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Chemistry

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Also known as: 50-24-8, Metacortandralone, Hydroretrocortine, Predonine, Delta-cortef, Deltacortril
Molecular Formula
C21H28O5
Molecular Weight
360.4  g/mol
InChI Key
OIGNJSKKLXVSLS-VWUMJDOOSA-N
FDA UNII
9PHQ9Y1OLM

Prednisolone
A glucocorticoid with the general properties of the corticosteroids. It is the drug of choice for all conditions in which routine systemic corticosteroid therapy is indicated, except adrenal deficiency states.
Prednisolone is a Corticosteroid. The mechanism of action of prednisolone is as a Corticosteroid Hormone Receptor Agonist.
1 2D Structure

Prednisolone

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one
2.1.2 InChI
InChI=1S/C21H28O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h5,7,9,14-16,18,22,24,26H,3-4,6,8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1
2.1.3 InChI Key
OIGNJSKKLXVSLS-VWUMJDOOSA-N
2.1.4 Canonical SMILES
CC12CC(C3C(C1CCC2(C(=O)CO)O)CCC4=CC(=O)C=CC34C)O
2.1.5 Isomeric SMILES
C[C@]12C[C@@H]([C@H]3[C@H]([C@@H]1CC[C@@]2(C(=O)CO)O)CCC4=CC(=O)C=C[C@]34C)O
2.2 Other Identifiers
2.2.1 UNII
9PHQ9Y1OLM
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Di Adreson F

2. Di-adreson-f

3. Diadresonf

4. Predate

5. Predonine

2.3.2 Depositor-Supplied Synonyms

1. 50-24-8

2. Metacortandralone

3. Hydroretrocortine

4. Predonine

5. Delta-cortef

6. Deltacortril

7. Meticortelone

8. Deltahydrocortisone

9. Codelcortone

10. Cortalone

11. Prenolone

12. Sterane

13. Hydroretrocortin

14. Meti-derm

15. Prdl

16. Deltacortenol

17. Hydrodeltalone

18. Hydrodeltisone

19. Cotogesic

20. Decaprednil

21. Delcortol

22. Deltisilone

23. Dicortol

24. Donisolone

25. Dydeltrone

26. Erbacort

27. Erbasona

28. Estilsona

29. Fernisolone

30. Hydeltra

31. Hydeltrone

32. Lentosone

33. Paracortol

34. Paracotol

35. Precortancyl

36. Precortilon

37. Precortisyl

38. Prednelan

39. Prednicen

40. Predniliderm

41. Predonin

42. Rolisone

43. Scherisolon

44. Sterolone

45. Cordrol

46. Prednis

47. Prelone

48. Steran

49. Ulacort

50. Fernisolone P

51. Hostacortin H

52. Ultracorten H

53. Ultracortene-h

54. Delta-stab

55. Predne-dome

56. Decortin H

57. Co-hydeltra

58. Eazolin D

59. Di-adreson F

60. Delta F

61. Derpo Pd

62. 1-dehydrohydrocortisone

63. Solone

64. Delta(1)-hydrocortisone

65. Fernisolone-p

66. Delta(1)-dehydrocortisol

67. Delta-ef-cortelan

68. Dexa-cortidelt Hostacortin H

69. 1,2-dehydrohydrocortisone

70. Panafcortelone

71. Prednisolona

72. Prednisolonum

73. Prednisolonum [inn-latin]

74. Prednisolona [inn-spanish]

75. 1,4-pregnadiene-11beta,17alpha,21-triol-3,20-dione

76. (11beta)-11,17,21-trihydroxypregna-1,4-diene-3,20-dione

77. Ultracortene-hydrogen

78. Delta(1)-dehydrohydrocortisone

79. 1,4-pregnadiene-3,20-dione-11beta,17alpha,21-triol

80. 3,20-dioxo-11beta,17alpha,21-trihydroxy-1,4-pregnadiene

81. 11beta,17,21-trihydroxypregna-1,4-diene-3,20-dione

82. K 1557

83. .delta.1-cortisol

84. Nsc-9120

85. Nsc-9900

86. .delta.1-hydrocortisone

87. 9phq9y1olm

88. (8s,9s,10r,11s,13s,14s,17r)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-6h-cyclopenta[a]phenanthren-3-one

