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Also known as: Circulase, As-013, 136892-64-3, Q2xm6vr8do, Butyl (4r,5r)-2,4-dihydroxy-5-((1e,3s)-3-hydroxy-1-octenyl)-1-cyclopentene-1-heptanoate, 2-butyrate, Ecraprost [usan:inn]

Molecular Formula

C₂₈H₄₈O₆

Molecular Weight

480.7 g/mol

InChI Key

HITYEEHTEOQBAC-OSIGYOHNSA-N

FDA UNII

Q2XM6VR8DO

Ecraprost is under investigation in clinical trial NCT00059657 (Efficacy/safety of Ecraprost in Lipid Emulsion for Treatment of Critical Leg Ischemia Due to Peripheral Arterial Disease).

1 2D Structure

Ecraprost

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

butyl 7-[(4R,5R)-2-butanoyloxy-4-hydroxy-5-[(E,3S)-3-hydroxyoct-1-enyl]cyclopenten-1-yl]heptanoate

2.1.2 InChI

InChI=1S/C28H48O6/c1-4-7-11-15-22(29)18-19-23-24(26(21-25(23)30)34-28(32)14-6-3)16-12-9-10-13-17-27(31)33-20-8-5-2/h18-19,22-23,25,29-30H,4-17,20-21H2,1-3H3/b19-18+/t22-,23+,25+/m0/s1

2.1.3 InChI Key

HITYEEHTEOQBAC-OSIGYOHNSA-N

2.1.4 Canonical SMILES

CCCCCC(C=CC1C(CC(=C1CCCCCCC(=O)OCCCC)OC(=O)CCC)O)O

2.1.5 Isomeric SMILES

CCCCC[C@@H](/C=C/[C@H]1[C@@H](CC(=C1CCCCCCC(=O)OCCCC)OC(=O)CCC)O)O

2.2 Other Identifiers

2.2.1 UNII

Q2XM6VR8DO

2.3 Synonyms

2.3.1 MeSH Synonyms

1. As-013

2. Butyryl Prostaglandin F1 Butyl Ester

3. Circulase

4. Lipo As-013

2.3.2 Depositor-Supplied Synonyms

1. Circulase

2. As-013

3. 136892-64-3

4. Q2xm6vr8do

5. Butyl (4r,5r)-2,4-dihydroxy-5-((1e,3s)-3-hydroxy-1-octenyl)-1-cyclopentene-1-heptanoate, 2-butyrate

6. Ecraprost [usan:inn]

7. Unii-q2xm6vr8do

8. Lipo-pro-prostaglandin E1

9. Ecraprost [usan]

10. As 013

11. Ecraprost [inn]

12. Ecraprost (usan/inn)

13. Lipo As-013

14. Schembl4974845

15. Chembl2104574

16. Butyryl Prostaglandin F1 Butyl Ester

17. Butyl 7-[(4r,5r)-2-butanoyloxy-4-hydroxy-5-[(e,3s)-3-hydroxyoct-1-enyl]cyclopenten-1-yl]heptanoate

18. D02723

19. Q27286929

20. Butyl 7-((4r,5r)-2-(butyryloxy)-4-hydroxy-5-((s,e)-3-hydroxyoct-1-en-1-yl)cyclopent-1-en-1-yl)heptanoate

21. Prosta-8,13-dien-1-oic Acid, 11,15-dihydroxy-9-(1-oxobutoxy)-, Butyl Ester, (11 Alpha, 13e,15s)-

22. Prosta-8,13-dien-1-oic Acid, 11,15-dihydroxy-9-(1-oxobutoxy)-, Butyl Ester, (11.alpha.,13e,15s)-

23. Prosta-8,13-dien-1-oic Acid, 11,15-dihydroxy-9-(1-oxobutoxy)-, Butyl Ester, (11alpha,13e,15s)-

2.4 Create Date

2006-07-16

3 Chemical and Physical Properties

Molecular Formula	C₂₈H₄₈O₆
Molecular Weight	480.7 g/mol
XLogP3	5.9
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	21
Exact Mass	480.34508925 g/mol
Monoisotopic Mass	480.34508925 g/mol
Topological Polar Surface Area	93.1 Å²
Heavy Atom Count	34
Formal Charge	0
Complexity	639
Isotope Atom Count	0
Defined Atom Stereocenter Count	3
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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