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Betamethasone Acetate

Synopsis, Chemistry

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Also known as: 987-24-6, Betamethasone 21-acetate, Beta-methasone acetate, Ti05ao53l7, Chebi:31275, 9-fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione 21-acetate

Molecular Formula

C₂₄H₃₁FO₆

Molecular Weight

434.5 g/mol

InChI Key

AKUJBENLRBOFTD-QZIXMDIESA-N

FDA UNII

TI05AO53L7

1 2D Structure

Betamethasone Acetate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[2-[(8S,9R,10S,11S,13S,14S,16S,17R)-9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate

2.1.2 InChI

InChI=1S/C24H31FO6/c1-13-9-18-17-6-5-15-10-16(27)7-8-21(15,3)23(17,25)19(28)11-22(18,4)24(13,30)20(29)12-31-14(2)26/h7-8,10,13,17-19,28,30H,5-6,9,11-12H2,1-4H3/t13-,17-,18-,19-,21-,22-,23-,24-/m0/s1

2.1.3 InChI Key

AKUJBENLRBOFTD-QZIXMDIESA-N

2.1.4 Canonical SMILES

CC1CC2C3CCC4=CC(=O)C=CC4(C3(C(CC2(C1(C(=O)COC(=O)C)O)C)O)F)C

2.1.5 Isomeric SMILES

C[C@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)COC(=O)C)O)C)O)F)C

2.2 Other Identifiers

2.2.1 UNII

TI05AO53L7

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 987-24-6

2. Betamethasone 21-acetate

3. Beta-methasone Acetate

4. Ti05ao53l7

5. Chebi:31275

6. 9-fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione 21-acetate

7. Nsc-759196

8. (11b,16a)-9-fluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione 21-acetate

9. (11beta,16beta)-9-fluoro-11,17-dihydroxy-16-methyl-3,20-dioxopregna-1,4-dien-21-yl Acetate

10. 9-fluoro-11beta,17-dihydroxy-16beta-methyl-3,20-dioxopregna-1,4-dien-21-yl Acetate

11. [2-[(8s,9r,10s,11s,13s,14s,16s,17r)-9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] Acetate

12. Betamethasone Acetate [jan]

13. Unii-ti05ao53l7

14. Betamethasone Acetate [usp:jan]

15. Betamethasone-acetate

16. Einecs 213-578-6

17. 9alpha-fluoro-11beta,17alpha,21-trihydroxy-16beta-methyl-1,4-pregnadiene-3,20-dione 21-acetate

18. Betamethason-21-acetat

19. Schembl7592

20. Betamethasone21-acetate

21. Chembl1200538

22. Dtxsid8022668

23. Betamethasone Acetate (jan/usp)

24. 9-fluoro-11.beta.,17,21-trihydroxy-16.beta.-methylpregna-1,4-diene-3,20-dione 21-acetate

25. Amy39051

26. Pregna-1,4-diene-3,20-dione, 9-fluoro-11,17-dihydroxy-16-methyl-21-(acetyloxy)-, (11.beta.,16.beta.)-

27. Zinc4212130

28. Betamethasone Acetate [vandf]

29. Betamethasone Acetate [mart.]

30. Akos015896575

31. Betamethasone Acetate [usp-rs]

32. Betamethasone Acetate [who-dd]

33. Nsc 759196

34. Betamethasone Acetate [green Book]

35. Betamethasone Acetate [ep Impurity]

36. Betamethasone Acetate [orange Book]

37. Betamethasone Acetate [ep Monograph]

38. B3165

39. Betamethasone Acetate [usp Monograph]

40. Osurnia Component Betamethasone Acetate

41. D01402

42. T71509

43. Betamethasone Acetate 100 Microg/ml In Methanol

44. Betamethasone Acetate Component Of Osurnia

45. 987m246

46. Betamethasone Valerate Impurity A [ep Impurity]

47. Dexamethasone Acetate Impurity D [ep Impurity]

48. Q27114254

49. Celestone Soluspan Component Betamethasone Acetate

50. Betamethasone Acetate Component Of Celestone Soluspan

51. Betamethasone Acetate, European Pharmacopoeia (ep) Reference Standard

52. Betamethasone Acetate, United States Pharmacopeia (usp) Reference Standard

53. Betamethasone Acetate, Pharmaceutical Secondary Standard; Certified Reference Material

54. 9alpha-fluoro-16beta-methyl-11beta,17alpha,21-trihydroxy-1,4-pregnadiene-3,20-dione 21-acetate

55. Pregna-1,4-diene-3,20-dione, 21-(acetyloxy)-9-fluoro-11,17-dihydroxy-16-methyl-, (11beta,16beta)-

56. Pregna-1,4-diene-3,20-dione, 9-fluoro-11,17-dihydroxy-16-methyl-21-(acetyloxy)-, (11beta,16beta)-

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₃₁FO₆
Molecular Weight	434.5 g/mol
XLogP3	2.8
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	4
Exact Mass	434.21046687 g/mol
Monoisotopic Mass	434.21046687 g/mol
Topological Polar Surface Area	101 Å²
Heavy Atom Count	31
Formal Charge	0
Complexity	910
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

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.)

Anti-Inflammatory Agents

Substances that reduce or suppress INFLAMMATION. (See all compounds classified as Anti-Inflammatory Agents.)