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Synopsis

Chemistry

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Also known as: Pulmicort, Entocort, Rhinocort, 51333-22-3, Preferid, Rhinocort aqua
Molecular Formula
C25H34O6
Molecular Weight
430.5  g/mol
InChI Key
VOVIALXJUBGFJZ-KWVAZRHASA-N
FDA UNII
Q3OKS62Q6X

Budesonide
A glucocorticoid used in the management of ASTHMA, the treatment of various skin disorders, and allergic RHINITIS.
Budesonide is a Corticosteroid. The mechanism of action of budesonide is as a Corticosteroid Hormone Receptor Agonist.
1 2D Structure

Budesonide

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(1S,2S,4R,8S,9S,11S,12S,13R)-11-hydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-6-propyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one
2.1.2 InChI
InChI=1S/C25H34O6/c1-4-5-21-30-20-11-17-16-7-6-14-10-15(27)8-9-23(14,2)22(16)18(28)12-24(17,3)25(20,31-21)19(29)13-26/h8-10,16-18,20-22,26,28H,4-7,11-13H2,1-3H3/t16-,17-,18-,20+,21?,22+,23-,24-,25+/m0/s1
2.1.3 InChI Key
VOVIALXJUBGFJZ-KWVAZRHASA-N
2.1.4 Canonical SMILES
CCCC1OC2CC3C4CCC5=CC(=O)C=CC5(C4C(CC3(C2(O1)C(=O)CO)C)O)C
2.1.5 Isomeric SMILES
CCCC1O[C@@H]2C[C@H]3[C@@H]4CCC5=CC(=O)C=C[C@@]5([C@H]4[C@H](C[C@@]3([C@@]2(O1)C(=O)CO)C)O)C
2.2 Other Identifiers
2.2.1 UNII
Q3OKS62Q6X
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Budesonide, (r)-isomer

2. Budesonide, (s)-isomer

3. Horacort

4. Pulmicort

5. Rhinocort

6. Tarpeyo

2.3.2 Depositor-Supplied Synonyms

1. Pulmicort

2. Entocort

3. Rhinocort

4. 51333-22-3

5. Preferid

6. Rhinocort Aqua

7. Entocort Ec

8. Uceris

9. Pulmicort Respules

10. Respules

11. Budeson

12. Pulmicort Flexhaler

13. Cortivent

14. Micronyl

15. Spirocort

16. Bidien

17. S-1320

18. Map-0010

19. Chebi:3207

20. Q3oks62q6x

21. 51372-29-3

22. Mls000028507

23. Budesonide Mmx

24. Budesonidum

25. Rhinocort Alpha

26. Map0010

27. R01ad05

28. (11beta,16alpha)-16,17-(butylidenebis(oxy))-11,21-dihydroxypregna-1,4-diene-3,20-dione

29. 16a(r),17-(butylidenebis(oxy))-11b,21-dihydroxypregna-1,4-diene-3,20-dione

30. Nsc-757788

31. Budenofalk

32. Budesonido

33. Smr000058337

34. Budecort Inhaler

35. Budesonidum [inn-latin]

36. Budesonido [inn-spanish]

37. (r)-budesonide

38. Inflammide

39. Budiair

40. Miflonide

41. Pulmaxan

42. Fvolir

43. 16,17-butylidenebis(oxy)-11,21-dihydroxypregna-1,4-diene-3,20-dione

44. Budesonide [usan:inn:ban:jan]

45. Rhinocort Allergy

46. Pulmaxan Turbohaler

47. Pulmicort (tn)

48. Pulmicort Topinasal

49. Rhinocort (tn)

50. Pulmicort Turbuhaler

51. Budesonide Easyhaler

52. S 1320

53. Ccris 5230

54. Entocort Ec (tn)

55. Sr-01000000101

56. Einecs 257-139-7

57. Mfcd00083259

58. Unii-q3oks62q6x

59. Jorveza

60. Eltair

61. Ultesa

62. Noex

63. Giona Easyhaler

64. 16?,17-[(1rs)-butylidenebis(oxy)]-11?,21-dihydroxypregna-1,4-diene-3,20-dione

65. Pregna-1,4-diene-3,20-dione, 16,17-[butylidenebis(oxy)]-11,21-dihydroxy-, (11.beta.,16.alpha.)-

66. Prestwick_840

67. Uceris (tn)

68. Ortikos

69. (11-beta,16-alpha)-16,17-(butylidenebis(oxy))-11,21-dihydroxypregna-1,4-diene-3,20-dione

70. 16-alpha,17-alpha-butylidenedioxy-11-beta,21-dihydroxy-1,4-pregnadiene-3,20-dione

71. (rs)-11beta,16alpha,17,21-tetrahydroxypregna-1,4-diene-3,20-dione Cyclic 16,17-acetal With Butyraldehyde

72. Budesonide, >=99%

73. Budesonide [mi]

74. Budesonide [inn]

75. Budesonide [jan]

76. Opera_id_1696

77. Prestwick0_000518

78. Prestwick1_000518

79. Prestwick2_000518

80. Prestwick3_000518

81. Budesonide [usan]

82. Budesonide [vandf]

83. Epitope Id:161750

84. B 7777

85. Schembl4096

86. (+)-16alpha,17alpha-butylidenedioxy-11beta,21-dihydroxy-1,4-pregnadiene-3,20-dione

