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CHEBI:69098 - licocoumarone

ChEBI IDCHEBI:69098
ChEBI Namelicocoumarone
Stars
DefinitionA member of the class of 1-benzofurans which consists of 1-benzofuran substituted by a hydroxy group at position 6, a methoxy group at position 4, a prenyl group at position 5 and a 2,4-dihydroxyphenyl group at position 2. It has been isolated from Glycyrrhiza uralensis.
Last Modified16 January 2014
DownloadsMolfile
FormulaC20H20O5
Net Charge0
Average Mass340.375
Monoisotopic Mass340.13107
SMILESCOc1c(CC=C(C)C)c(O)cc2oc(-c3ccc(O)cc3O)cc12
InChIInChI=1S/C20H20O5/c1-11(2)4-6-14-17(23)10-19-15(20(14)24-3)9-18(25-19)13-7-5-12(21)8-16(13)22/h4-5,7-10,21-23H,6H2,1-3H3
InChIKeyCNPMAFLUEHEXRE-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Glycyrrhiza uralensis (ncbitaxon:74613) root (BTO:0001188) PubMed (22074222) Dried and ground roots extracted with supercritical CO2 with 5% EtOH as modifier
Roles Classification
Biological Roles:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
EC 1.4.3.4 (monoamine oxidase) inhibitor  An EC 1.4.3.* (oxidoreductase acting on donor CH-NH2 group, oxygen as acceptor) inhibitor that interferes with the action of monoamine oxidase (EC 1.4.3.4).
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
licocoumarone (CHEBI:69098) has parent hydride 1-benzofuran (CHEBI:35260)
licocoumarone (CHEBI:69098) has role antibacterial agent (CHEBI:33282)
licocoumarone (CHEBI:69098) has role apoptosis inducer (CHEBI:68495)
licocoumarone (CHEBI:69098) has role EC 1.4.3.4 (monoamine oxidase) inhibitor (CHEBI:38623)
licocoumarone (CHEBI:69098) has role plant metabolite (CHEBI:76924)
licocoumarone (CHEBI:69098) is a 1-benzofurans (CHEBI:38830)
licocoumarone (CHEBI:69098) is a aromatic ether (CHEBI:35618)
licocoumarone (CHEBI:69098) is a resorcinols (CHEBI:33572)
IUPAC Name 
4-[6-hydroxy-4-methoxy-5-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]benzene-1,3-diol
Synonym  Source
2-(2',4'-dihydroxyphenyl)-6-hydroxy-5-isopentenyl-4-methoxybenzofuranChEBI
Manual XrefsDatabases
LMPK12160045LIPID MAPS
HMDB0038755HMDB
Registry NumbersSources
Reaxys:4821696Reaxys
Citations