CHEBI:156284 - (+)-gallocatechin gallate

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ChEBI Name (+)-gallocatechin gallate
ChEBI ID CHEBI:156284
Definition A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3S)-hydroxy group of (+)-gallocatechin.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C22H18O11
Net Charge 0
Average Mass 458.375
Monoisotopic Mass 458.08491
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+/m0/s1
InChIKey WMBWREPUVVBILR-GHTZIAJQSA-N
SMILES OC1=CC(O)=C2C[C@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](OC2=C1)C1=CC(O)=C(O)C(O)=C1
Roles Classification
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.
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ChEBI Ontology
Outgoing (+)-gallocatechin gallate (CHEBI:156284) has functional parent (+)-gallocatechin (CHEBI:31018)
(+)-gallocatechin gallate (CHEBI:156284) has functional parent gallic acid (CHEBI:30778)
(+)-gallocatechin gallate (CHEBI:156284) has role plant metabolite (CHEBI:76924)
(+)-gallocatechin gallate (CHEBI:156284) is a catechin (CHEBI:23053)
(+)-gallocatechin gallate (CHEBI:156284) is a gallate ester (CHEBI:37576)
(+)-gallocatechin gallate (CHEBI:156284) is a polyphenol (CHEBI:26195)
(+)-gallocatechin gallate (CHEBI:156284) is enantiomer of (−)-gallocatechin gallate (CHEBI:156271)
Incoming (−)-gallocatechin gallate (CHEBI:156271) is enantiomer of (+)-gallocatechin gallate (CHEBI:156284)
IUPAC Name
(2R,3S)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate
Synonyms Sources
(+)-gallocatechin-3-O-gallate ChemIDplus
(+)-gallocatechol gallate ChemIDplus
(2R,3S)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate IUPAC
Manual Xrefs Databases
C00008882 KNApSAcK
FDB021740 FooDB
HMDB0041598 HMDB
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Registry Number Type Source
5127-64-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10929811 PubMed citation Europe PMC
18318450 PubMed citation Europe PMC
Last Modified
07 August 2020