Epigallocatechin-gallate
Epigallocatechin Gallate is a phenolic antioxidant found in a number of plants such as green and black tea (the Most Abundant Catechin in Green Tea). It inhibits cellular oxidation and prevents free radical damage to cells. It is under study as a potential cancer chemopreventive agent. (NCI) One Hydroxy more than Epicatechin-gallate
General
Type : Derivative of Gallate,Benzoate,Natural,Polyphenol
Chemical_Nomenclature : [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
Canonical SMILES : C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O
InChI : 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
InChIKey : WMBWREPUVVBILR-WIYYLYMNSA-N
Other name(s) : EGCG,Epigallocatechin gallate,Epigallocatechin 3-gallate,Epigallocatechin-3-gallate,epigallocatechin-3-O-gallate,(-)-Epigallocatechin-3-gallate,(-)-Epigallocatechin gallate,CHEBI:4806,CHEMBL297453,Gallic acid, 3-ester with epigallocatechol, (-)-
MW : 458.4
Formula : C22H18O11
CAS_number : 989-51-5
PubChem : 65064
UniChem : WMBWREPUVVBILR-WIYYLYMNSA-N
IUPHAR :
Wikipedia :
Target
Families : Epigallocatechin-gallate ligand of proteins in family: Arylacetamide_deacetylase
Stucture :
Protein : human-AADAC
References (22)
| Title : Therapeutic effects of biochanin A, phloretin, and epigallocatechin-3-gallate in reducing oxidative stress in arsenic-intoxicated mice - Singh_2021_Environ.Sci.Pollut.Res.Int__ |
| Author(s) : Singh G , Thaker R , Sharma A , Parmar D |
| Ref : Environ Sci Pollut Res Int , : , 2021 |
| Abstract : Singh_2021_Environ.Sci.Pollut.Res.Int__ |
| ESTHER : Singh_2021_Environ.Sci.Pollut.Res.Int__ |
| PubMedSearch : Singh_2021_Environ.Sci.Pollut.Res.Int__ |
| PubMedID: 33410021 |
| Title : Role of human AADAC on hydrolysis of eslicarbazepine acetate and effects of AADAC genetic polymorphisms on hydrolase activity - Hirosawa_2021_Drug.Metab.Dispos__ |
| Author(s) : Hirosawa K , Fukami T , Tashiro K , Sakai Y , Kisui F , Nakano M , Nakajima M |
| Ref : Drug Metabolism & Disposition: The Biological Fate of Chemicals , : , 2021 |
| Abstract : Hirosawa_2021_Drug.Metab.Dispos__ |
| ESTHER : Hirosawa_2021_Drug.Metab.Dispos__ |
| PubMedSearch : Hirosawa_2021_Drug.Metab.Dispos__ |
| PubMedID: 33446525 |
| Gene_locus related to this paper: human-AADAC |
| Title : Structural characterization and antioxidant property of enzymatic-transesterification derivatives of (-)-epigallocatechin-3-O-gallate and vinyl laurate - Jiang_2021_J.Food.Sci__ |
| Author(s) : Jiang C , Wang L , Huang X , Zhu S , Ma C , Wang H |
| Ref : J Food Sci , : , 2021 |
| Abstract : Jiang_2021_J.Food.Sci__ |
| ESTHER : Jiang_2021_J.Food.Sci__ |
| PubMedSearch : Jiang_2021_J.Food.Sci__ |
| PubMedID: 34553787 |
| Title : Epigallocatechin-3-gallate improves chronic alcohol-induced cognitive dysfunction in rats by interfering with neuro-inflammatory, cell death and oxido-nitrosative cascade - Uniyal_2021_Metab.Brain.Dis__ |
| Author(s) : Uniyal A , Akhilesh , Tiwari V , Gadepalli A , Ummadisetty O |
