Azaleatin

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Azaleatin
Azaleatin structure
Names
Preferred IUPAC name
2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-5-methoxy-4H-1-benzopyran-4-one
Other names
2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-5-methoxy-4H-chromen-4-one
5-O-Methylquercetin
Quercetin 5-methyl ether
Identifiers
3D model (Jmol)
ChEBI
ChemSpider
Properties
C16H12O7
Molar mass 316.26 g/mol
Density 1.634 g/mL
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Azaleatin is a chemical compound. It is an O-methylated flavonol, a type of flavonoid. It was first isolated from the flowers of Rhododendron mucronatum in 1956[1] and has since been recorded in forty-four other Rhododendron species, in Plumbago capensis, in Ceratostigma willmottiana[2] and in Carya pecan.[3] It has been also been found in the leaves of Eucryphia.[4]

Glycosides[edit]

Azalein is the 3-O-α-L-rhamnoside of azaleatin.

References[edit]

  1. ^ Wada, Einosuke (1956). "On a Flavonol Glycoside Isolated from Flowers of a White Azalea (Rhododendron mucronatum G. Don)". Journal of the American Chemical Society. 78 (18): 4725–6. doi:10.1021/ja01599a052. 
  2. ^ Harborne, J.B. (1962). "Plant polyphenols: 5. Occurrence of azalein and related pigments in flowers of Plumbago and Rhododendro species". Archives of Biochemistry and Biophysics. 96: 171–8. doi:10.1016/0003-9861(62)90467-8. PMID 13904580. 
  3. ^ Sasaki, T; Mikami, M (1963). "Studies on the Components of Pecan (Carya Pecan Engl. & Graebn). I. On the Flavon Isolated from the Bark of Pecan". Yakugaku Zasshi. 83: 897–900. PMID 14085492. 
  4. ^ Bate-Smith, E. C.; Harborne, J. B.; Davenport, S. M. (1966). "Occurrence of Azaleatin and Caryatin in Eucryphia". Nature. 212 (5066): 1065–6. doi:10.1038/2121065a0.