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CHEBI:66642 - nymphaeol C

ChEBI IDCHEBI:66642
ChEBI Namenymphaeol C
Stars
DefinitionA tetrahydroxyflavanone that is (2S)-flavanone substituted by hydroxy group at positions 5, 7, 3' and 4', a geranyl group at position 2' and a prenyl group at position 6. Isolated from Macaranga tanarius and propolis collected in Okinawa, it exhibits radical scavenging activity.
Last Modified6 April 2018
DownloadsMolfile
FormulaC30H36O6
Net Charge0
Average Mass492.612
Monoisotopic Mass492.25119
SMILESCC(C)=CCC/C(C)=C/Cc1c([C@@H]2CC(=O)c3c(cc(O)c(CC=C(C)C)c3O)O2)ccc(O)c1O
InChIInChI=1S/C30H36O6/c1-17(2)7-6-8-19(5)10-12-21-20(13-14-23(31)29(21)34)26-16-25(33)28-27(36-26)15-24(32)22(30(28)35)11-9-18(3)4/h7,9-10,13-15,26,31-32,34-35H,6,8,11-12,16H2,1-5H3/b19-10+/t26-/m0/s1
InChIKeySZHDIKOQLFZADP-XBPZWBIKSA-N
Species of MetaboliteComponentSourceComments
Macaranga tanarius (ncbitaxon:109849) leaf (BTO:0000713) PubMed (15974621)
Hernandia nymphaeifolia (ncbitaxon:121082) - DOI (10.3987/R-1980-04-0397)
Propolis (Okinawa, Japan)- PubMed (14745198)
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 C (CHEBI:66642) has role metabolite (CHEBI:25212)
nymphaeol C (CHEBI:66642) has role radical scavenger (CHEBI:48578)
nymphaeol C (CHEBI:66642) is a 4'-hydroxyflavanones (CHEBI:140331)
nymphaeol C (CHEBI:66642) is a tetrahydroxyflavanone (CHEBI:38742)
IUPAC Name 
(2S)-2-{2-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3,4-dihydroxyphenyl}-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-4H-chromen-4-one
Registry NumbersSources
Reaxys:6024890Reaxys
Citations