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Anthocyanidins
Anthocyanidins are common plant pigments, the sugar-free counterparts of anthocyanins. They are based on the flavylium cation, an oxonium ion, with various groups substituted for its hydrogen atoms. They generally change color from red through purple, blue, and bluish green as a function of pH. Anthocyanidins are an important subclass of the polymethine dyes and flavonoids. The flavylium cation is a chromenylium cation with a phenyl group substituted in position 2; and chromenylium (also called benzopyrylium) is a bicyclic version of pyrylium. The positive charge can move around the molecule. At least 31 monomeric anthocyanidins have been properly identified in living organisms, mostly as the core components of anthocyanins. The latter are responsible for the red, purple, blue, or black color of many fruits (like grapes and blueberries), flowers (like roses), leaves (like purple cabbage), and even tubers (like radishes and purple yams). They are also found in some animals. ...
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Pelargonidin
Pelargonidin is an anthocyanidin, a type of plant pigment producing a characteristic orange color used in food and industrial dyes. Natural occurrences Presence in flowers Pelargonidin can be found in red geraniums (Geraniaceae). It is the predominant pigment causing the red coloration in the spathes of ''Philodendron'' (Araceae). The orange-coloured flowers of blue pimpernel ('' Anagallis monelli'', Myrsinaceae) have a higher concentration of pelargonidin pigment. Red and Pink Roses (Rosa) obtain their color from this phytochemical. Presence in food Pelargonidin can be found in berries such as ripe raspberries and strawberries, as well as blueberries, blackberries, cranberries but also in saskatoon berries and chokeberries. It is also found in plums and pomegranates. Pelargonidin gives red radishes their color. It is present in large amounts in kidney beans. Glycosides In many plant systems, Pelargonidin can be added to a glucose molecule to form Pelargonidin 3-gluco ...
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Cyanidin
Cyanidin is a natural organic compound. It is a particular type of anthocyanidin (glycoside version called anthocyanins). It is a pigment found in many red berries including grapes, bilberry, blackberry, blueberry, cherry, chokeberry, cranberry, elderberry, hawthorn, loganberry, açai berry and raspberry. It can also be found in other fruits such as apples and plums, and in red cabbage and red onion. It has a characteristic reddish-purple color, though this can change with pH; solutions of the compound are red at pH 11. In certain fruits, the highest concentrations of cyanidin are found in the seeds and skin. Cyanidin has been found to be a potent sirtuin 6 (SIRT6) activator. List of cyanidin derivatives * Antirrhinin (cyanidin-3-rutinoside or 3-C-R), found in black raspberry * Cyanidin-3-xylosylrutinoside, found in black raspberry * Cyanidin-3,4′-di-''O''-β-glucopyranoside, found in red onion * Cyanidin-4′-''O''-β-glucoside, found in red onion * Chrysanthemin ( ...
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Peonidin
Peonidin is an O-methylated anthocyanidin derived from Cyanidin, and a primary plant pigment. Peonidin gives purplish-red hues to flowers such as the peony, from which it takes its name, and roses. It is also present in some blue flowers, such as the morning glory. Like most anthocyanidins, it is pH sensitive, and changes from red to blue as pH rises because anthocyanidins are highly conjugated chromophores. When the pH is changed, the extent of the conjugation (of the double bonds) is altered, which alters the wavelength of light energy absorbed by the molecule. (Natural anthocyanidins are most stable in a very low pH environment; at pH 8.0, most become colorless.) At pH 2.0, peonidin is cherry red; at 3.0 a strong yellowish pink; at 5.0 it is grape red-purple; and at 8.0 it becomes deep blue; unlike many anthocyanidins, however, it is stable at higher pH, and has been isolated as a blue colorant from the brilliant "Heavenly Blue" morning glory (''Ipomoea tricolor Cav cv''). B ...
