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Merck
CN

324683

Ellagic Acid, Dihydrate

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

Synonym(s):

Ellagic Acid, Dihydrate, 4,4ʹ,5,5ʹ,6,6ʹ-Hexahydroxydiphenic Acid 2,6,2ʹ,6ʹ-Dilactone, TBBD, PRMT Inhibitor II

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About This Item

Empirical Formula (Hill Notation):
C14H6O8 · 2H2O
CAS Number:
476-66-4
Molecular Weight:
338.22
UNSPSC Code:
12352106
NACRES:
NA.77
MDL number:
MFCD00006914

Key Documents

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Product Name

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

SMILES string

[o]1c2c3c4c([o][c](c3cc(c2O)O)=O)c(c(cc4[c]1=O)O)O

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

description

Merck USA index - 14, 3547

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

Quality Level

100

Related Categories

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

Disclaimer

Toxicity: Irritant (B)

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.

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.

Packaging

Packaged under inert gas

Preparation Note

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

Legal Information

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

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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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