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    Desoxycorticosterone Pivalate

    ACTIVE PHARMA INGREDIENTS

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    2D Structure
    Also known as: 808-48-0, Deoxycortone pivalate, Docp, Desoxycortone pivalate, Dtma, Deoxycorticosterone pivalate
    Molecular Formula
    C26H38O4
    Molecular Weight
    414.6  g/mol
    InChI Key
    VVOIQBFMTVCINR-WWMZEODYSA-N
    FDA UNII
    16665T4A2X
    Desoxycorticosterone pivalate is a mineralocorticoid hormone and an analog of desoxycorticosterone. It is white, odorless, and stable in air. It is practically insoluble in water, sparingly soluble in acetone, slightly soluble in methanol, ether and vegetable oils. Federal (U.S.A.) law restricts this drug to use by or on the order of a licensed veterinarian.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [2-[(8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] 2,2-dimethylpropanoate
    2.1.2 InChI
    InChI=1S/C26H38O4/c1-24(2,3)23(29)30-15-22(28)21-9-8-19-18-7-6-16-14-17(27)10-12-25(16,4)20(18)11-13-26(19,21)5/h14,18-21H,6-13,15H2,1-5H3/t18-,19-,20-,21+,25-,26-/m0/s1
    2.1.3 InChI Key
    VVOIQBFMTVCINR-WWMZEODYSA-N
    2.1.4 Canonical SMILES
    CC12CCC3C(C1CCC2C(=O)COC(=O)C(C)(C)C)CCC4=CC(=O)CCC34C
    2.1.5 Isomeric SMILES
    C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2C(=O)COC(=O)C(C)(C)C)CCC4=CC(=O)CC[C@]34C
    2.2 Other Identifiers
    2.2.1 UNII
    16665T4A2X
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Deoxycortone Pivalate

    2. Desoxycoticosterone Trimethylacetate

    3. Percoten Pivalate

    2.3.2 Depositor-Supplied Synonyms

    1. 808-48-0

    2. Deoxycortone Pivalate

    3. Docp

    4. Desoxycortone Pivalate

    5. Dtma

    6. Deoxycorticosterone Pivalate

    7. 11-deoxycorticosterone Pivalate

    8. Deoxycortone Trimethylacetate

    9. Desoxycorticosterone Trimethylacetate

    10. Deoxycorticosterone Trimethylacetate

    11. 11-deoxycorticosterone, Pivalate

    12. Neodin-depositum

    13. Cortexone M

    14. Percorten M

    15. 11-deoxy Corticosterone Pivalate

    16. Percorten Pivalate

    17. Desoxycorticosteronepivalate

    18. Chebi:50782

    19. Desoxycorticosterone Pivalate (usp)

    20. Desoxycorticosterone Pivalate [usp]

    21. 3,20-dioxopregn-4-en-21-yl 2,2-dimethylpropanoate

    22. 16665t4a2x

    23. Pregn-4-ene-3,20-dione, 21-(2,2-dimethyl-1-oxopropoxy)-

    24. [2-[(8s,9s,10r,13s,14s,17s)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] 2,2-dimethylpropanoate

    25. Percorten V

    26. Percorten (tn)

    27. Nsc 95278

    28. 21-(2,2-dimethyl-1-oxopropoxy)pregn-4-ene-3,20-dione

    29. Nsc-95278

    30. Unii-16665t4a2x

    31. 3,20-dioxopregn-4-en-21-yl Pivalate

    32. Ncgc00159355-02

    33. Einecs 212-366-0

    34. Zycortal

    35. Brn 3174879

    36. Desoxycorticosterone-pivalate

    37. Dsstox_cid_26036

    38. Dsstox_rid_81301

    39. Dsstox_gsid_46036

    40. 4-08-00-02196 (beilstein Handbook Reference)

    41. Schembl120007

    42. Chembl1200592

    43. Dtxsid8046036

    44. Corticosterone, Deoxy-, Pivalate

    45. Zinc4082455

    46. Tox21_111599

    47. Akos032428733

    48. Desoxycortone Pivalate [mart.]

    49. Db01134

    50. Desoxycortone Pivalate [who-dd]

    51. Ncgc00160511-01

    52. Cas-808-48-0

    53. Desoxycorticosterone Pivalate [mi]

    54. Hy-107917

    55. Cs-0030864

    56. Desoxycorticosterone Pivalate [vandf]

    57. Desoxycorticosterone Trimethyl Acetate

    58. Desoxycorticosterone Pivalate [usp-rs]

    59. D03699

    60. 808d480

    61. A839987

    62. Desoxycorticosterone Pivalate [green Book]

    63. Desoxycorticosterone Pivalate [orange Book]

    64. Desoxycorticosterone Pivalate [usp Monograph]

    65. Desoxycortone Pivalate [ema Epar Veterinary]

    66. W-104224

    67. Q27092729

    68. [2-[(8s,9s,10r,13s,14s,17s)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] 2,2-dimethylpropanoate

    2.4 Create Date
    2006-11-09
    3 Chemical and Physical Properties
    Molecular Weight 414.6 g/mol
    Molecular Formula C26H38O4
    XLogP34.5
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count5
    Exact Mass414.27700969 g/mol
    Monoisotopic Mass414.27700969 g/mol
    Topological Polar Surface Area60.4 Ų
    Heavy Atom Count30
    Formal Charge0
    Complexity787
    Isotope Atom Count0
    Defined Atom Stereocenter Count6
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Examined for treatment of adrenocortical insufficiency especially in multiple sclerosis, congenital cerebral palsy, polyarteritis nodosa, and rheumatoid arthritis. Currently only approved in treating cats and dogs for the treatment of Addison's disease.

    For use as replacement therapy for mineralocorticoid deficiency in dogs with primary hypoadrenocorticism (Addison's disease).

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Used to treat adrenocortical insufficiency, desoxycorticosterone pivalate is a mineralocorticoid hormone and an analogue of desoxycorticosterone. It primarily acts on the metabolism of sodium, potassium and water. When the drug is given, there is decreased excretion of sodium accompanied by increased excretion of potassium; the concentration of sodium in the blood is thereby increased whereas that of potassium is decreased. There is a concomitant increase in the volume of blood and extracellular fluids, with a fall in hematocrit. It increases the rate of renal tubular absorption of sodium.

    5.2 ATC Code

    QH02AA03

    5.3 Mechanism of Action

    Desoxycorticosterone Pivalate binds to the mineralocorticoid receptor. Mineralocorticoids are a family of steroids, secreted by the adrenal cortex, necessary for the regulation of a number of metabolic processes including electrolyte regulation. Desoxycorticosterone pivalate exerts its effect through its interaction with the mineralocorticoid receptor (MR), whereby it reacts with the receptor proteins to form a steroid-receptor complex. This complex moves into the nucleus, where it binds to chromatin which results in genetic transcription of cellular DNA to messenger RNA. The steroid hormones appear to induce transcription and synthesis of specific proteins, which produce the physiological effects seen after administration.