EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:68024 - macaranone B

Default Structure
ChEBI IDCHEBI:68024
ChEBI Namemacaranone B
Stars
DefinitionA tetrahydroxyflavone that is flavonol substituted by additional hydroxy groups at positions 5, 7 and 3', a methoxy group at position 4' and a geranyl group at position 2'. It has been isolated from the twigs of Morus nigra.
Last Modified1 October 2014
DownloadsMolfile
FormulaC26H28O7
Net Charge0
Average Mass452.503
Monoisotopic Mass452.18350
SMILESCOc1ccc(-c2oc3cc(O)cc(O)c3c(=O)c2O)c(C/C=C(\C)CCC=C(C)C)c1O
InChIInChI=1S/C26H28O7/c1-14(2)6-5-7-15(3)8-9-17-18(10-11-20(32-4)23(17)29)26-25(31)24(30)22-19(28)12-16(27)13-21(22)33-26/h6,8,10-13,27-29,31H,5,7,9H2,1-4H3/b15-8+
InChIKeyFQNPIKMQXFBSPC-OVCLIPMQSA-N
Species of MetaboliteComponentSourceComments
Morus nigra (ncbitaxon:85232) twig (BTO:0001411) PubMed (21401118) Milled, air-dried twigs were percolated with 95% ethanol
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)
macaranone B (CHEBI:68024) has functional parent flavonol (CHEBI:5078)
macaranone B (CHEBI:68024) has role plant metabolite (CHEBI:76924)
macaranone B (CHEBI:68024) is a flavonols (CHEBI:28802)
macaranone B (CHEBI:68024) is a monomethoxyflavone (CHEBI:25401)
macaranone B (CHEBI:68024) is a tetrahydroxyflavone (CHEBI:38684)
IUPAC Name 
2-{2-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3-hydroxy-4-methoxyphenyl}-3,5,7-trihydroxy-4H-chromen-4-one
Registry NumbersSources
Reaxys:19726970Reaxys
Citations