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CHEBI:69251 - (+)-conocarpan

ChEBI IDCHEBI:69251
ChEBI Name(+)-conocarpan
Stars
DefinitionA member of the class of benzofurans that is 2,3-dihydro-1-benzofuran substituted by a methyl group at position 3, a prop-1-en-1-yl group at position 5 and a 4-hydroxyphenyl group at position 2. It is a lignan derivative isolated from the roots of Krameria lappacea.
Last Modified13 April 2015
DownloadsMolfile
FormulaC18H18O2
Net Charge0
Average Mass266.340
Monoisotopic Mass266.13068
SMILESC/C=C/c1ccc2c(c1)[C@H](C)[C@@H](c1ccc(O)cc1)O2
InChIInChI=1S/C18H18O2/c1-3-4-13-5-10-17-16(11-13)12(2)18(20-17)14-6-8-15(19)9-7-14/h3-12,18-19H,1-2H3/b4-3+/t12-,18-/m0/s1
InChIKeyGXJSAHXNLJFDPO-OFXNJDNMSA-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:
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.
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-κB (nuclear factor κ-light-chain-enhancer of activated B cells), a protein complex involved in the transcription of DNA.
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
(+)-conocarpan (CHEBI:69251) has role anti-inflammatory agent (CHEBI:67079)
(+)-conocarpan (CHEBI:69251) has role cyclooxygenase 1 inhibitor (CHEBI:50630)
(+)-conocarpan (CHEBI:69251) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
(+)-conocarpan (CHEBI:69251) has role NF-κB inhibitor (CHEBI:73240)
(+)-conocarpan (CHEBI:69251) has role plant metabolite (CHEBI:76924)
(+)-conocarpan (CHEBI:69251) is a benzofurans (CHEBI:35259)
(+)-conocarpan (CHEBI:69251) is a phenols (CHEBI:33853)
IUPAC Name 
4-{(2S,3S)-3-methyl-5-[(1E)-prop-1-en-1-yl]-2,3-dihydro-1-benzofuran-2-yl}phenol
Registry NumbersSources
Reaxys:8268058Reaxys
Citations