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Synopsis

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Chemistry

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Also known as: Medullin, Pga2, 13345-50-1, (+)-prostaglandin a2, 5,6-cis-pga2, (15s)-pga2

Molecular Formula

C₂₀H₃₀O₄

Molecular Weight

334.4 g/mol

InChI Key

MYHXHCUNDDAEOZ-FOSBLDSVSA-N

FDA UNII

K6VT5BDY9E

prostaglandin A2 is a natural product found in Plexaura homomalla, Larix sibirica, and other organisms with data available.

1 2D Structure

Prostaglandin A2

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

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

2.1.2 InChI

InChI=1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12-18,21H,2-3,5-6,8-11H2,1H3,(H,23,24)/b7-4-,14-12+/t16-,17-,18+/m0/s1

2.1.3 InChI Key

MYHXHCUNDDAEOZ-FOSBLDSVSA-N

2.1.4 Canonical SMILES

CCCCCC(C=CC1C=CC(=O)C1CC=CCCCC(=O)O)O

2.1.5 Isomeric SMILES

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

2.2 Other Identifiers

2.2.1 UNII

K6VT5BDY9E

2.3 Synonyms

2.3.1 MeSH Synonyms

1. (+)-prostaglandin A2

2. (5z,13e,15s)-15-hydroxy-9-oxoprosta-5, 10,13-triene-1-oic Acid

3. (z)-7-((1r,2s)-2-((e)-(3s)-3-hydroxyoct-1-enyl)-5-oxocyclopent-3-enyl)hept-5-enoic Acid

4. Medullin

5. Pga2

2.3.2 Depositor-Supplied Synonyms

1. Medullin

2. Pga2

3. 13345-50-1

4. (+)-prostaglandin A2

5. 5,6-cis-pga2

6. (15s)-pga2

7. (+)-prostaglandin A(sup 2)

8. K6vt5bdy9e

9. 15(s)-prostaglandin A2

10. Chebi:27820

11. Prosta-5,10,13-trien-1-oic Acid, 15-hydroxy-9-oxo-, (5z,13e,15s)-

12. 9-oxo-15s-hydroxy-5z,10z,13e-prostatrienoic Acid

13. (z)-7-[(1r,2s)-2-[(e,3s)-3-hydroxyoct-1-enyl]-5-oxocyclopent-3-en-1-yl]hept-5-enoic Acid

14. 15(s)-hydroxy-9-oxo-5-cis-10,13-trans-prostatrienoic Acid

15. Nsc 165561

16. Pga2 (prostaglandin A2)

17. 15(s)-hydroxy-9-oxo-5-cis-10,13-trans-prostenoic Acid

18. Pga(sup 2)

19. Prosta-5,10,13-trien-1-oicacid, 15-hydroxy-9-oxo-, (5z,13e,15s)-

20. 5,6-cis-pga(sup 2)

21. Mls000069589

22. Prostaglandin A(sup 2)

23. Unii-k6vt5bdy9e

24. (155)-pga2

25. Brn 2221844

26. Nsc-165561

27. (~{z})-7-[(1~{r},5~{s})-2-oxidanylidene-5-[(~{e},3~{s})-3-oxidanyloct-1-enyl]cyclopent-3-en-1-yl]hept-5-enoic Acid

28. Smr000058790

29. Pga2(prostaglandin A2)

30. Bspbio_001460

31. Bml1-f02

32. Gtpl6279

33. Schembl2115595

34. Chembl1084643

35. Dtxsid20864388

36. Prostaglandin A2 (pga2)

37. Hms1361i22

38. Hms1791i22

39. Hms1989i22

40. Hms3402i22

41. Hms3648i11

42. Zinc4521813

43. (5z,13e,15s)-15-hydroxy-9-oxoprosta-5, 10,13-triene-1-oic Acid

44. (5z,13e,15s)-15-hydroxy-9-oxoprosta-5,10,13-trien-1-oic Acid

45. Lmfa03010035

46. Prosta-5,10-13-trien-1-oic Acid, 15-hydroxy-9-oxo-, (5z,13e,15s)-

47. (z)-7-((1r,2s)-2-((e)-(3s)-3-hydroxyoct-1-enyl)-5-oxocyclopent-3-enyl)hept-5-enoic Acid

48. 5-heptenoic Acid, 7-(2-(3-hydroxy-1-octenyl)-5-oxo-3-cyclopenten-1-yl)- (van)

49. Idi1_033930

50. Ncgc00022061-03

51. Ncgc00022061-04

52. Ncgc00022061-05

53. Hy-113041

54. Cs-0059420

55. Dinoprostone Impurity D [ep Impurity]

56. C05953

57. Sr-01000946222

58. Sr-01000946222-1

59. 15(s)-hydroxy-9-oxo-5-cis-10,13-trans-prostenoate

60. Brd-k34782918-001-02-5

61. Q27088462

62. 15a-hydroxy-9-oxo-cis-5,10,trans-13-prostatrienoate

63. 15(s)-hydroxy-9-oxo-5-cis-10,13-trans-prostatrienoate

64. 15a-hydroxy-9-oxo-cis-5,10,trans-13-prostatrienoic Acid

65. 15a-hydroxy-9-oxo-cis-5,10,trans-13-prostatrienecarboxylate

66. 362927f3-3a3e-47bc-84c3-c32a293aa956

67. 15.alpha.-hydroxy-9-oxo-cis-5,10,trans-13-prostatrienoic Acid

68. 15a-hydroxy-9-oxo-cis-5,10,trans-13-prostatrienecarboxylic Acid

69. 15.alpha.-hydroxy-9-oxo-cis-5,10,trans-13-prostatrienecarboxylic Acid

70. (z)-7-[(1r,2s)-2-[(e,3s)-3-hydroxyoct-1-enyl]-5-oxo-1-cyclopent-3-enyl]hept-5-enoic Acid

71. (z)-7-[(1r,2s)-2-[(e,3s)-3-hydroxyoct-1-enyl]-5-oxo-cyclopent-3-en-1-yl]hept-5-enoic Acid

72. Dinoprostone Impurity, (5z,13e,15s)-15-hydroxy-9-oxoprosta-5, 10,13-triene-1-oic Acid- [usp Impurity]

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₃₀O₄
Molecular Weight	334.4 g/mol
XLogP3	3.6
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	12
Exact Mass	334.21440943 g/mol
Monoisotopic Mass	334.21440943 g/mol
Topological Polar Surface Area	74.6 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	476
Isotope Atom Count	0
Defined Atom Stereocenter Count	3
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	2
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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