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Chemistry

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Also known as: Cortisol, 50-23-7, Acticort, Cetacort, Cortef, Hydrasson
Molecular Formula
C21H30O5
Molecular Weight
362.5  g/mol
InChI Key
JYGXADMDTFJGBT-VWUMJDOOSA-N
FDA UNII
WI4X0X7BPJ

Hydrocortisone
The main glucocorticoid secreted by the ADRENAL CORTEX. Its synthetic counterpart is used, either as an injection or topically, in the treatment of inflammation, allergy, collagen diseases, asthma, adrenocortical deficiency, shock, and some neoplastic conditions.
Hydrocortisone is a Corticosteroid. The mechanism of action of hydrocortisone is as a Corticosteroid Hormone Receptor Agonist.
1 2D Structure

Hydrocortisone

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-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
2.1.2 InChI
InChI=1S/C21H30O5/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/h9,14-16,18,22,24,26H,3-8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1
2.1.3 InChI Key
JYGXADMDTFJGBT-VWUMJDOOSA-N
2.1.4 Canonical SMILES
CC12CCC(=O)C=C1CCC3C2C(CC4(C3CCC4(C(=O)CO)O)C)O
2.1.5 Isomeric SMILES
C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@]4(C(=O)CO)O)C)O
2.2 Other Identifiers
2.2.1 UNII
WI4X0X7BPJ
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 11 Epicortisol

