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

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ChEBI Name	2-(2,4-dihydroxyphenyl)-5-(E)-propenylbenzofuran

ChEBI ID	CHEBI:69250

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

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+

InChIKey

SDWZWUUOXFFJSA-NSCUHMNNSA-N

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.

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)

IUPAC Name

4-{5-[(1E)-prop-1-en-1-yl]-1-benzofuran-2-yl}benzene-1,3-diol

Registry Number	Type	Source
4192454	Reaxys Registry Number	Reaxys

Citation	Type	Source
21800856	PubMed citation	Europe PMC

Last Modified

13 April 2015