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Also known as: 50-22-6, 17-deoxycortisol, Kendall's compound b, Reichstein's substance h, Corticosteron, 11beta,21-dihydroxyprogesterone

Molecular Formula

C₂₁H₃₀O₄

Molecular Weight

346.5 g/mol

InChI Key

OMFXVFTZEKFJBZ-HJTSIMOOSA-N

FDA UNII

W980KJ009P

An adrenocortical steroid that has modest but significant activities as a mineralocorticoid and a glucocorticoid. (From Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed, p1437)

1 2D Structure

Corticosterone

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(8S,9S,10R,11S,13S,14S,17S)-11-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

2.1.2 InChI

InChI=1S/C21H30O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h9,14-17,19,22,24H,3-8,10-11H2,1-2H3/t14-,15-,16+,17-,19+,20-,21-/m0/s1

2.1.3 InChI Key

OMFXVFTZEKFJBZ-HJTSIMOOSA-N

2.1.4 Canonical SMILES

CC12CCC(=O)C=C1CCC3C2C(CC4(C3CCC4C(=O)CO)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@@H]4C(=O)CO)C)O

2.2 Other Identifiers

2.2.1 UNII

W980KJ009P

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 50-22-6

2. 17-deoxycortisol

3. Kendall's Compound B

4. Reichstein's Substance H

5. Corticosteron

6. 11beta,21-dihydroxyprogesterone

7. Compound B

8. Reichstein's B

9. (11beta)-11,21-dihydroxypregn-4-ene-3,20-dione

10. 11-hydroxycorticoaldosterone

11. 11beta,21-dihydroxy-4-pregnene-3,20-dione

12. 4-pregnene-11beta,21-diol-3,20-dione

13. 11,21-dihydroxyprogesterone

14. 11beta,21-dihydroxypregn-4-ene-3,20-dione

15. Nsc-9705

16. 11-beta,21-dihydroxypregn-3,20-dione

17. Chebi:16827

18. Nsc9705

19. 4-pregnene-11-beta,21-diol-3,20-dione

20. Pregn-4-ene-3,20-dione, 11,21-dihydroxy-, (11beta)-

21. Pregn-4-ene-3,20-dione, 11beta,21-dihydroxy-

22. Pregn-4-ene-3,20-dione, 11-beta,21-dihydroxy-

23. (11-beta)-11,21-dihydroxypregn-4-ene-3,20-dione

24. Mls000028536

25. Chembl110739

26. (8s,9s,10r,11s,13s,14s,17s)-11-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

27. W980kj009p

28. 11.beta.,21-dihydroxyprogesterone

29. Pregn-4-ene-3,20-dione, 11,21-dihydroxy-, (11b)-

30. Ncgc00022472-05

31. Smr000058318

32. 4-pregnene-11.beta.,21-diol-3,20-dione

33. Dsstox_cid_2474

34. Corticosterone 100 Microg/ml In Acetonitrile

35. Dsstox_rid_76598

36. Dsstox_gsid_22474

37. (11.beta.)-11,21-dihydroxypregn-4-ene-3,20-dione

38. (8s,9s,10r,11s,13s,14s,17s)-11-hydroxy-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

