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324683

Sigma-Aldrich

Ellagic Acid, Dihydrate - CAS 476-66-4 - Calbiochem

A cell-permeable, reversible, potent antioxidant that has anti-mutagenic and anti-carcinogenic properties.

Synonym(s):
Ellagic Acid, Dihydrate - CAS 476-66-4 - Calbiochem, 4,4ʹ,5,5ʹ,6,6ʹ-Hexahydroxydiphenic Acid 2,6,2ʹ,6ʹ-Dilactone, TBBD, PRMT Inhibitor II
Empirical Formula (Hill Notation):
C14H6O8 · 2H2O
CAS Number:
Molecular Weight:
338.22
MDL number:

Quality Level

assay

≥98% (HPLC)

form

powder

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

slightly beige

solubility

1 M NaOH: 10 mg/mL
ethanol: 10 mg/mL

shipped in

ambient

storage temp.

10-30°C

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

General description

A cell-permeable, reversible, and potent antioxidant that has anti-mutagenic and anti-carcinogenic properties. Acts as a selective and ATP-competitive inhibitor of CK2 (IC50 = 40 nM). Moderately inhibits DNA topoisomerases I and II, Lyn, PKA catalytic subunit, Lyk, GSK-3, PKC, and FGR (IC50 = 1.8, 2.1, 2.9, 3.5, 4.3, 7.5, 8.0, and 9.4 µM, respectively). Only minimally inhibits DYRK1a, CSK, RET, Flt3, and NPM-ALK (IC50 >40 µM). Shown to act as an uncompetitive inhibitor of arginine methyltransferase CARM1 and block histone H3R17 methylation.
A cell-permeable, reversible, potent antioxidant that has anti-mutagenic and anti-carcinogenic properties. Acts as a selective and ATP-competitive inhibitor of CK2 (IC50 = 40 nM). Moderately inhibits DNA topoisomerases I and II, Lyn, PKA catalytic subunit, Lyk, GSK-3, PKC, and FGR (IC50 = 1.8, 2.1, 2.9, 3.5, 4.3, 7.5, 8.0, and 9.4 µM, respectively). Only minimally inhibits DYRK1a, CSK, RET, Flt3, and NPM-ALK (IC50 >40 µM). Shown to act as an uncompetitive inhibitor of arginine methyltransferase CARM1 and block histone H3R17 methylation.

Packaging

500 mg in Glass bottle
Packaged under inert gas

Biochem/physiol Actions

Cell permeable: yes
Primary Target
CDK2
Product competes with ATP.
Reversible: yes
Target IC50: 40 nM against CK2; 1.8, 2.1, 2.9, 3.5, 4.3, 7.5, 8.0, and 9.4 µM, against DNA topoisomerases I and II, Lyn, PKA catalytic subunit, Lyk, GSK-3, PKC, and FGR, respectively

Warning

Toxicity: Irritant (B)

Preparation Note

For complete solubilization in ethanol, slight heating may be required.

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Ethanol stock solutions are stable for up to 1 week at -20°C. Alkaline solutions are unstable and should be prepared just prior to use.

Other Notes

Selvi, B.R., et al. 2009, J. Biol. Chem. In press.
Cozza, G., et al. 2006. J. Med. Chem.49, 2363.
Wang, B.H., et al. 1998. Planta Med. 64, 195.
Constantinou, A., et al. 1995. Nutr. Cancer23, 121.
Hickey, M.J., et al. 1995. Biochem. Soc. Trans.23, 607s.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

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Certificate of Quality

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