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Flavanonol
The flavanonols (with two "o"s a.k.a. 3-hydroxyflavanone or 2,3-dihydroflavonol) are a class of flavonoids that use the 3-hydroxy-2,3-dihydro-2-phenylchromen-4-one (IUPAC name) backbone. Some examples include: * Taxifolin (or Dihydroquercetin) * Aromadedrin (or Dihydrokaempferol) * Engeletin (or Dihydrokaempferol-3-rhamnoside) Metabolism * Flavanone 3-dioxygenase * Flavonol synthase * Dihydroflavonol 4-reductase Glycosides Glycosides ( chrysandroside A and chrysandroside B) can be found in the roots of ''Gordonia chrysandra Gordonia may refer to: Biology * ''Gordonia'' (plant), a genus of flowering plants native to Southeast Asia and the Americas * ''Gordonia'' (bacterium), a genus of bacteria * ''Gordonia'' (synapsid), an extinct animal from the Permian Other uses * ...''. Xeractinol, a dihydroflavonol C-glucoside, can be isolated from the leaves of '' Paepalanthus argenteus var. argenteus''. Dihydro-flavonol glycosides ( astilbin, neoastilbin, isoastilbin, neoiso ...
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Flavanonol Num
The flavanonols (with two "o"s a.k.a. 3-hydroxyflavanone or 2,3-dihydroflavonol) are a class of flavonoids that use the 3-hydroxy-2,3-dihydro-2-phenylchromen-4-one (IUPAC name) backbone. Some examples include: * Taxifolin (or Dihydroquercetin) * Aromadedrin (or Dihydrokaempferol) * Engeletin (or Dihydrokaempferol-3-rhamnoside) Metabolism * Flavanone 3-dioxygenase * Flavonol synthase * Dihydroflavonol 4-reductase Glycosides Glycosides ( chrysandroside A and chrysandroside B) can be found in the roots of '' Gordonia chrysandra''. Xeractinol, a dihydroflavonol C-glucoside, can be isolated from the leaves of '' Paepalanthus argenteus var. argenteus''. Dihydro-flavonol glycosides (astilbin Astilbin is a flavanonol, a type of flavonoid. Astilbin is the (2R-trans)-isomer; neoisoastilbin is the (2S-cis)-isomer and isoastilbin is the (2R-cis)-isomer. Natural occurrences Astilbin can be found in St John's wort (''Hypericum perforatum'' ..., neoastilbin, isoastilbin, neoisoa ...
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Taxifolin
Taxifolin (5,7,3',4'-flavan-on-ol), also known as dihydroquercetin, belongs to the subclass flavanonols in the flavonoids, which in turn is a class of polyphenols. Stereocenters Taxifolin has two stereocenters on the C-ring, as opposed to quercetin which has none. For example, (+)-taxifolin has (2R,3R)-configuration, making it 1 out of 4 stereoisomers that comprise 2 pairs of enantiomers. Natural occurrences Taxifolin is found in non-glutinous rice boiled with adzuki bean (adzuki-meshi). It can be found in conifers like the Siberian larch, ''Larix sibirica'', in Russia, in ''Pinus roxburghii'', in ''Cedrus deodara'' and in the Chinese yew, ''Taxus chinensis var. mairei''. It is also found in the silymarin extract from the milk thistle seeds. Taxifolin is present in vinegars aged in cherry wood. Taxifolin, and flavonoids in general, can be found in many beverages and products. Specifically, taxifolin is found in plant-based foods like fruit, vegetables, wine, tea, and coco ...
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Taxifolin
Taxifolin (5,7,3',4'-flavan-on-ol), also known as dihydroquercetin, belongs to the subclass flavanonols in the flavonoids, which in turn is a class of polyphenols. Stereocenters Taxifolin has two stereocenters on the C-ring, as opposed to quercetin which has none. For example, (+)-taxifolin has (2R,3R)-configuration, making it 1 out of 4 stereoisomers that comprise 2 pairs of enantiomers. Natural occurrences Taxifolin is found in non-glutinous rice boiled with adzuki bean (adzuki-meshi). It can be found in conifers like the Siberian larch, ''Larix sibirica'', in Russia, in ''Pinus roxburghii'', in ''Cedrus deodara'' and in the Chinese yew, ''Taxus chinensis var. mairei''. It is also found in the silymarin extract from the milk thistle seeds. Taxifolin is present in vinegars aged in cherry wood. Taxifolin, and flavonoids in general, can be found in many beverages and products. Specifically, taxifolin is found in plant-based foods like fruit, vegetables, wine, tea, and coco ...
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Xeractinol
Xeractinol is a flavanonol The flavanonols (with two "o"s a.k.a. 3-hydroxyflavanone or 2,3-dihydroflavonol) are a class of flavonoids that use the 3-hydroxy-2,3-dihydro-2-phenylchromen-4-one (IUPAC name) backbone. Some examples include: * Taxifolin (or Dihydroquercetin) * ..., a type of flavonoid. It is a glucoside that can be found in the leaves of '' Paepalanthus argenteus'' (Eriocaulaceae). References External links * Flavanonol glucosides C-glycoside natural phenols {{Aromatic-stub ...
