Mesterolone

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Also known as: Androviron, Proviron, 1424-00-6, Mesteranum, Mestoranum, Testiwop

Molecular Formula

C₂₀H₃₂O₂

Molecular Weight

304.5 g/mol

InChI Key

UXYRZJKIQKRJCF-TZPFWLJSSA-N

FDA UNII

0SRQ75X9I9

17 beta-Hydroxy-1 alpha-methyl-5 alpha-androstan-3-one. A synthetic steroid with anabolic and androgenic activities.

1 2D Structure

Mesterolone

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(1S,5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-1,10,13-trimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one

2.1.2 InChI

InChI=1S/C20H32O2/c1-12-10-14(21)11-13-4-5-15-16-6-7-18(22)19(16,2)9-8-17(15)20(12,13)3/h12-13,15-18,22H,4-11H2,1-3H3/t12-,13-,15-,16-,17-,18-,19-,20-/m0/s1

2.1.3 InChI Key

UXYRZJKIQKRJCF-TZPFWLJSSA-N

2.1.4 Canonical SMILES

CC1CC(=O)CC2C1(C3CCC4(C(C3CC2)CCC4O)C)C

2.1.5 Isomeric SMILES

C[C@H]1CC(=O)C[C@H]2[C@]1([C@H]3CC[C@]4([C@H]([C@@H]3CC2)CC[C@@H]4O)C)C

2.2 Other Identifiers

2.2.1 UNII

0SRQ75X9I9

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Proviron

2. Vistimon

2.3.2 Depositor-Supplied Synonyms

1. Androviron

2. Proviron

3. 1424-00-6

4. Mesteranum

5. Mestoranum

6. Testiwop

7. Sh 723

8. Mesterolon

9. 17-hydroxy-1-methyl-5-androstane-3 One

10. Sh-60723

11. Nsc-75054

12. Sh-723

13. 17beta-hydroxy-1alpha-methyl-5alpha-androstan-3-one

14. 0srq75x9i9

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

16. 1.alpha.-methyl-5.alpha.-dihydrotestosterone

17. Nsc 75054

18. Androstan-3-one, 17-hydroxy-1-methyl-, (1a,5a,17b)-

19. Androstan-3-one, 17-hydroxy-1-methyl-, (1.alpha.,5.alpha.,17.beta.)-

20. Mesterolona

21. Mesterolonum

22. 17.beta.-hydroxy-1.alpha.-methyl-5.alpha.-androstan-3-one

23. Mesterolonum [inn-latin]

24. Mesterolona [inn-spanish]

25. Provirone 25

26. (1s,5s,8r,9s,10s,13s,14s,17s)-17-hydroxy-1,10,13-trimethylhexadecahydro-3h-cyclopenta[a]phenanthren-3-one

27. Mesterolone [usan:inn:ban]

28. Einecs 215-836-3

29. 1alpha-methyl-5alpha-dihydrotestosterone

30. Unii-0srq75x9i9

31. Sh 60723

32. 5.alpha.-androstan-3-one, 17.beta.-hydroxy-1.alpha.-methyl-

33. Pro-viron

34. 1a-methyl-5a-dihydrotestosterone

35. Testosterone, 4,5alpha-dihydro-1alpha-methyl-

36. 1-alpha-methyl-5-alpha-androstan-17-beta-ol-3-one

37. 1-alpha-methyl-17-beta-hydroxy-5-alpha-androstan-3-one

38. 17-beta-hydroxy-1-alpha-methyl-5-alpha-androstan-3-one

39. 5alpha-androstan-3-one, 17beta-hydroxy-1alpha-methyl-

40. Mesterolone [mi]

41. Androstan-3-one, 17-hydroxy-1-methyl-, (1alpha,5alpha,17beta)-

42. Mesterolone [inn]

43. Mesterolone (usan/inn)

44. Mesterolone [usan]

45. Ec 215-836-3

46. Mesterolone [mart.]

47. Mesterolone [who-dd]

48. Schembl148260

49. Chembl258918

50. Mesterolone, Analytical Standard

51. Dtxsid90878533

52. Mesterolone [ep Impurity]

53. Chebi:135293

54. Mesterolone [ep Monograph]

55. 5-alpha-androstan-3-one, 17-beta-hydroxy-1-alpha-methyl-

56. Nsc75054

57. Zinc3881977

58. Androstan-3-one, 17-hydroxy-1-methyl-, (1-alpha,5-alpha,17-beta)-

59. Bdbm50423551

60. Lmst02020107

61. S3946

62. Akos015894889

63. Ccg-267514

64. Db13587

65. Mesterolone 1.0 Mg/ml In Acetonitrile

66. 1a-methyl-5a-androstan-17b-ol-3-one

67. 17b-hydroxy-1a-methyl-5a-androstan-3-one

68. 1a-methyl-17b-hydroxy-5a-androstan-3-one

69. D04947

70. Mesterolone, 1.0 Mg/ml In 1,2-dimethoxyethane

71. Testosterone,5.alpha.-dihydro-1.alpha.-methyl-

72. 424m006

73. (1a,5a,17b)-17-hydroxy-1-methyl-androstan-3-one

74. Androstan-3-one, (1.alpha.,5.alpha.,17.beta.)-

75. Q4291328

76. Mesterolone, European Pharmacopoeia (ep) Reference Standard

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₃₂O₂
Molecular Weight	304.5 g/mol
XLogP3	4.1
Hydrogen Bond Donor Count	1
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	37.3 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	486
Isotope Atom Count	0
Defined Atom Stereocenter Count	8
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.)

4.2 ATC Code

G03BB01

S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355

G - Genito urinary system and sex hormones

G03 - Sex hormones and modulators of the genital system

G03B - Androgens

G03BB - 5-androstanon (3) derivatives

G03BB01 - Mesterolone