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E2250

Sigma-Aldrich

Ellagic acid

≥95% (HPLC), powder, from tree bark

Synonyma:

4,4′,5,5′,6,6′-Hexahydroxydiphenic acid 2,6,2′,6′-dilactone, Alizarin Yellow, Benzoaric acid, Elagostasine, Eleagic acid, Gallogen, Lagistase

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About This Item

Empirický vzorec (Hillův zápis):
C14H6O8
Číslo CAS:
476-66-4
Molekulová hmotnost:
302.19
Beilstein/REAXYS Number:
47549
EC Number:
207-508-3
MDL number:
MFCD00006914
UNSPSC Code:
12352205
PubChem Substance ID:
24894460
NACRES:
NA.77

biological source

tree bark

assay

≥95% (HPLC)

form

powder

shelf life

5 yr

solubility

1 M NaOH: 10 mg/mL

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

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

Gene Information

human ... CSK(1445) , DYRK1A(1859) , GSK3B(2932) , SRC(6714)
rat ... Lyn(81515) , Syk(25155)

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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

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Osvědčení o analýze (COA)

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Gallic acid 97.5-102.5% (titration)

Sigma-Aldrich

G7384

Gallic acid

Chebulagic acid analytical standard

Supelco

69455

Chebulagic acid

Punicalagin analytical standard

Supelco

50793

Punicalagin

Corilagin analytical standard

Supelco

75251

Corilagin

Corilagin

Sigma-Aldrich

G0424

Corilagin

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
Detecting oral kallikrein-targeting therapy through triggered contact activation: A phase I study.
Zonne L M Hofman et al.
The Journal of allergy and clinical immunology, 146(6), 1446-1449 (2020-05-04)
Inhae Kang et al.
The Journal of nutritional biochemistry, 25(9), 946-953 (2014-06-16)
Chromatin remodeling is a key mechanism in adipocyte differentiation. However, it is unknown whether dietary polyphenols are epigenetic effectors for adiposity control. Ellagic acid (EA) is a naturally occurring polyphenol in numerous fruits and vegetables. Recently, EA-containing foods have been
Metabolism of food phenolic acids by Lactobacillus plantarum CECT 748T
Rodriguez H, et al.
Food Chemistry, 107(4), 1393-1398 (2008)
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