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Neoisoastilbin
Astilbin is a flavanonol, a type of flavonoid. Astilbin is the (2R-trans)-isomer; neoisoastilbin is the (2S-cis)-isomer and isoastilbin is the (2R-cis)-isomer. Natural occurrences Astilbin can be found in St John's wort (''Hypericum perforatum'', Clusiaceae, subfamily Hypericoideae, formerly often considered a full family Hypericaceae), in ''Dimorphandra mollis'' (Fava d'anta, Fabaceae), in the leaves of ''Harungana madagascariensis'' (Hypericaceae),
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Isoastilbin
Astilbin is a flavanonol, a type of flavonoid. Astilbin is the (2R-trans)-isomer; neoisoastilbin is the (2S-cis)-isomer and isoastilbin is the (2R-cis)-isomer. Natural occurrences Astilbin can be found in St John's wort (''Hypericum perforatum'', Clusiaceae, subfamily Hypericoideae, formerly often considered a full family Hypericaceae), in ''Dimorphandra mollis'' (Fava d'anta, Fabaceae), in the leaves of ''Harungana madagascariensis'' (Hypericaceae),
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Neoastilbin
Astilbin is a flavanonol, a type of flavonoid. Astilbin is the (2R-trans)-isomer; neoisoastilbin is the (2S-cis)-isomer and isoastilbin is the (2R-cis)-isomer. Natural occurrences Astilbin can be found in St John's wort (''Hypericum perforatum'', Clusiaceae, subfamily Hypericoideae, formerly often considered a full family Hypericaceae), in ''Dimorphandra mollis'' (Fava d'anta, Fabaceae), in the leaves of ''Harungana madagascariensis'' (Hypericaceae),
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Astilbin
Astilbin is a flavanonol, a type of flavonoid. Astilbin is the (2R-trans)-isomer; neoisoastilbin is the (2S-cis)-isomer and isoastilbin is the (2R-cis)-isomer. Natural occurrences Astilbin can be found in St John's wort (''Hypericum perforatum'', Clusiaceae, subfamily Hypericoideae, formerly often considered a full family Hypericaceae), in '' Dimorphandra mollis'' (Fava d'anta, Fabaceae), in the leaves of ''Harungana madagascariensis'' (Hypericaceae),
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Smilax Glabra
''Smilax glabra'', sarsaparilla, is a plant species in the genus ''Smilax''. It is native to China, the Himalayas, and Indochina. ''S. glabra'' is a traditional medicine in Chinese herbology, whence it is also known as tufuling () or chinaroot, china-root, and china root (a name it shares with the related '' S. china''). Chinaroot is a key ingredient in the Chinese medical dessert ''guilinggao'', which uses its ability to set certain kinds of jelly. Chemical composition Dihydro-flavonol glycosides (astilbin, neoastilbin, isoastilbin, neoisoastilbin, (2''R'', 3''R'')-taxifolin-3'-O-beta-D-pyranoglucoside) have been identified in the rhizome of ''Smilax glabra'' as well as smitilbin, a flavanonol rhamnoside. Smiglabrone A and Smiglabrone B are phenylpropanoid-substituted epicatechins that have also been isolated from the root. Sarsasapogenin Sarsasapogenin is a steroidal sapogenin, that is the aglycosidic portion of a plant saponin. It is named after sarsaparilla ('' Smil ...
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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 compound, 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-phenylchromone, chromen-4-one (3-phenyl-1,4-benzopyran, benzopyrone) structure *neoflavonoids, derived from 4-phenylcoumarine (4-phenyl-1,2-benzopyran, 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 bioflav ...
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Engeletin
Engeletin is a flavanonol rhamnoside, a phenolic compound found in wine Wine is an alcoholic drink typically made from fermented grapes. Yeast consumes the sugar in the grapes and converts it to ethanol and carbon dioxide, releasing heat in the process. Different varieties of grapes and strains of yeasts are ... and isolated from the bark of '' Hymenaea martiana''. See also * Phenolic compounds in wine References Flavonoid rhamnosides {{aromatic-stub ...
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Aromadedrin
Aromadendrin (aromodendrin or dihydrokaempferol) is a flavanonol, a type of flavonoid. It can be found in the wood of '' Pinus sibirica''. Metabolism The enzyme dihydrokaempferol 4-reductase uses ''cis''-3,4-leucopelargonidin and NADP+ to produce (+)-aromadendrin, NADPH, and H+. Glycosides (2''R'',3''R'')-''trans''-Aromadendrin-7-''O''-''beta''-D-glucopyranoside-6′′-(4′′′-hydroxy-2′′′-methylene butanoate) is an acylated glucoside of aromadendrin isolated from the stem bark of '' Afzelia bella'' (Fabaceae). Phellamurin is the 8- prenyl 7-glucoside A glucoside is a glycoside that is derived from glucose. Glucosides are common in plants, but rare in animals. Glucose is produced when a glucoside is hydrolysed by purely chemical means, or decomposed by fermentation or enzymes. The name was o ... derivative of aromadendrin. Chemistry (+)- Leucopelargonidin, (2''R'',3''S'',4''R'')-3,4,5,7,4'-pentahydroxyflavan, can be synthesiz ...
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