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ACTIVE PHARMA INGREDIENTS

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Synopsis

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Chemistry

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Also known as: Methylandrostenediol, Mestenediol, Stenediol, Troformone, Madiol, Diolandrone

Molecular Formula

C₂₀H₃₂O₂

Molecular Weight

304.5 g/mol

InChI Key

WRWBCPJQPDHXTJ-DTMQFJJTSA-N

FDA UNII

5730Z864KG

A synthetic steroid with anabolic and androgenic properties. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1188)

1 2D Structure

Methandriol

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(3S,8R,9S,10R,13S,14S,17S)-10,13,17-trimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-diol

2.1.2 InChI

InChI=1S/C20H32O2/c1-18-9-6-14(21)12-13(18)4-5-15-16(18)7-10-19(2)17(15)8-11-20(19,3)22/h4,14-17,21-22H,5-12H2,1-3H3/t14-,15+,16-,17-,18-,19-,20-/m0/s1

2.1.3 InChI Key

WRWBCPJQPDHXTJ-DTMQFJJTSA-N

2.1.4 Canonical SMILES

CC12CCC(CC1=CCC3C2CCC4(C3CCC4(C)O)C)O

2.1.5 Isomeric SMILES

C[C@]12CC[C@@H](CC1=CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@]4(C)O)C)O

2.2 Other Identifiers

2.2.1 UNII

5730Z864KG

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Madiol

2. Methylandrostenediol

2.3.2 Depositor-Supplied Synonyms

1. Methylandrostenediol

2. Mestenediol

3. Stenediol

4. Troformone

5. Madiol

6. Diolandrone

7. Metandriol

8. Methandrolan

9. Protandren

10. Androdiol

11. Neosteron

12. 521-10-8

13. Neutrosteron

14. Stenosterone

15. Cenabolic

16. Crestabolic

17. Diolostene

18. Esjaydiol

19. Methostan

20. Metidione

21. Metildiolo

22. Metocryst

23. Nabadial

24. Neostene

25. Neutrormone

26. Notandron

27. Stenibel

28. Testodiol

29. Masdiol

30. Hibol

31. Androteston-m

32. Androtestone-m

33. Methylandrostendiol

34. Metandiol

35. Methanabol

36. Stenibell

37. Methandriol [inn]

38. Methandrioldiol

39. Metendiol

40. Sinesex

41. Orabol

42. Notandron-depot

43. 17-methylandrost-5-ene-3-beta,17-beta-diol

44. Nsc 22366

45. Nsc-22366

46. Chebi:34834

47. Methandriol (inn)

48. 5730z864kg

49. 17alpha-methyl-5-androstene-3beta,17beta-diol

50. (3s,8r,9s,10r,13s,14s,17s)-10,13,17-trimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-diol

51. 17.alpha.-methylandrost-5-ene-3.beta.,17.beta.-diol

52. Methandriolum

53. 5-andriodiol

54. Smr000466310

55. Methylandrostendiolum

56. Metandriol [inn-spanish]

57. Methandriolum [inn-latin]

58. 17alpha-methylandrostenediol

59. Androst-5-ene-3,17-diol, 17-methyl-, (3.beta.,17.beta.)-

60. Unii-5730z864kg

61. Einecs 208-301-0

62. 17-methylandrost-5-ene-3.beta.,17.beta.-diol

63. Methandriol [mi]

64. Androst-5-ene-3.beta.,17.beta.-diol, 17-methyl-

65. 17.alpha.-methyl-5-androsten-3.beta.,17.beta.-diol

66. Methandriol [vandf]

67. Orabol [veterinary] (tn)

68. Methandriol [mart.]

69. 17alpha-methyl-3beta,17beta-dihydroxyandrosten-5

70. 17alpha-methyl-androst-5-ene-3beta,17beta-diol

71. Methandriol [who-dd]

72. Mls000759415

73. Mls001424095

74. Schembl329841

75. 17.alpha.-methylandrost-5-ene-3,17-diol-, (3.beta.,17.beta.)-

76. Androst-5-ene-3,17-diol, 17-methyl-, (.beta.,.beta.,.alpha.)-

77. Chembl1079446

78. Androst-5-ene-3,17-diol, 17-methyl-, (3beta,17beta)

79. Androst-5-ene-3,17-diol, 17-methyl-, (3beta,17beta)-

80. Dtxsid50878534

81. Hms2051l13

82. Hms2234k15

83. Nsc22366

84. Zinc4081428

85. Lmst02020012

86. Akos030573835

87. Androst-5-ene-3.beta., 17-methyl-

88. Ccg-100956

89. Cs-7834

90. Nc00206

91. Hy-103585

92. M0146

93. 17alpha-methylandrost-5-ene-3beta,17beta-diol

94. Androst-5-ene-3beta,17beta-diol, 17-methyl-

95. D08196

96. Androst-5-ene-3-beta,17-beta-diol, 17-methyl-

97. Methylandrostenediol 100 Microg/ml In Acetonitrile

98. Androst-5-ene-3, 17-methyl-, (3.beta.,17.beta.)

99. Androst-5-ene-3, 17-methyl-, (3.beta.,17.beta.)-

100. Androst-5-ene-3,17-diol, 17-methyl-, (3-beta,17-beta)

101. (3s,8r,10r,13s,17s)-10,13,17-trimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthrene-3,17-diol

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₃₂O₂
Molecular Weight	304.5 g/mol
XLogP3	3.7
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	0
Exact Mass	304.240230259 g/mol
Monoisotopic Mass	304.240230259 g/mol
Topological Polar Surface Area	40.5 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	512
Isotope Atom Count	0
Defined Atom Stereocenter Count	7
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anabolic Agents

These compounds stimulate anabolism and inhibit catabolism. They stimulate the development of muscle mass, strength, and power. (See all compounds classified as Anabolic Agents.)

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