EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:66497 - Ys-II

ChEBI IDCHEBI:66497
ChEBI NameYs-II
Stars
DefinitionA spirostanyl glycoside that is smilagenin attached to a β-D-glucopyranosyl-(1→2)-β-D-galactopyranosyl residue at position 3 via a glycosidic linkage. Isolated from Yucca gloriosa and Yucca guatemalensis, it exhibits antifungal activity.
Last Modified15 July 2013
DownloadsMolfile
FormulaC39H64O13
Net Charge0
Average Mass740.928
Monoisotopic Mass740.43469
SMILES[H][C@@]1(O[C@@H]2[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@]2([H])O[C@H]2CC[C@@]3(C)[C@]([H])(CC[C@]4([H])[C@]3([H])CC[C@@]3(C)[C@@]4([H])C[C@]4([H])O[C@]5(CC[C@@H](C)CO5)[C@@H](C)[C@]34[H])C2)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C39H64O13/c1-18-7-12-39(47-17-18)19(2)28-25(52-39)14-24-22-6-5-20-13-21(8-10-37(20,3)23(22)9-11-38(24,28)4)48-36-34(32(45)30(43)27(16-41)50-36)51-35-33(46)31(44)29(42)26(15-40)49-35/h18-36,40-46H,5-17H2,1-4H3/t18-,19+,20-,21+,22-,23+,24+,25+,26-,27-,28+,29-,30+,31+,32+,33-,34-,35+,36-,37+,38+,39-/m1/s1
InChIKeyMMTWXUQMLQGAPC-KQRWKONWSA-N
Species of MetaboliteComponentSourceComments
Yucca guatemalensis (ncbitaxon:480092) stem (BTO:0001300) PubMed (17675194)
Yucca gloriosa (ncbitaxon:1087055) stem (BTO:0001300) DOI (10.1016/0031-9422(89)80212-2) Fresh caudex
Roles Classification
Biological Roles:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
Ys-II (CHEBI:66497) has functional parent (25R)-5β-spirostan-3β-ol (CHEBI:28933)
Ys-II (CHEBI:66497) has role antifungal agent (CHEBI:35718)
Ys-II (CHEBI:66497) has role metabolite (CHEBI:25212)
Ys-II (CHEBI:66497) is a disaccharide derivative (CHEBI:63353)
Ys-II (CHEBI:66497) is a organic heterohexacyclic compound (CHEBI:51914)
Ys-II (CHEBI:66497) is a oxaspiro compound (CHEBI:37948)
Ys-II (CHEBI:66497) is a spirostanyl glycoside (CHEBI:38091)
IUPAC Name 
(3β,5β,25R)-spirostan-3-yl 2-O-β-D-glucopyranosyl-β-D-galactopyranoside
Synonym  Source
smilagenin 3-O-β-D-glucopyranosyl-(1→2)-β-D-galactopyranosideChEBI
Manual XrefsDatabases
8804178ChemSpider
Registry NumbersSources
Reaxys:7004187Reaxys
Citations