5-(3-hydroxypropyl)-2-(2-methoxy-4-hydroxyphenyl)benzofuran (CHEBI:69245)

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ChEBI Name	5-(3-hydroxypropyl)-2-(2-methoxy-4-hydroxyphenyl)benzofuran

ChEBI ID	CHEBI:69245

Definition	A member of the class of benzofurans that is 1-benzofuran substituted by a 3-hydroxypropyl group at position 5 and a 4-hydroxy-2-methoxyphenyl group at position 2. 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

C18H18O4

Net Charge

Average Mass

298.33310

Monoisotopic Mass

298.12051

InChI

InChI=1S/C18H18O4/c1-21-17-11-14(20)5-6-15(17)18-10-13-9-12(3-2-8-19)4-7-16(13)22-18/h4-7,9-11,19-20H,2-3,8H2,1H3

InChIKey

CLYYUOMSXIPPJS-UHFFFAOYSA-N

SMILES

COc1cc(O)ccc1-c1cc2cc(CCCO)ccc2o1

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):	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. 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. 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.

Application(s):	anti-inflammatory agent Any compound that has anti-inflammatory effects.

ChEBI Ontology
Outgoing	5-(3-hydroxypropyl)-2-(2-methoxy-4-hydroxyphenyl)benzofuran (CHEBI:69245) has role anti-inflammatory agent (CHEBI:67079) 5-(3-hydroxypropyl)-2-(2-methoxy-4-hydroxyphenyl)benzofuran (CHEBI:69245) has role cyclooxygenase 1 inhibitor (CHEBI:50630) 5-(3-hydroxypropyl)-2-(2-methoxy-4-hydroxyphenyl)benzofuran (CHEBI:69245) has role cyclooxygenase 2 inhibitor (CHEBI:50629) 5-(3-hydroxypropyl)-2-(2-methoxy-4-hydroxyphenyl)benzofuran (CHEBI:69245) has role NF-κB inhibitor (CHEBI:73240) 5-(3-hydroxypropyl)-2-(2-methoxy-4-hydroxyphenyl)benzofuran (CHEBI:69245) has role plant metabolite (CHEBI:76924) 5-(3-hydroxypropyl)-2-(2-methoxy-4-hydroxyphenyl)benzofuran (CHEBI:69245) is a benzofurans (CHEBI:35259) 5-(3-hydroxypropyl)-2-(2-methoxy-4-hydroxyphenyl)benzofuran (CHEBI:69245) is a monomethoxybenzene (CHEBI:25235) 5-(3-hydroxypropyl)-2-(2-methoxy-4-hydroxyphenyl)benzofuran (CHEBI:69245) is a phenols (CHEBI:33853) 5-(3-hydroxypropyl)-2-(2-methoxy-4-hydroxyphenyl)benzofuran (CHEBI:69245) is a primary alcohol (CHEBI:15734)

IUPAC Name

4-[5-(3-hydroxypropyl)-1-benzofuran-2-yl]-3-methoxyphenol

Registry Number	Type	Source
6423532	Reaxys Registry Number	Reaxys

Citation	Type	Source
21800856	PubMed citation	Europe PMC

Last Modified

13 April 2015