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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

CAS 38344-08-0
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

BUILDING BLOCK

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