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CHEBI:66186 - talosin A

Default Structure
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:
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.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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