CHEBI:66499 - yuccalan

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ChEBI Name yuccalan
ChEBI ID CHEBI:66499
Definition A spirostanyl glycoside that is (3β,5α,6α,25S)-spirostan-3,6,27-triol attached to a 6-O-β-D-glucopyranosyl-β-D-glucopyranosyl residue via a glycosidic linkage. Isolated from Yucca smalliana, it exhibits antifungal activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C39H64O15
Net Charge 0
Average Mass 772.91650
Monoisotopic Mass 772.425
InChI InChI=1S/C39H64O15/c1-17-28-25(54-39(17)9-4-18(13-40)15-50-39)12-22-20-11-24(42)23-10-19(5-7-37(23,2)21(20)6-8-38(22,28)3)51-36-34(48)32(46)30(44)27(53-36)16-49-35-33(47)31(45)29(43)26(14-41)52-35/h17-36,40-48H,4-16H2,1-3H3/t17-,18-,19-,20+,21-,22-,23+,24-,25-,26+,27+,28-,29+,30+,31-,32-,33+,34+,35+,36+,37+,38-,39+/m0/s1
InChIKey ALKMFECERUDLEI-UBXCSCSKSA-N
SMILES [H][C@@]1(OC[C@H]2O[C@@]([H])(O[C@H]3CC[C@@]4(C)[C@]([H])(C3)[C@@H](O)C[C@]3([H])[C@]4([H])CC[C@@]4(C)[C@@]3([H])C[C@]3([H])O[C@]5(CC[C@@H](CO)CO5)[C@@H](C)[C@]43[H])[C@H](O)[C@@H](O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
Metabolite of Species Details
Yucca smalliana (IPNI:270423-2) Found in leaf (BTO:0000713). See: PubMed
Roles Classification
Biological Role(s): 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.
(via saponin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing yuccalan (CHEBI:66499) has parent hydride (25S)-5α-spirostan (CHEBI:74686)
yuccalan (CHEBI:66499) has role antifungal agent (CHEBI:35718)
yuccalan (CHEBI:66499) has role metabolite (CHEBI:25212)
yuccalan (CHEBI:66499) is a 27-hydroxy steroid (CHEBI:37914)
yuccalan (CHEBI:66499) is a 6α-hydroxy steroid (CHEBI:36850)
yuccalan (CHEBI:66499) is a disaccharide derivative (CHEBI:63353)
yuccalan (CHEBI:66499) is a organic heterohexacyclic compound (CHEBI:51914)
yuccalan (CHEBI:66499) is a oxaspiro compound (CHEBI:37948)
yuccalan (CHEBI:66499) is a spirostanyl glycoside (CHEBI:38091)
IUPAC Name
(3β,5α,6α,25S)-6,27-dihydroxyspirostan-3-yl 6-O-β-D-glucopyranosyl-β-D-glucopyranoside
Synonym Source
3-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl-(3β, 5α, 6α, 25S)-spirostan-3,6,27-triol ChEBI
Citation Waiting for Citations Type Source
17615670 PubMed citation Europe PMC
Last Modified
15 July 2013