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

ChEBI IDCHEBI:69245
ChEBI Name5-(3-hydroxypropyl)-2-(2-methoxy-4-hydroxyphenyl)benzofuran
Stars
DefinitionA 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.
Last Modified13 April 2015
DownloadsMolfile
FormulaC18H18O4
Net Charge0
Average Mass298.338
Monoisotopic Mass298.12051
SMILESCOc1cc(O)ccc1-c1cc2cc(CCCO)ccc2o1
InChIInChI=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
InChIKeyCLYYUOMSXIPPJS-UHFFFAOYSA-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)
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 NumbersSources
Reaxys:6423532Reaxys
Citations