Epicatechin gallate

Epicatechin gallate
Names
	IUPAC name (2R,3R)-3′,4′,5,7-Tetrahydroxyflavan-3-yl 3,4,5-trihydroxybenzoate
	Systematic IUPAC name (2R,3R)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate
	Other names ECG; Epicatechin 3-gallate; (−)-Epicatechin-3-O-gallate
Identifiers
CAS Number	1257-08-5 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:70255 ;
ChEMBL	ChEMBL36327 ;
ChemSpider	97034 ;
ECHA InfoCard	100.116.252
KEGG	C22594;
PubChem CID	107905;
UNII	92587OVD8Z ;
CompTox Dashboard (EPA)	DTXSID70925231 ;
	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 Key: LSHVYAFMTMFKBA-TZIWHRDSSA-N ; InChI=1/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 Key: LSHVYAFMTMFKBA-TZIWHRDSBY;
	SMILES O=C(O[C@@H]2Cc3c(O[C@@H]2c1ccc(O)c(O)c1)cc(O)cc3O)c4cc(O)c(O)c(O)c4;
Properties
Chemical formula	C22H18O10
Molar mass	442.37 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Epicatechin gallate (ECG) is a flavan-3-ol, a type of flavonoid, present in green tea. It is also reported in buckwheat and in grape.

The tea component epicatechin gallate is being researched because in vitro experiments showed it can reverse methicillin resistance in bacteria such as Staphylococcus aureus. Nevertheless, the compound is significantly degraded by steeping in boiling water, unlike related catechins.

Epicatechin, as well as many other flavonoids, has been found to act as a non-selective antagonist of the opioid receptors, albeit with somewhat low affinity.

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