39. 11,12-dihydroxyprogesterone

40. Ccris 6753

41. 11-beta,21-dihydroxyprogesterone

42. Compound B Nach Kendall

43. Sr-01000075748

44. Nsc 9705

45. Einecs 200-019-6

46. Substanz H Nach Reichstein

47. Brn 2339601

48. Cortico

49. Unii-w980kj009p

50. Compd B

51. Cas-50-22-6

52. Prestwick_672

53. 11beta,21-dihydroxy-4-prenene-3,20-dione

54. Corticosterone Solution

55. 21-dihydroxyprogesterone

56. (11-beta)-11,21-dihydroxy-pregn-4-ene-3,20-dione

57. Opera_id_1519

58. Prestwick0_000432

59. Prestwick1_000432

60. Prestwick2_000432

61. Prestwick3_000432

62. Corticosterone, >=92%

63. 11-.beta.,20-dione

64. Bmse000669

65. Epitope Id:152207

66. Corticosterone [mi]

67. Bidd:pxr0063

68. Lopac0_000220

69. Schembl22612

70. Bspbio_000444

71. 4-pregnene-11 Corticosteron

72. Mls001074095

73. Mls001424305

74. Pregn-4-ene-3,20-dione, 11,21-dihydroxy-, (11.beta.)-

75. 11b,21-dihydroxyprogesterone

76. Bidd:er0495

77. Spbio_002383

78. Bpbio1_000490

79. Gtpl2869

80. Dtxsid6022474

81. Corticosterone, Brn 2339601

82. 4-pregnene-11.beta.,20-dione

83. Hms1569g06

84. Hms2052g21

85. Hms2090a08

86. Hms2096g06

87. Hms2231f16

88. Hms3260l21

89. Hms3713g06

90. Hms3885h22

91. Amy22288

92. Hy-b1618

93. Tox21_110879

94. Tox21_201366

95. Tox21_303642

96. Tox21_500220

97. Bdbm50170653

98. Cmc_13412

99. Hsci1_000383

100. Lmst02030186

101. S4752

102. Stl564760

103. Zinc13513592

104. Corticosterone, >=98.5% (hplc)

105. Akos016008541

106. Tox21_110879_1

107. 11-b,21-dihydroxypregn-3,20-dione

108. Ccg-101146

109. Cs-5105

110. Db04652

111. Lp00220

112. Nc00396

113. Sdccgsbi-0050208.p002

114. Smp1_000079

115. Ncgc00022472-06

116. Ncgc00022472-07

117. Ncgc00022472-08

118. Ncgc00022472-10

119. Ncgc00022472-17

120. Ncgc00091029-01

121. Ncgc00256539-01

122. Ncgc00258918-01

123. Ncgc00260905-01

124. 11

125. A

126. As-75743

127. 11,21-dihydroxypregn-4-ene-3,20-dione

128. 11-.beta.,21-dihydroxypregn-3,20-dione

129. 11b,21-dihydroxy-4-pregnene-3,20-dione

130. Pregn-4-ene-3, 11.beta.,21-dihydroxy-

131. 4-pregnen-11.beta.,21-diol-3,20-dione

132. B7469

133. Eu-0100220

134. C 2505

135. C02140

136. D94656

137. Preg-4-ene-3,20-dione,11-b,21-dihydroxy-

138. 11.beta.,21-dihydroxypregn-4-ene-3,20-dione

139. Corticosterone, Vetranal(tm), Analytical Standard

140. Q422543

141. Sr-01000000082

142. (11?)-11,21-dihydroxypregn-4-ene-3,20-dione

143. Pregn-4-ene-3,20-dione, 11.beta.,21-dihydroxy-

144. Sr-01000000082-3

145. Sr-01000075748-1

146. Sr-01000075748-4

147. W-105977

148. Wln: L E5 B666 Ov Mutj A1 Cq E1 Fv1q

149. (11beta)-11,21-dihydroxypregn-4-ene-3,2 0-dione

150. Brd-k73589401-001-04-6

151. Pregn-4-ene-3, 11,21-dihydroxy-, (11.beta.)-

152. (9beta,11alpha)-11,21-dihydroxypregn-4-ene-3,20-dione

153. 11,21-dihydroxypregn-4-ene-3,20-dione, (11.beta.)- #

154. 4793eb71-d789-498e-b641-c5c1c377b9ff

155. 17-deoxycortisol;11

156. A,21-dihydroxyprogesterone;kendalls Compound B

157. Pregn-4-ene-3,20-dione, 11,21-dihydroxy-, (11-beta)- (9ci)

158. Kendall's Compound B; 4-pregnene-11beta,21-diol-3,20-dione; Reichstein's Substance H

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

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₃₀O₄
Molecular Weight	346.5 g/mol
XLogP3	1.9
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	2
Exact Mass	346.21440943 g/mol
Monoisotopic Mass	346.21440943 g/mol
Topological Polar Surface Area	74.6 Å²
Heavy Atom Count	25
Formal Charge	0
Complexity	638
Isotope Atom Count	0
Defined Atom Stereocenter Count	7
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-Inflammatory Agents

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

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