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CHEBI:66186 - talosin A

ChEBI IDCHEBI:66186
ChEBI Nametalosin A
Stars
DefinitionA 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.
Last Modified9 July 2013
DownloadsMolfile
FormulaC21H20O9
Net Charge0
Average Mass416.382
Monoisotopic Mass416.11073
SMILESC[C@@H]1O[C@@H](Oc2cc(O)c3c(=O)c(-c4ccc(O)cc4)coc3c2)[C@H](O)[C@H](O)[C@@H]1O
InChIInChI=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
InChIKeyYRHHFFMCCMEVTR-GBXJYZSASA-N
Species of MetaboliteComponentSourceComments
Kitasatospora kifunensis (ncbitaxon:58351) - PubMed (17191679) Strain: MJM 341
Roles Classification
Biological Roles:
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-κB (nuclear factor κ-light-chain-enhancer of activated B cells), a protein complex involved in the transcription of DNA.
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
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-talopyranosideChEBI
Registry NumbersSources
Reaxys:11280209Reaxys
Citations