CHEBI:66642 - nymphaeol C

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ChEBI Name nymphaeol C
ChEBI ID CHEBI:66642
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H36O6
Net Charge 0
Average Mass 492.60320
Monoisotopic Mass 492.25119
InChI InChI=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
InChIKey SZHDIKOQLFZADP-XBPZWBIKSA-N
SMILES CC(C)=CCC\C(C)=C\Cc1c(O)c(O)ccc1[C@@H]1CC(=O)c2c(O1)cc(O)c(CC=C(C)C)c2O
Metabolite of Species Details
Macaranga tanarius (NCBI:txid109849) Found in leaf (BTO:0000713). See: PubMed
Hernandia nymphaeifolia (NCBI:txid121082) See: DOI
Propolis (Okinawa, Japan) See: PubMed
Roles Classification
Chemical Role(s): radical scavenger
A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
6024890 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
14745198 PubMed citation Europe PMC
15974621 PubMed citation Europe PMC
Last Modified
06 April 2018