glycyrin (CHEBI:69086)

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ChEBI Name	glycyrin

ChEBI ID	CHEBI:69086

Definition	A 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.

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

Supplier Information

Download	Molfile XML SDF

Formula

C22H22O6

Net Charge

Average Mass

382.40650

Monoisotopic Mass

382.14164

InChI

InChI=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

InChIKey

FWWGXZYUURXJLK-UHFFFAOYSA-N

SMILES

COc1cc2oc(=O)c(cc2c(OC)c1CC=C(C)C)-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):	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. 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	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	Sources
3-(2ʼ,4ʼ-dihydroxyphenyl)-5,7-dimethoxy-2-isopentenylcoumarin	ChEBI
3-(2,4-dihydroxyphenyl)-5,7-dimethoxy-6-(3-methyl-but-2-enyl)-1-benzopyran-2-one	ChemIDplus
3-(2,4-dihydroxyphenyl)-5,7-dimethoxy-6-prenylcoumarin	LIPID MAPS

Last Modified

13 November 2013