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CHEBI:69253 - rataniaphenol III

ChEBI IDCHEBI:69253
ChEBI Namerataniaphenol III
Stars
DefinitionA member of the class of benzofurans that is 1-benzofuran substituted by a 2-methoxy-4-hydroxyphenyl group at position 2 and a prop-1-en-1-yl group at position 5. It is a lignan derivative isolated from the roots of Krameria lappacea.
Last Modified13 April 2015
DownloadsMolfile
FormulaC18H16O3
Net Charge0
Average Mass280.323
Monoisotopic Mass280.10994
SMILESC/C=C/c1ccc2oc(-c3ccc(O)cc3OC)cc2c1
InChIInChI=1S/C18H16O3/c1-3-4-12-5-8-16-13(9-12)10-18(21-16)15-7-6-14(19)11-17(15)20-2/h3-11,19H,1-2H3/b4-3+
InChIKeyLYELQAFKYBUWAN-ONEGZZNKSA-N
Species of MetaboliteComponentSourceComments
Krameria lappacea (ncbitaxon:228636) root (BTO:0001188) PubMed (21800856) Methylene dichloride extract of dried and ground roots
Roles Classification
Biological Roles:
NF-kappaB inhibitor  An inhibitor of NF-κB (nuclear factor κ-light-chain-enhancer of activated B cells), a protein complex involved in the transcription of DNA.
cyclooxygenase 2 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
cyclooxygenase 1 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 1.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
rataniaphenol III (CHEBI:69253) has role anti-inflammatory agent (CHEBI:67079)
rataniaphenol III (CHEBI:69253) has role cyclooxygenase 1 inhibitor (CHEBI:50630)
rataniaphenol III (CHEBI:69253) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
rataniaphenol III (CHEBI:69253) has role NF-κB inhibitor (CHEBI:73240)
rataniaphenol III (CHEBI:69253) has role plant metabolite (CHEBI:76924)
rataniaphenol III (CHEBI:69253) is a benzofurans (CHEBI:35259)
rataniaphenol III (CHEBI:69253) is a monomethoxybenzene (CHEBI:25235)
rataniaphenol III (CHEBI:69253) is a phenols (CHEBI:33853)
IUPAC Name 
3-methoxy-4-{5-[(1E)-prop-1-en-1-yl]-1-benzofuran-2-yl}phenol
Synonym  Source
2-(2-methoxy-4-hydroxyphenyl)-5-(E)-propenylbenzofuranChEBI
Registry NumbersSources
Reaxys:6418587Reaxys
Citations