Azalein (flavonoid)

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Structural formula
Structural formula of azalein
General
Surname Azalein
other names

2- (3,4-Dihydroxyphenyl) -7-hydroxy-5-methoxy-3- (rhamnoside) -4 H -chromen-4-one

Molecular formula C 22 H 22 O 11
Brief description

pale yellow needles,

External identifiers / databases
CAS number 29028-02-2
PubChem 5321320
ChemSpider 26286942
Wikidata Q413011
properties
Molar mass 462.41 g · mol -1
Physical state

firmly

Melting point

181-185 ° C (pentahydrate)

safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Azalein is a flavonoid . It is the 3- O - α -L-rhamnoside of azaleatine (2- (3,4-dihydroxyphenyl) -3,7-dihydroxy-5-methoxy-4 H -chromen-4-one, quercetin-5- methyl ether) and thus a glycoside .

Occurrence

Flavonol-3-rhamnoside is part of the flower colors of rhododendrons . It was described by Harborne and Egger in 1962.

The aglycon is also known as azaleatine (529-51-1; MW 316.27, MP 322 ° C, 252 & 368 nm, brilliant yellow needles).

Structural formula of azaleatine

Individual evidence

  1. a b Jurd, L. et al, J. Org. Chem. , 1957, 22 , 1618. doi : 10.1021 / jo01363a022
  2. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  3. R. Hegnauer, Chemotaxonomie Der Pflanzen , Vol. 4 , ISBN 978-3-7643-0167-5
  4. ^ John Buckingham, Dictionary of Natural Products , 5505