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Prostaglandin A1

Prostaglandin A1

Synopsis, Chemistry

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Also known as: Pga1, 14152-28-4, Prosta-10,13-dien-1-oic acid, 15-hydroxy-9-oxo-, (13e,15s)-, Pga1 (prostaglandin a1), 15a-hydroxy-9-oxo-10,13e-prostadienoate, Vyr271n44p

Molecular Formula

C₂₀H₃₂O₄

Molecular Weight

336.5 g/mol

InChI Key

BGKHCLZFGPIKKU-LDDQNKHRSA-N

FDA UNII

VYR271N44P

prostaglandin A1 is a natural product found in Larix sibirica and Homo sapiens with data available.

1 2D Structure

Prostaglandin A1

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

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

2.1.2 InChI

InChI=1S/C20H32O4/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/h12-18,21H,2-11H2,1H3,(H,23,24)/b14-12+/t16-,17-,18+/m0/s1

2.1.3 InChI Key

BGKHCLZFGPIKKU-LDDQNKHRSA-N

2.1.4 Canonical SMILES

CCCCCC(C=CC1C=CC(=O)C1CCCCCCC(=O)O)O

2.1.5 Isomeric SMILES

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

2.2 Other Identifiers

2.2.1 UNII

VYR271N44P

2.3 Synonyms

2.3.1 MeSH Synonyms

1. (13e,15s)-15-hydroxy-9-oxo-prosta-10,13-dien-1-oic Acid

2. Pga1

3. Prostaglandin A1, (13e,15r)-(+-)-isomer

4. Prostaglandin A1, (13e,15r)-isomer

5. Prostaglandin A1, (13e,15s)-(+-)-isomer

6. Prostaglandin A1, (8beta,12alpha,13e,15s)-isomer

2.3.2 Depositor-Supplied Synonyms

1. Pga1

2. 14152-28-4

3. Prosta-10,13-dien-1-oic Acid, 15-hydroxy-9-oxo-, (13e,15s)-

4. Pga1 (prostaglandin A1)

5. 15a-hydroxy-9-oxo-10,13e-prostadienoate

6. Vyr271n44p

7. (13e,15s)-15-hydroxy-9-oxoprosta-10,13-dien-1-oic Acid

8. Chebi:15545

9. 15a-hydroxy-9-oxo-10,13e-prostadienoic Acid

10. 7-[(1r,2s)-2-[(e,3s)-3-hydroxyoct-1-enyl]-5-oxocyclopent-3-en-1-yl]heptanoic Acid

11. 9-oxo-15s-hydroxy-10z,13e-prostadienoic Acid

12. Pga(sub 1)

13. Pga(sup 1)

14. Prostaglandin A(sub 1)

15. Prostaglandin A(sup 1)

16. Prostaglandin E1-217

17. Prostaglandin E(sup 1)-217

18. Chembl1084644

19. Unii-vyr271n44p

20. 3-cyclopentene-1-heptanoic Acid, 2-(3-hydroxy-1-octenyl)-5-oxo-

21. Prostaglandin A1, Synthetic

22. Bspbio_001458

23. Bml1-f01

24. Schembl6417548

25. Eicosanoids_pga1_c20h32o4

26. Pga1, Prostaglandin A1, Powder

27. Prostaglandin A1 (pga1)

28. Dtxsid601347314

29. Hms1361i20

30. Hms1791i20

31. Hms1989i20

32. Hms3402i20

33. Hms3648a03

34. Prostaglandin A1 [usp-rs]

35. (13e,15s)-15-hydroxy-9-oxo-prosta-10,13-dien-1-oic Acid

36. Zinc4096507

37. Lmfa03010005

38. Ccg-208253

39. Idi1_033928

40. Ncgc00161282-01

41. Ncgc00161282-02

42. Ncgc00161282-03

43. 15-hydroxy-9-oxoprosta-10,13-dienoate

44. 15a-hydroxy-9-ketoprosta-10,13-dienoate

45. 15-hydroxy-9-oxoprosta-10,13-dienoic Acid

46. Alprostadil Impurity A [ep Impurity]

47. 15a-hydroxy-9-ketoprosta-10,13-dienoic Acid

48. Sr-01000946186

49. J-007508

50. Sr-01000946186-1

51. Brd-k04010869-001-02-6

52. Q27098093

53. (13e,15s)-15-hydroxy-9-oxo-prosta-10,13-dien-1-oate

54. 9-oxo-15s-hydroxy-prosta-10,13e-dien-1-oic Acid

55. 2-(3-hydroxy-1-octenyl)-5-oxo-3- Cyclopentene-1-heptanoate

56. 2-(3-hydroxy-1-octenyl)-5-oxo-3-cyclopentene-1-heptanoate

57. 2-(3-hydroxy-1-octenyl)-5-oxo-3- Cyclopentene-1-heptanoic Acid

58. 2-(3-hydroxy-1-octenyl)-5-oxo-3-cyclopentene-1-heptanoic Acid

59. Pga1 (prostaglandin A1) Is Known As A Cyclopentenone Prostaglandin.

60. Prostaglandin A1, United States Pharmacopeia (usp) Reference Standard

61. 7-((1r,2s)-2-((s,e)-3-hydroxyoct-1-enyl)-5-oxocyclopent-3-enyl)heptanoic Acid

62. 7-[(1r,2s)-2-[(e,3s)-3-hydroxyoct-1-enyl]-5-oxo-cyclopent-3-en-1-yl]heptanoic Acid

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₃₂O₄
Molecular Weight	336.5 g/mol
XLogP3	4.4
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	13
Exact Mass	336.23005950 g/mol
Monoisotopic Mass	336.23005950 g/mol
Topological Polar Surface Area	74.6 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	439
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

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antiviral Agents

Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. (See all compounds classified as Antiviral Agents.)