CHEBI:69087 - glycycoumarin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name glycycoumarin
Definition A member of the class of coumarins that is coumarin substituted by a hydroxy group at position 7, a methoxy group at position 5, a prenyl group at position 6 and a 2,4-dihydroxyphenyl group at position 3. Isolated from Glycyrrhiza uralensis, it exhibits antispasmodic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C21H20O6
Net Charge 0
Average Mass 368.37990
Monoisotopic Mass 368.12599
InChI InChI=1S/C21H20O6/c1-11(2)4-6-14-18(24)10-19-16(20(14)26-3)9-15(21(25)27-19)13-7-5-12(22)8-17(13)23/h4-5,7-10,22-24H,6H2,1-3H3
SMILES COc1c(CC=C(C)C)c(O)cc2oc(=O)c(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.
Application(s): antispasmodic drug
A drug that suppresses spasms. These are usually caused by smooth muscle contraction, especially in tubular organs. The effect is to prevent spasms of the stomach, intestine or urinary bladder.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing glycycoumarin (CHEBI:69087) has role antispasmodic drug (CHEBI:53784)
glycycoumarin (CHEBI:69087) has role plant metabolite (CHEBI:76924)
glycycoumarin (CHEBI:69087) is a aromatic ether (CHEBI:35618)
glycycoumarin (CHEBI:69087) is a coumarins (CHEBI:23403)
glycycoumarin (CHEBI:69087) is a resorcinols (CHEBI:33572)
Synonym Source
3-(2,4-dihydroxy-phenyl)-7-hydroxy-5-methoxy-6-(3-methyl-but-2-enyl)-1-benzopyran-2-one ChemIDplus
Manual Xrefs Databases
HMDB0038225 HMDB
JP2001253823 Patent
View more database links
Registry Numbers Types Sources
5632912 Reaxys Registry Number Reaxys
94805-82-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12808302 PubMed citation Europe PMC
16387459 PubMed citation Europe PMC
20724155 PubMed citation Europe PMC
22074222 PubMed citation Europe PMC
23164761 PubMed citation Europe PMC
23790887 PubMed citation Europe PMC
Last Modified
16 January 2014