ChEBI Name (−)-epigallocatechin 3-gallate
ChEBI ID CHEBI:4806
ChEBI ASCII Name (-)-epigallocatechin 3-gallate
Definition A gallate ester obtained by the formal condensation of gallic acid with the (3R)-hydroxy group of (−)-epigallocatechin.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C22H18O11
Net Charge 0
Average Mass 458.37170
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
SMILES Oc1cc(O)c2C[C@@H](OC(=O)c3cc(O)c(O)c(O)c3)[C@H](Oc2c1)c1cc(O)c(O)c(O)c1
Metabolite of Species Details
Parapiptadenia rigida (NCBI:148713) Found in bark (BTO:0001301). Ethanolic extract of air-dried, powdered bark See: PubMed
Camellia sinensis (NCBI:4442) See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Hsp90 inhibitor
An EC 3.6.4.10 (non-chaperonin molecular chaperone ATPase) inhibitor that blocks the action of heat shock protein 90.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (−)-epigallocatechin 3-gallate (CHEBI:4806) has functional parent (−)-epigallocatechin (CHEBI:42255)
(−)-epigallocatechin 3-gallate (CHEBI:4806) has role antineoplastic agent (CHEBI:35610)
(−)-epigallocatechin 3-gallate (CHEBI:4806) has role antioxidant (CHEBI:22586)
(−)-epigallocatechin 3-gallate (CHEBI:4806) has role Hsp90 inhibitor (CHEBI:63962)
(−)-epigallocatechin 3-gallate (CHEBI:4806) has role neuroprotective agent (CHEBI:63726)
(−)-epigallocatechin 3-gallate (CHEBI:4806) has role plant metabolite (CHEBI:76924)
(−)-epigallocatechin 3-gallate (CHEBI:4806) is a catechin (CHEBI:23053)
(−)-epigallocatechin 3-gallate (CHEBI:4806) is a gallate ester (CHEBI:37576)
(−)-epigallocatechin 3-gallate (CHEBI:4806) is a polyphenol (CHEBI:26195)
IUPAC Name
(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate
Synonyms Sources
(−)-epigallocatechin-3-O-gallate ChemIDplus
[(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate ChEBI
EGCG ChemIDplus
Epigallocatechin 3-gallate KEGG COMPOUND
Database Links Databases
C00000958 KNApSAcK
C09731 KEGG COMPOUND
CN102600212 Patent
CN102763743 Patent
Epigallocatechin_gallate Wikipedia
HMDB03153 HMDB
KDH PDBeChem
LMPK12030005 LIPID MAPS
US2012309821 Patent
View more database links
Registry Numbers Types Sources
3658838 Beilstein Registry Number Beilstein
67944 Reaxys Registry Number Reaxys
989-51-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
14633667 PubMed citation CiteXplore
15024383 PubMed citation CiteXplore
15950188 PubMed citation CiteXplore
17157668 PubMed citation CiteXplore
18665171 PubMed citation CiteXplore
18716169 PubMed citation CiteXplore
19113837 PubMed citation CiteXplore
19539611 PubMed citation CiteXplore
19784588 PubMed citation CiteXplore
19928918 PubMed citation CiteXplore
21080642 PubMed citation CiteXplore
21434603 PubMed citation CiteXplore
22300765 PubMed citation CiteXplore
Last Modified
25 marzo 2015