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Flavanone Glycosides
The flavanones, a type of flavonoids, are various aromatic, colorless ketones derived from flavone that often occur in plants as glycosides. List of flavanones * Blumeatin * Butin * Dichamanetin * Eriodictyol * Hesperetin * Hesperidin * Homoeriodictyol * Isosakuranetin * Naringenin * Naringin * Pinocembrin * Poncirin * Sakuranetin * Sakuranin * Sterubin * Pinostrobin Metabolism The enzyme chalcone isomerase uses a chalcone-like compound to produce a flavanone. Flavanone 4-reductase is an enzyme that uses (2''S'')-flavan-4-ol The flavan-4-ols (3-deoxyflavonoids) are flavone-derived Alcohol (chemistry), alcohols and a family of flavonoids. Flavan-4-ols are colorless precursor compounds that polymerize to form red phlobaphene pigments. They can be found in the sorghum. Gl ... and NADP+ to produce (2''S'')-flavanone, NADPH, and H+. Synthesis Numerous methods exist for the enantioselective chemical and biochemical synthesis of flavanones and related compounds. References Exte ...
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Flavanone Num
The flavanones, a type of flavonoids, are various aromatic, colorless ketones derived from flavone that often occur in plants as glycosides. List of flavanones * Blumeatin * Butin * Dichamanetin * Eriodictyol * Hesperetin * Hesperidin * Homoeriodictyol * Isosakuranetin * Naringenin * Naringin * Pinocembrin * Poncirin * Sakuranetin * Sakuranin * Sterubin * Pinostrobin Metabolism The enzyme chalcone isomerase uses a chalcone-like compound to produce a flavanone. Flavanone 4-reductase is an enzyme that uses (2''S'')-flavan-4-ol The flavan-4-ols (3-deoxyflavonoids) are flavone-derived Alcohol (chemistry), alcohols and a family of flavonoids. Flavan-4-ols are colorless precursor compounds that polymerize to form red phlobaphene pigments. They can be found in the sorghum. Gl ... and NADP+ to produce (2''S'')-flavanone, NADPH, and H+. Synthesis Numerous methods exist for the enantioselective chemical and biochemical synthesis of flavanones and related compounds. References ...
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Naringenin
Naringenin is a flavanone from the flavonoid group of polyphenols. It is commonly found in citrus fruits, especially as the predominant flavonone in grapefruit. The fate and biological functions of naringenin in vivo are unknown, remaining under preliminary research, as of 2024. High consumption of dietary naringenin is generally regarded as safe, mainly due to its low bioavailability. Taking dietary supplements or consuming grapefruit excessively may impair the action of anticoagulants and increase the toxicity of various prescription drugs. Similar to furanocoumarins present in citrus fruits, naringenin may evoke CYP3A4 suppression in the liver and intestines, possibly resulting in adverse interactions with common medications. Structure Naringenin has the skeleton structure of a flavanone with three hydroxy groups at the 4′, 5, and 7 carbons. It may be found both in the aglycol form, naringenin, or in its glycosidic form, naringin, which has the addition of the disac ...
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Flavanone 4-reductase
In enzymology, a flavanone 4-reductase () is an enzyme that catalysis, catalyzes the chemical reaction :(2S)-flavan-4-ol + NADP+ \rightleftharpoons (2S)-flavanone + NADPH + H+ Thus, the two substrate (biochemistry), substrates of this enzyme are (2S)-flavan-4-ol and nicotinamide adenine dinucleotide phosphate, NADP+, whereas its 3 product (chemistry), products are (2S)-flavanone, nicotinamide adenine dinucleotide phosphate, NADPH, and hydrogen ion, H+. This enzyme belongs to the family of oxidoreductases, specifically those acting on the CH-OH group of donor with NAD+ or NADP+ as acceptor. The List of enzymes, systematic name of this enzyme class is (2S)-flavan-4-ol:NADP+ 4-oxidoreductase. This enzyme participates in flavonoid biosynthesis. References

* EC 1.1.1 NADPH-dependent enzymes Enzymes of unknown structure Flavanones metabolism {{1.1.1-enzyme-stub ...
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Chalconoid
Chalconoids ( Greek: χαλκός ''khalkós'', "copper", due to its color), also known as chalcones, are natural phenols In organic chemistry, phenols, sometimes called phenolics, are a class of chemical compounds consisting of one or more hydroxyl groups (− O H) bonded directly to an aromatic hydrocarbon group. The simplest is phenol, . Phenolic compounds ar ... derived from chalcone. They form the central core for a variety of important biological compounds. They show antibacterial, antifungal, antitumor and anti-inflammatory properties. Some chalconoids demonstrated the ability to block voltage-dependent potassium channels. Chalcones are also natural aromatase inhibitors. Chalcones are aromatic ketones with two phenyl rings that are also intermediates in the synthesis of many biological compounds. The closure of hydroxy chalcones causes the formation of the flavonoid structure. Flavonoids are substances in the plant's secondary metabolism with an array of bio ...
