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2D Structure
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

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

2D Structure

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