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    Chemistry

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    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
    Prostaglandin D2
    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

    Prostaglandin D2

    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 Weight 352.5 g/mol
    Molecular Formula C20H32O5
    XLogP32.6
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count12
    Exact Mass352.22497412 g/mol
    Monoisotopic Mass352.22497412 g/mol
    Topological Polar Surface Area94.8 Ų
    Heavy Atom Count25
    Formal Charge0
    Complexity469
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count2
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1

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