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CHEBI:69086 - glycyrin

Default Structure
ChEBI IDCHEBI:69086
ChEBI Nameglycyrin
Stars
DefinitionA member of the class of coumarins that is coumarin substituted by methoxy groups at positions 5 and 7, a prenyl group at position 6 and a 2,4-dihydroxyphenyl group at position 3. Isolated from Glycyrrhiza uralensis, it exhibits antibacterial activity.
Last Modified13 November 2013
DownloadsMolfile
FormulaC22H22O6
Net Charge0
Average Mass382.412
Monoisotopic Mass382.14164
SMILESCOc1cc2oc(=O)c(-c3ccc(O)cc3O)cc2c(OC)c1CC=C(C)C
InChIInChI=1S/C22H22O6/c1-12(2)5-7-15-19(26-3)11-20-17(21(15)27-4)10-16(22(25)28-20)14-8-6-13(23)9-18(14)24/h5-6,8-11,23-24H,7H2,1-4H3
InChIKeyFWWGXZYUURXJLK-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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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.
ChEBI Ontology
Outgoing Relation(s)
glycyrin (CHEBI:69086) has role antibacterial agent (CHEBI:33282)
glycyrin (CHEBI:69086) has role metabolite (CHEBI:25212)
glycyrin (CHEBI:69086) has role plant metabolite (CHEBI:76924)
glycyrin (CHEBI:69086) is a aromatic ether (CHEBI:35618)
glycyrin (CHEBI:69086) is a coumarins (CHEBI:23403)
glycyrin (CHEBI:69086) is a hydroxyisoflavans (CHEBI:76250)
IUPAC Name 
3-(2,4-dihydroxyphenyl)-5,7-dimethoxy-6-(3-methylbut-2-en-1-yl)-2H-chromen-2-one
Synonyms  Source
3-(2',4'-dihydroxyphenyl)-5,7-dimethoxy-2-isopentenylcoumarinChEBI
3-(2,4-dihydroxyphenyl)-5,7-dimethoxy-6-(3-methyl-but-2-enyl)-1-benzopyran-2-oneChemIDplus
3-(2,4-dihydroxyphenyl)-5,7-dimethoxy-6-prenylcoumarinLIPID MAPS
Manual XrefsDatabases
HMDB0033712HMDB
LMPK12160017LIPID MAPS
WO2004064830Patent
Registry NumbersSources
Reaxys:1667250Reaxys
CAS:66056-18-6ChemIDplus
Citations