Epigallocatechin Gallate
fo-ac6bad702931d36d
Identity
- Type
- Neutral molecule
- CAS
- 989-51-5
- EC
- 479-560-7
- Origin
- EF 3.1 hybrid_name_cas_v1
- Changes
- 57 across every transformer
Structure
This substance carries 2 candidate structures; the diagram is the first one RDKit could parse, not a settled answer.
Alternative labels
29- (-)-epi-Gallocatechin 3-O-gallate
- (-)-Epigallocatechin 3-gallate
- (-)-epigallocatechin 3-O-gallate
- (-)-epigallocatechin gallate
- (-)-epigallocatechin-3-O-gallate
- (-)-epigallocatechol gallate
- (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate
- (2R,3R)-5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,4,5-trihydroxybenzoate
- 3-O-galloyl-(-)-epigallocatechin
- [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
- Benzoic acid, 3,4,5-trihydroxy-, (2R,3R)-3,4-dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3-yl ester
- Benzoic acid, 3,4,5-trihydroxy-, 3,4-dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3-yl ester, (2R-cis)-
- EGCG
- EGCg-OP
- epi-Gallocatechin 3-O-gallate
- epi-Gallocatechin gallate
- epigallocatechin 3-gallate
- epigallocatechin 3-O-gallate
- Epigallocatechin-3-monogallate
- Epigallocatechol, 3-gallate
- Epigallocatechol, 3-gallate, (-)-
- Epigallocatechol, gallate
- Gallic acid, 3-ester with epigallocatechol, (-)-
- L-epigallocatechin gallate
- NVP-XAA 723
- PF-EGCg 90
- Teafuran 90S
- Teavigo
- Theliokeep
Properties
| Property | Value |
|---|---|
| Elemental charge chemrof:elemental_charge | 0 |
| InChI2D key string chemrof:inchi2d_key_string | WMBWREPUVVBILR-WIYYLYMNSA-N |
| InChI2D string chemrof:inchi2d_string | 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 |
| Isomeric SMILES string chemrof:isomeric_smiles_string | 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 |
| IUPAC name chemrof:IUPAC_name | (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate |
| Molecular formula chemrof:molecular_formula | C22H18O11 |
| Molecular mass chemrof:molecular_mass | 458.375 |
| Monoisotopic mass chemrof:monoisotopic_mass | 458.08491, 458.084911 |
| SMILES string chemrof:smiles_string | O=C(OC1Cc2c(O)cc(O)cc2OC1c1cc(O)c(O)c(O)c1)c1cc(O)c(O)c(O)c1 |
Known URLs
67Where else this substance is described. Collected while the pipeline resolved it — from ChEBI's cross-references, from PubChem's identifier list, and from the CAS number — so a link here is a record the merge actually read, not a search it suggests.
| Resource | URL | Recorded by |
|---|---|---|
| beilstein | beilstein:3658838 | enrich_references.chebi_xrefs |
| CAS Common Chemistry | https://commonchemistry.cas.org/detail?cas_rn=989-51-5 | enrich_references.chebi_xrefs |
| ChEBI | https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:4806 | enrich_references.chebi_id_link |
| chem.echa.europa.eu | https://chem.echa.europa.eu/100.105.241 | enrich_references.pubchem_identifier_url |
| chem.echa.europa.eu | https://chem.echa.europa.eu/100.111.017 | enrich_references.pubchem_identifier_url |
| ChemSpider | https://www.chemspider.com/Chemical-Structure.58575.html | enrich_references.chebi_xrefs |
| comptox.epa.gov | https://comptox.epa.gov/dashboard/DTXSID1029889 | enrich_references.pubchem_identifier_url |
| drugbank.ca | https://www.drugbank.ca/drugs/DB12116 | enrich_references.pubchem_identifier_url |
| ebi.ac.uk | https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL297453 | enrich_references.pubchem_identifier_url |
| glycosmos.org | https://glycosmos.org/glycans/show/G31622WS | enrich_references.pubchem_identifier_url |
| gsrs.ncats.nih.gov | https://gsrs.ncats.nih.gov/ginas/app/beta/substances/BQM438CTEL | enrich_references.pubchem_identifier_url |
| HMDB | https://hmdb.ca/metabolites/HMDB0003153 | enrich_references.chebi_xrefs |
| jglobal.jst.go.jp | http://jglobal.jst.go.jp/en/redirect?Nikkaji_No=J134.058A | enrich_references.pubchem_identifier_url |
| KEGG | https://www.genome.jp/entry/C09731 | enrich_references.chebi_xrefs |
| kegg.jp | https://www.kegg.jp/entry/C09731 | enrich_references.pubchem_identifier_url |
| knapsack | knapsack:C00000958 | enrich_references.chebi_xrefs |