| Ref : Metabolic Brain Disease , : , 2021 |
| Abstract : Uniyal_2021_Metab.Brain.Dis__ |
| ESTHER : Uniyal_2021_Metab.Brain.Dis__ |
| PubMedSearch : Uniyal_2021_Metab.Brain.Dis__ |
| PubMedID: 34386880 |
| Title : Epigallocatechin-3-Gallate Provides Protection Against Alzheimer's Disease-Induced Learning and Memory Impairments in Rats - Nan_2021_Drug.Des.Devel.Ther_15_2013 |
| Author(s) : Nan S , Wang P , Zhang Y , Fan J |
| Ref : Drug Des Devel Ther , 15 :2013 , 2021 |
| Abstract : Nan_2021_Drug.Des.Devel.Ther_15_2013 |
| ESTHER : Nan_2021_Drug.Des.Devel.Ther_15_2013 |
| PubMedSearch : Nan_2021_Drug.Des.Devel.Ther_15_2013 |
| PubMedID: 34012254 |
| Title : Protective Role of Epigallocatechin Gallate in a Rat Model of Cisplatin-Induced Cerebral Inflammation and Oxidative Damage: Impact of Modulating NF-kappaB and Nrf2 - Arafa_2020_Neurotox.Res_37_380 |
| Author(s) : Arafa MH , Atteia HH |
| Ref : Neurotox Res , 37 :380 , 2020 |
| Abstract : Arafa_2020_Neurotox.Res_37_380 |
| ESTHER : Arafa_2020_Neurotox.Res_37_380 |
| PubMedSearch : Arafa_2020_Neurotox.Res_37_380 |
| PubMedID: 31410684 |
| Title : Dipeptidyl Peptidase-4 Is a Target Protein of Epigallocatechin-3-Gallate - Hou_2020_Biomed.Res.Int_2020_5370759 |
| Author(s) : Hou H , Wang Y , Li C , Wang J , Cao Y |
| Ref : Biomed Res Int , 2020 :5370759 , 2020 |
| Abstract : Hou_2020_Biomed.Res.Int_2020_5370759 |
| ESTHER : Hou_2020_Biomed.Res.Int_2020_5370759 |
| PubMedSearch : Hou_2020_Biomed.Res.Int_2020_5370759 |
| PubMedID: 32104696 |
| Title : Novel Hybrid Molecules Based on (-)-Epigallocatechin Gallate as Potent Anti-adipogenic Agents - Jeong_2020_Chem.Pharm.Bull.(Tokyo)_68_1155 |
| Author(s) : Jeong GH , Cho JH , Jo C , Park S , Kim SB , Kim TH |
| Ref : Chem Pharm Bull (Tokyo) , 68 :1155 , 2020 |
| Abstract : Jeong_2020_Chem.Pharm.Bull.(Tokyo)_68_1155 |
| ESTHER : Jeong_2020_Chem.Pharm.Bull.(Tokyo)_68_1155 |
| PubMedSearch : Jeong_2020_Chem.Pharm.Bull.(Tokyo)_68_1155 |
| PubMedID: 33268647 |
| Title : Membrane order and ionic strength modulation of the inhibition of the membrane-bound acetylcholinesterase by epigallocatechin3gallate - Salazar_2019_Biochim.Biophys.Acta.Biomembr_1861_170 |
| Author(s) : Salazar PB , Dupuy FG , de Athayde Moncorvo Collado A , Minahk CJ |
| Ref : Biochimica & Biophysica Acta Biomembr , 1861 :170 , 2019 |
| Abstract : Salazar_2019_Biochim.Biophys.Acta.Biomembr_1861_170 |
| ESTHER : Salazar_2019_Biochim.Biophys.Acta.Biomembr_1861_170 |
| PubMedSearch : Salazar_2019_Biochim.Biophys.Acta.Biomembr_1861_170 |
| PubMedID: 30463700 |
| Title : (-)Epigallocatechin-3-gallate attenuates anesthesiainduced memory deficit in young mice via modulation of nitric oxide expression - Ding_2018_Mol.Med.Rep_18_4813 |
| Author(s) : Ding L , Gao X , Hu J , Yu S |
| Ref : Mol Med Rep , 18 :4813 , 2018 |
| Abstract : Ding_2018_Mol.Med.Rep_18_4813 |
| ESTHER : Ding_2018_Mol.Med.Rep_18_4813 |
| PubMedSearch : Ding_2018_Mol.Med.Rep_18_4813 |