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Delphinidin
Delphinidin (also delphinidine) is an anthocyanidin, a primary plant pigment, and also an antioxidant. Delphinidin gives blue hues to flowers in the genera ''Viola'' and ''Delphinium''. It also gives the blue-red color of the grape that produces Cabernet Sauvignon, and can be found in cranberries and Concord grapes as well as pomegranates, and bilberries. Delphinidin, like nearly all other anthocyanidins, is pH-sensitive, i.e. a natural pH indicator, and changes from blue in basic solution to red in acidic solution. Glycosides Several glycosides derived from delphinidin are known: *Myrtillin (delphinidin-3-''O''-glucoside) and tulipanin (delphinidin-3-''O''-rutinoside) can be found in blackcurrant pomace. *Violdelphin (delphinidin 3-rutinoside-7-''O''-(6-''O''-(4-(6-''O''-(4-hydroxybenzoyl)-β-D-glucosyl)oxybenzoyl)-β-D-glucoside) is responsible for the purplish-blue flower color of '' Aconitum chinense''. * Nasunin (delphinidin-3-(''p''-coumaroylrutinoside)-5-glucoside) ...
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Flavonoid
Flavonoids (or bioflavonoids; from the Latin word ''flavus'', meaning yellow, their color in nature) are a class of polyphenolic secondary metabolites found in plants, and thus commonly consumed in the diets of humans. Chemically, flavonoids have the general structure of a 15-carbon skeleton, which consists of two phenyl rings (A and B) and a heterocyclic ring (C, the ring containing the embedded oxygen). This carbon structure can be abbreviated C6-C3-C6. According to the IUPAC nomenclature, they can be classified into: *flavonoids or bioflavonoids *isoflavonoids, derived from 3-phenyl chromen-4-one (3-phenyl-1,4-benzopyrone) structure *neoflavonoids, derived from 4-phenylcoumarine (4-phenyl-1,2-benzopyrone) structure The three flavonoid classes above are all ketone-containing compounds and as such, anthoxanthins ( flavones and flavonols). This class was the first to be termed bioflavonoids. The terms flavonoid and bioflavonoid have also been more loosely used to describe non ...
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Aurantinidin
Aurantinidin is a water-soluble, red plant dye. It is a member of the class of compounds known as anthocyanidins and is a hydroxy derivative of pelargonidin. Aurantinidin has been reported to occur in '' Impatiens aurantiaca'' (Balsaminaceae), and also in cultivars from genus ''Alstroemeria ''Alstroemeria'' (), commonly called the Peruvian lily or lily of the Incas, is a genus of flowering plants in the family Alstroemeriaceae. They are all native to South America, although some have become naturalized in the United States, Mex ...''.''FLAVONOIDS: Chemistry, biochemistry and applications'' by Oyvind M. Andersen and Kenneth R.Markham References {{Anthocyanins Natural dyes Anthocyanidins Pyrogallols ...
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Luteolinidin
Luteolinidin is a member of the 3-deoxyanthocyanidins. It is a cation with ill-defined anions. This orange species that can be found in ''Sorghum bicolor''. Luteolinidin was shown to inhibit CD38 with relatively high potency compared with previously used inhibitors Glycosides Luteolinidin 5-''O''-β-D- -''O''-β-D-glucopyranosyl-2-''O''-acetylglucopyranoside(a 3-deoxyanthocyanidin laminaribioside) can be found in the fern ''Parablechnum novae-zelandiae'' (syn. ''Blechnum novae-zelandiae''). See also * List of compounds with carbon number 15 This is a partial list of molecules that contain 15 carbon Carbon () is a chemical element with the symbol C and atomic number 6. It is nonmetallic and tetravalent—its atom making four electrons available to form covalent chemical bo ... References --> {{anthocyanins Anthocyanidins Sorghum.html" ;"title="Anthocyanidins.html" ;"title="--> {{anthocyanins Anthocyanidins">--> {{anthocyanins Anthocyanidins Sorghum">Anthocya ...
