CHEBI:66186 - talosin A

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ChEBI Name talosin A
ChEBI ID CHEBI:66186
Definition A glycosyloxyisoflavone that is genistein attached to a α-L-6-deoxy-talopyranosyl residue at position 7 via a glycosidic linkage. Isolated from Kitasatospora kifunensis, it exhibits antifungal activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ZINC000066124112
Download Molfile XML SDF
Formula C21H20O9
Net Charge 0
Average Mass 416.37810
Monoisotopic Mass 416.11073
InChI InChI=1S/C21H20O9/c1-9-17(24)19(26)20(27)21(29-9)30-12-6-14(23)16-15(7-12)28-8-13(18(16)25)10-2-4-11(22)5-3-10/h2-9,17,19-24,26-27H,1H3/t9-,17+,19+,20+,21-/m0/s1
InChIKey YRHHFFMCCMEVTR-GBXJYZSASA-N
SMILES C[C@@H]1O[C@@H](Oc2cc(O)c3c(c2)occ(-c2ccc(O)cc2)c3=O)[C@H](O)[C@H](O)[C@@H]1O
Metabolite of Species Details
Kitasatospora kifunensis (NCBI:txid58351) of strain MJM 341 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.
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
NF-kappaB inhibitor
An inhibitor of NF-kappaB (nuclear factor kappa-light-chain-enhancer of activated B cells), a protein complex involved in the transcription of DNA.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing talosin A (CHEBI:66186) has functional parent genistein (CHEBI:28088)
talosin A (CHEBI:66186) has role anti-inflammatory agent (CHEBI:67079)
talosin A (CHEBI:66186) has role antifungal agent (CHEBI:35718)
talosin A (CHEBI:66186) has role metabolite (CHEBI:25212)
talosin A (CHEBI:66186) has role NF-κB inhibitor (CHEBI:73240)
talosin A (CHEBI:66186) is a glycosyloxyisoflavone (CHEBI:74630)
talosin A (CHEBI:66186) is a hydroxyisoflavone (CHEBI:38755)
talosin A (CHEBI:66186) is a monosaccharide derivative (CHEBI:63367)
IUPAC Name
5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 6-deoxy-α-L-talopyranoside
Synonym Source
genistein-7-α-L-6-deoxy-talopyranoside ChEBI
Registry Number Type Source
11280209 Reaxys Registry Number Reaxys
Citations Types Sources
17191678 PubMed citation Europe PMC
17191679 PubMed citation Europe PMC
19214388 PubMed citation Europe PMC
21586869 PubMed citation Europe PMC
IND44209071 Agricola citation Europe PMC
Last Modified
09 July 2013