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Betamethasone Valerate
Also known as: Betamethasone 17-valerate, 2152-44-5, Betnovate, Betaderm, Luxiq, Beta-val
Molecular Formula
C27H37FO6
Molecular Weight
476.6  g/mol
InChI Key
SNHRLVCMMWUAJD-SUYDQAKGSA-N
FDA UNII
9IFA5XM7R2

The 17-valerate derivative of BETAMETHASONE. It has substantial topical anti-inflammatory activity and relatively low systemic anti-inflammatory activity.
1 2D Structure

Betamethasone Valerate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(8S,9R,10S,11S,13S,14S,16S,17R)-9-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] pentanoate
2.1.2 InChI
InChI=1S/C27H37FO6/c1-5-6-7-23(33)34-27(22(32)15-29)16(2)12-20-19-9-8-17-13-18(30)10-11-24(17,3)26(19,28)21(31)14-25(20,27)4/h10-11,13,16,19-21,29,31H,5-9,12,14-15H2,1-4H3/t16-,19-,20-,21-,24-,25-,26-,27-/m0/s1
2.1.3 InChI Key
SNHRLVCMMWUAJD-SUYDQAKGSA-N
2.1.4 Canonical SMILES
CCCCC(=O)OC1(C(CC2C1(CC(C3(C2CCC4=CC(=O)C=CC43C)F)O)C)C)C(=O)CO
2.1.5 Isomeric SMILES
CCCCC(=O)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)C)C(=O)CO
2.2 Other Identifiers
2.2.1 UNII
9IFA5XM7R2
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 17-valerate, Betamethasone

2. Betamethasone 17 Valerate

3. Betamethasone 17-valerate

4. Betnovate

5. Flubenisolonvalerate

6. Valerate, Betamethasone

2.3.2 Depositor-Supplied Synonyms

1. Betamethasone 17-valerate

2. 2152-44-5

3. Betnovate

4. Betaderm

5. Luxiq

6. Beta-val

7. Betatrex

8. Tokuderm

9. Valnac

10. Betamethasone-17-valerate

11. Celestoderm

12. Bedermin

13. Bextasol

14. Stanoval

15. Rinderon V

16. Dermovaleas

17. Betneval

18. Dermosol

19. Beta-methasone 17-valerate

20. Ecoval 70

21. Betamethasone 17a-valerate

22. Betamethasone (as Valerate)

23. 9ifa5xm7r2

24. Chebi:31277

25. Betamethasone Valerate (betnovate)

26. Nsc-755912

27. [(8s,9r,10s,11s,13s,14s,16s,17r)-9-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] Pentanoate

28. Betnovateat

29. Celeston Valerate

30. 9-fluoro-11.beta.,17,21-trihydroxy-16.beta.-methylpregna-1,4-diene-3,20-dione 17-valerate

31. 9-fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione-17-valerate

32. 9-fluoro-11beta,21-dihydroxy-16beta-methyl-3,20-dioxopregna-1,4-dien-17-yl Pentanoate

33. 9-fluoro-11beta,21-dihydroxy-16beta-methyl-3,20-dioxopregna-1,4-dien-17-yl Valerate

