CHEBI:69251 - (+)-conocarpan

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ChEBI Name (+)-conocarpan
ChEBI ID CHEBI:69251
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C18H18O2
Net Charge 0
Average Mass 266.33430
Monoisotopic Mass 266.13068
InChI InChI=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
InChIKey GXJSAHXNLJFDPO-OFXNJDNMSA-N
SMILES C\C=C\c1ccc2O[C@@H]([C@@H](C)c2c1)c1ccc(O)cc1
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.
cyclooxygenase 2 inhibitor
A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
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.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (+)-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 Number Type Source
8268058 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21800856 PubMed citation Europe PMC
Last Modified
13 April 2015