Canrenone

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Also known as: Canrenoic acid potassium salt, Canrenoate potassium, Soldactone, 2181-04-6, Kanrenol, Canrenoate (potassium)

Molecular Formula

C₂₂H₂₉KO₄

Molecular Weight

396.6 g/mol

InChI Key

JTZQCHFUGHIPDF-RYVBEKKQSA-M

FDA UNII

M671F9NLEA

A synthetic pregnadiene derivative with anti-aldosterone activity.

1 2D Structure

Canrenone

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

potassium;3-[(8R,9S,10R,13S,14S,17R)-17-hydroxy-10,13-dimethyl-3-oxo-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl]propanoate

2.1.2 InChI

InChI=1S/C22H30O4.K/c1-20-9-5-15(23)13-14(20)3-4-16-17(20)6-10-21(2)18(16)7-11-22(21,26)12-8-19(24)25;/h3-4,13,16-18,26H,5-12H2,1-2H3,(H,24,25);/q;+1/p-1/t16-,17+,18+,20+,21+,22-;/m1./s1

2.1.3 InChI Key

JTZQCHFUGHIPDF-RYVBEKKQSA-M

2.1.4 Canonical SMILES

CC12CCC(=O)C=C1C=CC3C2CCC4(C3CCC4(CCC(=O)[O-])O)C.[K+]

2.1.5 Isomeric SMILES

C[C@]12CCC(=O)C=C1C=C[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@]4(CCC(=O)[O-])O)C.[K+]

2.2 Other Identifiers

2.2.1 UNII

M671F9NLEA

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 17 Hydroxy 3 Oxo 17alpha Pregna 4,6 Diene 21 Carboxylic Acid

2. 17-hydroxy-3-oxo-17alpha-pregna-4,6-diene-21-carboxylic Acid

3. Acid, 17-hydroxy-3-oxo-17alpha-pregna-4,6-diene-21-carboxylic

4. Acid, Canrenoic

5. Canrenoate Potassium

6. Canrenoate, Potassium

7. Canrenoic Acid

8. Kalium Can. Ratiopharm

9. Kalium-can.-ratiopharm

10. Sc 14266

11. Sc-14266

12. Sc14266

13. Soldactone

14. Soludactone

15. Spiroctan

2.3.2 Depositor-Supplied Synonyms

1. Canrenoic Acid Potassium Salt

2. Canrenoate Potassium

3. Soldactone

4. 2181-04-6

5. Kanrenol

6. Canrenoate (potassium)

7. Canrenoic Acid Potassium

8. Potassium Aldadiene

9. Potassium Canrenoate [inn]

10. M671f9nlea

11. Canrenoate Potassium [usan]

12. Sc-14266

13. Mls002154212

14. Canrenone Free Acid Potassium Salt

15. Nsc-757789

16. Canrenoate Potassium (usan)

17. Soludactone

18. Apiroctan

19. Venactone

20. Kalii Canrenoas

21. Aldadiene-kalium

22. Kalium Canrenoat

23. Soldactone (tn)

24. Aldadiene-potassium

25. Canrenoato Potasico

26. Ncgc00017146-01

27. Prestwick_910

28. Canrenoate De Potassium

29. Aldadiene Potassium Salt

30. Aldadiene-kalium [german]

31. Unii-m671f9nlea

32. Dsstox_cid_25602

33. Dsstox_rid_80995

34. Dsstox_gsid_45602

35. Schembl49729

36. Kalii Canrenoas [inn-latin]

37. Potassium Canrenoate (jp17)

38. Mf 465a

39. Ccris 9164

40. Chembl1371200

41. Dtxsid2045602

42. Hy-b1582a

43. Canrenoato Potasico [inn-spanish]

44. Hms1568m18

45. Hms2095m18

46. Hms2235n14

47. Hms3712m18

48. Potassium Canrenoate [jan]

49. Einecs 218-554-9

50. Tox21_110800

51. Potassium Canrenoate [mart.]

52. Canrenoate De Potassium [inn-french]

53. Potassium Canrenoate [who-dd]

54. Akos025402245

55. Ac-6875

56. Cb 8109

57. Ccg-220148

58. Nsc 757789

59. Sc 14266

60. Smr001233495

61. Cas-2181-04-6

62. Cs-0013479

63. Canrenone Free Acid Potassium Salt [mi]

64. D01943

65. Q3655600

66. W-107518

67. Potassium 17-hydroxy-3-oxo-17-alpha-pregna-4,6-diene-21-carboxylate

68. Potassium 17-hydroxy-3-oxo-17alpha-pregna-4,6-diene-21-carboxylate

69. Potassium 3-(17-beta-hydroxy-3-oxoandrosta-4,6-dien-17-yl)propionate

70. 17-alpha-pregna-4,6-diene-21-carboxylic Acid, 17-hydroxy-3-oxo-, Monopotassium Salt

71. Potassium 17-hydroxy-3-oxo-17.alpha.-pregna-4,6-diene-21-carboxylate

72. Potassium 3-(3-oxo-17-beta-hydroxy-4,6-androstadien-17-alpha-yl)propanoate

73. Pregna-4,6-diene-21-carboxylic Acid, 17-hydroxy-3-oxo-, Monopotassium Salt (17alpha)-

74. Pregna-4,6-diene-21-carboxylic Acid, 17-hydroxy-3-oxo-, Monopotassium Salt (17.alpha.)-

2.4 Create Date

2008-02-05

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₂₉KO₄
Molecular Weight	396.6 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	3
Exact Mass	396.17029089 g/mol
Monoisotopic Mass	396.17029089 g/mol
Topological Polar Surface Area	77.4 Å²
Heavy Atom Count	27
Formal Charge	0
Complexity	713
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	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Mineralocorticoid Receptor Antagonists

Drugs that bind to and block the activation of MINERALOCORTICOID RECEPTORS by MINERALOCORTICOIDS such as ALDOSTERONE. (See all compounds classified as Mineralocorticoid Receptor Antagonists.)

4.2 ATC Code

C - Cardiovascular system

C03 - Diuretics

C03D - Aldosterone antagonists and other potassium-sparing agents

C03DA - Aldosterone antagonists

C03DA02 - Potassium canrenoate