2. 11-epicortisol

3. Cortef

4. Cortifair

5. Cortisol

6. Cortril

7. Epicortisol

8. Hydrocortisone, (11 Alpha)-isomer

9. Hydrocortisone, (9 Beta,10 Alpha,11 Alpha)-isomer

10. Pregn-4-ene-3,20-dione, 11,17,21-trihydroxy-, (11beta)-

2.3.2 Depositor-Supplied Synonyms

1. Cortisol

2. 50-23-7

3. Acticort

4. Cetacort

5. Cortef

6. Hydrasson

7. Hydrocortisyl

8. Hydrocortone

9. Cobadex

10. Hytone

11. Cortenema

12. Cortril

13. Dermacort

14. Proctocort

15. Hycort

16. Signef

17. 17-hydroxycorticosterone

18. Optef

19. Kendall's Compound F

20. Cort-dome

21. Cortanal

22. Corticreme

23. Cortifan

24. Cortiment

25. Cortispray

26. Cortonema

27. Dermolate

28. Efcorbin

29. Efcortelan

30. Eldecort

31. Ficortril

32. Genacort

33. Hycortol

34. Hycortole

35. Penecort

36. Permicort

37. Tarcortin

38. Traumaide

39. Alacort

40. Cleiton

41. Epicort

42. Dihydrocostisone

43. Hytone Lotion

44. Hidro-colisona

45. Hydro-adreson

46. Scheroson F

47. Incortin-h

48. Reichstein's Substance M

49. Ala-scalp

50. Domolene-hc

51. Epiderm H

52. Esiderm H

53. Otosone-f

54. Polcort H

55. Aeroseb-hc

56. Cortolotion

57. Cortoxide

58. Cremesone

59. Eldercort

60. Heb-cort

61. Maintasone

62. Nutracort

63. Delacort

64. Dioderm

65. Mildison

66. Rectoid

67. Synacort

68. Anflam

69. Hydrocorticosterone

70. Hydroxycortisone

71. H-cort

72. Hydro-colisona

73. Cortisol Alcohol

74. Incortin-hydrogen

75. Ala-cort

76. Barseb Hc

77. Dermocortal

78. Flexicort

79. Texacort

80. Timocort

81. Evacort

82. Komed Hc

83. Hydrocortisone Base

84. Lacticare-hc

85. Texacort Lotion 25

86. Anti-inflammatory Hormone

87. Hydrocortisone Alcohol

88. Algicirtis

89. Aquacort

90. Colocort

91. Cortesal

92. Cortisolonum

93. Hidalone

94. Hytisone

95. Kyypakkaus

96. Lactisona

97. Lubricort

98. Meusicort

99. Milliderm

100. Sanatison

101. Schericur

102. Sigmacort

103. Stiefcorcil

104. Amberin

105. Cutisol

106. Dermil

107. Glycort

108. Uniderm

109. Foille Insetti

110. Gyno-cortisone

111. Balneol-hc

112. Transderma H

113. Basan-corti

114. Clear Aid

115. Cremicort-h

116. Dome-cort

117. Stie-cort

118. Beta-hc

119. Neosporin-h Ear

120. Remederm Hc

121. Aquanil Hc

122. Cortisporin Otico

123. Derm-aid

124. Heb Cort

125. Nogenic Hc

126. Scalpicin Capilar

127. Systral Hydrocort

128. Prevex Hc

129. Cortisporin

130. Efcortelin

131. Fiocortril

132. Hidrocortisona

133. Hydrocortisone Free Alcohol

134. Hydrocortisonum

135. Proctofoam

136. Alphaderm

137. Hydracort

138. Medicort

139. Otocort

140. Zenoxone

141. Drotic

142. Vytone

143. 11beta-hydroxycortisone

144. Nystaform-hc

145. Aeroseb Hc

146. Caldecort Spray

147. Anusol Hc

148. Pediotic Suspension

149. Vosol Hc

150. Idrocortisone

151. 17alpha-hydroxycorticosterone

152. Hydrocortal

153. Hydroskin

154. Otalgine

155. Otobiotic

156. Plenadren

157. Protocort

158. Hysone

159. Racet

160. Ef Corlin

161. 11beta-hydrocortisone

162. Compound F

163. Lacticare Hc

164. Compound F (kendall)

165. 11-beta-hydrocortisone

166. 11-beta-hydroxycortisone

167. Hydrocortisone (cortisol)

168. Chronocort

169. Hydrocort

170. Preparation H Hydrocortisone Cream

171. Neo-cort-dome

172. 11beta,17alpha,21-trihydroxy-4-pregnene-3,20-dione

173. Otic-neo-cort-dome

174. 11beta,17,21-trihydroxypregn-4-ene-3,20-dione

175. Nsc 10483

176. Hc

177. [3h]cortisol

178. Nsc-10483

179. (11beta)-11,17,21-trihydroxypregn-4-ene-3,20-dione

180. Prestwick_265

181. (8s,9s,10r,11s,13s,14s,17r)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1h-cyclopenta[a]phenanthren-3-one

182. 4-pregnene-11beta,17alpha,21-triol-3,20-dione

183. Chebi:17650

184. 11beta,17alpha,21-trihydroxypregn-4-ene-3,20-dione

185. Nsc10483

186. 11.beta.-hydrocortisone

187. Dermaspray

188. Wi4x0x7bpj

189. 11beta,17,21-trihydroxyprogesterone

190. 11.beta.-hydroxycortisone

191. Ophthocort

192. Terra-cortril

193. Mls000069609

194. 17.alpha.-hydroxycorticosterone

195. Pregn-4-ene-3,20-dione, 11,17,21-trihydroxy-, (11.beta.)-

196. Pregn-4-ene-3,20-dione, 11,17,21-trihydroxy-, (11beta)-

197. 4-pregnen-11beta,17alpha,21-triol-3,20-dione

198. Idrocortisone [dcit]

199. Genacort (lotion)

200. Anucort

201. Pregn-4-ene-3,20-dione, 11,17,21-trihydroxy-, (11b)-

202. Prepcort

203. Smr000059022

204. Dsstox_cid_714

205. Hydrocortisonum [inn-latin]

206. Proctozone Hc

207. Scalp-cort

208. Hidrocortisona [inn-spanish]

209. Rectasol-hc

210. Anucort-hc

211. Hydro-rx

212. Dsstox_rid_75753

213. Dsstox_gsid_20714

214. (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-1h-cyclopenta[a]phenanthren-3(2h)-one

