CHEBI:69119 - sitoindoside IX

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ChEBI Name sitoindoside IX
ChEBI ID CHEBI:69119
Definition A withanolide saponin that consists of withaferin A attached to a β-D-glucopyranosyl residue at position 27 via a glycosidic linkage. Isolated from Physalis longifolia, it exhibits antineoplastic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C34H48O11
Net Charge 0
Average Mass 632.73830
Monoisotopic Mass 632.31966
InChI InChI=1S/C34H48O11/c1-15-11-22(43-30(41)18(15)14-42-31-29(40)28(39)27(38)23(13-35)44-31)16(2)19-5-6-20-17-12-26-34(45-26)25(37)8-7-24(36)33(34,4)21(17)9-10-32(19,20)3/h7-8,16-17,19-23,25-29,31,35,37-40H,5-6,9-14H2,1-4H3/t16-,17-,19+,20-,21-,22+,23+,25-,26+,27+,28-,29+,31+,32+,33-,34+/m0/s1
InChIKey WKCJIGSUKSPCKI-WNXUODGFSA-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](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 sitoindoside IX (CHEBI:69119) has functional parent withaferin A (CHEBI:69120)
sitoindoside IX (CHEBI:69119) has role antineoplastic agent (CHEBI:35610)
sitoindoside IX (CHEBI:69119) has role plant metabolite (CHEBI:76924)
sitoindoside IX (CHEBI:69119) is a β-D-glucoside (CHEBI:22798)
sitoindoside IX (CHEBI:69119) is a δ-lactone (CHEBI:18946)
sitoindoside IX (CHEBI:69119) is a 4-hydroxy steroid (CHEBI:62846)
sitoindoside IX (CHEBI:69119) is a enone (CHEBI:51689)
sitoindoside IX (CHEBI:69119) is a epoxy steroid (CHEBI:145217)
sitoindoside IX (CHEBI:69119) is a ergostanoid (CHEBI:50403)
sitoindoside IX (CHEBI:69119) is a monosaccharide derivative (CHEBI:63367)
sitoindoside IX (CHEBI:69119) is a secondary alcohol (CHEBI:35681)
sitoindoside IX (CHEBI:69119) 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 β-D-glucopyranoside
Synonym Source
27-O-β-D-glucopyranosylwithaferin A ChEBI
Registry Numbers Types Sources
118853-45-5 CAS Registry Number ChemIDplus
8605359 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
14575818 PubMed citation Europe PMC
22098611 PubMed citation Europe PMC
Last Modified
29 October 2019