CHEBI:65942 - 5-galloylquercetin-3-O-α-L-arabinofuranoside

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ChEBI Name 5-galloylquercetin-3-O-α-L-arabinofuranoside
ChEBI ID CHEBI:65942
ChEBI ASCII Name 5-galloylquercetin-3-O-alpha-L-arabinofuranoside
Definition A quercetin O-glucoside in which quercetin is attached to a α-L-arabinofuranosyl group at position 3 via a glycosidic linkage while the hydroxy group at position 5 is replaced by a galloyl group. Isolated from the young leaves of Calycolpus warscewiczianus, it exhibits activity against a chloroquine-resistant strain of Plasmodium falciparum.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C27H22O14
Net Charge 0
Average Mass 570.45520
Monoisotopic Mass 570.10096
InChI InChI=1S/C27H22O14/c28-8-18-22(36)24(38)27(40-18)41-26-23(37)19-12(20(34)10-4-15(32)21(35)16(33)5-10)6-11(29)7-17(19)39-25(26)9-1-2-13(30)14(31)3-9/h1-7,18,22,24,27-33,35-36,38H,8H2/t18-,22-,24+,27-/m0/s1
InChIKey GUMSRJAIAPTKAF-CSEOLDMBSA-N
SMILES OC[C@@H]1O[C@@H](Oc2c(oc3cc(O)cc(C(=O)c4cc(O)c(O)c(O)c4)c3c2=O)-c2ccc(O)c(O)c2)[C@H](O)[C@H]1O
Metabolite of Species Details
Calycolpus warscewiczianus (IPNI:591496-1) Found in leaf (BTO:0000713). young leaves See: PubMed
Roles Classification
Biological Role(s): antiplasmodial drug
An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antiplasmodial drug
An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 5-galloylquercetin-3-O-α-L-arabinofuranoside (CHEBI:65942) has functional parent gallic acid (CHEBI:30778)
5-galloylquercetin-3-O-α-L-arabinofuranoside (CHEBI:65942) has role antiplasmodial drug (CHEBI:64915)
5-galloylquercetin-3-O-α-L-arabinofuranoside (CHEBI:65942) has role metabolite (CHEBI:25212)
5-galloylquercetin-3-O-α-L-arabinofuranoside (CHEBI:65942) is a α-L-arabinofuranoside (CHEBI:37572)
5-galloylquercetin-3-O-α-L-arabinofuranoside (CHEBI:65942) is a glycosyloxyflavone (CHEBI:50018)
5-galloylquercetin-3-O-α-L-arabinofuranoside (CHEBI:65942) is a monosaccharide derivative (CHEBI:63367)
5-galloylquercetin-3-O-α-L-arabinofuranoside (CHEBI:65942) is a trihydroxyflavone (CHEBI:27116)
IUPAC Name
2-(3,4-dihydroxyphenyl)-7-hydroxy-4-oxo-5-(3,4,5-trihydroxybenzoyl)-4H-chromen-3-yl α-L-arabinofuranoside
Citation Waiting for Citations Type Source
16724851 PubMed citation Europe PMC
Last Modified
21 February 2013