Epicatechin-gallate

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. One Hydroxy less than Epigallocatechin-gallate

General

Type : Derivative of Gallate, Natural, Polyphenol, Benzoate

Chemical_Nomenclature : [(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-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)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

Other name(s) : (-)-Epicatechin gallate, Epicatechin gallate, (-)-Epicatechin-3-O-gallate, (-)-epicatechingallate, ECG, CHEMBL36327, CHEBI:70255, SCHEMBL39047, ZINC3978503


MW : 442.4

Formula : C22H18O10

CAS_number : 1257-08-5

PubChem : 107905

UniChem : LSHVYAFMTMFKBA-TZIWHRDSSA-N

Target

Families : Epicatechin-gallate ligand of proteins in family
Arylacetamide_deacetylase

Protein :
human-AADAC

References (6)

Title : Epicatechin gallate and epigallocatechin gallate are potent inhibitors of human arylacetamide deacetylase - Yasuda_2021_Drug.Metab.Pharmacokinet_39_100397
Author(s) : Yasuda K , Watanabe K , Fukami T , Nakashima S , Ikushiro SI , Nakajima M , Sakaki T
Ref : Drug Metab Pharmacokinet , 39 :100397 , 2021
PubMedID: 34171773

Title : (-)-Epicatechin derivate from Orostachys japonicus as potential inhibitor of the human butyrylcholinesterase - Kim_2016_Int.J.Biol.Macromol_91_1033
Author(s) : Kim JH , Lee SH , Lee HW , Sun YN , Jang WH , Yang SY , Jang HD , Kim YH
Ref : Int J Biol Macromol , 91 :1033 , 2016
PubMedID: 27341781

Title : Chemical and biological insights on Cotoneaster integerrimus: A new (-)- epicatechin source for food and medicinal applications - Uysal_2016_Phytomedicine_23_979
Author(s) : Uysal A , Zengin G , Mollica A , Gunes E , Locatelli M , Yilmaz T , Aktumsek A
Ref : Phytomedicine , 23 :979 , 2016
PubMedID: 27444342

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
PubMedID: 25466054

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
PubMedID: 21633405
Gene_locus related to this paper: human-PNLIP

Title : Insulin-like effect of (-)epicatechin on erythrocyte membrane acetylcholinesterase activity in type 2 diabetes mellitus - Rizvi_2001_Clin.Exp.Pharmacol.Physiol_28_776
Author(s) : Rizvi SI , Zaid MA
Ref : Clinical & Experimental Pharmacology & Physiology , 28 :776 , 2001
PubMedID: 11553037