licocoumarone (CHEBI:69098)

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ChEBI Name	licocoumarone

ChEBI ID	CHEBI:69098

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C20H20O5

Net Charge

Average Mass

340.36980

Monoisotopic Mass

340.13107

InChI

InChI=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

InChIKey

CNPMAFLUEHEXRE-UHFFFAOYSA-N

SMILES

COc1c(CC=C(C)C)c(O)cc2oc(cc12)-c1ccc(O)cc1O

Metabolite of Species	Details
Glycyrrhiza uralensis (NCBI:txid74613)	Found in root (BTO:0001188). Dried and ground roots extracted with supercritical CO2 with 5% EtOH as modifier See: PubMed

Roles Classification
Biological Role(s):	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria. 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). apoptosis inducer Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.

ChEBI Ontology
Outgoing	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-methoxybenzofuran	ChEBI

Registry Number	Type	Source
4821696	Reaxys Registry Number	Reaxys

Last Modified

16 January 2014