Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C22H18O10 |
| Molecular Weight | 442.3723 |
| Optical Activity | ( - ) |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC1=CC(O)=C2C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](OC2=C1)C4=CC=C(O)C(O)=C4
InChI
InChIKey=LSHVYAFMTMFKBA-TZIWHRDSSA-N
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
| Molecular Formula | C22H18O10 |
| Molecular Weight | 442.3723 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Epicatechin gallate is one of the flavonoids, found in green tea and it acts as an antagonist of the mu/kappa/delta opioid receptors. Recently was studied the effect of epicatechin gallate on fructose uptake in human intestinal epithelia. Based on the result was made a conclusion, that epicatechin gallate could be a good candidate for preventing diseases caused by excessive fructose intake.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Green tea catechins alone or in combination alter functional parameters of human neutrophils via suppressing the activation of TLR-4/NFκB p65 signal pathway. | 2015-10 |
|
| A strategy for designing a concave Pt-Ni alloy through controllable chemical etching. | 2012-12-07 |
|
| Bioactivity-guided fractionation of Phyllanthus orbicularis and identification of the principal anti HSV-2 compounds. | 2012-10 |
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| Benzophenone glycosides and epicatechin derivatives from Malania oleifera. | 2012-09 |
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| Intervention of human breast cell carcinogenesis chronically induced by 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine. | 2012-04 |
|
| (-)-Epigallocatechin-3-gallate is a new inhibitor of hepatitis C virus entry. | 2012-03 |
|
| A tea catechin, epigallocatechin-3-gallate, is a unique modulator of the farnesoid X receptor. | 2012-01-15 |
|
| Dietary flavanols exert different effects on antioxidant defenses and apoptosis/proliferation in Caco-2 and SW480 colon cancer cells. | 2011-12 |
|
| Oligomeric proanthocyanidins from Rumex acetosa L. inhibit the attachment of herpes simplex virus type-1. | 2011-01 |
|
| The evaluation of catechins that contain a galloyl moiety as potential HIV-1 integrase inhibitors. | 2010-12 |
|
| Catechol type polyphenol is a potential modifier of protein sulfhydryls: development and application of a new probe for understanding the dietary polyphenol actions. | 2009-10 |
|
| Tea polyphenols can restrict benzo[a]pyrene-induced lung carcinogenesis by altered expression of p53-associated genes and H-ras, c-myc and cyclin D1. | 2009-05 |
|
| Flavonoids inhibit the AU-rich element binding of HuC. | 2009-01-31 |
|
| Green tea catechins upregulate superoxide dismutase and catalase in fruit flies. | 2007-05 |
|
| Copper complexes of (-)-epicatechin gallate and (-)-epigallocatechin gallate act as inhibitors of Ribonuclease A. | 2006-08-21 |
|
| Catalytic inhibition of human DNA topoisomerase II by interactions of grape cell culture polyphenols. | 2006-03-22 |
|
| Antimycobacterial agents from selected Mexican medicinal plants. | 2005-09 |
|
| Heteroactivation of cytochrome P450 1A1 by teas and tea polyphenols. | 2005-08 |
|
| Theaflavin derivatives in black tea and catechin derivatives in green tea inhibit HIV-1 entry by targeting gp41. | 2005-05-25 |
|
| Epigallocatechin gallate modulates CYP450 isoforms in the female Swiss-Webster mouse. | 2003-12 |
|
| Epigallocatechin gallate, the main component of tea polyphenol, binds to CD4 and interferes with gp120 binding. | 2003-11 |
|
| Inhibition of adenovirus infection and adenain by green tea catechins. | 2003-04 |
|
| Simplified catechin-gallate inhibitors of HIV-1 reverse transcriptase. | 2001-10-22 |
|
| Potential cancer-chemopreventive activities of wine stilbenoids and flavans extracted from grape (Vitis vinifera) cell cultures. | 2001 |
|
| Prolyl endopeptidase inhibitory activity of fourteen Kampo formulas and inhibitory constituents of Tokaku-joki-to. | 2000-07 |
|
| Inhibition of 12-O-tetradecanoylphorbol-13-acetate and other skin tumor-promoter-caused induction of epidermal interleukin-1 alpha mRNA and protein expression in SENCAR mice by green tea polyphenols. | 1995-09 |
|
| Inhibition of HIV infection by flavanoids. | 1993-10 |
|
| Inhibition of human immunodeficiency viral replication by tannins and related compounds. | 1992-05 |
|
| Differential inhibitory effects of some catechin derivatives on the activities of human immunodeficiency virus reverse transcriptase and cellular deoxyribonucleic and ribonucleic acid polymerases. | 1990-03-20 |
|
| Differential inhibition of HIV-reverse transcriptase and various DNA and RNA polymerases by some catechin derivatives. | 1989 |
Sample Use Guides
Epigallocatechin gallate (EGCG) and epicatechin gallate (ECG) are green tea catechins which are known as powerful antioxidants. There was examined the possible protective effects of ECG and EGCG on the neurotoxicity of acrylamide (ACR) neurotoxicity in-vitro model. PC12 cells were exposed to different concentrations of ECG and EGCG. Both ECG and EGCG (20 μM) showed inhibitory effects on ACR cytotoxicity. ACR significantly induced gait abnormalities decreased GSH level and increased lipid peroxidation in the cerebral cortex.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:16:50 GMT 2025
by
admin
on
Mon Mar 31 18:16:50 GMT 2025
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| Record UNII |
92587OVD8Z
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| Record Status |
Validated (UNII)
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| Record Version |
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DSLD |
4085 (Number of products:1)
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1257-08-5
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92587OVD8Z
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636594
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300000013074
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EPICATECHIN GALLATE
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C062669
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107905
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| Related Record | Type | Details | ||
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PARENT -> ACTIVE CONSTITUENT ALWAYS PRESENT |
