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Azaleatin

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Azaleatin

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Azaleatin
IUPAC name

2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-5-methoxychromen-4-one
Other names

5-O-Methylquercetin
Quercetin 5-methyl ether
Identifiers
CAS number 529-51-1 N
PubChem 5281604
ChemSpider 4444923 YesY
ChEMBL CHEMBL470848 YesY
Jmol-3D images Image 1
Properties
Molecular formula C16H12O7
Molar mass 316.26 g/mol
Exact mass 316.058303 u
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
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

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

References

  1. ^ On a Flavonol Glycoside Isolated from Flowers of a White Azalea (Rhododendron mucronatum G. Don), Einosuke Wada, 1956
  2. ^ Plant polyphenols : 5. Occurrence of azalein and related pigments in flowers of Plumbago and Rhododendron species, J. B. Harborne, 1962
  3. ^ Studies on the components of pecan (Carya pecan Engl. & Graebn). I. On the flavon isolated from the bark of pecan. Yakugaku Zasshi, 1963
  4. ^ Occurrence of Azaleatin and Caryatin in Eucryphia, Bate-Smith E. C., Harborne J. B. and Davenport S. M., Nature 212, pp. 1065-1066 (03 December 1966), doi:10.1038/2121065a0
Flavonols and their conjugates
Backbone
Aglycones
3-Hydroxyflavone (synthetic) and derivatives
Flavonols
Aglycones
Conjugates
Glycosides of herbacetin
Rhodionin | Rhodiosin
Glycosides of kaempferol
Afzelin (Kaempferol 3-rhamnoside) | Astragalin (kaempferol 3-O-glucoside) | Kaempferitrin (kaempferol 3,7-dirhamnoside) | Juglanin (Kaempferol 3-O-arabinoside) | Kaempferol 3-alpha-L-arabinopyranoside | Kaempferol 3-alpha-D-arabinopyranoside | Kaempferol 7-alpha-L-arabinoside | Kaempferol 7-O-glucoside | Kaempferol 3-lathyroside | Kaempferol 4'-rhamnoside | Kaempferol 5-rhamnoside | Kaempferol 7-rhamnoside | Kaempferol 7-O-alpha-L-rhamnofuranoside | Kaempferol 3-xyloside | Kaempferol 7-xyloside | Robinin (kaempferol-3-O-robinoside-7-O-rhamnoside) | Sophoraflavonoloside (Kaempferol 3-O-sophoroside) | Trifolin (Kaempferol 3-O-beta-D-galactoside)
Glycosides of myricetin
Myricetin 3-O-rutinoside | Myricetin-3-O-neohesperidoside | Myricitrin
Conjugates of quercetin
Sulfates
Quercetin 3-O-sulfate | Quercetin 3,3'-bissulfate | Quercetin 3,4'-bissulfate
Glycosides
CTN-986 | Guaijaverin (quercetin 3-O-arabinoside) | Heliosin (quercetin 3-digalactoside) | Hyperoside (quercetin 3-O-galactoside) | Isoquercitin (quercetin 3-O-glucoside) | Miquelianin (quercetin 3-O-glucuronide) | Quercetin-3-sophorodide | Quercitrin (quercetin 3-O-rhamnoside) | Rutin | Spiraeoside (quercetin 4'-O-glucoside)
O-Methylated flavonols
Aglycones
Glycosides
Azalein (azaleatin 3-O-α-L-rhamnoside) | Centaurein | Eupalin (eupalitin 3-0-rhamnoside) | Eupatolin (eupatolitin 3-O-rhamnoside) | Isorhamnetin 3-O-β-D-glucopyranoside | Jacein | Patulitrin | Tamarixetin 7-rutinoside | Xanthorhamnin
Derivative flavonols
Aglycones
Noricaritin | Dihydronoricaritin
Glycosides
Amurensin | Icariin | Phelloside | Dihydrophelloside | Rutin S
Pyranoflavonols
Aglycones
Furanoflavonols
Aglycones
Glycosides
Pongamoside A, B and C
Semisynthetic
Glycosides
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