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Ellagic acid

Name: Ellagic acid
Brand: SIGMA

≥95% (HPLC), powder, from tree bark

Synonym(s):

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

Empirical Formula (Hill Notation):

C₁₄H₆O₈

CAS Number:

476-66-4

Molecular Weight:

302.19

Beilstein:

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 Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Dietary inhibitors of mutagenesis and carcinogenesis.

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

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)

Ellagic acid inhibits adipocyte differentiation through coactivator-associated arginine methyltransferase 1-mediated chromatin modification.

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

Identification of ellagic acid as potent inhibitor of protein kinase CK2: a successful example of a virtual screening application.

Giorgio Cozza et al.

Journal of medicinal chemistry, 49(8), 2363-2366 (2006-04-14)

Casein kinase 2 (CK2) is a ubiquitous, essential, and highly pleiotropic protein kinase whose abnormally high constitutive activity is suspected to underlie its pathogenic potential in neoplasia and other diseases. Using a virtual screening approach, we have identified the ellagic

Ellagic acid protects against diabetic cardiomyopathy in rats by stimulating cardiac silent information regulator 1 signaling.

J Z Altamimi et al.

Journal of physiology and pharmacology : an official journal of the Polish Physiological Society, 71(6) (2021-04-27)

This study investigated the protective effect of ellagic acid (EA) against diabetic cardiomyopathy (DC) in streptozotocin (STZ)-treated rats and examined if the mechanism of protection involves modulating silent information regulator 1 (SIRT1). Adult male rats were divided into 5 groups

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