E2250

Sigma-Aldrich

Ellagic acid

≥95% (HPLC), powder, from tree bark

Synonym(s):
Elagostasine, Eleagic acid, Gallogen, Benzoaric acid, Alizarin Yellow, 4,4′,5,5′,6,6′-Hexahydroxydiphenic acid 2,6,2′,6′-dilactone, Lagistase
Empirical Formula (Hill Notation):
C14H6O8
CAS Number:
Molecular Weight:
302.19
Beilstein/REAXYS Number:
47549
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

biological source

tree bark

Quality Level

assay

≥95% (HPLC)

form

powder

shelf life

5 yr

solubility

1 M NaOH: 10 mg/mL

SMILES string

Oc1cc2C(=O)Oc3c(O)c(O)cc4C(=O)Oc(c1O)c2-c34

InChI

1S/C14H6O8/c15-5-1-3-7-8-4(14(20)22-11(7)9(5)17)2-6(16)10(18)12(8)21-13(3)19/h1-2,15-18H

InChI key

AFSDNFLWKVMVRB-UHFFFAOYSA-N

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General description

Ellagic acid is a naturally occurring phenolic acid in many fruits and vegetables, as a secondary plant metabolite. It is commonly found in green tea, pomegranate, strawberries, blackberries, raspberries, and walnuts.

Application

Ellagic acid has been used:
  • to study the metabolism of dietary phenolic acids by Lactobacillus plantarum CECT 748T
  • as a potential substrate for the high production of Lactobacillus plantarum tannase
  • as a standard in the study to examine the phenolic components and anti-oxidant activity of nettle
  • to study the links between dietary ellagic acid and epigenetic modulation of adipogenesis

Packaging

1, 5, 10 g in poly bottle

Biochem/physiol Actions

Ellagic acid has been found to exhibit antioxidant activity by virtue of having an inhibitory effect on the oxidation of low-density lipoproteins. This makes them have a cardioprotective effect on humans. In addition, it shows anticarcinogenic, antifibrotic, antiplasmodial, apoptotic, and chemopreventive activities as well.
Commonly occurring plant polyphenol, inhibitor of glutathione S-transferase. Used for the assay of factor XIIa in plasma. Contact activation in blood coagulation.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

hazcat

Acute Tox. 4 Oral

storage_class_code

11 - Combustible Solids

WGK Germany

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

H Hayatsu et al.
Mutation research, 202(2), 429-446 (1988-12-01)
Dietary inhibitors of mutagenesis and carcinogenesis are of particular interest because they may be useful for human cancer prevention. Several mutagenesis inhibitors have been demonstrated to be carcinogenesis inhibitors also, e.g., ellagic acid, palmitoleic acid, and N-acetylcysteine. This means that...
Diletta Balli et al.
Antioxidants (Basel, Switzerland), 9(3) (2020-03-19)
Pomegranate is receiving renewed commercial and scientific interest, therefore a deeper knowledge of the chemical composition of the fruits of less studied varieties is required. In this work, juices from arils and decoctions from mesocarp plus exocarp were prepared from...
Metabolism of food phenolic acids by Lactobacillus plantarum CECT 748T
Rodriguez H, et al.
Food Chemistry, 107(4), 1393-1398 (2008)
Dong Hoon Han et al.
Anticancer research, 26(5A), 3601-3606 (2006-11-11)
Antioxidant, antiproliferative and apoptosis inducing activities of a natural polyphenolic compound, ellagic acid, were studied. DPPH radical scavenging and lipid peroxidation inhibitory activities were observed. Activities of antioxidant enzymes, superoxide dismutase (SOD), catalase (CAT) and glutathione peroxidase (GPX) were measured...
Antioxidant interactions of catechin, cyanidin, caffeic acid, quercetin, and ellagic acid on human LDL oxidation
Meyer AS, et al.
Food Chemistry, 61(1-2), 71-75 (1998)
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