89. .delta.1-dehydrocortisol

90. Chembl131

91. Chebi:8378

92. .delta.1-dehydrohydrocortisone

93. 11beta,17alpha,21-trihydroxypregna-1,4-diene-3,20-dione

94. Predniretard

95. Poly-pred

96. .delta.-cortef

97. Neo-delta-cortef

98. .delta.-stab

99. Component Of Ataraxoid

100. Cotolone

101. Pregna-1,4-diene-3,20-dione, 11,17,21-trihydroxy-, (11b)-

102. Dsstox_cid_1184

103. Component Of K-predne-dome

104. Dsstox_rid_75996

105. Dsstox_gsid_21184

106. (1s,2r,10s,11s,14r,15s,17s)-14,17-dihydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-5-one

107. (8s,9s,10r,11s,13s,14s,17r)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3h-cyclopenta[a]phenanthren-3-one

108. Delta(1)-cortisol

109. Deltasolone

110. Klismacort

111. Supercortisol

112. Delta(sup 1)-cortisol

113. Bubbli-pred

114. Delta(sup 1)-hydrocortisone

115. Delta(sup 1)-dehydrocortisol

116. Smr000718761

117. Ccris 980

118. Prednisolone [inn:ban:jan]

119. Hsdb 3385

120. Delta(sup 1)-dehydrohydrocortisone

121. Mls002638110

122. Nsc 9120

123. Pregna-1,20-dione, 11.beta.,17,21-trihydroxy-

124. Einecs 200-021-7

125. Unii-9phq9y1olm

126. Mfcd00003649

127. Predisolone Sodium Phosphate

128. Brn 1354103

129. Prednisolon

130. Preflam

131. Pregna-1,20-dione, 11,17,21-trihydroxy-, (11.beta.)-

132. Cas-50-24-8

133. Pregna-1,4-diene-3,20-dione, 11,17,21-trihydroxy-, (11beta)-

134. Ncgc00094764-01

135. Prednisolone Powder

136. Delta-hydrocortisone

137. Prestwick_404

138. Delta-dehydrocortisol

139. Delta.1-cortisol

140. Aprednislon

141. Equisolon

142. Vetsolone

143. Delta-cortef (tn)

144. 11-beta,17,21-trihydroxypregna-1,4-diene-3,20-dione

145. T-pred (salt/mix)

146. 1,4-pregnadien-11-beta,17-alpha,21-triol-3,20-dione

147. 1,4-pregnadiene-11-beta,17-alpha,21-triol-3,20-dione

148. 1,4-pregnadiene-3,20-dione-11-beta,17-alpha,21-triol

149. Pregna-1,4-diene-3,20-dione, 11beta,17,21-trihydroxy-

150. Prednisolone, >=99%

151. Prestwick0_000274

152. Prestwick1_000274

153. Prestwick2_000274

154. Prestwick3_000274

155. Delta-dehydrohydrocortisone

156. Prednisolone [ep]

157. Prednisolone [mi]

158. (+)-prednisolone

159. Pregna-1,4-diene-3,20-dione, 11,17,21-trihydroxy-, (11.beta.)-

160. Prednisolone [inn]

161. Prednisolone [jan]

162. Ec 200-021-7

163. Prednisolone [hsdb]

164. Schembl3233

165. K-predne-dome (salt/mix)

166. Prednisolone [vandf]

167. Prednisolone Anhydrous

168. .delta.(sup 1)-cortisol

169. Bspbio_000148

170. Prednisolone [mart.]

171. (11alpha)-11,17,21-trihydroxypregna-1,4-diene-3,20-dione

172. 4-08-00-03467 (beilstein Handbook Reference)

