Epicatechin gallate

Names
IUPAC name (2R,3R)-3′,4′,5,7-Tetrahydroxyflavan-3-yl 3,4,5-trihydroxybenzoate
Preferred 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 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:70255 N
ChEMBL	ChEMBL36327 N
ChemSpider	97034 N
ECHA InfoCard	100.116.252
KEGG	C22594
PubChem CID	107905
UNII	92587OVD8Z Y
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 N Key: LSHVYAFMTMFKBA-TZIWHRDSSA-N 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). N verify (what is YN ?) Infobox references

Epicatechin gallate (ECG) is a flavan-3-ol, a type of flavonoid, present in green tea.^[1] It is also reported in buckwheat^[2] and in grape.^[3]

The tea component epicatechin gallate is being researched because in vitro experiments showed it can reverse methicillin resistance in bacteria such as Staphylococcus aureus.^[1] Nevertheless, the compound is significantly degraded by steeping in boiling water, unlike related catechins.^[4]

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.^[5]