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CHEBI:69916 - sideroxylin

ChEBI IDCHEBI:69916
ChEBI Namesideroxylin
Stars
DefinitionA monomethoxyflavone that is flavone substituted by a methoxy group at position 7, hydroxy groups at positions 5 and 4' and methyl groups at positions 6 and 8. It has been isolated from Hydrastis canadensis and Eucalyptus species.
Last Modified20 October 2014
DownloadsMolfile
FormulaC18H16O5
Net Charge0
Average Mass312.321
Monoisotopic Mass312.09977
SMILESCOc1c(C)c(O)c2c(=O)cc(-c3ccc(O)cc3)oc2c1C
InChIInChI=1S/C18H16O5/c1-9-16(21)15-13(20)8-14(11-4-6-12(19)7-5-11)23-18(15)10(2)17(9)22-3/h4-8,19,21H,1-3H3
InChIKeyQJSQOGJCHBXLAH-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Eucalyptus (ncbitaxon:3932) - PubMed (21661731)
Hydrastis canadensis (ncbitaxon:13569) leaf (BTO:0000713) PubMed (21661731) EtOH:H2O(50:50) extract of leaves
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
sideroxylin (CHEBI:69916) has functional parent flavone (CHEBI:42491)
sideroxylin (CHEBI:69916) has role plant metabolite (CHEBI:76924)
sideroxylin (CHEBI:69916) is a dihydroxyflavone (CHEBI:38686)
sideroxylin (CHEBI:69916) is a monomethoxyflavone (CHEBI:25401)
Incoming Relation(s)
6-desmethylsideroxylin (CHEBI:69918) has functional parent sideroxylin (CHEBI:69916)
8-desmethylsideroxylin (CHEBI:69917) has functional parent sideroxylin (CHEBI:69916)
IUPAC Name 
5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6,8-dimethyl-4H-chromen-4-one
Synonym  Source
4',5-dihydroxy-7-methoxy-6,8-dimethylflavoneChEBI
Manual XrefsDatabases
LMPK12111016LIPID MAPS
Registry NumbersSources
Reaxys:1327106Reaxys
Citations