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CHEBI:70022 - macarangin

ChEBI IDCHEBI:70022
ChEBI Namemacarangin
Stars
DefinitionA tetrahydroxyflavone that is flavone substituted by hydroxy groups at positions 3, 5, 7 and 4' and a geranyl group at position 6. It has been isolated from Macaranga bicolor.
Last Modified16 March 2015
DownloadsMolfile
FormulaC25H26O6
Net Charge0
Average Mass422.477
Monoisotopic Mass422.17294
SMILESCC(C)=CCC/C(C)=C/Cc1c(O)cc2oc(-c3ccc(O)cc3)c(O)c(=O)c2c1O
InChIInChI=1S/C25H26O6/c1-14(2)5-4-6-15(3)7-12-18-19(27)13-20-21(22(18)28)23(29)24(30)25(31-20)16-8-10-17(26)11-9-16/h5,7-11,13,26-28,30H,4,6,12H2,1-3H3/b15-7+
InChIKeyMBIJQAHZUBUPNM-VIZOYTHASA-N
Species of MetaboliteComponentSourceComments
Macaranga bicolor (ncbitaxon:396452) - PubMed (21275386) Methanol-Dichloromethane (1:1) extract of dried, ground plant material
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)
macarangin (CHEBI:70022) has role plant metabolite (CHEBI:76924)
macarangin (CHEBI:70022) is a 7-hydroxyflavonol (CHEBI:52267)
macarangin (CHEBI:70022) is a tetrahydroxyflavone (CHEBI:38684)
IUPAC Name 
6-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
Synonym  Source
6-(3,7-dimethylocta-2,6-dienyl)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-oneChEBI
Registry NumbersSources
Reaxys:3634678Reaxys
Citations