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(-) -Epicatechin gallate

CAT: 0013-GTR19174673-01Size: 20 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19174673-01Size:20 mg
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Description
(-) -Epicatechin gallate is a catechin isomer and potent antioxidant known to modulate membrane protein function. Its bilayer-modifying effects, studied using gramicidin A channels as probes, are linked to its gallate moiety, which can induce transient channel block. This compound is utilized in research on oxidative stress, membrane biophysics, and nutraceutical studies in both cellular and animal models.
CAS Number
1257-08-5
Product Name Alternative
Cyclooxygenase, COX, () Epicatechin gallate, (-) -Epicatechin 3-gallate, (-) -Epicatechin 3-O-gallate, () Epicatechin gallate, (−) -Epicatechin 3-gallate, Autophagy, Inhibitor, inhibit, Epicatechin 3-gallate, Epicatechin 3-O-gallate, Epicatechin gallate, ECG, Virus Protease, VirusProtease
Field of Research
Cell Biology, Immunology & Inflammation, Infectious Disease & Virology, Neuroscience
Purity
96.65% (May vary between batches)
Solubility
H2O:2.5 mg/mL (5.65 mM) ;10% DMSO+40% PEG300+5% Tween 80+45% Saline:4 mg/mL (9.04 mM) ; DMSO:131 mg/mL (296.13 mM)
Smiles
O (C (=O) C1=CC (O) =C (O) C (O) =C1) [C@H]2[C@H] (OC=3C (C2) =C (O) C=C (O) C3) C4=CC (O) =C (O) C=C4
Molecular Formula
C22H18O10
Molecular Weight
442.37
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Epicatechin Gallate

(-)-epicatechin-3-O-gallate is a gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3R)-hydroxy group of epicatechin. A natural product found in Parapiptadenia rigida. It has a role as a metabolite, an EC 3.2.1.1 (alpha-amylase) inhibitor and an EC 3.2.1.20 (alpha-glucosidase) inhibitor. It is a catechin, a polyphenol and a gallate ester. It is functionally related to a gallic acid and a (-)-epicatechin.

CAS Number1257-08-5
PubChem CID107905
IUPAC Name[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
Molecular FormulaC22H18O10
Molecular Weight442.4
XLogP1.5
Topological Polar Surface Area177
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count10
Rotatable Bond Count4
Heavy Atom Count32
Formal Charge0
Complexity649
SMILES
C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O
InChI
InChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21-/m1/s1
InChIKey
LSHVYAFMTMFKBA-TZIWHRDSSA-N
Chemical Structure
2D Structure
2D structure of Epicatechin Gallate
CAS: 1257-08-5
CID: 107905
Formula: C22H18O10
MW: 442.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight442.4
XLogP31.5
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count10
Rotatable Bond Count4
Exact Mass442.08999677
Monoisotopic Mass442.08999677
Topological Polar Surface Area177 Ų
Heavy Atom Count32
Formal Charge0
Complexity649
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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