93894

Supelco

(−)-Epigallocatechin gallate

analytical standard

Synonym(s):
(−)-cis-3,3′,4′,5,5′,7-Hexahydroxy-flavane-3-gallate, EGCG, (−)-cis-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-gallate
Empirical Formula (Hill Notation):
C22H18O11
CAS Number:
Molecular Weight:
458.37
MDL number:
PubChem Substance ID:
NACRES:
NA.24

Quality Level

grade

analytical standard

assay

≥98.0% (HPLC)

form

neat

shelf life

limited shelf life, expiry date on the label

application(s)

HPLC: suitable
gas chromatography (GC): suitable

Featured Industry

Food and Beverages

format

neat

storage temp.

2-8°C

SMILES string

Oc1cc(O)c2C[C@@H](OC(=O)c3cc(O)c(O)c(O)c3)[C@H](Oc2c1)c4cc(O)c(O)c(O)c4

InChI

1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21-/m1/s1

InChI key

WMBWREPUVVBILR-WIYYLYMNSA-N

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General description

(−)-Epigallocatechin gallate is a bioactive compound, which is an important constituent of green tea. It may serve as a potent candidate to prevent cancer.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

10 mg in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

hazcat

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Skin Sens. 1

storage_class_code

11 - Combustible Solids

WGK Germany

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Epigallocatechin gallate has pleiotropic effects on transmembrane signaling by altering the embedding of transmembrane domains
Ye F, et al.
The Journal of Biological Chemistry, 292, 9858-9864 (2017)
Inhibition of tumor promoter-induced activator protein 1 activation and cell transformation by tea polyphenols,(-)-epigallocatechin gallate, and theaflavins
Dong Z, et al.
Cancer Research, 57, 4414-4419 (1997)
Olivier M Dorchies et al.
American journal of physiology. Cell physiology, 290(2), C616-C625 (2006-01-13)
Duchenne muscular dystrophy is a frequent muscular disorder caused by mutations in the gene encoding dystrophin, a cytoskeletal protein that contributes to the stabilization of muscle fiber membrane during muscle activity. Affected individuals show progressive muscle wasting that generally causes...
Kristin Landis-Piwowar et al.
Expert opinion on therapeutic patents, 23(2), 189-202 (2012-12-13)
Over the past three years numerous patents and patent applications have been published relating to scientific advances in the use of the green tea polyphenol epigallocatechin gallate (EGCG) (the most abundant, and bioactive compound in green tea) and its analogs...
Suk-Joon Hyung et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(10), 3743-3748 (2013-02-22)
Despite the significance of Alzheimer's disease, the link between metal-associated amyloid-β (metal-Aβ) and disease etiology remains unclear. To elucidate this relationship, chemical tools capable of specifically targeting and modulating metal-Aβ species are necessary, along with a fundamental understanding of their...

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