Istaroxime

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
Istaroxime
Accession Number
DB06157
Type
Small Molecule
Groups
Investigational
Description
Not Available
Structure
Thumb
Synonyms
  • ST-2744
External IDs
PST-2744
Product Ingredients
IngredientUNIICASInChI Key
Istaroxime HydrochlorideN24U08609A374559-48-5AXHJYJDJXNOGNI-DESZRGPQSA-N
Categories
UNII
W8I9H2TPPL
CAS number
203737-93-3
Weight
Average: 360.498
Monoisotopic: 360.241292898
Chemical Formula
C21H32N2O3
InChI Key
MPYLDWFDPHRTEG-IFVNMTGRSA-N
InChI
InChI=1S/C21H32N2O3/c1-20-7-5-13(23-26-10-9-22)11-17(20)18(24)12-14-15-3-4-19(25)21(15,2)8-6-16(14)20/h14-17H,3-12,22H2,1-2H3/t14-,15-,16-,17+,20+,21-/m0/s1
IUPAC Name
(1S,2R,7S,10R,11S,15S)-5-[(2-aminoethoxy)imino]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-8,14-dione
SMILES
C[C@]12CC[C@H]3[C@@H](CC(=O)[C@H]4CC(CC[C@]34C)=NOCCN)[C@@H]1CCC2=O

Pharmacology

Indication

Investigated for use/treatment in heart disease.

Pharmacodynamics
Not Available
Mechanism of action

Reduces the sodium-potassium adenosine triphosphatase (ATPase) activity and stimulates the sarcoplasmic calcium ATPase isoform 2 reuptake function.

TargetActionsOrganism
USarcoplasmic/endoplasmic reticulum calcium ATPase 2Not AvailableHuman
USodium/potassium-transporting ATPase subunit alpha-1Not AvailableHuman
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteraction
Capromab pendetideIstaroxime may decrease effectiveness of Capromab pendetide as a diagnostic agent.
Conestat alfaThe risk or severity of thromboembolism can be increased when Istaroxime is combined with Conestat alfa.
Human C1-esterase inhibitorThe risk or severity of thromboembolism can be increased when Istaroxime is combined with Human C1-esterase inhibitor.
Food Interactions
Not Available

References

General References
Not Available
External Links
ChemSpider
28521583
ChEMBL
CHEMBL2093999
Wikipedia
Istaroxime

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
0Active Not RecruitingBasic ScienceCongestive Heart Failure (CHF)1
1RecruitingTreatmentHealthy Volunteers1
1WithdrawnTreatmentHeart Failure, Unspecified1
2CompletedTreatmentHeart Failure, Unspecified1
2RecruitingTreatmentAcute Decompensated Heart Failure (ADHF)1
2WithdrawnTreatmentHeart Failure, Unspecified1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0174 mg/mLALOGPS
logP2.4ALOGPS
logP2.64ChemAxon
logS-4.3ALOGPS
pKa (Strongest Acidic)19.56ChemAxon
pKa (Strongest Basic)8.66ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area81.75 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity99.7 m3·mol-1ChemAxon
Polarizability41.73 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as androstane steroids. These are steroids with a structure based on the 19-carbon androstane skeleton.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Steroids and steroid derivatives
Sub Class
Androstane steroids
Direct Parent
Androstane steroids
Alternative Parents
6-oxosteroids / 17-oxosteroids / Oxime ethers / Ketones / Organic oxides / Monoalkylamines / Hydrocarbon derivatives
Substituents
Androstane-skeleton / 17-oxosteroid / Oxosteroid / 6-oxosteroid / Ketone / Oxime ether / Organic oxide / Organic oxygen compound / Amine / Organooxygen compound
Molecular Framework
Aliphatic homopolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
S100 protein binding
Specific Function
This magnesium-dependent enzyme catalyzes the hydrolysis of ATP coupled with the translocation of calcium from the cytosol to the sarcoplasmic reticulum lumen. Isoform 2 is involved in the regulati...
Gene Name
ATP2A2
Uniprot ID
P16615
Uniprot Name
Sarcoplasmic/endoplasmic reticulum calcium ATPase 2
Molecular Weight
114755.765 Da
References
  1. Mattera GG, Lo Giudice P, Loi FM, Vanoli E, Gagnol JP, Borsini F, Carminati P: Istaroxime: a new luso-inotropic agent for heart failure. Am J Cardiol. 2007 Jan 22;99(2A):33A-40A. Epub 2006 Sep 18. [PubMed:17239702]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Steroid hormone binding
Specific Function
This is the catalytic component of the active enzyme, which catalyzes the hydrolysis of ATP coupled with the exchange of sodium and potassium ions across the plasma membrane. This action creates th...
Gene Name
ATP1A1
Uniprot ID
P05023
Uniprot Name
Sodium/potassium-transporting ATPase subunit alpha-1
Molecular Weight
112895.01 Da
References
  1. Mattera GG, Lo Giudice P, Loi FM, Vanoli E, Gagnol JP, Borsini F, Carminati P: Istaroxime: a new luso-inotropic agent for heart failure. Am J Cardiol. 2007 Jan 22;99(2A):33A-40A. Epub 2006 Sep 18. [PubMed:17239702]

Drug created on March 19, 2008 10:14 / Updated on November 02, 2018 09:00