CHEBI:65944 - 7,4'-di-O-galloyltricetiflavan

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ChEBI Name 7,4'-di-O-galloyltricetiflavan
ChEBI ID CHEBI:65944
ChEBI ASCII Name 7,4'-di-O-galloyltricetiflavan
Definition A diester obtained by the formal condensation of gallic acid with the hydroxy groups at positions 7 and 4' of 3',4',5',5,7-pentahydroxyflavan. Isolated from the leaves of Pithecellobium clypearia, it exhibits antiviral activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C29H22O14
Net Charge 0
Average Mass 594.47660
Monoisotopic Mass 594.10096
InChI InChI=1S/C29H22O14/c30-16-9-14(41-28(39)12-5-17(31)25(37)18(32)6-12)10-24-15(16)1-2-23(42-24)11-3-21(35)27(22(36)4-11)43-29(40)13-7-19(33)26(38)20(34)8-13/h3-10,23,30-38H,1-2H2
InChIKey LRBYDVJXPROTLX-UHFFFAOYSA-N
SMILES Oc1cc(cc(O)c1O)C(=O)Oc1cc(O)c2CCC(Oc2c1)c1cc(O)c(OC(=O)c2cc(O)c(O)c(O)c2)c(O)c1
Metabolite of Species Details
Pithecellobium clypearia (NCBI:txid714486) Found in leaf (BTO:0000713). See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antiviral agent
A substance that destroys or inhibits replication of viruses.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 7,4'-di-O-galloyltricetiflavan (CHEBI:65944) has functional parent flavan (CHEBI:38691)
7,4'-di-O-galloyltricetiflavan (CHEBI:65944) has role antiviral agent (CHEBI:22587)
7,4'-di-O-galloyltricetiflavan (CHEBI:65944) has role metabolite (CHEBI:25212)
7,4'-di-O-galloyltricetiflavan (CHEBI:65944) is a diester (CHEBI:51307)
7,4'-di-O-galloyltricetiflavan (CHEBI:65944) is a gallate ester (CHEBI:37576)
7,4'-di-O-galloyltricetiflavan (CHEBI:65944) is a trihydroxyflavan (CHEBI:72012)
Synonyms Sources
2,6-dihydroxy-4-{5-hydroxy-7-[(3,4,5-trihydroxybenzoyl)oxy]-3,4-dihydro-2H-chromen-2-yl}phenyl 3,4,5-trihydroxybenzoate ChEBI
tricetiflavan-7,4'-di-O-gallate ChEBI
Registry Number Type Source
15869678 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
16724853 PubMed citation Europe PMC
Last Modified
06 February 2013
General Comment
2013-02-06 The compound is reported to show an optical rotation of [α]20D−10(c 0.4, MeOH). However the exact stereochemistry (R orS) has not been determined.