CHEBI:136552 - epiafzelechin 3-gallate

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ChEBI Name epiafzelechin 3-gallate
ChEBI ID CHEBI:136552
Definition A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3R)-hydroxy group of epiafzelechin.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C22H18O9
Net Charge 0
Average Mass 426.374
Monoisotopic Mass 426.09508
InChI InChI=1S/C22H18O9/c23-12-3-1-10(2-4-12)21-19(9-14-15(25)7-13(24)8-18(14)30-21)31-22(29)11-5-16(26)20(28)17(27)6-11/h1-8,19,21,23-28H,9H2/t19-,21-/m1/s1
InChIKey SDZPYNMXGUHFMZ-TZIWHRDSSA-N
SMILES C1(=CC=2O[C@@H]([C@@H](CC2C(=C1)O)OC(C3=CC(=C(C(=C3)O)O)O)=O)C4=CC=C(C=C4)O)O
Metabolite of Species Details
Camellia sinensis (NCBI:txid4442) See: MetaboLights Study
Roles Classification
Biological Role(s): Camellia sinensis metabolite
Any plant metabolite that is produced by Camellia sinensis.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing epiafzelechin 3-gallate (CHEBI:136552) has functional parent (−)-epiafzelechin (CHEBI:31028)
epiafzelechin 3-gallate (CHEBI:136552) has role Camellia sinensis metabolite (CHEBI:140160)
epiafzelechin 3-gallate (CHEBI:136552) is a flavans (CHEBI:38672)
epiafzelechin 3-gallate (CHEBI:136552) is a gallate ester (CHEBI:37576)
epiafzelechin 3-gallate (CHEBI:136552) is a polyphenol (CHEBI:26195)
IUPAC Name
(2R,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate
Synonyms Sources
(−)-epiafzelechin 3-gallate ChEBI
(−)-epiafzelechin 3-O-gallate ChEBI
Epiafzelechin 3-O-gallate KNApSAcK
Manual Xrefs Databases
C00008864 KNApSAcK
HMDB0038846 HMDB
LMPK12020038 LIPID MAPS
View more database links
Registry Numbers Types Sources
108907-43-3 CAS Registry Number KNApSAcK
5486573 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
23187287 PubMed citation Europe PMC
339329 Chinese Abstracts citation Europe PMC
Last Modified
15 February 2018