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ChEBI
> Main
CHEBI:5650 - helveticoside
Main
ChEBI Ontology
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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
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