CHEBI:69112 - withalongolide H

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ChEBI Name withalongolide H
ChEBI ID CHEBI:69112
Definition A withanolide saponin that consists of withaferin A attached to a α-L-rhamnopyranosyl(1→4)-β-D-glucopyranosyl residue via a glycosidic linkage. Isolated from the aerial parts of Physalis longifolia, it exhibits antineoplastic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C40H58O15
Net Charge 0
Average Mass 778.87950
Monoisotopic Mass 778.37757
InChI InChI=1S/C40H58O15/c1-16-12-24(17(2)21-6-7-22-19-13-28-40(55-28)27(43)9-8-26(42)39(40,5)23(19)10-11-38(21,22)4)52-35(49)20(16)15-50-36-33(48)31(46)34(25(14-41)53-36)54-37-32(47)30(45)29(44)18(3)51-37/h8-9,17-19,21-25,27-34,36-37,41,43-48H,6-7,10-15H2,1-5H3/t17-,18-,19-,21+,22-,23-,24+,25+,27-,28+,29-,30+,31+,32+,33+,34+,36+,37-,38+,39-,40+/m0/s1
InChIKey KWSCHTSFNFDQSG-IPAGGVPOSA-N
SMILES C[C@@H]([C@H]1CC[C@H]2[C@@H]3C[C@H]4O[C@]44[C@@H](O)C=CC(=O)[C@]4(C)[C@H]3CC[C@]12C)[C@H]1CC(C)=C(CO[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)[C@H](O)[C@H]2O)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): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via saponin )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing withalongolide H (CHEBI:69112) has functional parent withaferin A (CHEBI:69120)
withalongolide H (CHEBI:69112) has role antineoplastic agent (CHEBI:35610)
withalongolide H (CHEBI:69112) has role plant metabolite (CHEBI:76924)
withalongolide H (CHEBI:69112) is a δ-lactone (CHEBI:18946)
withalongolide H (CHEBI:69112) is a 4-hydroxy steroid (CHEBI:62846)
withalongolide H (CHEBI:69112) is a disaccharide derivative (CHEBI:63353)
withalongolide H (CHEBI:69112) is a epoxy steroid (CHEBI:145217)
withalongolide H (CHEBI:69112) is a ergostanoid (CHEBI:50403)
withalongolide H (CHEBI:69112) is a withanolide saponin (CHEBI:76344)
IUPAC Name
(4β,5β,6β,22R)-4-hydroxy-1,26-dioxo-5,6:22,26-diepoxyergosta-2,24-dien-27-yl 4-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside
Synonym Source
27-O-[α-L-rhamnopyranosyl(1→4)]-β-D-glucopyranosylwithaferin A ChEBI
Registry Number Type Source
22217724 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22098611 PubMed citation Europe PMC
Last Modified
29 October 2019