CHEBI:80790 - afzelin

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ChEBI Name afzelin
ChEBI ID CHEBI:80790
Definition A glycosyloxyflavone that is kaempferol attached to an α-L-rhamnosyl residue at position 3 via a glycosidic linkage.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:145298
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Formula C21H20O10
Net Charge 0
Average Mass 432.381
Monoisotopic Mass 432.10565
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
InChIKey SOSLMHZOJATCCP-AEIZVZFYSA-N
SMILES C1=C(C=C(C2=C1OC(=C(C2=O)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O)C4=CC=C(C=C4)O)O)O
Metabolite of Species Details
Cornus macrophylla (NCBI:txid60119) Found in leaf (BTO:0000713). See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing afzelin (CHEBI:80790) has functional parent kaempferol (CHEBI:28499)
afzelin (CHEBI:80790) has role anti-inflammatory agent (CHEBI:67079)
afzelin (CHEBI:80790) has role antibacterial agent (CHEBI:33282)
afzelin (CHEBI:80790) has role plant metabolite (CHEBI:76924)
afzelin (CHEBI:80790) is a glycosyloxyflavone (CHEBI:50018)
afzelin (CHEBI:80790) is a monosaccharide derivative (CHEBI:63367)
afzelin (CHEBI:80790) is a trihydroxyflavone (CHEBI:27116)
afzelin (CHEBI:80790) is conjugate acid of afzelin(1−) (CHEBI:144433)
Incoming afzelin(1−) (CHEBI:144433) is conjugate base of afzelin (CHEBI:80790)
IUPAC Name
5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl 6-deoxy-α-L-mannopyranoside
Synonyms Sources
3-[(6-deoxy-α-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-ol ChEBI
5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl α-L-rhamnoside ChEBI
Kaempferin KEGG COMPOUND
Kaempferol 3-O-α-L-rhamnopyranoside ChEBI
kaempferol 3-O-α-L-rhamnoside KEGG COMPOUND
kaempferol-3-rhamnoside ChEBI
kaempherol 3-O-α-rhamnoside ChEBI
Manual Xrefs Databases
AFE PDBeChem
Afzelin Wikipedia
C00005140 KNApSAcK
C16911 KEGG COMPOUND
LMPK12111842 LIPID MAPS
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Registry Numbers Types Sources
1359648 Reaxys Registry Number Reaxys
482-39-3 CAS Registry Number KEGG COMPOUND
482-39-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
05 November 2019