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CHEBI:66640 - nymphaeol A

ChEBI IDCHEBI:66640
ChEBI Namenymphaeol A
Stars
DefinitionA tetrahydroxyflavanone that is (2S)-flavanone substituted by hydroxy group at positions 5, 7, 3' and 4' and a geranyl group at position 6. Isolated from Macaranga tanarius and propolis collected in Okinawa, it exhibits radical scavenging activity.
Last Modified6 April 2018
DownloadsMolfile
FormulaC25H28O6
Net Charge0
Average Mass424.493
Monoisotopic Mass424.18859
SMILESCC(C)=CCC/C(C)=C/Cc1c(O)cc2c(c1O)C(=O)C[C@@H](c1ccc(O)c(O)c1)O2
InChIInChI=1S/C25H28O6/c1-14(2)5-4-6-15(3)7-9-17-19(27)12-23-24(25(17)30)21(29)13-22(31-23)16-8-10-18(26)20(28)11-16/h5,7-8,10-12,22,26-28,30H,4,6,9,13H2,1-3H3/b15-7+/t22-/m0/s1
InChIKeyXCYSQFHYFNWYFP-CEMXSPGASA-N
Species of MetaboliteComponentSourceComments
Propolis (Okinawa, Japan)- PubMed (14745198)
Hernandia nymphaeifolia (ncbitaxon:121082) - DOI (10.3987/R-1980-04-0397)
Macaranga tanarius (ncbitaxon:109849) leaf (BTO:0000713) PubMed (15974621)
Schizolaena hystrix (IPNI:790101-1) fruit (BTO:0000486) PubMed (15787448)
Roles Classification
Chemical Role:
radical scavenger  A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
nymphaeol A (CHEBI:66640) has role metabolite (CHEBI:25212)
nymphaeol A (CHEBI:66640) has role radical scavenger (CHEBI:48578)
nymphaeol A (CHEBI:66640) is a 4'-hydroxyflavanones (CHEBI:140331)
nymphaeol A (CHEBI:66640) is a tetrahydroxyflavanone (CHEBI:38742)
IUPAC Name 
(2S)-2-(3,4-dihydroxyphenyl)-6-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2,3-dihydro-4H-chromen-4-one
Synonym  Source
6-geranyl-3',4',5,7-tetrahydroxyflavanoneChEBI
Registry NumbersSources
Reaxys:6013993Reaxys
Citations