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CHEBI:66187 - talosin B

ChEBI IDCHEBI:66187
ChEBI Nametalosin B
Stars
DefinitionA glycosyloxyisoflavone that is genistein attached to α-L-6-deoxy-talopyranosyl residues at positions 7 and 4' respectively. Isolated from Kitasatospora kifunensis, it exhibits antifungal activity.
Last Modified9 July 2013
DownloadsMolfile
FormulaC27H30O13
Net Charge0
Average Mass562.524
Monoisotopic Mass562.16864
SMILESC[C@@H]1O[C@@H](Oc2ccc(-c3coc4cc(O[C@@H]5O[C@@H](C)[C@@H](O)[C@@H](O)[C@H]5O)cc(O)c4c3=O)cc2)[C@H](O)[C@H](O)[C@@H]1O
InChIInChI=1S/C27H30O13/c1-10-19(29)22(32)24(34)26(37-10)39-13-5-3-12(4-6-13)15-9-36-17-8-14(7-16(28)18(17)21(15)31)40-27-25(35)23(33)20(30)11(2)38-27/h3-11,19-20,22-30,32-35H,1-2H3/t10-,11-,19+,20+,22+,23+,24+,25+,26-,27-/m0/s1
InChIKeyGJBRADPPUCQNGC-YYMHJPMMSA-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.
ChEBI Ontology
Outgoing Relation(s)
talosin B (CHEBI:66187) has functional parent genistein (CHEBI:28088)
talosin B (CHEBI:66187) has role antifungal agent (CHEBI:35718)
talosin B (CHEBI:66187) has role metabolite (CHEBI:25212)
talosin B (CHEBI:66187) is a glycosyloxyisoflavone (CHEBI:74630)
talosin B (CHEBI:66187) is a hydroxyisoflavone (CHEBI:38755)
IUPAC Name 
4-{7-[(6-deoxy-α-L-talopyranosyl)oxy]-5-hydroxy-4-oxo-4H-chromen-3-yl}phenyl 6-deoxy-α-L-talopyranoside
Synonym  Source
genistein-4',7-di-α-L-6-deoxy-talopyranosideChEBI
Registry NumbersSources
Reaxys:11280210Reaxys
Citations