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CHEBI:4806 - (−)-epigallocatechin 3-gallate
| Formula | C22H18O11 |
| Net Charge | 0 |
| Average Mass | 458.375 |
| Monoisotopic Mass | 458.08491 |
| SMILES | O=C(O[C@@H]1Cc2c(O)cc(O)cc2O[C@@H]1c1cc(O)c(O)c(O)c1)c1cc(O)c(O)c(O)c1 |
| 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 |
| Wikipedia |
|---|
| Species of Metabolite | Component | Source | Comments |
|---|---|---|---|
| Camellia sinensis (ncbitaxon:4442) | |||
| - | PubMed (21434603) | ||
| - | MetaboLights (MTBLS403) | From MetaboLights | |
| Parapiptadenia rigida (ncbitaxon:148713) | bark (BTO:0001301) | PubMed (21080642) | Ethanolic extract of air-dried, powdered bark |
| Roles Classification |
|---|
| Chemical Role: | antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. |
| Biological Roles: | antiviral agent A substance that destroys or inhibits replication of viruses. anti-HIV agent An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. apoptosis inducer Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms. immunosuppressive agent An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response. Hsp90 inhibitor An EC 3.6.4.10 (non-chaperonin molecular chaperone ATPase) inhibitor that blocks the action of heat shock protein 90. |
| Applications: | geroprotector Any compound that supports healthy aging, slows the biological aging process, or extends lifespan. anti-inflammatory agent Any compound that has anti-inflammatory effects. hypoglycemic agent A drug which lowers the blood glucose level. antiparkinson drug A drug used in the treatment of Parkinson's disease. antifibrotic agent Any agent which acts to reduce fibrosis. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. hepatoprotective agent Any compound that is able to prevent damage to the liver. neuroprotective agent Any compound that can be used for the treatment of neurodegenerative disorders. immunosuppressive agent An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response. bone density conservation agent An agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| (−)-epigallocatechin 3-gallate (CHEBI:4806) has functional parent (−)-epigallocatechin (CHEBI:42255) |
| (−)-epigallocatechin 3-gallate (CHEBI:4806) has role anti-HIV agent (CHEBI:64946) |
| (−)-epigallocatechin 3-gallate (CHEBI:4806) has role anti-inflammatory agent (CHEBI:67079) |
| (−)-epigallocatechin 3-gallate (CHEBI:4806) has role antifibrotic agent (CHEBI:233423) |
| (−)-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 antiparkinson drug (CHEBI:48407) |
| (−)-epigallocatechin 3-gallate (CHEBI:4806) has role antiviral agent (CHEBI:22587) |
| (−)-epigallocatechin 3-gallate (CHEBI:4806) has role apoptosis inducer (CHEBI:68495) |
| (−)-epigallocatechin 3-gallate (CHEBI:4806) has role bone density conservation agent (CHEBI:50646) |
| (−)-epigallocatechin 3-gallate (CHEBI:4806) has role geroprotector (CHEBI:176497) |
| (−)-epigallocatechin 3-gallate (CHEBI:4806) has role hepatoprotective agent (CHEBI:62868) |
| (−)-epigallocatechin 3-gallate (CHEBI:4806) has role Hsp90 inhibitor (CHEBI:63962) |
| (−)-epigallocatechin 3-gallate (CHEBI:4806) has role hypoglycemic agent (CHEBI:35526) |
| (−)-epigallocatechin 3-gallate (CHEBI:4806) has role immunosuppressive agent (CHEBI:35705) |
| (−)-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 flavans (CHEBI:38672) |
| (−)-epigallocatechin 3-gallate (CHEBI:4806) is a gallate ester (CHEBI:37576) |
| (−)-epigallocatechin 3-gallate (CHEBI:4806) is a organic molecular entity (CHEBI:50860) |
| (−)-epigallocatechin 3-gallate (CHEBI:4806) is a polyphenol (CHEBI:26195) |
| Incoming Relation(s) |
| theasinensin A (CHEBI:9518) has functional parent (−)-epigallocatechin 3-gallate (CHEBI:4806) |
| IUPAC Name |
|---|
| (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate |
| Synonyms | Source |
|---|---|
| [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate | ChEBI |
| 3-O-galloyl-(−)-epigallocatechin | ChEBI |
| EGCG | ChemIDplus |
| (−)-epigallocatechin 3-O-gallate | ChEBI |
| (−)-epigallocatechin-3-O-gallate | ChemIDplus |
| epigallocatechin 3-O-gallate | ChEBI |
| Manual Xrefs | Databases |
|---|---|
| 58575 | ChemSpider |
| C00000958 | KNApSAcK |
| C09731 | KEGG COMPOUND |
| CN102600212 | Patent |
| CN102763743 | Patent |
| Epigallocatechin_gallate | Wikipedia |
| HMDB0003153 | HMDB |
| KDH | PDBeChem |
| LMPK12030005 | LIPID MAPS |
| LSM-5661 | LINCS |
| US2012309821 | Patent |
| Registry Numbers | Sources |
|---|---|
| Beilstein:3658838 | Beilstein |
| Reaxys:67944 | Reaxys |
| CAS:989-51-5 | ChemIDplus |
| CAS:989-51-5 | KEGG COMPOUND |
| Citations |
|---|