CHEBI:5368 - glabranin

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ChEBI Name glabranin
ChEBI ID CHEBI:5368
Definition A dihydroxyflavanone that is pinocembrin substituted by a prenyl group at position 8.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H20O4
Net Charge 0
Average Mass 324.37040
Monoisotopic Mass 324.13616
InChI InChI=1S/C20H20O4/c1-12(2)8-9-14-15(21)10-16(22)19-17(23)11-18(24-20(14)19)13-6-4-3-5-7-13/h3-8,10,18,21-22H,9,11H2,1-2H3/t18-/m0/s1
InChIKey DAWSYIQAGQMLFS-SFHVURJKSA-N
SMILES CC(C)=CCc1c(O)cc(O)c2C(=O)C[C@H](Oc12)c1ccccc1
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing glabranin (CHEBI:5368) has functional parent pinocembrin (CHEBI:28157)
glabranin (CHEBI:5368) has role plant metabolite (CHEBI:76924)
glabranin (CHEBI:5368) is a (2S)-flavan-4-one (CHEBI:140377)
glabranin (CHEBI:5368) is a dihydroxyflavanone (CHEBI:38749)
IUPAC Name
(2S)-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-2-phenyl-2,3-dihydro-4H-1-benzopyran-4-one
Synonyms Sources
5,7-dihydroxy-6-prenylflavanone ChEBI
8-dimethylallylpinocembrin ChEBI
Manual Xrefs Databases
C00000965 KNApSAcK
C09752 KEGG COMPOUND
LMPK12140164 LIPID MAPS
WO2012004228 Patent
View more database links
Registry Numbers Types Sources
41983-91-9 CAS Registry Number ChemIDplus
6573429 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11696898 PubMed citation Europe PMC
25903365 PubMed citation Europe PMC
Last Modified
09 April 2018