173. Mls001304083

174. Mls002154250

175. Mls002207037

176. Mls002548883

177. Prednisolone [usp-rs]

178. Prednisolone [who-dd]

179. Prednisolone [who-ip]

180. Spbio_002367

181. Bpbio1_000164

182. Gtpl2866

183. Dtxsid9021184

184. .delta.(sup 1)-hydrocortisone

185. Bdbm19190

186. Prednisolone (jp17/usp/inn)

187. Nsc9120

188. Nsc9900

189. Prednisolone [green Book]

190. .delta.(sup 1)-dehydrocortisol

191. Hms1568h10

192. Hms2090j05

193. Hms2095h10

194. Hms2230p10

195. Hms3259e09

196. Hms3712h10

197. Prednisolone [orange Book]

198. Prednisolone [ep Monograph]

199. Prednisone Impurity B [ep]

200. Bcp09053

201. Zinc3833821

202. Prednisolone [usp Monograph]

203. Tox21_111327

204. Tox21_201673

205. Tox21_302987

206. Lmst02030179

207. Prednisolonum [who-ip Latin]

208. S1737

209. .delta.(sup 1)-dehydrohydrocortisone

210. Akos015894935

211. Tox21_111327_1

212. Ac-1773

213. Ccg-220274

214. Db00860

215. Nc00473

216. Ncgc00179649-01

217. Ncgc00179649-02

218. Ncgc00179649-03

219. Ncgc00179649-04

220. Ncgc00179649-06

221. Ncgc00256577-01

222. Ncgc00259222-01

223. As-13665

224. Hy-17463

225. Prednisolone 1000 Microg/ml In Methanol

226. Prednisolone (ema Epar: Veterinary)

227. Prednisolone 100 Microg/ml In Acetonitrile

228. P0637

229. En300-53017

230. Prednicarbate Impurity A [ep Impurity]

231. C07369

232. D00472

233. D91990

234. Hydrocortisone Impurity A [ep Impurity]

235. Prednisolone, Vetranal(tm), Analytical Standard

236. 003p649

237. A929791

238. Chloroptic-p S.o.p. Component Prednisolone

239. Methylprednisolone Impurity K [ep Impurity]

240. Sr-01000837502

241. Q-201616

242. Sr-01000837502-2

243. 11b,17,21-trihydroxypregna-1,4-diene-3,20-dione

244. Brd-k98039984-001-03-0

245. Brd-k98039984-001-06-3

246. Prednisolone Acetate Impurity B [ep Impurity]

247. Prednisolone Component Of Chloroptic-p S.o.p.

248. Q11426176

249. 11beta,17,21-trihydroxy-1,4-pregnadiene-3,20-dione

250. Delta-1-cortisol; Prednicarbate Ep Imp A; Supercortisol

251. Prednisolone, British Pharmacopoeia (bp) Assay Standard

252. Z1245633279

253. 11-.beta.,17,21-trihydroxypregna-1,4-diene-3,20-dione

254. 1,4-pregnadien-11-.beta.,17-.alpha.,21-triol-3,20-dione

255. 1,4-pregnadiene-11-.beta.,17-.alpha.,21-triol-3,20-dione

256. 1,4-pregnadiene-3,20-dione-11-.beta.,17-.alpha.,21-triol

257. Prednisolone, European Pharmacopoeia (ep) Reference Standard

258. Pregna-1,4-diene-3,20-dione, 11.beta.,17,21-trihydroxy-

259. 11,17,21-trihydroxypregna-1,4-diene-3,20-dione, (11.beta.)-

260. 11-.beta.,17-.alpha.,21-trihydroxy-1,4-pregnadiene-3,20-dione

261. 11-.beta.,17-.alpha.,21-trihydroxypregna-1,4-diene-3,20-dione

262. 11.beta.,17,21-trihydroxypregna-1,4-diene-3,20-dione

263. 11.beta.,17,21-trihydroxypregna-1,4-diene-3,20-dione.

264. 11.beta.,17.alpha.,21-trihydroxypregna-1,4-diene-3,20-dione

265. Prednisolone, United States Pharmacopeia (usp) Reference Standard

266. Prednisolone For Peak Identification, European Pharmacopoeia (ep) Reference Standard

267. Prednisolone For System Suitability, European Pharmacopoeia (ep) Reference Standard

268. Prednisolone, Pharmaceutical Secondary Standard; Certified Reference Material

269. Pregna-1,4-diene-3,20-dione, 11,17,21-trihydroxy-, (11.beta)-

270. (1s,2r,10s,11s,14r,15s,17s)-14,17-dihydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0;{2,7}.0;{11,15}]heptadeca-3,6-dien-5-one

271. (8s,9s,10r,11s,13s,14s,17r)-11,17-dihydroxy-8,10,13-trimethyl-3-oxo-6,7,9,11,12,14,15,16-octahydrocyclopenta[a]phenanthrene-17-carboxylic Acid;prednisolone

