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ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: 59619-81-7, Etiprostone, Etiproston [inn], Prostavet, Tcu22w0apy, (z)-7-[(1r,2r,3r,5s)-3,5-dihydroxy-2-[(e)-2-[2-(phenoxymethyl)-1,3-dioxolan-2-yl]ethenyl]cyclopentyl]hept-5-enoic acid

Molecular Formula

C₂₄H₃₂O₇

Molecular Weight

432.5 g/mol

InChI Key

BPALXSWPHQNCAA-RLJNYRALSA-N

FDA UNII

TCU22W0APY

1 2D Structure

Etiproston

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E)-2-[2-(phenoxymethyl)-1,3-dioxolan-2-yl]ethenyl]cyclopentyl]hept-5-enoic acid

2.1.2 InChI

InChI=1S/C24H32O7/c25-21-16-22(26)20(19(21)10-6-1-2-7-11-23(27)28)12-13-24(30-14-15-31-24)17-29-18-8-4-3-5-9-18/h1,3-6,8-9,12-13,19-22,25-26H,2,7,10-11,14-17H2,(H,27,28)/b6-1-,13-12+/t19-,20-,21+,22-/m1/s1

2.1.3 InChI Key

BPALXSWPHQNCAA-RLJNYRALSA-N

2.1.4 Canonical SMILES

C1COC(O1)(COC2=CC=CC=C2)C=CC3C(CC(C3CC=CCCCC(=O)O)O)O

2.1.5 Isomeric SMILES

C1COC(O1)(COC2=CC=CC=C2)/C=C/[C@H]3[C@@H](C[C@@H]([C@@H]3C/C=C\CCCC(=O)O)O)O

2.2 Other Identifiers

2.2.1 UNII

TCU22W0APY

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Etiproston Tromethamine

2.3.2 Depositor-Supplied Synonyms

1. 59619-81-7

2. Etiprostone

3. Etiproston [inn]

4. Prostavet

5. Tcu22w0apy

6. (z)-7-[(1r,2r,3r,5s)-3,5-dihydroxy-2-[(e)-2-[2-(phenoxymethyl)-1,3-dioxolan-2-yl]ethenyl]cyclopentyl]hept-5-enoic Acid

7. Etiproston (inn)

8. (z)-7-((1r,2r,3r,5s)-3,5-dihydroxy-2-((e)-2-(2-(phenoxymethyl)-1,3-dioxolan-2-yl)vinyl)cyclopentyl)-5-heptenoic Acid

9. Etiprostonum

10. Etiprostone [inn-french]

11. Unii-tcu22w0apy

12. Etiprostonum [inn-latin]

13. Brn 1274276

14. Etiproston [mi]

15. Prostavet [veterinary] (tn)

16. Chembl2104285

17. Schembl11602088

18. Dtxsid501024232

19. Zinc30691625

20. 15-deoxy-15,15-ethylenedioxy-16-phenoxy-17,18,19,20-tetranor-pgf2-alpha

21. 15-deoxy-15,15-ethylenedioxy-16-phenoxy-17,18,19,20-tetranor-prostaglandin F2-alpha

22. D07932

23. 619e817

24. Q27289904

25. 15-deoxy-15, 15-ethylenedioxy-16-phenoxy-omega-tetranor Pgf-2alpha

26. 5-heptenoic Acid, 7-(3,5-dihydroxy-2-(2-(2-(phenoxymethyl)-1,3-dioxolan-2-yl)ethenyl)cyclopentyl)-, (1r-(1-alpha(z),2-beta(e),3-alpha,5-alpha))-

2.4 Create Date

2005-12-16

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₃₂O₇
Molecular Weight	432.5 g/mol
XLogP3	2.1
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	11
Exact Mass	432.21480336 g/mol
Monoisotopic Mass	432.21480336 g/mol
Topological Polar Surface Area	105 Å²
Heavy Atom Count	31
Formal Charge	0
Complexity	605
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	2
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1