5-galloylquercetin-3-O-α-L-arabinofuranoside

CHEBI:65942 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

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. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:27116 CHEBI:27116
CHEBI:37572 CHEBI:37572
CHEBI:50018 CHEBI:50018
CHEBI:63367 CHEBI:63367

Chemical structure

Computed structure properties
Molecular formula	C27H22O14
Charge	0
Average mass	570.459 Da
Monoisotopic mass	570.10096 Da
Source	ChEBI
InChIKey	GUMSRJAIAPTKAF-CSEOLDMBSA-N

SMILES

O=C(c1cc(O)c(O)c(O)c1)c1cc(O)cc2oc(-c3ccc(O)c(O)c3)c(O[C@@H]3O[C@@H](CO)[C@H](O)[C@H]3O)c(=O)c12

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

Also called

2-(3,4-dihydroxyphenyl)-7-hydroxy-4-oxo-5-(3,4,5-trihydroxybenzoyl)-4H-chromen-3-yl α-L-arabinofuranoside (EXACT_SYNONYM)— chebi

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:64915 CHEBI:64915

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:65942`	5-galloylquercetin-3-O-α-L-arabinofuranoside	`antibioticmech:chebi-c98c117508`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.