215. Hc (hydrocortisone)

216. 11.beta.,17,21-trihydroxypregn-4-ene-3,20-dione

217. Corhydron

218. (11alpha,14beta)-11,17,21-trihydroxypregn-4-ene-3,20-dione

219. Duocort

220. Hydrocortisone In Absorbase

221. Proctosol-hc

222. Hc #1

223. Hc #4

224. Acticort (tn)

225. Colocort (tn)

226. (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}]heptadec-6-en-5-one

227. Smr000653523

228. Cortef (tn)

229. Hytone (tn)

230. Ccris 5854

231. Component Of Otalgine

232. Anusol Hc (tn)

233. Component Of Lubricort

234. Cor-oticin

235. Hsdb 3339

236. Einecs 200-020-1

237. Unii-wi4x0x7bpj

238. Mfcd00011654

239. Component Of Neo-cort-dome

240. Cortizol

241. Efmody

242. Ai3-25006

243. 3h-cortisol

244. 11beta-cortisol

245. Cas-50-23-7

246. 11-hydrocortisone

247. Plenadren (tn)

248. Ncgc00022848-06

249. 11b-hydrocortisone

250. Hydrocortisone [usp:inn:ban:jan]

251. Drotic (salt/mix)

252. 11b-hydroxycortisone

253. Otocort (salt/mix)

254. Pregn-4-ene-3,20-dione, 11beta,17,21-trihydroxy-

255. Otalgine (salt/mix)

256. Hydrocortisone, 98%

257. 11,17,21-trihydroxypregn-4-ene-3,20-dione

258. Alkindi Sprinkle

259. Alphaderm (salt/mix)

260. Hydrocortisone, Topical

261. Otobiotic (salt/mix)

262. 4p6x

263. Cort-quin (salt/mix)

264. Cortisporin (salt/mix)

265. Vosol Hc (salt/mix)

266. 11a-hydroxycorticosterone

267. 17a-hydroxycorticosterone

268. Opera_id_1292

269. Pregn-4-ene-3,20-dione, 11,17,21-trihydroxy-, (11-beta)-

270. Prestwick0_000447

271. Prestwick1_000447

272. Prestwick2_000447

273. Prestwick3_000447

274. Epitope Id:174851

275. Upcmld-dp133

276. Ec 200-020-1

277. H 4001

278. Hydrocortisone [ii]

279. Hydrocortisone [mi]

280. Schembl4148

281. Neo-cort-dome (salt/mix)

282. Hydrocortisone [inn]

283. Hydrocortisone [jan]

284. Lopac0_000594

285. 11alpha-hydroxycorticosterone

286. Bspbio_000494

287. Hydrocortisone [hsdb]

288. Mls001148103

289. Mls002207135

290. Mls002222189

291. Mls002548868

292. Hydrocortisone [vandf]

293. Spbio_002433

294. Hydrocortisone [mart.]

295. Bpbio1_000544

296. Chembl389621

297. Gtpl2868

298. Hydrocortisone [usp-rs]

299. Hydrocortisone [who-dd]

300. Hydrocortisone [who-ip]

301. Pediotic Suspension (salt/mix)

302. Dtxsid7020714

303. Upcmld-dp133:001

304. Bdbm13775

305. Otic-neo-cort-dome (salt/mix)

306. 2v95

307. Hydrocortisone (jp17/usp/inn)

308. Hms1569i16

309. Hms2090m04

310. Hms2096i16

311. Hms2230b18

312. Hms2235f17

313. Hms3259c05

314. Hms3261h10

315. Hms3713i16

316. Hydrocortisone, >=98% (hplc)

317. Vioform-hydrocortisone (salt/mix)

318. 11b,17,21-trihydroxyprogesterone

319. Hydrocortisone [green Book]

320. Bcp09054

321. Hy-n0583

322. Hydrocortisone [orange Book]

323. Tox21_110883

324. Tox21_200815

325. Tox21_500594

326. Hydrocortisone [ep Monograph]

327. Lmst02030001

328. S1696

329. Zinc13540519

330. Hydrocortisone [usp Monograph]

331. Akos001582651

332. Hydrocortisonum [who-ip Latin]

333. Oticair Component Hydrocortisone

334. Otocort Component Hydrocortisone

335. Tox21_110883_1

336. Ccg-204683

337. Db00741

338. Lp00594

339. Nc00456

340. Sdccgsbi-0050576.p003

341. 11.beta.,17,21-trihydroxyprogesterone

342. Cipro Hc Component Hydrocortisone

343. Orlex Hc Component Hydrocortisone

344. Otobione Component Hydrocortisone

345. Pediotic Component Hydrocortisone

346. Pyocidin Component Hydrocortisone

347. Smp1_000156

348. Vosol Hc Component Hydrocortisone

349. Alphaderm Component Hydrocortisone

350. Ncgc00022848-07

351. Ncgc00022848-09

352. Ncgc00022848-10

353. Ncgc00022848-11

354. Ncgc00022848-12

355. Ncgc00022848-13

356. Ncgc00022848-14

357. Ncgc00022848-15

358. Ncgc00022848-17

359. Ncgc00022848-26

360. Ncgc00258369-01

361. Ncgc00261279-01

362. Otobiotic Component Hydrocortisone

363. (1s,10s,11s,15s,17s,2r,14r)-14,17-dihydroxy-14-(2-hydroxyacetyl)-2,15-dimethyl Tetracyclo[8.7.0.0<2,7>.0<11,15>]heptadec-6-en-5-one

364. (8s,9s,10r,11s,13s,14s,17r)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3h-cyclopenta[a]phenanthren-3-one

365. Ac-12902

366. As-11651

367. Bp-20390

368. Hydrocortisone 100 Microg/ml In Methanol

369. Hydrocortisone Component Of Oticair

370. Hydrocortisone Component Of Otocort

371. Nci60_000118

372. Acetasol Hc Component Hydrocortisone

373. Calmurid Hc Component Hydrocortisone

374. Hydrocortisone Component Of Otobione

375. Hydrocortisone Component Of Pediotic

376. Hydrocortisone Component Of Pyocidin

377. 4-pregnene-11alpha,21-triol 3,20-dione

378. Hydrocortisone Component Of Alphaderm

379. Hydrocortisone Component Of Cipro Hc

380. Hydrocortisone Component Of Orlex Hc

381. Hydrocortisone Component Of Otobiotic

382. Hydrocortisone Component Of Vosol Hc

383. B1951

384. Eu-0100594

385. Prednisolone Impurity A [ep Impurity]

386. 4-pregnene-11b,17a,21-triol-3,20-dione

387. Hydrocortisone 100 Microg/ml In Acetonitrile

388. Hydrocortisone Component Of Acetasol Hc

389. Hydrocortisone Component Of Calmurid Hc

390. 50h237

391. C00735

392. D00088

393. U 1851

394. Hydrocortisone, Meets Usp Testing Specifications

395. Pregn-4-ene-3, 11.beta.,17,21-trihydroxy-

396. 11?,17?,21-trihydroxypregn-4-ene-3,20-dione

397. A929789

398. Hydrocortisone, Vetranal(tm), Analytical Standard

399. Q190875

400. Sr-01000000139

401. Q-201211

402. Sr-01000000139-3

403. Brd-k93568044-001-03-1

404. Brd-k93568044-001-11-4

405. Brd-k93568044-001-32-0

406. Hydrocortisone Acetate Impurity A [ep Impurity]

407. Hydrocortisone, Bioreagent, Suitable For Cell Culture

408. 4-pregnen-11.beta.,17.alpha.,21-triol-3,20-dione

409. 4-pregnene-11.beta.,17.alpha.,21-triol-3,20-dione

410. Pregn-4-ene-3,20-dione, 11.beta.,17,21-trihydroxy-

411. Z2786051549

412. (11beta)-11,17,21-trihydroxy-pregn-4-ene-3,20-dione

413. 11.beta.,17.alpha.,21-trihydroxy-4-pregnene-3,20-dione

414. 11.beta.,17.alpha.,21-trihydroxypregn-4-ene-3,20-dione

415. B48448a1-24ba-47ca-8d9e-43e5bc949386

416. Hydrocortisone, British Pharmacopoeia (bp) Assay Standard

417. Pregn-4-ene-3, 11,17,21-trihydroxy-, (11.beta.)-

418. 11,17,21-trihydroxypregn-4-ene-3,20-dione, (11.beta.)-

419. Hydrocortisone Sodium Succinate Impurity A [ep Impurity]

420. Hydrocortisone, European Pharmacopoeia (ep) Reference Standard

421. Hydrocortisone Hydrogen Succinate Impurity A [ep Impurity]

422. Hydrocortisone, United States Pharmacopeia (usp) Reference Standard

423. Hydrocortisone-water Soluble, Bioreagent, Suitable For Cell Culture

424. Hydrocortisone, Gamma-irradiated, Powder, Bioxtra, Suitable For Cell Culture

425. 4-(6-chloro-4-oxoquinazolin-3(4h)-yl)-n-(3-methoxyphenyl)piperidine-1-carboxamide

426. Cortisol Solution, 1.0 Mg/ml In Methanol, Ampule Of 1 Ml, Certified Reference Material

427. Hydrocortisone For Peak Identification, European Pharmacopoeia (ep) Reference Standard

428. Hydrocortisone Solution, 50 Mum, Sterile-filtered, Bioxtra, Suitable For Cell Culture

429. Hydrocortisone, Pharmaceutical Secondary Standard; Certified Reference Material

430. (10r,13s,17r)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1h-cyclopenta[a]phenanthren-3-one

