CHEBI:69113 - withalongolide I

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ChEBI Name withalongolide I
ChEBI ID CHEBI:69113
Definition A withanolide saponin that consists of 3-hydroxy-22,26-epoxyergosta-5,24-diene substituted by additonal hydroxy groups at positions 19 and 27, oxo groups at positions 1 and 26 and a β-D-glucopyranosyl residue at position 3 via a glycodic linkage. It has been isolated from Physalis longifolia.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C34H50O11
Net Charge 0
Average Mass 634.75420
Monoisotopic Mass 634.33531
InChI InChI=1S/C34H50O11/c1-16-10-25(44-31(42)21(16)13-35)17(2)22-6-7-23-20-5-4-18-11-19(43-32-30(41)29(40)28(39)26(14-36)45-32)12-27(38)34(18,15-37)24(20)8-9-33(22,23)3/h4,17,19-20,22-26,28-30,32,35-37,39-41H,5-15H2,1-3H3/t17-,19+,20-,22+,23-,24-,25+,26+,28+,29-,30+,32+,33+,34-/m0/s1
InChIKey PRNFAKRMKREHJM-XYLPFXPVSA-N
SMILES C[C@@H]([C@H]1CC[C@H]2[C@@H]3CC=C4C[C@H](CC(=O)[C@]4(CO)[C@H]3CC[C@]12C)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC(C)=C(CO)C(=O)O1
Metabolite of Species Details
Physalis longifolia (NCBI:txid161495) Found in aerial part (BTO:0001658). CH2Cl2-MeOH(1:1) extract of the air-dried aerial parts 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 )
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing withalongolide I (CHEBI:69113) has role metabolite (CHEBI:25212)
withalongolide I (CHEBI:69113) has role plant metabolite (CHEBI:76924)
withalongolide I (CHEBI:69113) is a β-D-glucoside (CHEBI:22798)
withalongolide I (CHEBI:69113) is a δ-lactone (CHEBI:18946)
withalongolide I (CHEBI:69113) is a 19-hydroxy steroid (CHEBI:36842)
withalongolide I (CHEBI:69113) is a 27-hydroxy steroid (CHEBI:37914)
withalongolide I (CHEBI:69113) is a ergostanoid (CHEBI:50403)
withalongolide I (CHEBI:69113) is a monosaccharide derivative (CHEBI:63367)
withalongolide I (CHEBI:69113) is a withanolide saponin (CHEBI:76344)
IUPAC Name
(3β,22R)-19,27-dihydroxy-1,26-dioxo-22,26-epoxyergosta-5,24-dien-3-yl β-D-glucopyranoside
Synonym Source
3-O-β-D-glucopyranosyl-19,27-dihydroxy-1-oxo-witha-5,24-dienolide ChEBI
Registry Number Type Source
22217723 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22098611 PubMed citation Europe PMC
Last Modified
20 November 2013