Dexamethasone Acetate

Synopsis, Chemistry

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Also known as: 1177-87-3, Dexamethasone 21-acetate, Decadronal, Decadron-la, Panasone, Dexamethasone acetate anhydrous

Molecular Formula

C₂₄H₃₁FO₆

Molecular Weight

434.5 g/mol

InChI Key

AKUJBENLRBOFTD-RPRRAYFGSA-N

FDA UNII

K7V8P532WP

Dexamethasone Acetate is the acetate salt form of Dexamethasone, a synthetic adrenal corticosteroid with potent anti-inflammatory properties. In addition to binding to specific nuclear steroid receptors, dexamethasone also interferes with NF-kB activation and apoptotic pathways. This agent lacks the salt-retaining properties of other related adrenal hormones. (NCI04)

1 2D Structure

Dexamethasone Acetate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[2-[(8S,9R,10S,11S,13S,14S,16R,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+/m1/s1

2.1.3 InChI Key

AKUJBENLRBOFTD-RPRRAYFGSA-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

K7V8P532WP

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Dexamethasone Acetate, (6alpha,11beta)-isomer

2. Fortecortin

2.3.2 Depositor-Supplied Synonyms

1. 1177-87-3

2. Dexamethasone 21-acetate

3. Decadronal

4. Decadron-la

5. Panasone

6. Dexamethasone Acetate Anhydrous

7. Fortecortin (crystal Suspension)

8. Dectan

9. Dex-cortidelt Acetate

10. Dexamethasone-21-acetate

11. 21-o-acetyl Dexamethasone

12. Nsc 39471

13. Chebi:4463

14. Nsc-39471

15. Mls000028544

16. Mls001148106

17. K7v8p532wp

18. Dexamethasone Acetate, Anhydrous

19. Chembl1530428

20. 9alpha-fluoro-16alpha-methylprednisolone Acetate

21. 16alpha-methyl-9alpha-fluoroprednisolone 21-acetate

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

23. Smr000058327

24. Dexamethason Acetate

25. Dsstox_cid_2901

26. Dsstox_rid_76780

27. Dsstox_gsid_22901

28. [2-[(8s,9r,10s,11s,13s,14s,16r,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

29. 2-((8s,9r,10s,11s,13s,14s,16r,17r)-9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3h-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl Acetate

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

31. 9.alpha.-fluoro-16.alpha.-methylprednisolone Acetate

32. 16.alpha.-methyl-9.alpha.-fluoroprednisolone 21-acetate

33. 9-fluoro-11.beta.,17,21-trihydroxy-16.alpha.-methylpregna-1,4-diene-3,20-dione 21-acetate

34. Fortecortin (van)

35. Mfcd00027407

36. Unii-k7v8p532wp

37. Dalalone Dp

38. Dalalone La

39. Dexamethasone Acetate, (6alpha,11beta)-isomer

40. Ncgc00016566-01

41. Decadron-l.a.

42. Dexamethasoni Acetas

43. Prestwick_157

44. Cas-1177-87-3

45. Einecs 214-646-8

46. Dexamethasone-acetate

47. Dexamethasone (acetate)

48. Acetic Acid Dexamethasone

49. Decaject-l.a. (tn)

50. Opera_id_1620

51. Prestwick0_000130

52. Prestwick1_000130

53. Prestwick2_000130

54. Prestwick3_000130

55. Bspbio_000180

56. Schembl136861

57. 9alpha-fluoro-16alpha-methylprednisolone-21-acetate

58. Spbio_002119

59. Bpbio1_000198

60. Dexamethasoni Acetas Monohydrate

61. Dtxsid8022901

62. Brd5719

63. Hms1568i22

64. Hms2095i22

65. Hms2233a20

66. Hms3712i22

67. Bcp28591

68. Brd-5719

69. Dexamethasone 21-acetate, >=99%

70. Nsc39471

71. Zinc3882068

72. Tox21_110499

73. Tox21_112928

74. Bdbm50103620

75. Hy-14648a

76. S3124

77. Akos015951406

78. Dexamethasone Acetate [usp-rs]

79. Dexamethasone Acetate [who-dd]

80. Dexamethasone Acetate [who-ip]

81. Tox21_112928_1

82. Ccg-220130

83. Cs-1941

84. Db14649

85. Dexamethasone 21-acetate [mi]

86. 9-fluoro-11-beta,17,21-trihydroxy-16-alpha-methylpregna-1,4-diene-3,20-dione Acetate

87. Ncgc00022662-03

88. Ncgc00022662-05

89. Ncgc00022662-06

90. 2-((2s,10s,11s,15s,17s,1r,13r,14r)-1-fluoro-14,17-dihydroxy-2,13,15-trimethyl- 5-oxotetracyclo[8.7.0.0<2,7>.0<11,15>]heptadeca-3,6-dien-14-yl)-2-oxoethyl Ace Tate

91. As-13327

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

93. Dexamethasone Acetate [ep Monograph]

94. Dexamethasoni Acetas [who-ip Latin]

95. Dexamethasone Acetate [usp Monograph]

96. Dexamethasone Impurity G [ep Impurity]

97. C08174

98. D07796

99. 177d873

100. Sr-01000000099

101. Sr-01000000099-2

102. W-108559

103. Betamethasone Acetate Impurity B [ep Impurity]

104. Brd-k47635719-001-03-9

105. Brd-k47635719-001-21-1

106. Q27106392

107. Dexamethasone 21-acetate 100 Microg/ml In Acetonitrile

108. Dexamethasone 21-acetate 1000 Microg/ml In Acetonitrile

109. Prednisolone, 9.alpha.-fluoro-16.alpha.-methyl-, Acetate

110. Dexamethasone 21-acetate, Vetranal(tm), Analytical Standard

111. Dexamethasone Acetate, European Pharmacopoeia (ep) Reference Standard

112. Dexamethasone Acetate, United States Pharmacopeia (usp) Reference Standard

113. Dexamethasone Acetate, Pharmaceutical Secondary Standard; Certified Reference Material

114. Pregna-1,20-dione, 9-fluoro-11.beta.,17,21-trihydroxy-16.alpha.-methyl-, 21-acetate

115. Pregna-1,20-dione, 9-fluoro-11.beta.,17,21-trihydroxy-16.alpha.-methyl-, Acetate

116. Pregna-1,4-diene-3,20-dione, 9-fluoro-11-beta,17,21-trihydroxy-16-alpha-methyl-, Acetate

117. [2-[(8r,9s,10s,11s,13s,14s,16r,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

118. 9-fluoro-11.beta.,17-dihydroxy-16.alpha.-methyl-3,20-dioxopregna-1,4-dien-21-yl Acetate #

119. Pregna-1,20-dione, 21-(acetyloxy)-9-fluoro-11,17-dihydroxy-16-methyl-, (11.beta.,16.alpha.)-

120. Pregna-1,4-diene-3,20-dione, 9-fluoro-11.beta.,17,21-trihydroxy-16.alpha.-methyl-, Acetate

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

2.4 Create Date

2005-03-26

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