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> Main
CHEBI:63508 - oleandrigenin
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ChEBI Name
oleandrigenin
ChEBI ID
CHEBI:63508
Definition
A steroid ester that is the 16-acetyl derivative of gitoxigenin.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C25H36O6
Net Charge
0
Average Mass
432.54970
Monoisotopic Mass
432.25119
InChI
InChI=1S/C25H36O6/c1-
14(26)
31-
20-
12-
25(29)
19-
5-
4-
16-
11-
17(27)
6-
8-
23(16,2)
18(19)
7-
9-
24(25,3)
22(20)
15-
10-
21(28)
30-
13-
15/h10,16-
20,22,27,29H,4-
9,11-
13H2,1-
3H3/t16-
,17+,18+,19-
,20+,22+,23+,24-
,25+/m1/s1
InChIKey
IWCNCUVTGOMGKG-YOVVEKLRSA-N
SMILES
[H]
[C@]
12CC[C@]
3([H]
)
[C@]
([H]
)
(CC[C@]
4(C)
[C@H]
([C@H]
(C[C@]
34O)
OC(C)
=O)
C3=CC(=O)
OC3)
[C@@]
1(C)
CC[C@H]
(O)
C2
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.
EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor
An EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor that interferes with the action of
Na
+
/
K
+
-transporting ATPase (EC 3.6.3.9).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
oleandrigenin (
CHEBI:63508
)
has functional parent
gitoxigenin (
CHEBI:38105
)
oleandrigenin (
CHEBI:63508
)
has role
EC 3.6.3.9 (
Na
+
/
K
+
-transporting ATPase) inhibitor (
CHEBI:63510
)
oleandrigenin (
CHEBI:63508
)
has role
metabolite (
CHEBI:25212
)
oleandrigenin (
CHEBI:63508
)
is a
14β-hydroxy steroid (
CHEBI:36862
)
oleandrigenin (
CHEBI:63508
)
is a
3β-hydroxy steroid (
CHEBI:36836
)
oleandrigenin (
CHEBI:63508
)
is a
steroid ester (
CHEBI:47880
)
Incoming
oleandrin (
CHEBI:59030
)
has functional parent
oleandrigenin (
CHEBI:63508
)
IUPAC Name
(3β,5β,16β)-16-acetoxy-3,14-dihydroxycard-20(22)-enolide
Synonyms
Sources
16-Acetylgitoxigenin
ChEBI
16-
O
-acetylgitoxigenin
ChEBI
16β-acetoxy-3β,14-dihydroxy-5β,14β-card-20(22)-enolide
ChEBI
3beta,14,16beta-Trihydroxy-5-betacard-20(22)-enolide 16-acetate
ChEBI
Gitoxigenin 16-acetate
ChEBI
Oleandrisenin
ChEBI
Registry Numbers
Types
Sources
465-15-6
CAS Registry Number
ChemIDplus
98733
Reaxys Registry Number
Reaxys
Citations
Types
Sources
10952541
PubMed citation
Europe PMC
12054363
PubMed citation
Europe PMC
12416031
PubMed citation
Europe PMC
19274509
PubMed citation
Europe PMC
7739045
PubMed citation
Europe PMC
8855150
PubMed citation
Europe PMC
9263390
PubMed citation
Europe PMC
Last Modified
27 November 2015