Ouabain
CHEBI:CHEBI_472805
Definition
A steroid hormone that is a multi-hydroxylated alpha-L-rhamnosyl cardenoloide. It binds to and inhibits the plasma membrane Na(+)/K(+)-ATPase (sodium pump). It has been isolated naturally from Strophanthus gratus.
Chemical Information
- Molecular Formula
- C29H44O12
- Molecular Mass
- 584.65250
- Charge
- 0
- SMILES
- [H][C@@]12CC[C@]3(O)C[C@H](C[C@@H](O)[C@]3(CO)[C@@]1([H])[C@H](O)C[C@]1(C)[C@H](CC[C@]21O)C1=CC(=O)OC1)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O
- InChI
- InChI=1S/C29H44O12/c1-13-22(34)23(35)24(36)25(40-13)41-15-8-19(32)28(12-30)21-17(3-5-27(28,37)9-15)29(38)6-4-16(14-7-20(33)39-11-14)26(29,2)10-18(21)31/h7,13,15-19,21-25,30-32,34-38H,3-6,8-12H2,1-2H3/t13-,15-,16+,17+,18+,19+,21+,22-,23+,24+,25-,26+,27-,28+,29-/m0/s1
- InChIKey
- LPMXVESGRSUGHW-HBYQJFLCSA-N
Alternative Names
- 3-(6-deoxy-alpha-L-mannopyranosyloxy)-1beta,5beta,11alpha,14,19-pentahydroxy-5beta-card-20(22)-enolide
- 3-(alpha-L-rhamnopyranosyloxy)-1beta,5beta,11alpha,14,19-pentahydroxy-5beta-card-20(22)-enolide
- G-Strophanthin
- Ouabagenin L-Rhamnoside
- Ouabagenin-L-rhamnosid
- Ouabain
- Ouabain anhydrous
- Ouabaine
- Oubain
- Strodival
Drug Classification
-
steroid hormoneView Class →
CHEBI:26764
-
cardenolide glycosideView Class →
CHEBI:38092
-
11alpha-hydroxy steroidView Class →
CHEBI:19129
-
alpha-L-rhamnosideView Class →
CHEBI:27848
-
14beta-hydroxy steroidView Class →
CHEBI:36862
-
5beta-hydroxy steroidView Class →
CHEBI:38195
-
t223638
-
t223957
-
t224506
-
t224602
-
t224641
-
t224674
-
t224685
-
t224739
-
t224769
Important Medical Information
⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.
- Always consult with a healthcare professional before starting, stopping, or modifying any medication.
- Side effects may vary and this list may not be comprehensive.
- Drug interactions may occur with other medications.
Additional Identifiers
- oboInOwl#hasDbXref
- Wikipedia:Ouabain
- DRON_00010000
- 7762
- core#notation
- CHEBI:472805
Additional References
🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.
Additional Attributes
- oboInOwl#hasOBONamespace
- chebi_ontology
- oboInOwl#hasDbXref
- Wikipedia:Ouabain
- DRON_00010000
- 7762
- oboInOwl#hasAlternativeId
- CHEBI:7805
- oboInOwl#id
- CHEBI:472805
- core#notation
- CHEBI:472805
- RO_0000087
- http://purl.obolibrary.org/obo/CHEBI_77024
- oboInOwl#inSubset
- http://purl.obolibrary.org/obo/chebi#3_STAR
- chebi#is_conjugate_acid_of
- http://purl.obolibrary.org/obo/CHEBI_145798
- 22-rdf-syntax-ns#type
- http://www.w3.org/2002/07/owl#Class
- rdf-schema#domain
- https://w3id.org/def/predibionto#has_side_effect6577
- chebi#is_conjugate_base_of
- http://purl.obolibrary.org/obo/CHEBI_145798
- owl#someValuesFrom
- t2999746
- owl#annotatedSource
- t224937