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    Testosterone Propionate

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    RELATED EXCIPIENT COMPANIES

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    DIGITAL CONTENT

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    $ API Ref.Price (USD/KG) : 394Xls

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    2D Structure
    Also known as: 57-85-2, Agovirin, Androlon, Androteston, Aquaviron, Hormoteston
    Molecular Formula
    C22H32O3
    Molecular Weight
    344.5  g/mol
    InChI Key
    PDMMFKSKQVNJMI-BLQWBTBKSA-N
    FDA UNII
    WI93Z9138A
    An ester of TESTOSTERONE with a propionate substitution at the 17-beta position.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [(8R,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] propanoate
    2.1.2 InChI
    InChI=1S/C22H32O3/c1-4-20(24)25-19-8-7-17-16-6-5-14-13-15(23)9-11-21(14,2)18(16)10-12-22(17,19)3/h13,16-19H,4-12H2,1-3H3/t16-,17-,18-,19-,21-,22-/m0/s1
    2.1.3 InChI Key
    PDMMFKSKQVNJMI-BLQWBTBKSA-N
    2.1.4 Canonical SMILES
    CCC(=O)OC1CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C
    2.1.5 Isomeric SMILES
    CCC(=O)O[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C
    2.2 Other Identifiers
    2.2.1 UNII
    WI93Z9138A
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Agovirin

