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    Also known as: 53-41-8, Androkinine, Androtine, 5alpha-androsterone, 3alpha-hydroxy-5alpha-androstan-17-one, Cis-androsterone
    Molecular Formula
    C19H30O2
    Molecular Weight
    290.4  g/mol
    InChI Key
    QGXBDMJGAMFCBF-HLUDHZFRSA-N
    FDA UNII
    C24W7J5D5R
    Androsterone
    A metabolite of TESTOSTERONE or ANDROSTENEDIONE with a 3-alpha-hydroxyl group and without the double bond. The 3-beta hydroxyl isomer is epiandrosterone.
    1 2D Structure

    Androsterone

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (3R,5S,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one
    2.1.2 InChI
    InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-16,20H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,18-,19-/m0/s1
    2.1.3 InChI Key
    QGXBDMJGAMFCBF-HLUDHZFRSA-N
    2.1.4 Canonical SMILES
    CC12CCC(CC1CCC3C2CCC4(C3CCC4=O)C)O
    2.1.5 Isomeric SMILES
    C[C@]12CC[C@H](C[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CCC4=O)C)O
    2.2 Other Identifiers
    2.2.1 UNII
    C24W7J5D5R
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 3 Alpha Hydroxy 5 Alpha Androstan 17 One

    2. 3-alpha-hydroxy-5-alpha-androstan-17-one

    3. 5 Alpha Androstan 3 Alpha Ol 17 One

    4. 5 Alpha-androstan-3 Alpha-ol-17-one

    5. Epiandrosterone

    2.3.2 Depositor-Supplied Synonyms

    1. 53-41-8

    2. Androkinine

    3. Androtine

    4. 5alpha-androsterone

    5. 3alpha-hydroxy-5alpha-androstan-17-one

    6. Cis-androsterone

    7. Atromide Ici

    8. 3-epihydroxyetioallocholan-17-one

    9. 5alpha-androstane-3alpha-ol-17-one

    10. 3alpha-hydroxyetioallocholan-17-one

    11. 3alpha-hydroxy-17-androstanone

    12. Androstanon-3-alpha-ol-17-one

    13. 3-alpha-hydroxy-17-androstanone

    14. 3-alpha-hydroxy-5-alpha-androstan-17-one

    15. 3-alpha-hydroxyetioallocholan-17-one

    16. 5-alpha-androstan-3-alpha-ol-17-one

    17. 5alpha-androstan-3alpha-ol-17-one

    18. (3alpha,5alpha)-3-hydroxyandrostan-17-one

    19. Androstan-17-one, 3-hydroxy-, (3a,5a)-

    20. Androstan-17-one, 3-hydroxy-, (3alpha,5alpha)-

    21. 5alpha-androstan-17-one, 3alpha-hydroxy-

    22. (3r,5s,8r,9s,10s,13s,14s)-3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one

    23. Chebi:16032

    24. 5.alpha.-androsterone

    25. Androstan-17-one, 3-hydroxy-, (3-alpha,5-alpha)-

    26. 3.alpha.-hydroxy-17-androstanone

    27. U 6036

    28. Chembl87285

    29. Mls000069394

    30. C24w7j5d5r

    31. 5-alpha-androstan-17-one, 3-alpha-hydroxy-

    32. Nsc 9898

    33. Nsc-9898

    34. 3.alpha.-hydroxyetioallocholan-17-one

    35. Smr000058571

    36. 5.alpha.-androstane-3.alpha.-ol-17-one

    37. 5.alpha.-androstan-17-one, 3.alpha.-hydroxy-

    38. D-epiandrosterone

    39. 3-epiandrosterone

    40. Androkinin

    41. Caswell No. 051g

    42. Androsterone, Epi-

    43. Androsterone, Trans-

    44. Androstan-17-one, 3-hydroxy-, (3.alpha.,5.alpha.)-

    45. Esterase Basic Kit

    46. (3r,5s,8r,9s,10s,13s,14s)-3-hydroxy-10,13-dimethylhexadecahydro-17h-cyclopenta[a]phenanthren-17-one