87. Budesonide [usp-rs]

88. Budesonide [who-dd]

89. Chembl1370

90. Pregna-1,4-diene-3,20-dione,16,17-(butylidenebis(oxy))-11,21-dihydroxy-, (11beta,16alpha)-

91. Lopac0_000174

92. Bspbio_000475

93. Budesonide (jan/usp/inn)

94. Mls001077323

95. Mls002207112

96. Spbio_002396

97. Bpbio1_000523

98. Gtpl7434

99. Budesonide [orange Book]

100. Dtxsid8020202

101. Hsdb 8279

102. Budesonide [ep Monograph]

103. Uceris Component Budesonide

104. Budesonide [usp Monograph]

105. Hms1569h17

106. Hms2096h17

107. Hms2232d17

108. Hms3259h07

109. Hms3260d09

110. Hms3413b08

111. Hms3413p17

112. Hms3677b08

113. Hms3677p17

114. Hms3713h17

115. Breztri Component Budesonide

116. (rs)-11.beta.,16.alpha.,17,21-tetrahydroxypregna-1,4-diene-3,20-dione Cyclic 16,17-acetal With Butyraldehyde

117. 5-hydroxy-6b-(hydroxyacetyl)-4a,6a-dimethyl-8-propyl-4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-dodecahydro-2h-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-2-one

118. Act03247

119. Bcp05589

120. Eohilia (budesonide Oral Suspension)

121. Tox21_500174

122. Bdbm50354850

123. Symbicort Component Budesonide

124. Budesonide Component Of Uceris

125. Akos015969655

126. Budesonide Component Of Breztri

127. Ac-4697

128. Ccg-204269

129. Cs-2063

130. Db01222

131. Ks-1162

132. Lp00174

133. Nc00626

134. Nsc 757788

135. Sdccgsbi-0050162.p002

136. 11beta,21-dihydroxy-16alpha,17alpha-(butane-1,1-diyldioxy)pregna-1,4-diene-3,20-dione

137. Budesonide Component Of Symbicort

138. Ncgc00021318-05

139. Ncgc00021318-06

140. Ncgc00021318-08

141. Ncgc00021318-18

142. Ncgc00089747-04

143. Ncgc00260859-01

144. Bb164267

145. Budesonide 100 Microg/ml In Acetonitrile

146. Cpd000058337

147. Hy-13580

148. Pregna-1,4-diene-3,20-dione, 16,17-(butylidenebis(oxy))-11,21-dihydroxy-, (11-beta,16-alpha)-

149. Pregna-1,4-diene-3,20-dione, 16,17-butylidenebis(oxy)-11,21-dihydroxy-, (11beta,16alpha(r))-, And 16alpha,17-((s)-butylidenebis(oxy))-11beta,21-dihydroxypregna-1,4-diene-3,20-dione

150. B3909

151. Budesonide 100 Microg/ml In Methanol/water

152. Eu-0100174

153. D00246

154. T70986

155. 333b223

156. Q422212

157. J-504150

158. Q-101375

159. Sr-01000000101-2

160. Sr-01000000101-6

161. Brd-a34299591-001-03-4

162. Budesonide, European Pharmacopoeia (ep) Reference Standard

163. Budesonide, United States Pharmacopeia (usp) Reference Standard

164. Budesonide, Pharmaceutical Secondary Standard; Certified Reference Material

165. (11?,16?)-16,17-[butylidenebis(oxy)]-11,21-dihydroxypregna-1,4-diene-3,20-dione

166. (1s,2s,4r,8s,9s,11s,12s,13r)-11-hydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-6-propyl-5,7-dioxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosa-14,17-dien-16-one

167. (4ar,4bs,5s,6as,6bs,9ar,10as,10bs)-6b-glycoloyl-5-hydroxy-4a,6a-dimethyl-8-propyl-4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-dodecahydro-2h-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-2-one

168. (6ar,6bs,7s,8as,8bs,11ar,12as,12bs)-7-hydroxy-8b-(2-hydroxyacetyl)-6a,8a-dimethyl-10-propyl-1,2,6a,6b,7,8,8a,8b,11a,12,12a,12b-dodecahydro-4h-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-4-one

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 430.5 g/mol
Molecular Formula C25H34O6
XLogP32.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count4
Exact Mass430.23553880 g/mol
Monoisotopic Mass430.23553880 g/mol
Topological Polar Surface Area93.1 Ų
Heavy Atom Count31
Formal Charge0
Complexity862
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Information
1 of 14  
Drug NameBudesonide
Drug LabelBudesonide, the active ingredient of ENTOCORT EC capsules, is a synthetic corticosteroid. It is designated chemically as (RS)-11, 16, 17,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16,17-acetal with butyraldehyde. Budesonide is provided a...
Active IngredientBudesonide
Dosage FormSpray, metered; Capsule; Solution; Suspension
RouteNasal; Inhalation; Topical foam; Oral
Strength0.032mg/inh; 1mg/2ml; 0.5mg/2ml; 2mg; 3mg; 0.25mg/2ml
Market StatusTentative Approval; Prescription
CompanyWatson Labs; Barr Labs Div Teva; Teva Pharms; Apotex; Salix Pharms; Sandoz; Mylan

2 of 14  
Drug NameEntocort ec
PubMed HealthBudesonide
Drug ClassesAnti-Inflammatory, Endocrine-Metabolic Agent, Gastrointestinal Agent
Drug LabelBudesonide, the active ingredient of ENTOCORT EC capsules, is a synthetic corticosteroid. It is designated chemically as (RS)-11, 16, 17,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16,17-acetal with butyraldehyde. Budesonide is provided a...
Active IngredientBudesonide
Dosage FormCapsule
RouteOral
Strength3mg
Market StatusPrescription
CompanyAstrazeneca

3 of 14  
Drug NamePulmicort flexhaler
PubMed HealthBudesonide
Drug ClassesAnti-Inflammatory, Endocrine-Metabolic Agent, Gastrointestinal Agent
Drug LabelBudesonide, the active component of PULMICORT FLEXHALER, is a corticosteroid design