afzelin

CHEBI:80790 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A glycosyloxyflavone that is kaempferol attached to an α-L-rhamnosyl residue at position 3 via a glycosidic linkage. — 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:50018 CHEBI:50018
CHEBI:63367 CHEBI:63367

Chemical structure

Computed structure properties
Molecular formula	C21H20O10
Charge	0
Average mass	432.381 Da
Monoisotopic mass	432.10565 Da
Source	ChEBI
InChIKey	SOSLMHZOJATCCP-AEIZVZFYSA-N

SMILES

C[C@@H]1O[C@@H](Oc2c(-c3ccc(O)cc3)oc3cc(O)cc(O)c3c2=O)[C@H](O)[C@H](O)[C@H]1O

InChI

InChI=1S/C21H20O10/c1-8-15(25)17(27)18(28)21(29-8)31-20-16(26)14-12(24)6-11(23)7-13(14)30-19(20)9-2-4-10(22)5-3-9/h2-8,15,17-18,21-25,27-28H,1H3/t8-,15-,17+,18+,21-/m0/s1

Also called

5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl 6-deoxy-α-L-mannopyranoside (EXACT_SYNONYM)— chebi
3-[(6-deoxy-α-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-ol (EXACT_SYNONYM)— chebi
5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl α-L-rhamnoside (EXACT_SYNONYM)— chebi
Kaempferin (EXACT_SYNONYM)— chebi
Kaempferol 3-O-α-L-rhamnopyranoside (EXACT_SYNONYM)— chebi
kaempferol 3-O-α-L-rhamnoside (EXACT_SYNONYM)— chebi
kaempferol-3-rhamnoside (EXACT_SYNONYM)— chebi
kaempherol 3-O-α-rhamnoside (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:482-39-3
kegg.compound:C16911
knapsack:C00005140
lipidmaps:LMPK12111842
pdb-ccd:AFE
reaxys:1359648
wikipedia.en:Afzelin

Activity roles

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

CHEBI:33282 CHEBI:33282

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:80790`	afzelin	`antibioticmech:chebi-512b54a27c`	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.