selinone (CHEBI:66460)

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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

Download	Molfile XML SDF

Formula

C20H20O5

Net Charge

Average Mass

340.36980

Monoisotopic Mass

340.13107

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

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.

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

Citation	Type	Source
17518107	PubMed citation	Europe PMC

Last Modified

09 April 2018