Also known as: Pgd2, 41598-07-6, 11-dehydroprostaglandin f2-alpha, 11-dehydroprostaglandin f2alpha, Brn 2170623, (5z,13e,15s)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate

Molecular Formula

C₂₀H₃₂O₅

Molecular Weight

352.5 g/mol

InChI Key

BHMBVRSPMRCCGG-OUTUXVNYSA-N

FDA UNII

RXY07S6CZ2

The principal cyclooxygenase metabolite of arachidonic acid. It is released upon activation of mast cells and is also synthesized by alveolar macrophages. Among its many biological actions, the most important are its bronchoconstrictor, platelet-activating-factor-inhibitory, and cytotoxic effects.

1 2D Structure

2D Structure

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(Z)-7-[(1R,2R,5S)-5-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-3-oxocyclopentyl]hept-5-enoic acid

2.1.2 InChI

InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-18,21-22H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18-/m0/s1

2.1.3 InChI Key

BHMBVRSPMRCCGG-OUTUXVNYSA-N

2.1.4 Canonical SMILES

CCCCCC(C=CC1C(C(CC1=O)O)CC=CCCCC(=O)O)O

2.1.5 Isomeric SMILES

CCCCC[C@@H](/C=C/[C@@H]1[C@H]([C@H](CC1=O)O)C/C=C\CCCC(=O)O)O

2.2 Other Identifiers

2.2.1 UNII

RXY07S6CZ2

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 11 Dehydroprostaglandin F2 Alpha

2. 11 Dehydroprostaglandin F2alpha

3. 11-dehydroprostaglandin F2 Alpha

4. 11-dehydroprostaglandin F2alpha

5. Alpha, 11-dehydroprostaglandin F2

6. D2, Prostaglandin

7. F2 Alpha, 11-dehydroprostaglandin

8. F2alpha, 11-dehydroprostaglandin

9. Pgd2

2.3.2 Depositor-Supplied Synonyms

1. Pgd2

2. 41598-07-6

3. 11-dehydroprostaglandin F2-alpha

4. 11-dehydroprostaglandin F2alpha

5. Brn 2170623

6. (5z,13e,15s)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate

7. Rxy07s6cz2

8. (z)-7-[(1r,2r,5s)-5-hydroxy-2-[(e,3s)-3-hydroxyoct-1-enyl]-3-oxocyclopentyl]hept-5-enoic Acid

9. Chebi:15555

10. (5z,13e)-(15s)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate

11. 9s,15s-dihydroxy-11-oxo-5z,13e-prostadienoic Acid

12. [3h]pgd2

13. [3h]prostaglandin D2

14. Unii-rxy07s6cz2

15. (5z,13e)-(15s)-9-alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate

16. [3h]-pgd2

17. 11-dehydroprostaglandin F2 Alpha

18. Prosta-glandin D2

19. [3h]11-dehydroprostaglandin F2-alpha

20. Pgd2 (prostaglandin D2)

21. Bspbio_001486

22. Pg2

23. Bml1-f05

24. Gtpl1881

25. Gtpl1891

26. Schembl2508829

27. Chembl1235252

28. Bdbm21544

29. Dtxsid30897162

30. Hms1361k08

31. Hms1791k08

32. Hms1989k08

33. Hms3402k08

34. Hms3648m03

35. (5e,13e)-9,15-dihydroxy-11-oxoprosta-5,13-dien-1-oic Acid

36. Lmfa03010004

37. Zinc85994848

38. Prostaglandin D2, >=95%, Synthetic

39. Prostaglandin D2, Cell Culture Tested

40. Db02056

41. Idi1_033956

42. Prosta-5,13-dien-1-oic Acid, 9,15-dihydroxy-11-oxo-, (5z,9-alpha,13e,15s)-

43. Ncgc00161284-01

44. Ncgc00161284-02

45. Ncgc00161284-03

46. Hy-101988

47. Cs-0022427

48. C00696

49. 9s,15s-dihydroxy-11-oxo-5z,13e-prostadienoate

50. Q419750

51. Sr-01000946237

52. Sr-01000946237-1

53. 9alpha,15s-dihydroxy-11-oxo-prosta-5z,13e-dien-1-oic Acid

54. E8965369-341a-46f4-8677-2ceb4f9432ba

55. (5z,13e)-(15s)-9,15-dihydroxy-11-oxoprosta-5,13-dienoate

56. (5z,13e)-(15s)-9,15-dihydroxy-11-oxoprosta-5,13-dienoic Acid

57. (5z,13e)-(15s)-9a,15-dihydroxy-11-oxoprosta-5,13-dienoate

58. (5z,13e)-(15s)-9a,15-dihydroxy-11-oxoprosta-5,13-dienoic Acid

59. (5z,13e,15s)-9-alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate

60. (5z,13e,15s)-9a,15-dihydroxy-11-oxoprosta-5,13-dien-1-oate

61. (5z,13e)-(15s)-9-alpha,15-dihydroxy-11-oxoprosta-5,13-dienoic Acid

62. (5z,13e)-(15s)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoic Acid

63. (5z,13e,15s)-9-alpha,15-dihydroxy-11-oxoprosta-5,13-dienoic Acid

64. (5z,13e,15s)-9a,15-dihydroxy-11-oxoprosta-5,13-dien-1-oic Acid

65. (5z,13e,15s)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dien-1-oic Acid

66. (5z,9-alpha,13e,15s)-9,15-dihydroxy-11-oxo-prosta-5,13-dien-1-oate

67. (5z,9alpha,13e,15s)-9,15-dihydroxy-11-oxo-prosta-5,13-dien-1-oate

68. (5z,9alpha,13e,15s)-9,15-dihydroxy-11-oxo-prosta-5,13-dien-1-oic Acid

69. (5z,9alpha,13e,15s)-9,15-dihydroxy-11-oxoprosta-5,13-dien-1-oic Acid

70. (5z,9-alpha,13e,15s)-9,15-dihydroxy-11-oxo-prosta-5,13-dien-1-oic Acid

71. 9,15- Dihydroxy-11-oxo-prosta-5,13-dien-1-oic Acid, (5z,9-.alpha.,13e,15s)

72. (5z)-7-[(1r,2r,5s)-5-hydroxy-2-[(1e,3s)-3-hydroxyoct-1-en-1-yl]-3-oxocyclopentyl]hept-5-enoic Acid

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₃₂O₅
Molecular Weight	352.5 g/mol
XLogP3	2.6
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	12
Exact Mass	352.22497412 g/mol
Monoisotopic Mass	352.22497412 g/mol
Topological Polar Surface Area	94.8 Å²
Heavy Atom Count	25
Formal Charge	0
Complexity	469
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

Prostaglandin D2

Prostaglandin D2

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