licocoumarone (CHEBI:69098)

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CHEBI:69098 - licocoumarone

ChEBI ID	CHEBI:69098
ChEBI Name	licocoumarone
Stars
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.
Last Modified	16 January 2014
Downloads	Molfile

Formula	C20H20O5
Net Charge	0
Average Mass	340.375
Monoisotopic Mass	340.13107
SMILES	COc1c(CC=C(C)C)c(O)cc2oc(-c3ccc(O)cc3O)cc12
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

Species of Metabolite	Component	Source	Comments
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:

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.

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-methoxybenzofuran	ChEBI

Manual Xrefs	Databases
HMDB0038755	HMDB
LMPK12160045	LIPID MAPS

Registry Numbers	Sources
Reaxys:4821696	Reaxys

Citations