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Also known as: 203737-93-3, Istaroxime, (e)-, Pst-2744, W40687go3s, (3e,5s,8r,9s,10r,13s,14s)-3-(2-aminoethoxyimino)-10,13-dimethyl-1,2,4,5,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-6,17-dione, 203738-46-9

Molecular Formula

C₂₁H₃₂N₂O₃

Molecular Weight

360.5 g/mol

InChI Key

MPYLDWFDPHRTEG-PAAYLBSLSA-N

FDA UNII

W40687GO3S

1 2D Structure

Istaroxime

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(3E,5S,8R,9S,10R,13S,14S)-3-(2-aminoethoxyimino)-10,13-dimethyl-1,2,4,5,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-6,17-dione

2.1.2 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/b23-13+/t14-,15-,16-,17+,20+,21-/m0/s1

2.1.3 InChI Key

MPYLDWFDPHRTEG-PAAYLBSLSA-N

2.1.4 Canonical SMILES

CC12CCC(=NOCCN)CC1C(=O)CC3C2CCC4(C3CCC4=O)C

2.1.5 Isomeric SMILES

C[C@]12CC/C(=N\OCCN)/C[C@@H]1C(=O)C[C@@H]3[C@@H]2CC[C@]4([C@H]3CCC4=O)C

2.2 Other Identifiers

2.2.1 UNII

W40687GO3S

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 3-((2-aminoethoxy)imino)androstane-6,17-dione

2. 3-((2-aminoethoxy)imino)androstane-6,17-dione Hydrochloride

3. Pst 2744

4. Pst-2744

5. Pst2744

2.3.2 Depositor-Supplied Synonyms

1. 203737-93-3

2. Istaroxime, (e)-

3. Pst-2744

4. W40687go3s

5. (3e,5s,8r,9s,10r,13s,14s)-3-(2-aminoethoxyimino)-10,13-dimethyl-1,2,4,5,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-6,17-dione

6. 203738-46-9

7. 3-((2-aminoethoxy)imino)-5alpha-androstan-6,17-dione

8. Debio-0614

9. Istaroxime [inn]

10. Unii-w8i9h2tppl

11. Pst 2744

12. St-2744

13. W8i9h2tppl

14. Unii-w40687go3s

15. Chembl469045

16. Schembl7285904

17. Dtxsid20870222

18. Akos024259258

19. Cs-1531

20. Db06157

21. Ac-36855

22. As-78198

23. Hy-15718

24. 5-alpha-androstan-6,17-dione, 3-((2-aminoethoxy)imino)-

25. Androstane-3,6,17-trione, 3-(o-(2-aminoethyl)oxime), (3e,5alpha)-

26. Androstane-3,6,17-trione, 3-(o-(2-aminoethyl)oxime), (3e,5.alpha.)-

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₃₂N₂O₃
Molecular Weight	360.5 g/mol
XLogP3	1.5
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	3
Exact Mass	360.24129289 g/mol
Monoisotopic Mass	360.24129289 g/mol
Topological Polar Surface Area	81.8 Å²
Heavy Atom Count	26
Formal Charge	0
Complexity	645
Isotope Atom Count	0
Defined Atom Stereocenter Count	6
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

Investigated for use/treatment in heart disease.

5 Pharmacology and Biochemistry

5.1 Mechanism of Action

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

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