Triamcinolone Diacetate

Synopsis, Chemistry

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Also known as: 67-78-7, Polcortolon, Aristocort forte, Tedarol, Triamcinolone 16,21-diacetate, Orion

Molecular Formula

C₂₅H₃₁FO₈

Molecular Weight

478.5 g/mol

InChI Key

XGMPVBXKDAHORN-RBWIMXSLSA-N

FDA UNII

A73MM2Q32P

1 2D Structure

Triamcinolone Diacetate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

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

2.1.2 InChI

InChI=1S/C25H31FO8/c1-13(27)33-12-20(31)25(32)21(34-14(2)28)10-18-17-6-5-15-9-16(29)7-8-22(15,3)24(17,26)19(30)11-23(18,25)4/h7-9,17-19,21,30,32H,5-6,10-12H2,1-4H3/t17-,18-,19-,21+,22-,23-,24-,25+/m0/s1

2.1.3 InChI Key

XGMPVBXKDAHORN-RBWIMXSLSA-N

2.1.4 Canonical SMILES

CC(=O)OCC(=O)C1(C(CC2C1(CC(C3(C2CCC4=CC(=O)C=CC43C)F)O)C)OC(=O)C)O

2.1.5 Isomeric SMILES

CC(=O)OCC(=O)[C@]1([C@@H](C[C@@H]2[C@@]1(C[C@@H]([C@]3([C@H]2CCC4=CC(=O)C=C[C@@]43C)F)O)C)OC(=O)C)O

2.2 Other Identifiers

2.2.1 UNII

A73MM2Q32P

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Polcartolone

2. Polcortolon

2.3.2 Depositor-Supplied Synonyms

1. 67-78-7

2. Polcortolon

3. Aristocort Forte

4. Tedarol

5. Triamcinolone 16,21-diacetate

6. Orion

7. Aristocort Diacetate

8. Kenacourt

9. Aristocort Syrup

10. Chebi:9669

11. Aristocort Parenterals

12. Kenacort Diacetate Syrup

13. A73mm2q32p

14. Aristocort Diacetate Forte

15. Aristocort Forte Parenteral

16. Nsc-757356

17. Ncgc00159320-03

18. Dsstox_cid_28639

19. Dsstox_rid_82909

20. Pregna-1,4-diene-3,20-dione,16,21-bis(acetyloxy)-9-fluoro-11,17-dihydroxy-, (11b,16a)-

21. Dsstox_gsid_48713

22. Cas-67-78-7

23. [2-[(8s,9r,10s,11s,13s,14s,16r,17s)-16-acetyloxy-9-fluoro-11,17-dihydroxy-10,13-dimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] Acetate

24. Triamcinolone Diacetate [jan]

25. 357rp

26. Einecs 200-669-0

27. Triamcinolone 16-alpha,21-di(acetate)

28. Unii-a73mm2q32p

29. Triamcinolone Diacetate [usp:jan]

30. 16alpha-hydroxy-9alpha-fluoroprednisolone Diacetate

31. 9-alpha-fluoro-16-alpha-hydroxyprednisolone Diacetate

32. Delta1,9alpha-fluoro-16alpha-hydroxyhydrocortisone Diacetate

33. Delta11,16alpha-hydroxy-9alpha-fluorohydrocortisone Diacetate

34. 16alpha,21-diacetoxy-9alpha-fluoro-11beta,17alpha-dihydroxy-1,4-pregnadiene-3,20-dione

35. 9-fluoro-11-beta,16-alpha,17,21-tetrahydroxypregna-1,4-diene-3,20-dione 16,21-diacetate

36. 9-fluoro-11beta,16alpha,17,21-tetrahydroxypregna-1,4-diene-3,20-dione 16,21-diacetate

37. Schembl12549

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

39. Chembl1200449

40. Dtxsid0048713

41. Triamcinolone Diacetate (jan/usp)

42. Zinc3875441

43. Tox21_113119

44. Bdbm50247986

45. Akos025402044

46. Tox21_113119_1

47. Ac-3522

48. Nsc 757356

49. Triamcinolone Diacetate [mart.]

50. Triamcinolone Diacetate [vandf]

51. Triamcinolone Diacetate [usp-rs]

52. Triamcinolone Diacetate [who-dd]

53. Ncgc00159320-02

54. Ncgc00159320-04

55. Pregna-1,4-diene-2,20-dione, 9-fluoro-11-beta,16-alpha,17,21-tetrahydroxy-, 16,21-diacetate

56. T3676

57. Triamcinolone 16,21-diacetate [mi]

58. Triamcinolone Diacetate [orange Book]

59. Triamcinolone Impurity A [ep Impurity]

60. C08184

61. D00984

62. Triamcinolone Diacetate [usp Monograph]

63. 056t462

64. Q-201856

65. Q27108462

66. Triamcinolone Diacetate, United States Pharmacopeia (usp) Reference Standard

67. 9-fluoro-11b,16a,17,21-tetrahydroxypregna-1,4-diene-3,20-dione 16,21-diacetate

68. 9-fluoro-11.beta.,16.alpha.,17,21-tetrahydroxypregna-1,4-diene-3,20-dione 16,21-diacetate

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₅H₃₁FO₈
Molecular Weight	478.5 g/mol
XLogP3	1.9
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	6
Exact Mass	478.20029610 g/mol
Monoisotopic Mass	478.20029610 g/mol
Topological Polar Surface Area	127 Å²
Heavy Atom Count	34
Formal Charge	0
Complexity	1020
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

Enzyme Inhibitors

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)