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    Dromostanolone Propionate

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    PharmaCompass
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    2D Structure
    Also known as: Dromostanolone propionate, 521-12-0, Permastril, Emdisterone, Masterid, Masteron
    Molecular Formula
    C23H36O3
    Molecular Weight
    360.5  g/mol
    InChI Key
    NOTIQUSPUUHHEH-UXOVVSIBSA-N
    FDA UNII
    X20UZ57G4O
    Dromostanolone Propionate is the propionate salt form of dromostanolone, a synthetic anabolic steroid related to dihydrotestosterone that has antiestrogenic effects. Dromostanolone inhibits the growth of estrogen receptor-presenting breast cancers; its virilizing effects limit its clinical usefulness. (NCI)
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [(2R,5S,8R,9S,10S,13S,14S,17S)-2,10,13-trimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl] propanoate
    2.1.2 InChI
    InChI=1S/C23H36O3/c1-5-21(25)26-20-9-8-17-16-7-6-15-12-19(24)14(2)13-23(15,4)18(16)10-11-22(17,20)3/h14-18,20H,5-13H2,1-4H3/t14-,15+,16+,17+,18+,20+,22+,23+/m1/s1
    2.1.3 InChI Key
    NOTIQUSPUUHHEH-UXOVVSIBSA-N
    2.1.4 Canonical SMILES
    CCC(=O)OC1CCC2C1(CCC3C2CCC4C3(CC(C(=O)C4)C)C)C
    2.1.5 Isomeric SMILES
    CCC(=O)O[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(C[C@H](C(=O)C4)C)C)C
    2.2 Other Identifiers
    2.2.1 UNII
    X20UZ57G4O
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 2 Alpha-methyldihydrotestosterone Propionate

    2. Drolban

    3. Dromostanolone Propionate

    4. Masteril

    5. Masterone

    6. Nsc 12198

    7. Nsc-12198

    2.3.2 Depositor-Supplied Synonyms

    1. Dromostanolone Propionate

    2. 521-12-0

    3. Permastril

    4. Emdisterone

    5. Masterid

    6. Masteron

    7. Blackburn Compound

    8. Drolban

    9. 2mdtp

    10. 2m-dhtp

    11. Masteril

    12. Masterone

    13. Medrotestron Propionate

    14. Medrotestrone Propanoate

    15. Medrotestrone Propionate

    16. Mdht

    17. Dromostanolone Proprionate

    18. Lilly 32379

    19. Re 346

    20. Nsc-1298

    21. Dromostanolone 17-propionate

    22. Rs 1567

    23. 2alpha-methyl-4,5-dihydrotestosterone Propionate

    24. Testosterone, 4,5alpha-dihydro-2alpha-methyl-, Propionate

    25. Nsc-12198

    26. 17beta-hydroxy-2alpha-methyl-5alpha-androstan-3-one Propionate

    27. X20uz57g4o

    28. Chebi:31523

    29. Dromostanolone Propionate [usan]

    30. [(2r,5s,8r,9s,10s,13s,14s,17s)-2,10,13-trimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl] Propanoate

    31. Androstan-3-one, 2-methyl-17-(1-oxopropoxy)-, (2a,5a,17b)-

    32. 2.alpha.-methyldihydrotestosterone Propionate

    33. 17.beta.-hydroxy-2.alpha.-methyl-5.alpha.-androstan-3-one Propionate

    34. 2.alpha.-methyl-4,5-dihydrotestosterone Propionate

    35. Drostanolone Propionate (jan)

    36. 2alpha-methyl-3-oxo-5alpha-androstan-17beta-yl Propanoate

    37. Dromostanolone Propionate (usan)

    38. Nomasteron

    39. Drostanolone Propionate [jan]

    40. (2r,5s,8r,9s,10s,13s,14s,17s)-2,10,13-trimethyl-3-oxohexadecahydro-1h-cyclopenta[a]phenanthren-17-yl Propionate

    41. Drolban (tn)

    42. Unii-x20uz57g4o

    43. Masteron (tn)

    44. Einecs 208-303-1

    45. Dromostanolone Propionate [usan:usp]

    46. Brn 3161958

    47. Ai3-52810

    48. Schembl3173

    49. Androstan-3-one, 2-methyl-17-(1-oxopropoxy)-

    50. 4-08-00-00654 (beilstein Handbook Reference)

