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CHEBI:69249 - 2-(2-hydroxy-4-methoxyphenyl)-5-(3-hydroxypropyl)benzofuran

ChEBI IDCHEBI:69249
ChEBI Name2-(2-hydroxy-4-methoxyphenyl)-5-(3-hydroxypropyl)benzofuran
Stars
DefinitionA member of the class of benzofurans that is 1-benzofuran substituted by a 2-hydroxy-4-methoxyphenyl group at position 2 and a 3-hydroxypropyl group at position 5. 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
SMILESCOc1ccc(-c2cc3cc(CCCO)ccc3o2)c(O)c1
InChIInChI=1S/C18H18O4/c1-21-14-5-6-15(16(20)11-14)18-10-13-9-12(3-2-8-19)4-7-17(13)22-18/h4-7,9-11,19-20H,2-3,8H2,1H3
InChIKeyDZMMGSFVLBBPIA-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)
2-(2-hydroxy-4-methoxyphenyl)-5-(3-hydroxypropyl)benzofuran (CHEBI:69249) has role anti-inflammatory agent (CHEBI:67079)
2-(2-hydroxy-4-methoxyphenyl)-5-(3-hydroxypropyl)benzofuran (CHEBI:69249) has role cyclooxygenase 1 inhibitor (CHEBI:50630)
2-(2-hydroxy-4-methoxyphenyl)-5-(3-hydroxypropyl)benzofuran (CHEBI:69249) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
2-(2-hydroxy-4-methoxyphenyl)-5-(3-hydroxypropyl)benzofuran (CHEBI:69249) has role NF-κB inhibitor (CHEBI:73240)
2-(2-hydroxy-4-methoxyphenyl)-5-(3-hydroxypropyl)benzofuran (CHEBI:69249) has role plant metabolite (CHEBI:76924)
2-(2-hydroxy-4-methoxyphenyl)-5-(3-hydroxypropyl)benzofuran (CHEBI:69249) is a benzofurans (CHEBI:35259)
2-(2-hydroxy-4-methoxyphenyl)-5-(3-hydroxypropyl)benzofuran (CHEBI:69249) is a monomethoxybenzene (CHEBI:25235)
2-(2-hydroxy-4-methoxyphenyl)-5-(3-hydroxypropyl)benzofuran (CHEBI:69249) is a phenols (CHEBI:33853)
2-(2-hydroxy-4-methoxyphenyl)-5-(3-hydroxypropyl)benzofuran (CHEBI:69249) is a primary alcohol (CHEBI:15734)
IUPAC Name 
2-[5-(3-hydroxypropyl)-1-benzofuran-2-yl]-5-methoxyphenol
Registry NumbersSources
Reaxys:6416792Reaxys
Citations