Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C22H18O10 |
| Molecular Weight | 442.3723 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC1=CC2=C(C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](O2)C4=CC(O)=C(O)C=C4)C(O)=C1
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 |
|---|---|---|
| Differential inhibition of HIV-reverse transcriptase and various DNA and RNA polymerases by some catechin derivatives. | 1989 |
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| Differential inhibitory effects of some catechin derivatives on the activities of human immunodeficiency virus reverse transcriptase and cellular deoxyribonucleic and ribonucleic acid polymerases. | 1990 Mar 20 |
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| Inhibition of human immunodeficiency viral replication by tannins and related compounds. | 1992 May |
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| Inhibition of HIV infection by flavanoids. | 1993 Oct |
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| 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 Sep |
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| Prolyl endopeptidase inhibitory activity of fourteen Kampo formulas and inhibitory constituents of Tokaku-joki-to. | 2000 Jul |
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| Potential cancer-chemopreventive activities of wine stilbenoids and flavans extracted from grape (Vitis vinifera) cell cultures. | 2001 |
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| Simplified catechin-gallate inhibitors of HIV-1 reverse transcriptase. | 2001 Oct 22 |
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| Inhibition of adenovirus infection and adenain by green tea catechins. | 2003 Apr |
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| Epigallocatechin gallate modulates CYP450 isoforms in the female Swiss-Webster mouse. | 2003 Dec |
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| Epigallocatechin gallate, the main component of tea polyphenol, binds to CD4 and interferes with gp120 binding. | 2003 Nov |
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| Heteroactivation of cytochrome P450 1A1 by teas and tea polyphenols. | 2005 Aug |
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| Theaflavin derivatives in black tea and catechin derivatives in green tea inhibit HIV-1 entry by targeting gp41. | 2005 May 25 |
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| Copper complexes of (-)-epicatechin gallate and (-)-epigallocatechin gallate act as inhibitors of Ribonuclease A. | 2006 Aug 21 |
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| Green tea catechins upregulate superoxide dismutase and catalase in fruit flies. | 2007 May |
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| Flavonoids inhibit the AU-rich element binding of HuC. | 2009 Jan 31 |
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| 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 May |
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| Catechol type polyphenol is a potential modifier of protein sulfhydryls: development and application of a new probe for understanding the dietary polyphenol actions. | 2009 Oct |
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| The evaluation of catechins that contain a galloyl moiety as potential HIV-1 integrase inhibitors. | 2010 Dec |
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| Dietary flavanols exert different effects on antioxidant defenses and apoptosis/proliferation in Caco-2 and SW480 colon cancer cells. | 2011 Dec |
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| Oligomeric proanthocyanidins from Rumex acetosa L. inhibit the attachment of herpes simplex virus type-1. | 2011 Jan |
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| Intervention of human breast cell carcinogenesis chronically induced by 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine. | 2012 Apr |
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| A strategy for designing a concave Pt-Ni alloy through controllable chemical etching. | 2012 Dec 7 |
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| A tea catechin, epigallocatechin-3-gallate, is a unique modulator of the farnesoid X receptor. | 2012 Jan 15 |
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| (-)-Epigallocatechin-3-gallate is a new inhibitor of hepatitis C virus entry. | 2012 Mar |
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| Bioactivity-guided fractionation of Phyllanthus orbicularis and identification of the principal anti HSV-2 compounds. | 2012 Oct |
|
| Benzophenone glycosides and epicatechin derivatives from Malania oleifera. | 2012 Sep |
|
| 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 Oct |
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
Fri Dec 15 16:01:56 GMT 2023
by
admin
on
Fri Dec 15 16:01:56 GMT 2023
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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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4085 (Number of products:1)
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DTXSID70925231
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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 |
IN-VITRO
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