Ys-IV (CHEBI:66498)

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CHEBI:66498 - Ys-IV

ChEBI ID	CHEBI:66498
ChEBI Name	Ys-IV
Stars
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.
Last Modified	15 July 2013
Downloads	Molfile

Formula	C45H74O18
Net Charge	0
Average Mass	903.069
Monoisotopic Mass	902.48752
SMILES	[H][C@@]1(O[C@H]2[C@@H](O)[C@@H](CO)O[C@@]([H])(O[C@H]3CC[C@@]4(C)[C@]([H])(CC[C@]5([H])[C@]4([H])CC[C@@]4(C)[C@@]5([H])C[C@]5([H])O[C@]6(CC[C@@H](C)CO6)[C@@H](C)[C@]45[H])C3)[C@@H]2O[C@]2([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
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

Species of Metabolite	Component	Source	Comments
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:

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.

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-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 Xrefs	Databases
10235500	ChemSpider

Registry Numbers	Sources
Reaxys:6997619	Reaxys

Citations