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3-Deoxyanthocyanidin
The 3-Deoxyanthocyanidins and their glycosides (3-deoxyanthocyanins or 3-DA) are molecules with an anthocyanidins backbone lacking an hydroxyl group at position 3 on the C-ring. This nomenclature is the inverse of that which is commonly used in flavonoids, where the hydroxy-group is assumed absent if it is not specified, e. g. flavan-3-ol, flavan-4-ol, flavan-3,4-ol and flavonol. 3-Deoxyanthocyanidins are yellow anthocyanidins that can be found primarily in ferns and mosses (Timberlake and Bridle, 1975, 1980), in ''Sorghum bicolor'' and in purple corn (Nakatani et al., 1979) (maíz morado). 3-Deoxyanthocyanidins are reported to be stable to color loss due to change in pH. Synthetic 3-deoxyanthocyanidins with a carboxylate group at carbon 4 show unusually stable colorant properties at pH 7. In ''Sorghum'', the ''SbF3'H2'' gene, encoding a flavonoid 3'-hydroxylase, seems to be expressed in pathogen-specific 3-deoxyanthocyanidin phytoalexins synthesis, for example in ''Sorghum-Col ...
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Purple Yam
''Dioscorea alata'', also known as purple yam, ube (, ), or greater yam, among many other names, is a species of yam (a tuber). The tubers are usually a vivid violet-purple to bright lavender in color (hence the common name), but some range in color from cream to plain white. It is sometimes confused with taro and the Okinawa sweet potato (''Ipomoea batatas'' cv. Ayamurasaki), although ''D. alata'' is also grown in Okinawa, where it is known as . With its origins in the Asian tropics, ''D. alata'' has been known to humans since ancient times. Names Because it has become naturalized following its origins in Asia, specifically the Philippines, through tropical South America, and the southeastern U.S., ''D. alata'' is referred to by many different names in these regions. In English alone, aside from purple yam, other common names include ten-months yam, water yam, white yam, winged yam, violet yam, Guyana arrowroot, or simply yam. History of cultivation ''Dioscorea alata'' i ...
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Malvidin
Malvidin is an O-methylated anthocyanidin, the 3',5'-methoxy derivative of delphinidin. As a primary plant pigment, its glycosides are highly abundant in nature. Natural occurrences Malvidin is responsible for the blue color found in petals of the ''Primula'' plants of the ''polyanthus'' group. Blue flowers of the blue pimpernel ('' Anagallis monelli'') have also a higher concentration of malvidin. It is responsible primarily for the color of red wine, ''Vitis vinifera'' being one of its sources. It is also present in other berries, such as blueberries (''Vaccinium corymbosum'') or the saskatoon berries (''Amelanchier alnifolia''). Chemistry Slightly acidic and neutral solutions of malvidin are characteristically of a red color, while basic solutions of malvidin yield a blue color. The breakdown of malvidin releases syringic acid. Use as a marker in archaeology The breakdown of malvidin releases syringic acid as revealed in the examination of jars containing shedeh, a dr ...
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Hirsutidin
Hirsutidin is an O-methylated anthocyanidin, a chemical compound belonging to the anthocyanins. It can be found in ''Catharanthus roseus'' (Madagascar periwinkle) where it is the prominent compound in petals and can also be found in callus A callus is an area of thickened and sometimes hardened skin that forms as a response to repeated friction, pressure, or other irritation. Since repeated contact is required, calluses are most often found on the feet and hands, but they may o ... cultures. Glycosides 3-O-(6-O- p-coumaroyl) glucoside of hirsutidin can also be found in ''Catharanthus roseus''. References {{anthocyanins O-methylated anthocyanidins">--> {{anthocyanins O-methylated anthocyanidins ...
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Europinidin
Europinidin (Eu) is an O-methylated anthocyanidin. It is a water-soluble, bluish red plant dye. It is a rare O-methylated flavonoid, a derivative of delphinidin. It can be found in some species of ''Plumbago ''Plumbago'' is a genus of 10–20 species of flowering plants in the family Plumbaginaceae, native to warm temperate to tropical regions of the world. Common names include plumbago and leadwort (names which are also shared by the genus ''Cerato ...'' and '' Ceratostigma''. References O-methylated anthocyanidins Catechols {{polyphenol-stub ...
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