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CHEBI:69252 - 2-(4-hydroxyphenyl)-5-(E)-propenylbenzofuran

ChEBI IDCHEBI:69252
ChEBI Name2-(4-hydroxyphenyl)-5-(E)-propenylbenzofuran
Stars
ASCII Name2-(4-hydroxyphenyl)-5-(E)-propenylbenzofuran
DefinitionA member of the class of benzofurans that is 1-benzofuran substituted by a 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
FormulaC17H14O2
Net Charge0
Average Mass250.297
Monoisotopic Mass250.09938
SMILESC/C=C/c1ccc2oc(-c3ccc(O)cc3)cc2c1
InChIInChI=1S/C17H14O2/c1-2-3-12-4-9-16-14(10-12)11-17(19-16)13-5-7-15(18)8-6-13/h2-11,18H,1H3/b3-2+
InChIKeyOAMUEWCGJSSPRS-NSCUHMNNSA-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)
2-(4-hydroxyphenyl)-5-(E)-propenylbenzofuran (CHEBI:69252) has role anti-inflammatory agent (CHEBI:67079)
2-(4-hydroxyphenyl)-5-(E)-propenylbenzofuran (CHEBI:69252) has role cyclooxygenase 1 inhibitor (CHEBI:50630)
2-(4-hydroxyphenyl)-5-(E)-propenylbenzofuran (CHEBI:69252) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
2-(4-hydroxyphenyl)-5-(E)-propenylbenzofuran (CHEBI:69252) has role NF-κB inhibitor (CHEBI:73240)
2-(4-hydroxyphenyl)-5-(E)-propenylbenzofuran (CHEBI:69252) has role plant metabolite (CHEBI:76924)
2-(4-hydroxyphenyl)-5-(E)-propenylbenzofuran (CHEBI:69252) is a benzofurans (CHEBI:35259)
2-(4-hydroxyphenyl)-5-(E)-propenylbenzofuran (CHEBI:69252) is a phenols (CHEBI:33853)
IUPAC Name 
4-{5-[(1E)-prop-1-en-1-yl]-1-benzofuran-2-yl}phenol
Registry NumbersSources
Reaxys:4187814Reaxys
Citations