| PubMedID: 30320383 |
| Title : Epigallocatechin-3-gallate attenuates cerebral cortex damage and promotes brain regeneration in acrylamide-treated rats - He_2017_Food.Funct_8_2275 |
| Author(s) : He Y , Tan D , Mi Y , Zhou Q , Ji S |
| Ref : Food Funct , 8 :2275 , 2017 |
| Abstract : He_2017_Food.Funct_8_2275 |
| ESTHER : He_2017_Food.Funct_8_2275 |
| PubMedSearch : He_2017_Food.Funct_8_2275 |
| PubMedID: 28561817 |
| Title : Effect of epigallocatechin-3-gallate on acrylamide-induced oxidative stress and apoptosis in PC12 cells - He_2017_Hum.Exp.Toxicol_36_1087 |
| Author(s) : He Y , Tan D , Mi Y , Bai B , Jiang D , Zhou X , Ji S |
| Ref : Hum Exp Toxicol , 36 :1087 , 2017 |
| Abstract : He_2017_Hum.Exp.Toxicol_36_1087 |
| ESTHER : He_2017_Hum.Exp.Toxicol_36_1087 |
| PubMedSearch : He_2017_Hum.Exp.Toxicol_36_1087 |
| PubMedID: 27920337 |
| Title : A green tea polyphenol epigallocatechin-3-gallate enhances neuroregeneration after spinal cord injury by altering levels of inflammatory cytokines - Machova_2017_Neuropharmacol_126_213 |
| Author(s) : Machova Urdzikova L , Ruzicka J , Karova K , Kloudova A , Svobodova B , Amin A , Dubisova J , Schmidt M , Kubinova S , Jhanwar-Uniyal M , Jendelova P |
| Ref : Neuropharmacology , 126 :213 , 2017 |
| Abstract : Machova_2017_Neuropharmacol_126_213 |
| ESTHER : Machova_2017_Neuropharmacol_126_213 |
| PubMedSearch : Machova_2017_Neuropharmacol_126_213 |
| PubMedID: 28899730 |
| Title : Differential inhibition of human erythrocyte acetylcholinesterase by polyphenols epigallocatechin-3-gallate and resveratrol. Relevance of the membrane-bound form - Salazar_2017_Biofactors_43_73 |
| Author(s) : Salazar PB , de Athayde Moncorvo Collado A , Canal-Martinez V , Minahk CJ |
| Ref : Biofactors , 43 :73 , 2017 |
| Abstract : Salazar_2017_Biofactors_43_73 |
| ESTHER : Salazar_2017_Biofactors_43_73 |
| PubMedSearch : Salazar_2017_Biofactors_43_73 |
| PubMedID: 27591048 |
| Title : Fast identification of lipase inhibitors in oolong tea by using lipase functionalised Fe3O4 magnetic nanoparticles coupled with UPLC-MS\/MS - Zhu_2015_Food.Chem_173_521 |
| Author(s) : Zhu YT , Ren XY , Yuan L , Liu YM , Liang J , Liao X |
| Ref : Food Chem , 173 :521 , 2015 |
| Abstract : Zhu_2015_Food.Chem_173_521 |
| ESTHER : Zhu_2015_Food.Chem_173_521 |
| PubMedSearch : Zhu_2015_Food.Chem_173_521 |
| PubMedID: 25466054 |
| Title : Molecular Interactions between (-)-Epigallocatechin Gallate Analogs and Pancreatic Lipase - Wang_2014_PLoS.One_9_e111143 |
| Author(s) : Wang S , Sun Z , Dong S , Liu Y |
| Ref : PLoS ONE , 9 :e111143 , 2014 |
| Abstract : Wang_2014_PLoS.One_9_e111143 |
| ESTHER : Wang_2014_PLoS.One_9_e111143 |
| PubMedSearch : Wang_2014_PLoS.One_9_e111143 |
| PubMedID: 25365042 |
| Title : Green tea (-)epigallocatechin-3-gallate reverses oxidative stress and reduces acetylcholinesterase activity in a streptozotocin-induced model of dementia - Biasibetti_2013_Behav.Brain.Res_236_186 |
