CHEBI:70022 - macarangin

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ChEBI Name macarangin
ChEBI ID CHEBI:70022
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C25H26O6
Net Charge 0
Average Mass 422.47030
Monoisotopic Mass 422.17294
InChI InChI=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+
InChIKey MBIJQAHZUBUPNM-VIZOYTHASA-N
SMILES CC(C)=CCC\C(C)=C\Cc1c(O)cc2oc(-c3ccc(O)cc3)c(O)c(=O)c2c1O
Metabolite of Species Details
Macaranga bicolor (NCBI:txid396452) Methanol-Dichloromethane (1:1) extract of dried, ground plant material 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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-one ChEBI
Registry Number Type Source
3634678 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
20079813 PubMed citation Europe PMC
21275386 PubMed citation Europe PMC
Last Modified
16 March 2015