sideroxylin (CHEBI:69916)

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ChEBI Name	sideroxylin

ChEBI ID	CHEBI:69916

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C18H16O5

Net Charge

Average Mass

312.31660

Monoisotopic Mass

312.09977

InChI

InChI=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

InChIKey

QJSQOGJCHBXLAH-UHFFFAOYSA-N

SMILES

COc1c(C)c(O)c2c(oc(cc2=O)-c2ccc(O)cc2)c1C

Metabolite of Species	Details
Hydrastis canadensis (NCBI:txid13569)	Found in leaf (BTO:0000713). EtOH:H2O(50:50) extract of leaves See: PubMed
Eucalyptus (NCBI:txid3932)	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.

ChEBI Ontology
Outgoing	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	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-dimethylflavone	ChEBI

Registry Number	Type	Source
1327106	Reaxys Registry Number	Reaxys

Citation	Type	Source
21661731	PubMed citation	Europe PMC

Last Modified

20 October 2014