ouabain Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
2004 630-60-4

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • ouabain
  • acocantherin
  • astrobain
  • gratibain
  • gratus strophanthin
  • kombetin
  • ouabaine
  • purostrophan
  • strophalen
  • uabaina
  • uabanin
  • g-strophanthin
A cardioactive glycoside consisting of rhamnose and ouabagenin, obtained from the seeds of Strophanthus gratus and other plants of the Apocynaceae; used like DIGITALIS. It is commonly used in cell biological studies as an inhibitor of the NA(+)-K(+)-EXCHANGING ATPASE.
  • Molecular weight: 584.66
  • Formula: C29H44O12
  • CLOGP: -1.66
  • LIPINSKI: 3
  • HAC: 12
  • HDO: 8
  • TPSA: 206.60
  • ALOGS: -2.10
  • ROTB: 4

Drug dosage:

DoseUnitRoute
0.25 mg P

ADMET properties:

PropertyValueReference
MRTD (Maximum Recommended Therapeutic Daily Dose) 0.59 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 1 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

DateAgencyCompanyOrphan
Jan. 1, 1865 YEAR INTRODUCED

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC C01AC01 CARDIOVASCULAR SYSTEM
CARDIAC THERAPY
CARDIAC GLYCOSIDES
Strophanthus glycosides
MeSH PA D002316 Cardiotonic Agents
MeSH PA D002317 Cardiovascular Agents
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D020011 Protective Agents
CHEBI has role CHEBI:38070 antiarrhythmic agent
CHEBI has role CHEBI:38147 cardiotonic drugs
CHEBI has role CHEBI:49200 proton pump inhibitors
CHEBI has role CHEBI:50184 ion-transport inhibitors
CHEBI has role CHEBI:63510 na(+)/k(+)-pump inhibitors
CHEBI has role CHEBI:76924 plant metabolites
CHEBI has role CHEBI:77023 citrate oxaloacetate-lyase [(pro-3s)-ch2coo->acetyl-coa] inhibitors
CHEBI has role CHEBI:77024 ec 3.1.3.41 inhibitors

Drug Use (View source of the data)

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 12.77 acidic
pKa2 13.57 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Sodium/potassium-transporting ATPase subunit alpha-1 Transporter WOMBAT-PK
Potassium voltage-gated channel subfamily H member 2 Ion channel IC50 5.01 WOMBAT-PK
Signal transducer and activator of transcription 3 Transcription factor IC50 5.94 CHEMBL
Sodium/potassium-transporting ATPase subunit alpha-2 Ion channel IC50 6.17 DRUG MATRIX

External reference:

IDSource
N0000168453 NUI
D00112 KEGG_DRUG
C0029904 UMLSCUI
CHEBI:472805 CHEBI
OBN PDB_CHEM_ID
4605 PUBCHEM_CID
CHEMBL1889436 ChEMBL_ID
CHEMBL222863 ChEMBL_ID
DB01092 DRUGBANK_ID
D010042 MESH_DESCRIPTOR_UI
C017899 MESH_SUPPLEMENTAL_RECORD_UI
4826 IUPHAR_LIGAND_ID
5ACL011P69 UNII
7762 RXNORM
000597 NDDF
317914009 SNOMEDCT_US
35966009 SNOMEDCT_US

Pharmaceutical products:

None