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Chalcone Isomerase
In enzymology, a chalcone isomerase () is an enzyme that catalyzes the chemical reaction :a chalcone \rightleftharpoons a flavanone Hence, this enzyme has one substrate, a chalcone, and one product, a flavanone. This enzyme belongs to the family of isomerases, specifically the class of intramolecular lyases. The systematic name of this enzyme class is flavanone lyase (decyclizing). This enzyme is also called chalcone-flavanone isomerase. This enzyme participates in flavonoid biosynthesis. The ''Petunia hybrida'' (Petunia) genome contains two genes coding for very similar enzymes, ChiA and ChiB, but only the first seems to encode a functional chalcone isomerase. Structural studies As of late 2007, 7 structures have been solved for this class of enzymes, with PDB accession codes , , , , , , and . Chalcone isomerase has a core 2-layer alpha/beta structure A structure is an arrangement and organization of interrelated elements in a material object or system, or the objec ...
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Sterubin
Sterubin (7-methoxy-3',4',5-trihydroxyflavanone) is a bitter-masking flavanone extracted from Yerba Santa ('' Eriodictyon californicum'') a plant growing in America. Sterubin is one of the four flavanones identified by Symrise in this plant which elicit taste-modifying properties. The others are homoeriodictyol, its sodium salt, and eriodictyol Eriodictyol is a bitter-masking flavanone, a flavonoid extracted from yerba santa ('' Eriodictyon californicum''), a plant native to North America. Eriodictyol is one of the four flavanones identified in this plant as having taste-modifying prop .... Recent research has demonstrated some neuroprotective properties of Sterubin ''in vitro'', but more research is needed before it can be considered a true drug candidate.Batya Swift Yasgur (Paywalled) Medscape. February 2019. References O-methylated flavanones Bitter-masking compounds Taste modifiers Catechols {{aromatic-stub ...
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Sakuranin
Sakuranin is a flavanone, a type of flavonoid. It is the ''O''-glucoside of sakuranetin. It can be found in ''Prunus ''Prunus'' is a genus of flowering plant, flowering trees and shrubs from the family (biology), family Rosaceae. The genus includes plums, cherries, peaches, nectarines, apricots and almonds (collectively Drupe, stonefruit). The genus has a cosm ... sp.''Flavonoids of Various Prunus Species. IV. The Flavonoids in the Wood of Prunus donarium var. spontanea. Masao Hasegawa and Teruo Shirato, J. Am. Chem. Soc., 1955, 77 (13), pages 3557–3558, References External links * O-methylated flavanones Flavanone glycosides Phenol glucosides {{phenol-stub ...
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Sakuranetin
Sakuranetin is a flavan-on, the 7-methoxy derivative of naringenin, found in Polymnia fruticosa and rice, where it acts as a phytoalexin against spore germination of '' Pyricularia oryzae''. __TOC__ Glycosides Sakuranin is the 5-O-glucoside of sakuranetin. Metabolism ; biosynthesis Naringenin 7-O-methyltransferase uses naringenin to yield sakuranetin, with S-adenosyl-methionine as the methyl donor. ; biodegradation In compounds like 7-methoxylated flavanones like sakuranetin, demethylation Demethylation is the chemical process resulting in the removal of a methyl group (CH3) from a molecule. A common way of demethylation is the replacement of a methyl group by a hydrogen atom, resulting in a net loss of one carbon and two hydrogen at ... followed by sulfation occur in model organism '' Cunninghamella elegans''. References Aromatase inhibitors O-methylated flavanones Phytoalexins {{aromatic-stub ...
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Poncirin
Poncirin is the 7-''O''- neohesperidoside of isosakuranetin. Poncirin can be extracted from trifoliate orange (''Poncirus trifoliata''). References External links * O-methylated flavanones Flavanone glycosides Flavonoids found in Rutaceae 4-Methoxyphenyl compounds {{Aromatic-stub ...
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Pinocembrin
Pinocembrin is a flavanone, a type of flavonoid. It is an antioxidant found in damiana, honey, fingerroot, and propolis. Pinocembrin can be converted biosynthetically to pinobanksin by hydroxylation In chemistry, hydroxylation refers to the installation of a hydroxyl group () into an organic compound. Hydroxylations generate alcohols and phenols, which are very common functional groups. Hydroxylation confers some degree of water-solubility .... See also * Pinobanksin References External links * Aromatase inhibitors Flavanones Flavonoid antioxidants Honey ...
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Naringin
Naringin is a flavanone-7-''O''-glycoside between the flavanone naringenin and the disaccharide neohesperidose. The flavonoid naringin occurs naturally in citrus fruits, especially in grapefruit, where naringin is responsible for the fruit's bitter taste. In commercial grapefruit juice production, the enzyme naringinase can be used to remove the bitterness (debittering) created by naringin. In humans naringin is metabolized to the aglycone naringenin (not bitter) by naringinase present in the gut. Structure Naringin belongs to the flavonoid family. Flavonoids consist of 15 carbon atoms in 3 rings, 2 of which must be benzene rings connected by a 3 carbon chain. Naringin contains the basic flavonoid structure along with one rhamnose and one glucose unit attached to its aglycone portion, called naringenin, at the 7-carbon position. The steric hindrance provided by the two sugar units makes naringin less potent than its aglycone counterpart, naringenin. Metabolism In humans, naringi ...
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