CHEBI:66497 - Ys-II

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ChEBI Name Ys-II
ChEBI ID CHEBI:66497
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C39H64O13
Net Charge 0
Average Mass 740.91770
Monoisotopic Mass 740.43469
InChI InChI=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
InChIKey MMTWXUQMLQGAPC-KQRWKONWSA-N
SMILES [H][C@]12CC[C@]3([H])[C@]([H])(CC[C@@]4(C)[C@@]3([H])C[C@]3([H])O[C@]5(CC[C@@H](C)CO5)[C@@H](C)[C@]43[H])[C@@]1(C)CC[C@@H](C2)O[C@]1([H])O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O[C@]1([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
Metabolite of Species Details
Yucca gloriosa (NCBI:txid1087055) Found in stem (BTO:0001300). Fresh caudex See: DOI
Yucca guatemalensis (NCBI:txid480092) Found in stem (BTO:0001300). 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.
(via saponin )
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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-galactopyranoside ChEBI
Manual Xref Database
8804178 ChemSpider
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Registry Number Type Source
7004187 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17675194 PubMed citation Europe PMC
Last Modified
15 July 2013