CHEBI:66460 - selinone

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ChEBI Name selinone
ChEBI ID CHEBI:66460
Definition A dihydroxyflavanone that is 5,7-dihydroxyflavanone substituted by a prenyloxy group at position 4' (the 2S stereoisomer). Isolated from Selinum vaginatum and Monotes engleri, it exhibits antifungal activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H20O5
Net Charge 0
Average Mass 340.36980
Monoisotopic Mass 340.131
InChI InChI=1S/C20H20O5/c1-12(2)7-8-24-15-5-3-13(4-6-15)18-11-17(23)20-16(22)9-14(21)10-19(20)25-18/h3-7,9-10,18,21-22H,8,11H2,1-2H3/t18-/m0/s1
InChIKey GYSDUVRPSWKYDJ-SFHVURJKSA-N
SMILES CC(C)=CCOc1ccc(cc1)[C@@H]1CC(=O)c2c(O)cc(O)cc2O1
Metabolite of Species Details
Monotes engleri (IPNI:321075-1) Found in leaf (BTO:0000713). See: DOI
Selinum vaginatum (NCBI:txid239673) See: DOI
Roles Classification
Biological Role(s): antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
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 selinone (CHEBI:66460) has functional parent (S)-naringenin (CHEBI:17846)
selinone (CHEBI:66460) has role antifungal agent (CHEBI:35718)
selinone (CHEBI:66460) has role plant metabolite (CHEBI:76924)
selinone (CHEBI:66460) is a (2S)-flavan-4-one (CHEBI:140377)
selinone (CHEBI:66460) is a aromatic ether (CHEBI:35618)
selinone (CHEBI:66460) is a dihydroxyflavanone (CHEBI:38749)
IUPAC Name
(2S)-5,7-dihydroxy-2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-2,3-dihydro-4H-chromen-4-one
Synonyms Sources
4'-O-prenylnaringenin HMDB
5,7-dihydroxy-4'-prenyloxyflavanone ChEBI
archangelone HMDB
Manual Xrefs Databases
HMDB0037585 HMDB
LMPK12140278 LIPID MAPS
View more database links
Registry Numbers Types Sources
14117-54-5 CAS Registry Number ChemIDplus
20282948 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17518107 PubMed citation Europe PMC
Last Modified
09 April 2018