34. Topagen (veterinary)

35. Gentocin (veterinary)

36. Betamethasone Valerate (betamethasone 17-valerate)

37. Bettamousse

38. Betaval

39. Fuciderm

40. Betoid

41. Celestoderm V

42. Celestoderm-v

43. Betnesol V

44. Betnesol-v

45. Celestan V

46. Celestan-v

47. Celestane V

48. Ncgc00274064-01

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

50. Pregna-1,4-diene-3,20-dione, 9-fluoro-11,21-dihydroxy-16-methyl-17-[(1-oxopentyl)oxy]-, (11.beta.,16.beta.)-

51. Einecs 218-439-3

52. Betamethasoni Valeras

53. Rinderon-v (tn)

54. Betamethasone-valerate

55. Luxiq (tn)

56. Topagen (salt/mix)

57. Beta-val (tn)

58. Betatrex (salt/mix)

59. Gentocin (salt/mix)

60. Chlorophytum Borivilanum

61. Betamethason-17-valerate

62. Dsstox_cid_2673

63. Unii-9ifa5xm7r2

64. Schembl7270

65. Chembl1497

66. Dsstox_rid_76684

67. Dsstox_gsid_22673

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

69. Betamethasone 17alpha-valerate

70. Dtxsid7022673

71. Hy-b0727

72. Zinc3882052

73. Betamethasone Valerate (jp17/usp)

74. Betamethasone Valerate [jan]

75. Tox21_302288

76. Betamethasone Valerate [usan]

77. S1690

78. Betamethasone Valerate [vandf]

79. Akos015994704

80. Betamethasone Valerate [mart.]

81. Betamethasone Valerate [usp-rs]

82. Betamethasone Valerate [who-dd]

83. Betamethasone Valerate [who-ip]

84. Ccg-269509

85. Ks-1198

86. Nsc 755912

87. 9-fluoro-11-beta,17,21-trihydroxy-16-beta-methylpregna-1,4-diene-3,20-dione-17-valerate

88. 9-fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione 17-valerate

89. Betamethasone 17-valerate [mi]

90. Betamethasone Valerate [usan:usp:jan]

91. Ncgc00255185-01

92. (11beta,16beta)-9-fluoro-11,21-dihydroxy-16-methyl-3,20-dioxopregna-1,4-dien-17-yl Pentanoate

93. (2s,10s,11s,13s,15s,17s,1r,14r)-1-fluoro-17-hydroxy-14-(2-hydroxyacetyl)-2,13, 15-trimethyl-5-oxotetracyclo[8.7.0.0<2,7>.0<11,15>]heptadeca-3,6-dien-14-yl Pe Ntanoate

94. Betamethasone Valerate [green Book]

95. Cas-2152-44-5

96. Betamethasone Valerate [orange Book]

97. Betamethasone Valerate [ep Monograph]

98. Betamethasone Valerate For System Suitability

99. Betamethasoni Valeras [who-ip Latin]

100. Cs-0009628

101. Betamethasone Valerate [usp Monograph]

102. D01357

103. Ab01274710-01

104. Ab01274710_02

105. 152m445

106. A815447

107. Q6445931

108. Betamethasone 17a-valerate 100 Microg/ml In Methanol

109. Brd-k34032314-001-04-1

110. (11.beta.,16.beta.)-9.alpha.-fluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione 17.alpha.-valerate

111. (8s,9r,10s,11s,13s,14s,16s,17r)-9-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-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 Pentanoate

112. 9-fluoro-11.beta.,21-dihydroxy-16.beta.-methyl-3,20-dioxopregna-1,4-dien-17-yl Pentanoate #

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 476.6 g/mol
Molecular Formula C27H37FO6
XLogP33.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count7
Exact Mass476.25741706 g/mol
Monoisotopic Mass476.25741706 g/mol
Topological Polar Surface Area101 Ų
Heavy Atom Count34
Formal Charge0
Complexity957
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameBetamethasone valerate
PubMed HealthBetamethasone Valerate (On the skin)
Drug ClassesCorticosteroid, Intermediate
Drug LabelLuxq Foam contains betamethasone valerate, USP, a synthetic corticosteroid, for topical dermatologic use. The corticosteroids constitute a class of primarily synthetic steroids used topically as anti-inflammatory agents.Betamethasone valerate is 9-...
Active IngredientBetamethasone valerate
Dosage FormLotion; Ointment; Cream; Aerosol, foam
RouteTopical
Strength0.12%; eq 0.1% base
Market StatusPrescription
CompanySti Pharma; Actavis Mid Atlantic; Perrigo; Fougera

2 of 2  
Drug NameBetamethasone valerate
PubMed HealthBetamethasone Valerate (On the skin)
Drug ClassesCorticosteroid, Intermediate
Drug LabelLuxq Foam contains betamethasone valerate, USP, a synthetic corticosteroid, for topical dermatologic use. The corticosteroids constitute a class of primarily synthetic steroids used topically as anti-inflammatory agents.Betamethasone valerate is 9-...
Active IngredientBetamethasone valerate
Dosage FormLotion; Ointment; Cream; Aerosol, foam
RouteTopical
Strength0.12%; eq 0.1% base
Market StatusPrescription
CompanySti Pharma; Actavis Mid Atlantic; Perrigo; Fougera

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anti-Inflammatory Agents

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


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.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Corticosteroid [EPC]; Corticosteroid Hormone Receptor Agonists [MoA]
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  • CREAM;TOPICAL - EQ 0.1% BASE
  • OINTMENT;TOPICAL - EQ 0.1% BASE
  • LOTION;TOPICAL - EQ 0.1% BASE
  • AEROSOL, FOAM;TOPICAL - 0.12%
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