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5-galloylquercetin-3-O-alpha-L-arabinofuranoside

Go to external page http://purl.obolibrary.org/obo/CHEBI_65942

A quercetin O-glucoside in which quercetin is attached to a alpha-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.

Term info

Label

5-galloylquercetin-3-O-alpha-L-arabinofuranoside

Synonyms
  • 2-(3,4-dihydroxyphenyl)-7-hydroxy-4-oxo-5-(3,4,5-trihydroxybenzoyl)-4H-chromen-3-yl alpha-L-arabinofuranoside
database cross reference
Subsets

3_STAR

IUPAC NAME
2-(3,4-dihydroxyphenyl)-7-hydroxy-4-oxo-5-(3,4,5-trihydroxybenzoyl)-4H-chromen-3-yl alpha-L-arabinofuranoside [ IUPAC ]

charge

0

formula

C27H22O14

has obo namespace

chebi_ontology

id

CHEBI:65942

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

mass

570.45520

monoisotopicmass

570.10096

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