rataniaphenol III (CHEBI:69253)

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ChEBI Name	rataniaphenol III

ChEBI ID	CHEBI:69253

Definition	A member of the class of benzofurans that is 1-benzofuran substituted by a 2-methoxy-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.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C18H16O3

Net Charge

Average Mass

280.31780

Monoisotopic Mass

280.10994

InChI

InChI=1S/C18H16O3/c1-3-4-12-5-8-16-13(9-12)10-18(21-16)15-7-6-14(19)11-17(15)20-2/h3-11,19H,1-2H3/b4-3+

InChIKey

LYELQAFKYBUWAN-ONEGZZNKSA-N

SMILES

COc1cc(O)ccc1-c1cc2cc(\C=C\C)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):	cyclooxygenase 1 inhibitor A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 1. 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 2 inhibitor A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2. 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	rataniaphenol III (CHEBI:69253) has role anti-inflammatory agent (CHEBI:67079) rataniaphenol III (CHEBI:69253) has role cyclooxygenase 1 inhibitor (CHEBI:50630) rataniaphenol III (CHEBI:69253) has role cyclooxygenase 2 inhibitor (CHEBI:50629) rataniaphenol III (CHEBI:69253) has role NF-κB inhibitor (CHEBI:73240) rataniaphenol III (CHEBI:69253) has role plant metabolite (CHEBI:76924) rataniaphenol III (CHEBI:69253) is a benzofurans (CHEBI:35259) rataniaphenol III (CHEBI:69253) is a monomethoxybenzene (CHEBI:25235) rataniaphenol III (CHEBI:69253) is a phenols (CHEBI:33853)

IUPAC Name

3-methoxy-4-{5-[(1E)-prop-1-en-1-yl]-1-benzofuran-2-yl}phenol

Synonym	Source
2-(2-methoxy-4-hydroxyphenyl)-5-(E)-propenylbenzofuran	ChEBI

Registry Number	Type	Source
6418587	Reaxys Registry Number	Reaxys

Citation	Type	Source
21800856	PubMed citation	Europe PMC

Last Modified

13 April 2015