CHEBI:66498 - Ys-IV

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ChEBI Name Ys-IV
ChEBI ID CHEBI:66498
Definition A spirostanyl glycoside that is smilagenin attached to a O-β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)]-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 C45H74O18
Net Charge 0
Average Mass 903.05830
Monoisotopic Mass 902.488
InChI InChI=1S/C45H74O18/c1-19-7-12-45(56-18-19)20(2)30-26(63-45)14-25-23-6-5-21-13-22(8-10-43(21,3)24(23)9-11-44(25,30)4)57-42-39(62-41-37(55)35(53)32(50)28(16-47)59-41)38(33(51)29(17-48)60-42)61-40-36(54)34(52)31(49)27(15-46)58-40/h19-42,46-55H,5-18H2,1-4H3/t19-,20+,21-,22+,23-,24+,25+,26+,27-,28-,29-,30+,31-,32-,33+,34+,35+,36-,37-,38+,39-,40+,41+,42-,43+,44+,45-/m1/s1
InChIKey DKEFDSJGKPNAQN-DHNDSWACSA-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@]2([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[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-IV (CHEBI:66498) has functional parent (25R)-5β-spirostan-3β-ol (CHEBI:28933)
Ys-IV (CHEBI:66498) has role antifungal agent (CHEBI:35718)
Ys-IV (CHEBI:66498) has role metabolite (CHEBI:25212)
Ys-IV (CHEBI:66498) is a organic heterohexacyclic compound (CHEBI:51914)
Ys-IV (CHEBI:66498) is a oxaspiro compound (CHEBI:37948)
Ys-IV (CHEBI:66498) is a spirostanyl glycoside (CHEBI:38091)
Ys-IV (CHEBI:66498) is a trisaccharide derivative (CHEBI:63571)
IUPAC Name
(3β,5β,25R)-spirostan-3-yl β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)]-β-D-galactopyranoside
Synonym Source
smilagenin 3-O-β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)]-β-D-galactopyranoside ChEBI
Manual Xref Database
10235500 ChemSpider
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Registry Number Type Source
6997619 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17675194 PubMed citation Europe PMC
Last Modified
15 July 2013