    2. Eifelfango, Testosteron Propionat

    3. Testosteron Propionat Eifelfango

    4. Virormone

    2.3.2 Depositor-Supplied Synonyms

    1. 57-85-2

    2. Agovirin

    3. Androlon

    4. Androteston

    5. Aquaviron

    6. Hormoteston

    7. Enarmon

    8. Bio-testiculina

    9. Androtest P

    10. Androsteston

    11. Sterandryl

    12. Testonique

    13. Andronate

    14. Masenate

    15. Orchiol

    16. Orchistin

    17. Pantestin

    18. Propiokan

    19. Solvotest

    20. Synandrol

    21. Synerone

    22. Telipex

    23. Testaform

    24. Testodet

    25. Testodrin

    26. Testogen

    27. Testolets

    28. Testormol

    29. Testosid

    30. Testoxyl

    31. Testrex

    32. Tostrin

    33. Uniteston

    34. Nasdol

    35. Vulvan

    36. Enarmon-oil

    37. Neo-hombreol

    38. Okasa-mascul

    39. Andrusol-p

    40. Oreton Propionate

    41. Recthormone Testosterone

    42. Orchisterone

    43. Androgen

    44. Testosteroni Propionas

    45. Nsc 9166

    46. Testosteron Propionate

    47. Homandren (amps)

    48. Nsc-9166

    49. Testosteron 17-propionate

    50. Testosterone-17-propionate

    51. Testosterone Propionate Ciii

    52. Chembl1170

    53. Chebi:9466

    54. Testosterone 17.beta.-propionate

    55. Testosterone-17.beta.-propionate

    56. Wi93z9138a

    57. Nrb-03689

    58. Androst-4-en-3-one, 17-(1-oxopropoxy)-, (17b)-

    59. [(8r,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] Propanoate

    60. Ncgc00016254-01

    61. (17beta)-3-oxoandrost-4-en-17-yl Propanoate

    62. (17beta)-3-oxoandrost-4-en-17-yl Propionate

    63. 17-propionyl-17beta-hydroxyandrost-4-en-3-one

    64. Dsstox_cid_16515

    65. Dsstox_rid_79286

    66. Dsstox_gsid_36515

    67. Cas-57-85-2

    68. Androst-4-en-3-one, 17-(1-oxopropoxy)-, (17.beta.)-

    69. Ccris 575

    70. Testoviron (ampule)

    71. Testosteron-17-propionat

    72. Testosterone-17beta Propionate

    73. Testosterone-17beta-propionate

    74. Testosterone-17-beta-propionate

    75. Einecs 200-351-1

    76. 17beta-(propionyloxy)androst-4-en-3-one

    77. Unii-wi93z9138a

    78. Ai3-26378

    79. 17beta-hydroxyandrost-4-en-3-one Propionate

    80. 17beta-hydroxy-4-androsten-3-one 17-propionate

    81. Testosterone Propionate [usp:jan]

    82. Androst-4-en-3-one, 17beta-hydroxy-, Propionate

    83. Delta(sup 4)-androstene-17-beta-propionate-3-one

    84. Prestwick_432

    85. 17beta-hydroxyandrost-4-en-3-one-17beta-propionate

    86. Testex (tn)

    87. 17.beta.-(propionyloxy)androst-4-en-3-one

    88. Androst-4-en-3-one, 17-(1-oxopropoxy)-, (17beta)-

    89. .delta.4-androstene-17.beta.-propionate-3-one

    90. 17.beta.-hydroxyandrost-4-en-3-one, Propionate

    91. 3-oxoandrost-4-en-17-yl Propionate, (17.beta.)-

    92. Prestwick0_000401

    93. Prestwick1_000401

    94. Prestwick2_000401

    95. Prestwick3_000401

    96. Androst-4-en-3-one, 17.beta.-hydroxy-, Propionate

    97. 17-(1-oxopropoxy)androst-4-en-3-one, (17.beta.)-

    98. Schembl4044

    99. Bspbio_000322

    100. Mls002153796

    101. Testosterone Propionate, Solid

    102. Spbio_002261

    103. Bpbio1_000356

    104. Gtpl7100

    105. Testosterone-17.beta.propionate

    106. Dtxsid9036515

    107. Testosterone Propionate [androgenic (anabolic) Steroids]

    108. Nsc9166

    109. Hms1569a04

    110. Hms2096a04

    111. Hms2272k06

    112. Hms3713a04

    113. Testosterone Propionate (agovirin)

    114. Zinc490791

    115. Hy-b1269

    116. Testosterone Propionate [mi]

    117. Tox21_110330

    118. Tox21_302270

    119. Bbl029912

    120. Bdbm50215709

    121. Lmst02020076

    122. Mfcd00003653

    123. Stk801834

    124. Testosterone Propionate (jp17/usp)

    125. Testosterone Propionate [jan]

    126. Akos005622513

    127. Akos015842719

    128. Tox21_110330_1

    129. Ccg-220401

    130. Cs-4905

    131. Db01420

    132. Testosterone Propionate [mart.]

    133. Testosterone Propionate [vandf]

    134. Testosterone Propionate [who-dd]

    135. Testosterone Propionate [who-ip]

    136. Ncgc00179602-01

    137. Ncgc00179602-03

    138. Ncgc00179602-06

    139. Ncgc00255481-01

    140. Ac-12172

    141. Ac-33160

    142. Smr000058348

    143. Vs-09499

    144. Bcp0726000215

    145. Testosterone Propionate [green Book]

    146. T0028

    147. Testosterone Propionate [orange Book]

    148. Testosteroni Propionas [who-ip Latin]

    149. Testosterone Propionate [ep Monograph]

    150. Testosterone Propionate [usp Impurity]

    151. C08158

    152. D00959

    153. Testosterone Propionate [usp Monograph]

    154. 003t653

    155. Testosterone Propionate 1.0 Mg/ml In Acetonitrile

    156. Testosterone Propionate, Tested According To Ph.eur.

    157. W-105436

    158. Brd-k90553655-001-03-6

    159. Q10354588

    160. Testosterone 17-propionate 100 Microg/ml In Methanol

    161. Wln: L E5 B666 Ov Mutj A E Fo52 -b&aef

    162. Androst-4-en-3-one, 17-(1-oxopropoxy)-(17.beta.)-

    163. Testosterone Propionate, British Pharmacopoeia (bp) Reference Standard

    164. Testosterone Propionate, European Pharmacopoeia (ep) Reference Standard

    165. Testosterone Propionate, United States Pharmacopeia (usp) Reference Standard

    166. (1s,3as,3br,9ar,9bs,11as)-9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,4h,5h,7h,8h,9h,9ah,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-1-yl Propanoate

    167. Propionic Acid (8r,9s,10r,13s,14s,17s)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl Ester

    168. Propionic Acid 10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl Ester

    169. Propionic Acid 10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl Ester(testosterone Propionate)

    170. Testosterone Propionate For System Suitability, European Pharmacopoeia (ep) Reference Standard

    2.4 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 344.5 g/mol
    Molecular Formula C22H32O3
    XLogP34.4
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count3
    Exact Mass344.23514488 g/mol
    Monoisotopic Mass344.23514488 g/mol
    Topological Polar Surface Area43.4 Ų
    Heavy Atom Count25
    Formal Charge0
    Complexity621
    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

    Testosterone propionate is used in veterinary practice in heifers in order to stimulate maximal growth.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    The administration of testosterone propionate can induce production of proteins related to male sexual development. Clinical trials have shown a decrease in plasma LH after the administration of testosterone propionate.

    5.2 Absorption, Distribution and Excretion

    Absorption

    Testosterone propionate presents a slow absorption from the intramuscular site of administration. This slow absorption is due to the presence of the less polar ester group. The absorption rate of testosterone propionate generates a frequent injection requirement when compared with testosterone enanthate or testosterone cypionate. It presents absorption parameters of AUC and residence time of 180-210 ng h/ml and 40-60 h, respectively.

    Route of Elimination

    About 90% of a dose of testosterone given intramuscularly is excreted in the urine as glucuronic and sulfuric acid conjugates of testosterone and its metabolites. From the rest of the dose, approximately 6% of a dose is excreted in the feces, mostly in the unconjugated form.

    Volume of Distribution

    The registered volume of distribution for testosterone propionate is in the range of 75-120 L/kg.

    Clearance

    Testosterone propionate has a reduced clearance rate compared to testosterone. The reported clearance rate is of approximately 2000 ml/min.

    5.3 Metabolism/Metabolites

    As all testosterone esters, testosterone propionate is rapidly hydrolysed into free testosterone in plasma. Testosterone is metabolized to 17-keto steroids through two different pathways. The major active metabolites are estradiol and dihydrotestosterone (DHT).

    5.4 Biological Half-Life

    Testosterone propionate possesses a relatively short half-life compared with other testosterone esters at approximately 4.5 days.

    5.5 Mechanism of Action

    The effects of testosterone in humans and other vertebrates occur by way of two main mechanisms: by activation of the androgen receptor (directly or as DHT), and by conversion to estradiol and activation of certain estrogen receptors. Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5alpha-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5alpha-reductase. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects.