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Technical details about Melengestrol Acetate, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
1. Also known as: 2919-66-6, Bdh 1921, Nsc-70968, Mga 100, Mga 500, 17-hydroxy-6-methyl-16-methylenepregna-4,6-diene-3,20-dione acetate
Molecular Formula
C25H32O4
Molecular Weight
396.5  g/mol
InChI Key
UDKABVSQKJNZBH-DWNQPYOZSA-N
FDA UNII
4W5HDS3936

A 6-methyl PROGESTERONE acetate with reported glucocorticoid activity and effect on ESTRUS.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(8R,9S,10R,13S,14S,17R)-17-acetyl-6,10,13-trimethyl-16-methylidene-3-oxo-1,2,8,9,11,12,14,15-octahydrocyclopenta[a]phenanthren-17-yl] acetate
2.1.2 InChI
InChI=1S/C25H32O4/c1-14-11-19-20(23(5)9-7-18(28)13-21(14)23)8-10-24(6)22(19)12-15(2)25(24,16(3)26)29-17(4)27/h11,13,19-20,22H,2,7-10,12H2,1,3-6H3/t19-,20+,22+,23-,24+,25+/m1/s1
2.1.3 InChI Key
UDKABVSQKJNZBH-DWNQPYOZSA-N
2.1.4 Canonical SMILES
CC1=CC2C(CCC3(C2CC(=C)C3(C(=O)C)OC(=O)C)C)C4(C1=CC(=O)CC4)C
2.1.5 Isomeric SMILES
CC1=C[C@@H]2[C@H](CC[C@]3([C@H]2CC(=C)[C@@]3(C(=O)C)OC(=O)C)C)[C@@]4(C1=CC(=O)CC4)C
2.2 Other Identifiers
2.2.1 UNII
4W5HDS3936
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Acetate, Melengestrol

2. Melengestrol

2.3.2 Depositor-Supplied Synonyms

1. 2919-66-6

2. Bdh 1921

3. Nsc-70968

4. Mga 100

5. Mga 500

6. 17-hydroxy-6-methyl-16-methylenepregna-4,6-diene-3,20-dione Acetate

7. Mls001332590

8. [(8r,9s,10r,13s,14s,17r)-17-acetyl-6,10,13-trimethyl-16-methylidene-3-oxo-1,2,8,9,11,12,14,15-octahydrocyclopenta[a]phenanthren-17-yl] Acetate

9. Chebi:34831

10. 17a-acetoxy-6-methyl-16-methylene-4,6-pregnadiene-3,20-dione

11. 17-(acetyloxy)-6-methyl-16-methylenepregna-4,6-diene-3,20-dione

12. 4w5hds3936

13. Pregna-4,6-diene-3,20-dione, 17-(acetyloxy)-6-methyl-16-methylene-

14. Mga

15. Dsstox_cid_28158

16. Dsstox_rid_82720

17. Dsstox_gsid_48184

18. Melengestrol Acetate 100 Microg/ml In Acetonitrile

19. Mga, Veterinary

20. Malengestrol Acetate

21. Mga (veterinary)

22. Smr000857077

23. Cas-2919-66-6

24. Pregna-4,6-diene-3,20-dione, 17-hydroxy-6-methyl-16-methylene-, Acetate

25. Mga 100 (steroid)

26. Melengestrol Acetate [usan]

27. Nsc70968

28. Unii-4w5hds3936

29. Ccris 7800

30. Melengestrol Acetate [usan:usp]

31. Ncgc00160544-01

32. Einecs 220-859-7

33. Nsc 70968

34. Melengestrol Acetate (usp)

35. Schembl4520

36. Mls001332589

37. 6-dehydro-16-methylene-6-methyl-17-acetoxyprogesterone

38. Chembl1328968

39. Dtxsid5048184

40. Melengestrol Acetate [mi]

41. Hms2090n06

42. Hms2233n13

43. Hms3715d05

44. Zinc4216828

45. Tox21_111887

46. Tox21_303411

47. Melengestrol Acetate [mart.]

48. Melengestrol Acetate [usp-rs]

49. Akos015895715

50. Tox21_111887_1

51. Ccg-221132

52. Db14659

53. Melengestrol Acetate [green Book]

54. Ncgc00166298-01

55. Ncgc00166298-02

56. Ncgc00257329-01

57. Bs-42198

58. Melengestrol Acetate, >=97.0% (hplc)

59. Hy-111614

60. Melengestrol Acetate [usp Monograph]

61. Cs-0088572

62. D04900

63. Ab00918404-04

64. 919m666

65. Q6812180

66. W-107000

67. 17-(acetyloxy)-6-methyl-16-methylenepregna-4,20-dione

68. Melengestrol Acetate, Vetranal(tm), Analytical Standard

69. 17-hydroxy-6-methyl-16-methylenepregna-4,20-dione Acetate

70. Pregna-4,20-dione, 17-(acetyloxy)-6-methyl-16-methylene-

71. 17alpha-acetoxy-6-methyl-16-methylene-4,6-pregnadiene-3,20-dione

72. 17alpha-acetoxy-6-methyl-16-methylenepregna-4,6-diene-3,20-dione

73. Pregna-4,20-dione, 17-hydroxy-6-methyl-16-methylene-, Acetate

74. Melengestrol Acetate, United States Pharmacopeia (usp) Reference Standard

75. (8r,9s,10r,13s,14s,17r)-17-acetyl-6,10,13-trimethyl-16-methylene-3-oxo-2,3,8,9,10,11,12,13,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-17-yl Acetate

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 396.5 g/mol
Molecular Formula C25H32O4
XLogP33.1
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Exact Mass396.23005950 g/mol
Monoisotopic Mass396.23005950 g/mol
Topological Polar Surface Area60.4 Ų
Heavy Atom Count29
Formal Charge0
Complexity893
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Glucocorticoids

A group of CORTICOSTEROIDS that affect carbohydrate metabolism (GLUCONEOGENESIS, liver glycogen deposition, elevation of BLOOD SUGAR), inhibit ADRENOCORTICOTROPIC HORMONE secretion, and possess pronounced anti-inflammatory activity. They also play a role in fat and protein metabolism, maintenance of arterial blood pressure, alteration of the connective tissue response to injury, reduction in the number of circulating lymphocytes, and functioning of the central nervous system. (See all compounds classified as Glucocorticoids.)


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