CHEBI:80790 - afzelin

ChEBI IDCHEBI:80790
ChEBI Nameafzelin
Stars
DefinitionA glycosyloxyflavone that is kaempferol attached to an α-L-rhamnosyl residue at position 3 via a glycosidic linkage.
Secondary ChEBI IDCHEBI:145298
Last Modified5 November 2019
SubmitterGareth Owen
DownloadsMolfile
FormulaC21H20O10
Net Charge0
Average Mass432.381
Monoisotopic Mass432.10565
SMILESC[C@@H]1O[C@@H](Oc2c(-c3ccc(O)cc3)oc3cc(O)cc(O)c3c2=O)[C@H](O)[C@H](O)[C@H]1O
InChIInChI=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
InChIKeySOSLMHZOJATCCP-AEIZVZFYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Cornus macrophylla (ncbitaxon:60119) leaf (BTO:0000713) PubMed (24642906)
Roles Classification
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
kaempferol 3-O-α-L-rhamnosideKEGG COMPOUND
KaempferinKEGG COMPOUND
3-[(6-deoxy-α-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-olChEBI
kaempferol-3-rhamnosideChEBI
Kaempferol 3-O-α-L-rhamnopyranosideChEBI
kaempherol 3-O-α-rhamnosideChEBI
Manual XrefsDatabases
C16911KEGG COMPOUND
C00005140KNApSAcK
AFEPDBeChem
AfzelinWikipedia
LMPK12111842LIPID MAPS
Registry NumbersSources
Reaxys:1359648Reaxys
CAS:482-39-3KEGG COMPOUND
CAS:482-39-3ChemIDplus
Citations