| Author(s) : Biasibetti R , Tramontina AC , Costa AP , Dutra MF , Quincozes-Santos A , Nardin P , Bernardi CL , Wartchow KM , Lunardi PS , Goncalves CA |
| Ref : Behavioural Brain Research , 236 :186 , 2013 |
| Abstract : Biasibetti_2013_Behav.Brain.Res_236_186 |
| ESTHER : Biasibetti_2013_Behav.Brain.Res_236_186 |
| PubMedSearch : Biasibetti_2013_Behav.Brain.Res_236_186 |
| PubMedID: 22964138 |
| Title : Impact of epigallo catechin-3-gallate on acetylcholine-acetylcholine esterase cycle in aged rat brain - Srividhya_2012_Neurochem.Int_60_517 |
| Author(s) : Srividhya R , Gayathri R , Kalaiselvi P |
| Ref : Neurochem Int , 60 :517 , 2012 |
| Abstract : Srividhya_2012_Neurochem.Int_60_517 |
| ESTHER : Srividhya_2012_Neurochem.Int_60_517 |
| PubMedSearch : Srividhya_2012_Neurochem.Int_60_517 |
| PubMedID: 22366543 |
| Title : (-)-Epigallocatechin-3-gallate inhibits pancreatic lipase and reduces body weight gain in high fat-fed obese mice - Grove_2012_Obesity.(Silver.Spring)_20_2311 |
| Author(s) : Grove KA , Sae-tan S , Kennett MJ , Lambert JD |
| Ref : Obesity (Silver Spring) , 20 :2311 , 2012 |
| Abstract : Grove_2012_Obesity.(Silver.Spring)_20_2311 |
| ESTHER : Grove_2012_Obesity.(Silver.Spring)_20_2311 |
| PubMedSearch : Grove_2012_Obesity.(Silver.Spring)_20_2311 |
| PubMedID: 21633405 |
| Gene_locus related to this paper: human-PNLIP |
| Title : Tea polyphenol (-)-epigallocatechin-3-gallate inhibits nicotine- and estrogen-induced alpha9-nicotinic acetylcholine receptor upregulation in human breast cancer cells - Tu_2011_Mol.Nutr.Food.Res_55_455 |
| Author(s) : Tu SH , Ku CY , Ho CT , Chen CS , Huang CS , Lee CH , Chen LC , Pan MH , Chang HW , Chang CH , Chang YJ , Wei PL , Wu CH , Ho YS |
| Ref : Mol Nutr Food Res , 55 :455 , 2011 |
| Abstract : Tu_2011_Mol.Nutr.Food.Res_55_455 |
| ESTHER : Tu_2011_Mol.Nutr.Food.Res_55_455 |
| PubMedSearch : Tu_2011_Mol.Nutr.Food.Res_55_455 |
| PubMedID: 21370452 |
| Title : Epigallocatechin-3-gallate ameliorates alcohol-induced cognitive dysfunctions and apoptotic neurodegeneration in the developing rat brain - Tiwari_2010_Int.J.Neuropsychopharmacol_13_1053 |
| Author(s) : Tiwari V , Kuhad A , Chopra K |
| Ref : Int J Neuropsychopharmacol , 13 :1053 , 2010 |
| Abstract : Tiwari_2010_Int.J.Neuropsychopharmacol_13_1053 |
| ESTHER : Tiwari_2010_Int.J.Neuropsychopharmacol_13_1053 |
| PubMedSearch : Tiwari_2010_Int.J.Neuropsychopharmacol_13_1053 |
| PubMedID: 20529413 |
| Title : Enhanced anti-influenza A virus activity of (-)-epigallocatechin-3-O-gallate fatty acid monoester derivatives: effect of alkyl chain length - Mori_2008_Bioorg.Med.Chem.Lett_18_4249 |
| Author(s) : Mori S , Miyake S , Kobe T , Nakaya T , Fuller SD , Kato N , Kaihatsu K |
| Ref : Bioorganic & Medicinal Chemistry Lett , 18 :4249 , 2008 |
| Abstract : Mori_2008_Bioorg.Med.Chem.Lett_18_4249 |
| ESTHER : Mori_2008_Bioorg.Med.Chem.Lett_18_4249 |
| PubMedSearch : Mori_2008_Bioorg.Med.Chem.Lett_18_4249 |
| PubMedID: 18547804 |