolactone. The carboxylate anion of mevalonic acid, which is the predominant form in biological environments, is known as ''mevalonate'' and is of major pharmaceutical importance. Drugs like statins (which lower levels of cholesterol) stop the production of mevalonate by inhibiting HMG-CoA reductase. Chemistry Mevalonic acid is very soluble in water and polar organic solvents. It exists in equilibrium with its lactone form, called mevalonolactone, that is formed by internal condensation of its terminal alcohol and carboxylic acid functional groups. Biology Mevalonic acid is a precursor in the biosynthetic pathway known as the mevalonate pathway that produces terpenes and steroids. Mevalonic acid is the primary precursor of isopentenyl pyrophosphate (IPP), that is in turn the basis for all terpenoids. Mevalonic acid is chiral and the (3''R'')-enantiomer In chemistr ...
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Gardenia Jasminoides
''Gardenia jasminoides'', commonly known as gardenia, is an evergreen flowering plant in the coffee family Rubiaceae. It is native to parts of South-East Asia. Wild plants range from 30 centimetres to 3 metres (about 1 to 10 feet) in height. They have a rounded habit with very dense branches with opposite leaves that are lanceolate-oblong, leathery or gathered in groups on the same node and by a dark green, shiny and slightly waxy surface and prominent veins. With its shiny green leaves and heavily fragrant white summer flowers, it is widely used in gardens in warm temperate and subtropical climates. It also is used as a houseplant in temperate climates. It has been in cultivation in China for at least a thousand years, and it was introduced to English gardens in the mid-18th century. Many varieties have been bred for horticulture, with low-growing, and large, and long-flowering forms. Description ''Gardenia jasminoides'' is a shrub that ranges from 30 cm to 3 m (1–1 ...
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