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CHEBI:69250 - 2-(2,4-dihydroxyphenyl)-5-(E)-propenylbenzofuran

ChEBI IDCHEBI:69250
ChEBI Name2-(2,4-dihydroxyphenyl)-5-(E)-propenylbenzofuran
Stars
ASCII Name2-(2,4-dihydroxyphenyl)-5-(E)-propenylbenzofuran
DefinitionA member of the class of benzofurans that is 1-benzofuran substituted by a 2,4-dihydroxyphenyl 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
FormulaC17H14O3
Net Charge0
Average Mass266.296
Monoisotopic Mass266.09429
SMILESC/C=C/c1ccc2oc(-c3ccc(O)cc3O)cc2c1
InChIInChI=1S/C17H14O3/c1-2-3-11-4-7-16-12(8-11)9-17(20-16)14-6-5-13(18)10-15(14)19/h2-10,18-19H,1H3/b3-2+
InChIKeySDWZWUUOXFFJSA-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-(2,4-dihydroxyphenyl)-5-(E)-propenylbenzofuran (CHEBI:69250) has role anti-inflammatory agent (CHEBI:67079)
2-(2,4-dihydroxyphenyl)-5-(E)-propenylbenzofuran (CHEBI:69250) has role cyclooxygenase 1 inhibitor (CHEBI:50630)
2-(2,4-dihydroxyphenyl)-5-(E)-propenylbenzofuran (CHEBI:69250) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
2-(2,4-dihydroxyphenyl)-5-(E)-propenylbenzofuran (CHEBI:69250) has role NF-κB inhibitor (CHEBI:73240)
2-(2,4-dihydroxyphenyl)-5-(E)-propenylbenzofuran (CHEBI:69250) has role plant metabolite (CHEBI:76924)
2-(2,4-dihydroxyphenyl)-5-(E)-propenylbenzofuran (CHEBI:69250) is a benzofurans (CHEBI:35259)
2-(2,4-dihydroxyphenyl)-5-(E)-propenylbenzofuran (CHEBI:69250) is a resorcinols (CHEBI:33572)
IUPAC Name 
4-{5-[(1E)-prop-1-en-1-yl]-1-benzofuran-2-yl}benzene-1,3-diol
Registry NumbersSources
Reaxys:4192454Reaxys
Citations