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Merck

E2250

Ellagic acid

≥95% (HPLC), powder, from tree bark

Sinónimos:

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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Fórmula empírica (notación de Hill):
C14H6O8
Número CAS:
476-66-4
Peso molecular:
302.19
UNSPSC Code:
12352205
NACRES:
NA.77
PubChem Substance ID:
24894460
EC Number:
207-508-3
Beilstein/REAXYS Number:
47549
MDL number:
MFCD00006914

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InChI key

AFSDNFLWKVMVRB-UHFFFAOYSA-N

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

SMILES string

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

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

Quality Level

200

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

Commonly occurring plant polyphenol, inhibitor of glutathione S-transferase. Used for the assay of factor XIIa in plasma. Contact activation in blood coagulation.
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.

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
BCCP0967
BCCN6996
0000479405
0000479405
0000445214

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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
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)
Metabolism of food phenolic acids by Lactobacillus plantarum CECT 748T
Rodriguez H, et al.
Food Chemistry, 107(4), 1393-1398 (2008)
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)
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
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