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CAS 38344-08-0
Also known as: 38344-08-0, 17-phenyl-trinor-pgf2alpha, 17-phenyltrinorprostaglandinf2alpha, 17-phenyl trinor prostaglandin f2alpha, 17-phenyl-trinor-prostaglandin f2alpha, Chembl3914661
Molecular Formula
C23H32O5
Molecular Weight
388.5  g/mol
InChI Key
YFHHIZGZVLHBQZ-KDACTHKWSA-N
FDA UNII
2683MK55HG

bimatoprost acid is a natural product found in Trypanosoma brucei with data available.
1 2D Structure

CAS 38344-08-0

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxy-5-phenylpent-1-enyl]cyclopentyl]hept-5-enoic acid
2.1.2 InChI
InChI=1S/C23H32O5/c24-18(13-12-17-8-4-3-5-9-17)14-15-20-19(21(25)16-22(20)26)10-6-1-2-7-11-23(27)28/h1,3-6,8-9,14-15,18-22,24-26H,2,7,10-13,16H2,(H,27,28)/b6-1-,15-14+/t18-,19+,20+,21-,22+/m0/s1
2.1.3 InChI Key
YFHHIZGZVLHBQZ-KDACTHKWSA-N
2.1.4 Canonical SMILES
C1C(C(C(C1O)C=CC(CCC2=CC=CC=C2)O)CC=CCCCC(=O)O)O
2.1.5 Isomeric SMILES
C1[C@@H]([C@@H]([C@H]([C@@H]1O)/C=C/[C@H](CCC2=CC=CC=C2)O)C/C=C\CCCC(=O)O)O
2.2 Other Identifiers
2.2.1 UNII
2683MK55HG
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 17-phenyl-18,19,20-trinorprostaglandin F2 Alpha

2.3.2 Depositor-Supplied Synonyms

1. 38344-08-0

2. 17-phenyl-trinor-pgf2alpha

3. 17-phenyltrinorprostaglandinf2alpha

4. 17-phenyl Trinor Prostaglandin F2alpha

5. 17-phenyl-trinor-prostaglandin F2alpha

6. Chembl3914661

7. 2683mk55hg

8. 9s,11r,15s-trihydroxy-17-phenyl-18,19,20-trinor-5z,13e-prostadienoic Acid

9. U-35687

10. (z)-7-[(1r,2r,3r,5s)-3,5-dihydroxy-2-[(e,3s)-3-hydroxy-5-phenylpent-1-enyl]cyclopentyl]hept-5-enoic Acid

11. (5z)-7-[(1r,2r,3r,5s)-3,5-dihydroxy-2-[(s,e)-3-hydroxy-5-phenylpent-1-enyl]cyclopentyl]hept-5-enoic Acid

12. (z)-7-((1r,2r,3r,5s)-3,5-dihydroxy-2-((s,e)-3-hydroxy-5-phenylpent-1-en-1-yl)cyclopentyl)hept-5-enoic Acid

13. Bimatoprost (free Acid Form)

14. Unii-2683mk55hg

15. 17-phenyl-omega-trinor-pgf2alpha

16. (5z)-7-((1r,2r,3r,5s)-3,5-dihydroxy-2-((s,e)-3-hydroxy-5-phenylpent-1-enyl)cyclopentyl)hept-5-enoic Acid

17. Bimatoprost, Free Acid

18. 17-phenyl Trinor Pgf2a

19. Bimatoprost Impurity C

20. Phxa 70

21. Phxa-70

22. 17-phenyl-18,19,20-trinorprostaglandin F2alpha

23. Gtpl1959

24. Schembl2472056

25. Chebi:73773

26. Dtxsid001316541

27. (5z)-7-((1r,2r,3r,5s)-3,5-dihydroxy-2-((1e,3s)-3-hydroxy-5-phenyl-1-penten-1-yl)cyclopentyl)-5-heptenoic Acid

28. 17-phenyl Trinor Prostaglandin F2a

29. Bdbm50206014

30. Lmfa03010081

31. Zinc13589949

32. 17-phenyl-trinor Pgf 2.alpha.

33. 17-phenyl Trinor Prostaglandin F2-alpha

34. Ac-30204

35. Bb173258

36. U 35687

37. 17-phenyl-18,19,20-trinor-pgf2.alpha.

38. Q27075269

39. 17-phenyl-18,19,20-trinorprostaglandin F2.alpha.

40. 9alpha,11alpha,15s-trihydroxy-17-phenyl-18,19,20-trinor-prosta-5z,13e-dien-1-oic Acid

41. (5z)-7-((1r)-3a,5a-dihydroxy-2b-((1e,3s)-3-hydroxy-5-phenyl-1-pentenyl)cyclopentan-1a-yl)-5-heptenoic Acid

42. (5z)-7-{(1r,2r,3r,5s)-3,5-dihydroxy-2-[(1e,3s)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl}hept-5-enoic Acid

43. 5-heptenoic Acid, 7-((1r,2r,3r,5s)-3,5-dihydroxy-2-((1e,3s)-3-hydroxy-5-phenyl-1-penten-1-yl)cyclopentyl)-, (5z)-

44. 5-heptenoic Acid, 7-(3,5-dihydroxy-2-(3-hydroxy-5-phenyl-1- Pentenyl)cyclopentyl)-, (1r- (1.alpha.(z),2.beta.(1e,3s*),3.alpha.,5.alpha.))-

45. 5-heptenoic Acid, 7-(3,5-dihydroxy-2-(3-hydroxy-5-phenyl-1-pentenyl)cyclopentyl)-, (1r-(1alpha(z),2beta(1e,3s*),3alpha,5alpha))-

2.4 Create Date
2006-01-13
3 Chemical and Physical Properties
Molecular Weight 388.5 g/mol
Molecular Formula C23H32O5
XLogP32.7
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count5
Rotatable Bond Count11
Exact Mass388.22497412 g/mol
Monoisotopic Mass388.22497412 g/mol
Topological Polar Surface Area98 Ų
Heavy Atom Count28
Formal Charge0
Complexity509
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
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