2.3.3 Other Synonyms

1. Efficort

2. Retef

3. Hydrocortisone Aceponate

4. Cortef Fluid

5. Hydrocortisone Cypionate

6. Hidroaltesona

7. Hydrocortone Phosphate

8. Hydrocortisone Phosphate

9. Hydrocortisone Sodium Phosphate

10. Aacicortisol

11. Hydrocortisone Hydrogen Succinate

12. Hydrocortisone Hemisuccinate Hydrate

13. Hydrocortisone Hemisuccinate

14. Hydrocortisone 21-hemisuccinate

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 362.5 g/mol
Molecular Formula C21H30O5
XLogP31.6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Exact Mass362.20932405 g/mol
Monoisotopic Mass362.20932405 g/mol
Topological Polar Surface Area94.8 Ų
Heavy Atom Count26
Formal Charge0
Complexity684
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 36  
Drug NameAcetasol hc
PubMed HealthAcetic Acid/Hydrocortisone (Into the ear)
Drug ClassesAnti-Infective/Anti-Inflammatory Combination
Active IngredientAcetic acid, glacial; hydrocortisone
Dosage FormSolution/drops
RouteOtic
Strength1%; 2%
Market StatusPrescription
CompanyActavis Mid Atlantic

2 of 36  
Drug NameAla-cort
PubMed HealthHydrocortisone
Drug ClassesAnti-Inflammatory, Corticosteroid, Intermediate, Corticosteroid, Weak, Endocrine-Metabolic Agent, Gastrointestinal Agent, Hemorrhoidal Anti-Inflammatory, Hydrocortisone, Immune Suppressant
Active IngredientHydrocortisone
Dosage FormCream
RouteTopical
Strength1%
Market StatusPrescription
CompanyCrown Labs

3 of 36  
Drug NameAla-scalp
PubMed HealthHydrocortisone (On the skin)
Drug ClassesCorticosteroid, Intermediate, Corticosteroid, Weak
Active IngredientHydrocortisone
Dosage FormLotion
RouteTopical
Strength2%
Market StatusPrescription
CompanyCrown Labs

4 of 36  
Drug NameAnusol hc
PubMed HealthHydrocortisone (By mouth)
Drug ClassesAnti-Inflammatory, Endocrine-Metabolic Agent, Immune Suppressant
Active IngredientHydrocortisone
Dosage FormCream
RouteTopical
Strength2.5%
Market StatusPrescription
CompanySalix Pharms

5 of 36  
Drug NameColocort
PubMed HealthHydrocortisone Enema (Rectal)
Drug ClassesAnti-Inflammatory, Gastrointestinal Agent
Drug LabelHydrocortisone is a white to practically white, odorless, crystalline powder, very slightly soluble in water. It has the chemical name Pregn-4-ene-3,20-dione, 11,17,21-trihydroxy-,(11)- and the following structural formula:Colocort is a convenien...
Active IngredientHydrocortisone
Dosage FormEnema
RouteRectal
Strength100mg/60ml
Market StatusPrescription
CompanyPaddock

6 of 36  
Drug NameCortef
PubMed HealthHydrocortisone (Rectal)
Drug ClassesAnti-Inflammatory, Hemorrhoidal Anti-Inflammatory
Drug LabelCORTEF Tablets contain hydrocortisone which is a glucocorticoid. Glucocorticoids are adrenocortical steroids, both naturally occurring and synthetic, which are readily absorbed from the gastrointestinal tract. Hydrocortisone USP is white to practical...
Active IngredientHydrocortisone
Dosage FormTablet
RouteOral
Strength5mg; 10mg; 20mg
Market StatusPrescription
CompanyPharmacia And Upjohn

7 of 36  
Drug NameCortenema
PubMed HealthNeomycin, Polymyxin B, and Hydrocortisone
Drug ClassesAdrenal Glucocorticoid, Aminoglycoside/Corticosteroid Combination, Anti-Infective/Anti-Inflammatory Combination, Neomycin
Drug LabelHydrocortisone is a white to practically white, odorless, crystalline powder, very slightly soluble in water. It has the chemical name Pregn-4-ene-3,20-dione,11,17,21-trihydroxy,(11)-and the following structural formula: CORTENEMA is a convenient...
Active IngredientHydrocortisone
Dosage FormEnema
RouteRectal
Strength100mg/60ml
Market StatusPrescription
CompanyAni Pharms