The flavanones, a type of flavonoids, are various

aromatic In chemistry, aromaticity is a chemical property of cyclic ( ring-shaped), ''typically'' planar (flat) molecular structures with pi bonds in resonance (those containing delocalized electrons) that gives increased stability compared to satur ...

, colorless ketones derived from flavone that often occur in plants as

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 glycoside ...

List of flavanones

Blumeatin Blumeatin is a flavanone found in ''Blumea balsamifera'', and has been reported to be present in ''Artemisia annua''. Structure Blumeatin has the skeleton structure of a flavanone with three hydroxy groups at 5, 3' and 5' carbon positions and a ...

* Butin * Eriodictyol * Hesperetin * Hesperidin *

Homoeriodictyol Homoeriodictyol is a bitter-masking flavanone extracted from Yerba Santa (''Eriodictyon californicum'') a plant growing in America. Homoeriodictyol (3`-methoxy-4`,5,7-trihydroxyflavanone) is one of the 4 flavanones identified by Symrise in this ...

Isosakuranetin Isosakuranetin, an O-methylated flavonoid, is the 4'-methoxy derivative of naringenin, a flavanone. Didymin, a disaccharide of isosakuranetin, occur e.g. in sweet orange, blood orange and mandarin. Isosakuranetin is a potent inhibitor of TRPM3 ch ...

Naringenin Naringenin is a flavorless, colorless flavanone, a type of flavonoid. It is the predominant flavanone in grapefruit, and is found in a variety of fruits and herbs. Structure Naringenin has the skeleton structure of a flavanone with three hydro ...

* Naringin * Pinocembrin * Poncirin * Sakuranetin * Sakuranin * Sterubin * Pinostrobin

Metabolism

The enzyme

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 ...

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 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. Glycosides (abacopteri ...

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

External links

* {{Flavanone