| lincs.smallmolecule | lincs.smallmolecule:LSM-5661 | enrich_references.chebi_xrefs |
| LIPID MAPS | https://www.lipidmaps.org/databases/lmsd/LMPK12030005 | enrich_references.chebi_xrefs |
| lipidmaps.org | https://lipidmaps.org/databases/lmsd/LMPK12030005 | enrich_references.pubchem_identifier_url |
| metabolomicsworkbench.org | https://www.metabolomicsworkbench.org/data/StructureData.php?RegNo=131667 | enrich_references.pubchem_identifier_url |
| metabolomicsworkbench.org | https://www.metabolomicsworkbench.org/data/StructureData.php?RegNo=22118 | enrich_references.pubchem_identifier_url |
| ncithesaurus.nci.nih.gov | https://ncithesaurus.nci.nih.gov/ncitbrowser/ConceptReport.jsp?dictionary=NCI_Thesaurus&ns=ncit&code=C1088 | enrich_references.pubchem_identifier_url |
| patent | patent:CN102600212 | enrich_references.chebi_xrefs |
| patent | patent:CN102763743 | enrich_references.chebi_xrefs |
| patent | patent:US2012309821 | enrich_references.chebi_xrefs |
| pdb-ccd | pdb-ccd:KDH | enrich_references.chebi_xrefs |
| pharos.nih.gov | https://pharos.nih.gov/ligands/3N75GJ9MGSU2 | enrich_references.pubchem_identifier_url |
| pharos.nih.gov | https://pharos.nih.gov/ligands/8G955XN2LS69 | enrich_references.pubchem_identifier_url |
| pharos.nih.gov | https://pharos.nih.gov/ligands/8G9AZ3NKCN4N | enrich_references.pubchem_identifier_url |
| platform.opentargets.org | https://platform.opentargets.org/drug/CHEMBL297453 | enrich_references.pubchem_identifier_url |
| PubChem | https://pubchem.ncbi.nlm.nih.gov/compound/65064 | enrich_references.pubchem_compound |
| PubChem | https://pubchem.ncbi.nlm.nih.gov/substance/?source=niaid&sourceid=000674 | enrich_references.pubchem_identifier_url |
| PubChem | https://pubchem.ncbi.nlm.nih.gov/substance/?source=niaid&sourceid=506678 | enrich_references.pubchem_identifier_url |
| PubChem | https://pubchem.ncbi.nlm.nih.gov/substance/?source=niaid&sourceid=555600 | enrich_references.pubchem_identifier_url |
| PubChem | https://pubchem.ncbi.nlm.nih.gov/substance/?source=niaid&sourceid=609170 | enrich_references.pubchem_identifier_url |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/12053219 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/12918062 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/14521154 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/14633667 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/15024383 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/15950188 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/17157668 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/18665171 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/18716169 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/19085685 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/19113837 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/19539611 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/19542563 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/19784588 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/19928918 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/20565072 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/21080642 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/21434603 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/21750208 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/22300765 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/22876177 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/23834676 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/31503486 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/31767902 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/32635637 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/33268646 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/33604623 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/34553787 | enrich_references.chebi_xrefs |
| reaxys | reaxys:67944 | enrich_references.chebi_xrefs |
| rxnav.nlm.nih.gov | https://rxnav.nlm.nih.gov/id/rxnorm/24246 | enrich_references.pubchem_identifier_url |
| wikidata.org | https://www.wikidata.org/wiki/Q393339 | enrich_references.pubchem_identifier_url |