272. 8056-11-9

273. Prednisolone Solution, 100 Mug/ml In Acetonitrile, Ampule Of 1 Ml, Certified Reference Material

274. Tua

2.3.3 Other Synonyms

1. Hydeltra-t.b.a.

2. Prednisolone Tebutate

3. Prednisolone Trimethylacetate

4. Prednisolone Pivalate

5. Sintisone

6. Prednisolone Steaglate

7. Prednisolone Succinate

8. Prednisolone Sodium Succinate

9. Prednisolone Hemisuccinate

10. Prednisolone Hydrogen Succinate

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 360.4 g/mol
Molecular Formula C21H28O5
XLogP31.6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Exact Mass360.19367399 g/mol
Monoisotopic Mass360.19367399 g/mol
Topological Polar Surface Area94.8 Ų
Heavy Atom Count26
Formal Charge0
Complexity724
Isotope Atom Count0
Defined Atom Stereocenter Count7
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 12  
Drug NameBlephamide
PubMed HealthSulfacetamide/Prednisolone (Into the eye)
Drug ClassesSulfonamide/Corticosteroid Combination
Active Ingredientsulfacetamide sodium; Prednisolone acetate
Dosage FormSuspension
RouteOphthalmic
Strength0.2%; 10%
Market StatusPrescription
CompanyAllergan

2 of 12  
Drug NameOrapred
PubMed HealthPrednisolone (By mouth)
Drug ClassesEndocrine-Metabolic Agent, Immune Suppreant
Active IngredientPrednisolone sodium phosphate
Dosage FormSolution
RouteOral
Strengtheq 15mg base/5ml
Market StatusPrescription
CompanyConcordia Pharms

3 of 12  
Drug NamePediapred
PubMed HealthPrednisolone
Drug ClassesEndocrine-Metabolic Agent, Immune Suppreant, Ophthalmologic Agent
Active IngredientPrednisolone sodium phosphate
Dosage FormSolution
RouteOral
Strengtheq 5mg base/5ml
Market StatusPrescription
CompanySeton Pharm

4 of 12  
Drug NamePred-g
Active Ingredientprednisolone acetate; Gentamicin sulfate
Dosage FormOintment; Suspension/drops
RouteOphthalmic
Strength1%; 0.6%; eq 0.3% base
Market StatusPrescription
CompanyAllergan

5 of 12  
Drug NamePrednisolone
Drug LabelDESCRIPTIONPrednisolone Oral Solution contains prednisolone which is a glucocorticoid. Glucocorticoids are adrenocortical steroids, both naturally occurring and synthetic, which are readily absorbed from the gastrointestinal tract. Prednisolone is a...
Active IngredientPrednisolone
Dosage FormTablet; Syrup
RouteOral
Strength15mg/5ml; 5mg
Market StatusPrescription
CompanyWockhardt; Alpharma; Pharm Aoc; Watson Labs; Hi Tech Pharma; Vintage

6 of 12  
Drug NamePrelone
Active IngredientPrednisolone
Dosage FormSyrup
RouteOral
Strength15mg/5ml
Market StatusPrescription
CompanyTeva

7 of 12  
Drug NameBlephamide
PubMed HealthSulfacetamide/Prednisolone (Into the eye)
Drug ClassesSulfonamide/Corticosteroid Combination
Active Ingredientsulfacetamide sodium; Prednisolone acetate
Dosage FormSuspension
RouteOphthalmic
Strength0.2%; 10%
Market StatusPrescription
CompanyAllergan

8 of 12  
Drug NameOrapred
PubMed HealthPrednisolone (By mouth)
Drug ClassesEndocrine-Metabolic Agent, Immune Suppreant
Active IngredientPrednisolone sodium phosphate
Dosage FormSolution
RouteOral
Strengtheq 15mg base/5ml
Market StatusPrescription
CompanyConcordia Pharms

9 of 12  
Drug NamePediapred
PubMed HealthPrednisolone
Drug ClassesEndocrine-Metabolic Agent, Immune Suppreant, Ophthalmologic Agent
Active IngredientPrednisolone sodium phosphate
Dosage FormSolution
RouteOral
Strengtheq 5mg base/5ml
Market StatusPrescription
CompanySeton Pharm

10 of 12  
Drug NamePred-g
Active Ingredientprednisolone acetate; Gentamicin sulfate
Dosage FormOintment; Suspension/drops
RouteOphthalmic
Strength1%; 0.6%; eq 0.3% base
Market StatusPrescription
CompanyAllergan