    47. 3-hydroxyandrostan-17-one

    48. Einecs 200-173-4

    49. Epa Pesticide Chemical Code 126501

    50. Brn 2217626

    51. Unii-c24w7j5d5r

    52. 3-.beta.hydroxyandrostan-17-one

    53. Androsterolone

    54. Cas-53-41-8

    55. 5.alpha.-androstan-3.beta.-ol-17-one

    56. Aoi

    57. Prestwick_689

    58. Mfcd00003618

    59. 5-alpha-androsterone

    60. 1x8j

    61. Opera_id_584

    62. Prestwick0_000411

    63. Prestwick1_000411

    64. Prestwick2_000411

    65. Prestwick3_000411

    66. Androsterone [mi]

    67. Bmse000543

    68. Epitope Id:174330

    69. Upcmld-dp124

    70. Dsstox_cid_16525

    71. Dsstox_gsid_36525

    72. Bspbio_000362

    73. 4-08-00-00642 (beilstein Handbook Reference)

    74. Mls000563085

    75. Mls001146886

    76. Mls002153256

    77. 5a-androstan-3a-ol-17-one

    78. Schembl269981

    79. Spbio_002301

    80. Bpbio1_000400

    81. Dtxsid3036525

    82. Upcmld-dp124:001

    83. Bdbm17639

    84. Nsc9898

    85. Hms1569c04

    86. Hms2096c04

    87. Hms2230i18

    88. Hms3713c04

    89. Hy-n0933

    90. Zinc3861550

    91. Tox21_303701

    92. Lmst02020001

    93. S6352

    94. 5-alpha-androstane-3alpha-ol-17-one

    95. Akos015894886

    96. Ccg-220411

    97. Gs-3614

    98. 3alpha-hydroxy-5alpha-androstane-17-one

    99. Ncgc00161664-01

    100. Ncgc00161664-02

    101. Ncgc00357021-01

    102. 3-alpha-hydroxy-5alpha-androstan-17-one

    103. Ac-16145

    104. 3-alpha-hydroxy-5-alpha-androstane-17-one

    105. A0646

    106. Cs-0014230

    107. Androstan-17-one, 3alpha-hydroxy-, 5alpha-

    108. 53a418

    109. C00523

    110. D95612

    111. 3-hydroxy-(3-alpha,5-alpha)-androstan-17-one

    112. Androsterone, Vetranal(tm), Analytical Standard

    113. A923412

    114. Q422469

    115. Sr-01000759187

    116. Sr-01000759187-3

    117. 3.alpha.-hydroxy-5.alpha.-androstan-17-one

    118. (3.alpha.,5.alpha.)-3-hydroxyandrostan-17-one

    119. 086da2d0-d9ae-4593-9e08-991af2bf2a47

    120. (3alpha,5beta,8alpha,10alpha,13alpha,14beta)-3-hydroxyandrostan-17-one

    121. (1s,2s,5r,7s,10r,11s,15s)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0;{2,7}.0;{11,15}]heptadecan-14-one

    122. (1s,2s,5r,7s,10r,11s,15s)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0?,?.0??,??]heptadecan-14-one

    123. (1s,2s,5r,7s,10r,11s,15s)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-one

    124. (3r,5s,8r,10s,13s)-3-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-one

    2.4 Create Date
    2004-09-16
    3 Chemical and Physical Properties
    Molecular Weight 290.4 g/mol
    Molecular Formula C19H30O2
    XLogP33.7
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count0
    Exact Mass290.224580195 g/mol
    Monoisotopic Mass290.224580195 g/mol
    Topological Polar Surface Area37.3 Ų
    Heavy Atom Count21
    Formal Charge0
    Complexity459
    Isotope Atom Count0
    Defined Atom Stereocenter Count7
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1

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    04-Jan-2021
    17-Oct-2024
    KGS
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