| Wikipedia | https://en.wikipedia.org/wiki/Epigallocatechin_gallate | enrich_references.chebi_xrefs |
Elementary flows
13| Flow | Context | Source | Unit | CFs |
|---|---|---|---|---|
| 893ee21f-c24a-4541-aec0-dd9b732cca05 | Environmental → Air → Aircraft cruise height | EF 3.1 | kg | 4 |
| f77056d2-fa89-4763-bc00-74d245fb1960 | Environmental → Air → Ground level → Urban (>1000 people/square mile) | EF 3.1 | kg | 4 |
| 94193428-2016-40be-b4f2-b28dd15b85aa | Environmental → Air → Indoor | EF 3.1 | kg | 4 |
| ae65e580-82b7-4034-8d70-e19974ba3538 | Environmental → Air → Long-term | EF 3.1 | kg | 0 |
| b0ceca8d-844c-43fa-b84b-3c106470c0f4 | Environmental → Air → Medium stack, <150 meters → Rural (<1000 people/square mile) | EF 3.1 | kg | 4 |
| 70a321a8-c8ee-47ab-950b-3a2186dc2f40 | Environmental → Air → Unknown | EF 3.1 | kg | 4 |
| f3f30a27-e9e6-447a-8d57-8821ce11e2ba | Environmental → Ground → Agricultural | EF 3.1 | kg | 4 |
| 765220a2-0b37-4fb2-84b6-16aee0680eb4 | Environmental → Ground → Non-agricultural | EF 3.1 | kg | 4 |
| b5d153b5-0f60-48d9-8315-a6cf9b2d4ae1 | Environmental → Ground → Unknown | EF 3.1 | kg | 4 |
| 1faf3bdb-6114-4b22-ab6f-e9ad4b77e916 | Environmental → Water → Long-term | EF 3.1 | kg | 0 |
| 9b959eba-70b9-4bb1-923c-8a43376856f7 | Environmental → Water → Ocean | EF 3.1 | kg | 4 |
| be9e337d-f7cb-439d-92d9-8a45976a7ddb | Environmental → Water → Surface water | EF 3.1 | kg | 4 |
| d7d9e248-9e33-48f1-abc4-78e08353c429 | Environmental → Water → Unknown | EF 3.1 | kg | 4 |
History
Everything that changed this substance (57 changes)
Full record
Flow object JSON
{
"flow_object_id": "fo-ac6bad702931d36d",
"prefLabel": [
{
"@value": "Epigallocatechin Gallate",
"@language": "en",
"@lang": "en",
"provenance": {
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"prov:wasAttributedTo": "consensus-flow-list",
"prov:hadPrimarySource": [
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],
"prov:wasDerivedFrom": "legacy name field"
}
}
],
"altLabel": [
{
"@value": "(-)-epi-Gallocatechin 3-O-gallate",
"@language": "en",
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"provenance": {
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"CAS:989-51-5",
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],
"prov:wasDerivedFrom": "common chemistry CAS lookup"
}
},
{
"@value": "(-)-Epigallocatechin 3-gallate",
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"CAS:989-51-5",
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],
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}
},
{
"@value": "(-)-epigallocatechin 3-O-gallate",
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}
},
{
"@value": "(-)-epigallocatechin gallate",
"@language": "en",
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],
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}
},
{
"@value": "(-)-epigallocatechin-3-O-gallate",
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],
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}
},
{
"@value": "(-)-epigallocatechol gallate",
"@language": "en",
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}
},
{
"@value": "(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate",
"@language": "en",
"@lang": "en",
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],
"prov:wasDerivedFrom": "chebi synonym match"
}
},
{
"@value": "(2R,3R)-5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,4,5-trihydroxybenzoate",
"@language": "en",
"@lang": "en",
"provenance": {
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],
"prov:wasDerivedFrom": "common chemistry CAS lookup"
}
},
{
"@value": "3-O-galloyl-(-)-epigallocatechin",
"@language": "en",
"@lang": "en",
"provenance": {
"prov:wasGeneratedBy": "chebi_altlabels",
"prov:wasAttributedTo": "consensus-flow-list",
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}
},
{
"@value": "[(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate",
"@language": "en",
"@lang": "en",
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],
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}
},
{
"@value": "Benzoic acid, 3,4,5-trihydroxy-, (2R,3R)-3,4-dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3-yl ester",
