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

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ChEBI Name 2-(2,4-dihydroxyphenyl)-5-(E)-propenylbenzofuran
ChEBI ASCII Name 2-(2,4-dihydroxyphenyl)-5-(E)-propenylbenzofuran
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C17H14O3
Net Charge 0
Average Mass 266.29130
Monoisotopic Mass 266.09429
InChI InChI=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+
SMILES C\C=C\c1ccc2oc(cc2c1)-c1ccc(O)cc1O
Metabolite of Species Details
Krameria lappacea (NCBI:txid228636) Found in root (BTO:0001188). Methylene dichloride extract of dried and ground roots See: PubMed
Roles Classification
Biological Role(s): cyclooxygenase 1 inhibitor
A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 1.
cyclooxygenase 2 inhibitor
A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
NF-kappaB inhibitor
An inhibitor of NF-kappaB (nuclear factor kappa-light-chain-enhancer of activated B cells), a protein complex involved in the transcription of DNA.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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)
Registry Number Type Source
4192454 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21800856 PubMed citation Europe PMC
Last Modified
13 April 2015