CHEBI:5650 - helveticoside

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ChEBI Name helveticoside
ChEBI ID CHEBI:5650
Definition A cardenolide glycoside that consists of strophanthidin having a digitoxosyl group attached at position 3.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C29H42O9
Net Charge 0
Average Mass 534.646
Monoisotopic Mass 534.28288
InChI InChI=1S/C29H42O9/c1-16-25(33)22(31)12-24(37-16)38-18-3-8-27(15-30)20-4-7-26(2)19(17-11-23(32)36-14-17)6-10-29(26,35)21(20)5-9-28(27,34)13-18/h11,15-16,18-22,24-25,31,33-35H,3-10,12-14H2,1-2H3/t16-,18+,19-,20+,21-,22+,24+,25-,26-,27+,28+,29+/m1/s1
InChIKey QBILRDAMJUPXCX-AGAUEGNUSA-N
SMILES [H][C@@]1(CC[C@]2(O)[C@]3([H])CC[C@]4(O)C[C@H](CC[C@]4(C=O)[C@@]3([H])CC[C@]12C)O[C@H]1C[C@H](O)[C@H](O)[C@@H](C)O1)C1=CC(=O)OC1
Metabolite of Species Details
Adonis aestivalis (NCBI:txid113211) Found in aerial part (BTO:0001658). See: PubMed
Erysimum cheiranthoides (NCBI:txid330168) See: PubMed
Erysimum canescens (NCBI:txid489728) See: PubMed
Descurainia sophia (NCBI:txid89411) Found in seed (BTO:0001226). See: PubMed
Roles Classification
Biological Role(s): apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
cardioprotective agent
Any protective agent that is able to prevent damage to the heart.
(via cardiac glycoside )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing helveticoside (CHEBI:5650) has functional parent strophanthidin (CHEBI:38178)
helveticoside (CHEBI:5650) has role antineoplastic agent (CHEBI:35610)
helveticoside (CHEBI:5650) has role apoptosis inducer (CHEBI:68495)
helveticoside (CHEBI:5650) has role plant metabolite (CHEBI:76924)
helveticoside (CHEBI:5650) is a 14β-hydroxy steroid (CHEBI:36862)
helveticoside (CHEBI:5650) is a 5β-hydroxy steroid (CHEBI:38195)
helveticoside (CHEBI:5650) is a cardenolide glycoside (CHEBI:38092)
helveticoside (CHEBI:5650) is a digitoxoside (CHEBI:36800)
helveticoside (CHEBI:5650) is a monosaccharide derivative (CHEBI:63367)
helveticoside (CHEBI:5650) is a steroid aldehyde (CHEBI:131565)
helveticoside (CHEBI:5650) is a steroid lactone (CHEBI:26766)
IUPAC Name
3β-[(2,6-dideoxy-β-D-ribo-hexopyranosyl)oxy]-5,14-dihydroxy-19-oxo-5β-card-20(22)-enolide
Synonyms Sources
(3β,5β)-3-[(2,6-dideoxy-β-D-ribo-hexopyranosyl)oxy]-5,14-dihydroxy-19-oxocard-20(22)-enolide ChEBI
alleoside A ChEBI
deglucoerysimoside ChEBI
erysimin ChEBI
erysimotoxin ChEBI
helveticoside KEGG COMPOUND
strophanthidin 3-O-β-D-digitoxoside KEGG COMPOUND
strophanthidin 3β-digitoxoside ChEBI
Manual Xrefs Databases
C00003625 KNApSAcK
C08869 KEGG COMPOUND
View more database links
Registry Number Type Source
630-64-8 CAS Registry Number KEGG COMPOUND
Citations Waiting for Citations Types Sources
1368415 PubMed citation Europe PMC
13965884 PubMed citation Europe PMC
14028075 PubMed citation Europe PMC
14073570 PubMed citation Europe PMC
14181242 PubMed citation Europe PMC
15907623 PubMed citation Europe PMC
24288558 PubMed citation Europe PMC
26384484 PubMed citation Europe PMC
32147288 PubMed citation Europe PMC
33180277 PubMed citation Europe PMC
33417512 PubMed citation Europe PMC
34616724 PubMed citation Europe PMC
37410515 PubMed citation Europe PMC
4237043 PubMed citation Europe PMC
4237044 PubMed citation Europe PMC
4679055 PubMed citation Europe PMC
IND20482072 Agricola citation Europe PMC
Last Modified
18 July 2023