"@language": "en",
"@lang": "en",
"provenance": {
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"EF 3.1",
"https://commonchemistry.cas.org/detail?cas_rn=989-51-5"
],
"prov:wasDerivedFrom": "common chemistry CAS lookup"
}
},
{
"@value": "Benzoic acid, 3,4,5-trihydroxy-, 3,4-dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3-yl ester, (2R-cis)-",
"@language": "en",
"@lang": "en",
"provenance": {
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"prov:hadPrimarySource": [
"CAS:989-51-5",
"EF 3.1",
"https://commonchemistry.cas.org/detail?cas_rn=989-51-5"
],
"prov:wasDerivedFrom": "common chemistry CAS lookup"
}
},
{
"@value": "EGCG",
"@language": "en",
"@lang": "en",
"provenance": {
"prov:wasGeneratedBy": "chebi_altlabels",
"prov:wasAttributedTo": "consensus-flow-list",
"prov:hadPrimarySource": [
"EF 3.1",
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],
"prov:wasDerivedFrom": "chebi synonym match"
}
},
{
"@value": "EGCg-OP",
"@language": "en",
"@lang": "en",
"provenance": {
"prov:wasGeneratedBy": "consensus_match",
"prov:wasAttributedTo": "consensus-flow-list",
"prov:hadPrimarySource": [
"CAS:989-51-5",
"EF 3.1",
"https://commonchemistry.cas.org/detail?cas_rn=989-51-5"
],
"prov:wasDerivedFrom": "common chemistry CAS lookup"
}
},
{
"@value": "epi-Gallocatechin 3-O-gallate",
"@language": "en",
"@lang": "en",
"provenance": {
"prov:wasGeneratedBy": "consensus_match",
"prov:wasAttributedTo": "consensus-flow-list",
"prov:hadPrimarySource": [
"CAS:989-51-5",
"EF 3.1",
"https://commonchemistry.cas.org/detail?cas_rn=989-51-5"
],
"prov:wasDerivedFrom": "common chemistry CAS lookup"
}
},
{
"@value": "epi-Gallocatechin gallate",
"@language": "en",
"@lang": "en",
"provenance": {
"prov:wasGeneratedBy": "consensus_match",
"prov:wasAttributedTo": "consensus-flow-list",
"prov:hadPrimarySource": [
"CAS:989-51-5",
"EF 3.1",
"https://commonchemistry.cas.org/detail?cas_rn=989-51-5"
],
"prov:wasDerivedFrom": "common chemistry CAS lookup"
}
},
{
"@value": "epigallocatechin 3-gallate",
"@language": "en",
"@lang": "en",
"provenance": {
"prov:wasGeneratedBy": "chebi_altlabels",
"prov:wasAttributedTo": "consensus-flow-list",
"prov:hadPrimarySource": [
"EF 3.1",
"http://purl.obolibrary.org/obo/CHEBI_4806"
],
"prov:wasDerivedFrom": "chebi synonym match"
}
},
{
"@value": "epigallocatechin 3-O-gallate",
"@language": "en",
"@lang": "en",
"provenance": {
"prov:wasGeneratedBy": "chebi_altlabels",
"prov:wasAttributedTo": "consensus-flow-list",
"prov:hadPrimarySource": [
"EF 3.1",
"http://purl.obolibrary.org/obo/CHEBI_4806"
],
"prov:wasDerivedFrom": "chebi synonym match"
}
},
{
"@value": "Epigallocatechin-3-monogallate",
"@language": "en",
"@lang": "en",
"provenance": {
"prov:wasGeneratedBy": "consensus_match",
"prov:wasAttributedTo": "consensus-flow-list",
"prov:hadPrimarySource": [
"CAS:989-51-5",
"EF 3.1",
"https://commonchemistry.cas.org/detail?cas_rn=989-51-5"
],
"prov:wasDerivedFrom": "common chemistry CAS lookup"
}
},
{
"@value": "Epigallocatechol, 3-gallate",
"@language": "en",
"@lang": "en",
"provenance": {
"prov:wasGeneratedBy": "consensus_match",
"prov:wasAttributedTo": "consensus-flow-list",
"prov:hadPrimarySource": [
"CAS:989-51-5",
"EF 3.1",
"https://commonchemistry.cas.org/detail?cas_rn=989-51-5"
],
"prov:wasDerivedFrom": "common chemistry CAS lookup"
}
},
{
"@value": "Epigallocatechol, 3-gallate, (-)-",
"@language": "en",
"@lang": "en",
"provenance": {
"prov:wasGeneratedBy": "consensus_match",
"prov:wasAttributedTo": "consensus-flow-list",
"prov:hadPrimarySource": [
"CAS:989-51-5",
"EF 3.1",
"https://commonchemistry.cas.org/detail?cas_rn=989-51-5"
],
"prov:wasDerivedFrom": "common chemistry CAS lookup"
}
},
{
"@value": "Epigallocatechol, gallate",
"@language": "en",
"@lang": "en",
"provenance": {
"prov:wasGeneratedBy": "consensus_match",
"prov:wasAttributedTo": "consensus-flow-list",
"prov:hadPrimarySource": [
"CAS:989-51-5",
"EF 3.1",
"https://commonchemistry.cas.org/detail?cas_rn=989-51-5"
],
"prov:wasDerivedFrom": "common chemistry CAS lookup"
}
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