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CHEBI:136552 - epiafzelechin 3-gallate

ChEBI IDCHEBI:136552
ChEBI Nameepiafzelechin 3-gallate
Stars
DefinitionA gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3R)-hydroxy group of epiafzelechin.
Last Modified15 February 2018
SubmitterKeeva
DownloadsMolfile
FormulaC22H18O9
Net Charge0
Average Mass426.377
Monoisotopic Mass426.09508
SMILESO=C(O[C@@H]1Cc2c(O)cc(O)cc2O[C@@H]1c1ccc(O)cc1)c1cc(O)c(O)c(O)c1
InChIInChI=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
InChIKeySDZPYNMXGUHFMZ-TZIWHRDSSA-N
Species of MetaboliteComponentSourceComments
Camellia sinensis (ncbitaxon:4442) - MetaboLights (MTBLS403)
Roles Classification
Biological Role:
Camellia sinensis metabolite  Any plant metabolite that is produced by Camellia sinensis.
ChEBI Ontology
Outgoing Relation(s)
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  Source
Epiafzelechin 3-O-gallateKNApSAcK
(−)-epiafzelechin 3-O-gallateChEBI
(−)-epiafzelechin 3-gallateChEBI
Manual XrefsDatabases
HMDB0038846HMDB
C00008864KNApSAcK
LMPK12020038LIPID MAPS
Registry NumbersSources
Reaxys:5486573Reaxys
CAS:108907-43-3KNApSAcK
Citations