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Boldenone

Synopsis, Chemistry

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Also known as: Dehydrotestosterone, 846-48-0, 1-dehydrotestosterone, 1,2-didehydrotestosterone, 17beta-boldenone, 1,2-dehydrotestosterone

Molecular Formula

C₁₉H₂₆O₂

Molecular Weight

286.4 g/mol

InChI Key

RSIHSRDYCUFFLA-DYKIIFRCSA-N

FDA UNII

5H7I2IP58X

boldenone is a natural product found in Curcuma aromatica, Curcuma wenyujin, and Ilybius fenestratus with data available.

1 2D Structure

Boldenone

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one

2.1.2 InChI

InChI=1S/C19H26O2/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/h7,9,11,14-17,21H,3-6,8,10H2,1-2H3/t14-,15-,16-,17-,18-,19-/m0/s1

2.1.3 InChI Key

RSIHSRDYCUFFLA-DYKIIFRCSA-N

2.1.4 Canonical SMILES

CC12CCC3C(C1CCC2O)CCC4=CC(=O)C=CC34C

2.1.5 Isomeric SMILES

C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=CC(=O)C=C[C@]34C

2.2 Other Identifiers

2.2.1 UNII

5H7I2IP58X

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 1,4-androstadiene-17-beta-ol-3-one

2. 17alpha-boldenone

3. 17beta-boldenone

4. 17beta-hydroxyandrosta-1,4-diene-3-one

5. Dehydrotestosterone

6. Dehydrotestosterone, (17alpha)-isomer

7. Delta1-testosterone

2.3.2 Depositor-Supplied Synonyms

1. Dehydrotestosterone

2. 846-48-0

3. 1-dehydrotestosterone

4. 1,2-didehydrotestosterone

5. 17beta-boldenone

6. 1,2-dehydrotestosterone

7. 17beta-hydroxyandrosta-1,4-dien-3-one

8. Boldenona

9. Boldenonum

10. 1,4-androstadien-17beta-ol-3-one

11. Nsc 79102

12. 5h7i2ip58x

13. Delta1-testosterone

14. Chebi:34584

15. Boldenone (inn)

16. Nsc-79102

17. 17b-hydroxyandrosta-1,4-dien-3-one

18. Boldenone [inn]

19. .delta.1-testosterone

20. 17.beta.-hydroxyandrosta-1,4-dien-3-one

21. Boldenonum [inn-latin]

22. Bolddenone

23. Boldenona [inn-spanish]

24. (8r,9s,10r,13s,14s,17s)-17-hydroxy-10,13-dimethyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one

25. Boldenone [inn:ban]

26. 1,4-androstadien-17.beta.-ol-3-one

27. 17-beta-hydroxyandrosta-1,4-dien-3-one

28. 17beta-hydroxyandrosta-1,4-diene-3-one

29. Einecs 212-686-0

30. 17-beta-hydroxy-17-alpha-1,4-androstadien-3-one

31. Unii-5h7i2ip58x

32. 17-hydroxyandrosta-1,4-dien-3-one

33. Boc-l-valine-oh

34. Boldenone [mi]

35. 1-dehydrotestosterone, 8

36. Androsta-1,4-dien-3-one, 17beta-hydroxy-

37. (17beta)-17-hydroxyandrosta-1,4-dien-3-one

38. Ec 212-686-0

39. Schembl15903

40. 1-dehydroxyteststerone

41. Androsta-1,4-dien-3-one, 17-beta-hydroxy-

42. Androsta-1,4-dien-3-one, 17-hydroxy-, (17beta)-

43. Chembl209073

44. Bdbm91719

45. Dtxsid20894201

46. Androsta-1, 17.beta.-hydroxy-

47. Nsc79102

48. Zinc4215042

49. Lmst02020018

50. S5225

51. Boldenone 1.0 Mg/ml In Acetonitrile

52. Boldenone 100 Microg/ml In Methanol

53. Akos005067864

54. Ccg-267343

55. Db01541

56. 17beta-hydroxyandrost-1,4-diene-3-one

57. Androsta-1, 17-hydroxy-, (17.beta.)-

58. Testosterone Impurity H [ep Impurity]

59. Boldenone, Vetranal(tm), Analytical Standard

60. D07536

61. 846b480

62. Q891284

63. Q-200741

64. (8r,10r,13s,17s)-17-hydroxy-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-cyclopenta[a]phenanthren-3-one

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₁₉H₂₆O₂
Molecular Weight	286.4 g/mol
XLogP3	3.5
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	0
Exact Mass	286.193280068 g/mol
Monoisotopic Mass	286.193280068 g/mol
Topological Polar Surface Area	37.3 Å²
Heavy Atom Count	21
Formal Charge	0
Complexity	546
Isotope Atom Count	0
Defined Atom Stereocenter Count	6
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 Pharmacology

Boldenone has primarily anabolic activity with low androgenic potency. The drug is commonly used in doping within bodybuilding, even though this use is illegal. If intended to assist in bodybuilding, the drug is taken as part of a steroid stack of other anabolic steroids, usually with a potent androgen like testosterone as the 'base' of the stack. Boldenone is an androgen that differs from 17b-testosterone (17b-T) by only one double bond at the 1-position, and the removal of the methyl group protecting the 17-OH group allows it to be orally active.

4.2 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.)

4.3 Biological Half-Life

14 days

4.4 Mechanism of Action

Boldenone is a steroid hormone which has androgenic activity. Androgens bind to the androgen receptor, which regulates gene transcription.