    51. 17b-hydroxy-2a-methyl-5a-androstan-3-one Propionate

    52. Gtpl6947

    53. Chembl1201048

    54. Dtxsid1022972

    55. Androstan-3-one, 2-methyl-17-(1-oxopropoxy)-, (2.alpha.,5.alpha.,17.beta.)-

    56. (2alpha,5alpha,17beta)-2-methyl-3-oxoandrostan-17-yl Propanoate

    57. Nsc12198

    58. Zinc4213057

    59. Mfcd01669961

    60. S4794

    61. Dromostanolone Propionate [mi]

    62. Akos015895157

    63. Ccg-268166

    64. Db14655

    65. Drostanolone Propionate [mart.]

    66. Ds-3972

    67. Drostanolone Propionate [who-dd]

    68. Ncgc00507798-01

    69. Hy-107344

    70. Cs-0028187

    71. C15917

    72. D01534

    73. Dromostanolone Propionate [orange Book]

    74. 521d120

    75. A828929

    76. Q5308606

    77. W-105852

    78. Drostanolone Propionate 100 Microg/ml In Acetonitrile

    79. Testosterone,5.alpha.-dihydro-2.alpha.-methyl-, Propionate

    80. Testosterone, 4,5.alpha.-dihydro-2.alpha.-methyl-, Propionate

    81. Androstan-3-one,2-methyl-17-(1-oxopropoxy)-,(2

    82. A,5

    83. A,17

    84. A)-

    85. 5-alpha-androstan-3-one, 17-beta-hydroxy-2-alpha-methyl-, Propionate

    86. 5.alpha.-androstan-3-one, 17.beta.-hydroxy-2.alpha.-methyl-, Propionate

    87. Androstan-3-one, 2-methyl-17-(1-oxopropoxy)-, (2alpha,5alpha,17beta)-

    88. 2-methyl-3-oxoandrostan-17-yl Propionate, (2.alpha.,5.alpha.,17.beta.)- #

    89. Androstan-3-one, 2-methyl-17-(1-oxopropoxy)-, (2.alpha.,5.alpha.,17.beta

    90. [(2r,5s,8r,9s,10s,13s,14s,17s)-2,10,13-trimethyl-3-oxidanylidene-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl] Propanoate

    91. Propanoic Acid [(2r,5s,8r,9s,10s,13s,14s,17s)-2,10,13-trimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl] Ester

    2.4 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 360.5 g/mol
    Molecular Formula C23H36O3
    XLogP35.3
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count3
    Exact Mass360.26644501 g/mol
    Monoisotopic Mass360.26644501 g/mol
    Topological Polar Surface Area43.4 Ų
    Heavy Atom Count26
    Formal Charge0
    Complexity598
    Isotope Atom Count0
    Defined Atom Stereocenter Count8
    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

    For use in females, for palliation of androgenresponsive recurrent mammary cancer in women who are more than one year but less than five years postmenopausal.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Dromostanolone is a synthetic androgen, or male hormone, similar to testosterone. Dromostanolone works by attaching itself to androgen receptors; this causes it to interact with the parts of the cell involved in the making of proteins. It may cause an increase in the synthesis of some proteins or a decrease in the synthesis of others. These proteins have a variety of effects, including blocking the growth of some types of breast cancer cells, stimulating cells that cause male sexual characteristics, and stimulating the production of red blood cells.

    5.2 Absorption, Distribution and Excretion

    Absorption

    Well absorbed following parenteral administration.

    5.3 Mechanism of Action

    Dromostanolone is a synthetic androgenic anabolic steroid and is approximately 5 times as potent as natural methyltestosterone. Like testosterone and other androgenic hormones, dromostanolone binds to the androgen receptor. This causes downstream genetic transcriptional changes. This ultimately causes retention of nitrogen, potassium, and phosphorus; increases protein anabolism; and decreases amino acid catabolism. The antitumour activity of dromostanolone appears related to reduction or competitive inhibition of prolactin receptors or estrogen receptors or production.