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Ellagic acid

Ellagic acid
Skeletal formula of ellagic acid
Space-filling model of the ellagic acid molecule
Names
IUPAC name
2,3,7,8-Tetrahydroxy-chromeno[5,4,3-cde]chromene-5,10-dione
Other names
4,4′,5,5′,6,6′-Hexahydroxydiphenic acid 2,6,2′,6′-dilactone
Identifiers
476-66-4 YesY
3D model (Jmol) Interactive image
ChEBI CHEBI:4775 YesY
ChEMBL ChEMBL6246 YesY
ChemSpider 4445149 YesY
DrugBank DB08468 YesY
ECHA InfoCard 100.006.827
KEGG C10788 YesY
PubChem 5281855
UNII 19YRN3ZS9P YesY
Properties
C14H6O8
Molar mass 302.197 g/mol
Density 1.67 g/cm3
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY  (what is YesYN ?)
Infobox references

Ellagic acid is a natural phenol antioxidant found in numerous fruits and vegetables. The antiproliferative and antioxidant properties of ellagic acid have prompted research into its potential health benefits. Ellagic acid is the dilactone of hexahydroxydiphenic acid.

Plants produce ellagic acid from hydrolysis of tannins such as ellagitannin and geraniin.

Urolithins are microflora human metabolites of dietary ellagic acid derivatives

Ellagic acid was first discovered by chemist Henri Braconnot in 1831.Maximilian Nierenstein prepared this substance from algarobilla, dividivi, oak bark, pomegranate, myrabolams, and valonea in 1905. He also suggested its formation from galloyl-glycine by Penicillium in 1915.Löwe was the first person to synthesize ellagic acid by heating gallic acid with arsenic acid or silver oxide.

Ellagic acid is found in oaks species like the North American white oak (Quercus alba) and European red oak (Quercus robur).

The macrophyte Myriophyllum spicatum produces ellagic acid.

Ellagic acid can be found in the medicinal mushroom Phellinus linteus.


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