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Also known as: Cortexolone, 11-deoxycortisol, 152-58-9, Reichstein's substance s, 11-desoxycortisol, 11-deoxyhydrocortisone

Molecular Formula

C₂₁H₃₀O₄

Molecular Weight

346.5 g/mol

InChI Key

WHBHBVVOGNECLV-OBQKJFGGSA-N

FDA UNII

WDT5SLP0HQ

17,21-Dihydroxypregn-4-ene-3,20-dione. A 17-hydroxycorticosteroid with glucocorticoid and anti-inflammatory activities.

1 2D Structure

Cortodoxone

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(8R,9S,10R,13S,14S,17R)-17-hydroxy-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/C21H30O4/c1-19-8-5-14(23)11-13(19)3-4-15-16(19)6-9-20(2)17(15)7-10-21(20,25)18(24)12-22/h11,15-17,22,25H,3-10,12H2,1-2H3/t15-,16+,17+,19+,20+,21+/m1/s1

2.1.3 InChI Key

WHBHBVVOGNECLV-OBQKJFGGSA-N

2.1.4 Canonical SMILES

CC12CCC(=O)C=C1CCC3C2CCC4(C3CCC4(C(=O)CO)O)C

2.1.5 Isomeric SMILES

C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@]4(C(=O)CO)O)C

2.2 Other Identifiers

2.2.1 UNII

WDT5SLP0HQ

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 11 Deoxycortisol

2. 11 Desoxycortisol

3. 11 Desoxycortisone

4. 11-deoxycortisol

5. 11-desoxycortisol

6. 11-desoxycortisone

7. Cortexolone

8. Reichstein Substance S

9. Reichstein's Substance S

10. Reichsteins Substance S

11. Substance S, Reichstein's

2.3.2 Depositor-Supplied Synonyms

1. Cortexolone

2. 11-deoxycortisol

3. 152-58-9

4. Reichstein's Substance S

5. 11-desoxycortisol

6. 11-deoxyhydrocortisone

7. Substance S

8. 17,21-dihydroxyprogesterone

9. Cortisol, 11-deoxy-

10. Reichstein S

11. 17,21-dihydroxypregn-4-ene-3,20-dione

12. 11-desoxyhydrocortisone

13. 17alpha-hydroxycortexone

14. 11-deoxy-17-hydroxycorticosterone

15. 11-deoxycortisone

16. 11-dioxycortisol

17. Reichstein's Compound S

18. Pregn-4-ene-3,20-dione, 17,21-dihydroxy-

19. 17-hydroxy-11-deoxycorticosterone

20. Sk&f 3050

21. 11-deoxy Cortisol

22. 11-desoxy-17-hydroxycorticosterone

23. 4-pregnene-17alpha,21-diol-3,20-dione

24. Cortifen

25. 17-alpha-hydroxycortexone

26. Cortodoxonum [inn-latin]

27. 17,21-dihydroxy-4-pregnene-3,20-dione

28. 17.alpha.-hydroxycortexone

29. Cortodoxona [inn-spanish]

30. Skf 3050

31. 17,21-dihydroxy-pregn-4-ene-3,20-dione

32. Nsc-18317

33. Corticosterone, 11-deoxy-17-hydroxy-

34. Wdt5slp0hq

35. Skf-3050

36. Mls000069440

37. Mls001333071

38. Chebi:28324

39. Sk&f-3050

40. Cortodoxone (usan)

41. Ncgc00021222-03

42. Smr000059123

43. 11-desoxy-17.alpha.-hydroxycorticosterone

44. 17alpha,21-dihydroxy-4-pregnene-3,20-dione

45. 4-pregnene-17.alpha.,21-diol-3,20-dione

46. Cortodoxone [usan]

47. Dsstox_cid_25642

48. Dsstox_rid_81022

49. 17.alpha.,21-dihydroxypregn-4-ene-3,20-dione

50. Dsstox_gsid_45642

51. (8r,9s,10r,13s,14s,17r)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1h-cyclopenta[a]phenanthren-3-one

52. 11-desoxycortisone

53. Cortodoxona

54. Cortodoxonum

55. 17,21-dihydroxypregn-4-ene-3,20-dione (reichstein's Substance S)

56. 11 Deoxycortisol

57. Cas-152-58-9

58. Unii-wdt5slp0hq

59. Mfcd00003662

60. 17alpha,21-dihydroxypregna-4-ene-3,20-dione

61. Substance S, Reichstein's

62. 17-hydroxydesoxycorticosterone

63. Cortodoxone [usan:inn:ban]

64. Einecs 205-805-2

65. Brn 2511358

66. Opera_id_1433

67. Cortodoxone [inn]

68. 11-deoxycortisol Solution

69. Lopac0_001040

70. Schembl42590

71. 17a,21-dihydroxyprogesterone

72. 4-08-00-02913 (beilstein Handbook Reference)

73. Mls001333072

74. Chembl253144

75. Gtpl5100

76. Dtxsid8045642

77. Hms2234l16

78. Hms3263o21

79. (8r,9s,10r,13s,14s,17r)-17-hydroxy-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

80. Reichstein's Substance S, >=98%

81. Zinc3860956

82. Tox21_110867

83. Tox21_501040

84. Bdbm50423539

85. Cmc_13429

86. Lmst02030086

87. S4775

88. Akos015969740

89. Tox21_110867_1

90. Ccg-205117

91. Cs-5182

92. Lp01040

93. Sdccgsbi-0051010.p002

94. Ncgc00021222-04

95. Ncgc00021222-05

96. Ncgc00021222-06

97. Ncgc00021222-07

98. Ncgc00261725-01

99. As-56275

100. Hy-77839

101. 20-dione 17,21-dihydroxypregn-4-ene-3

102. 17.alpha.,21-dihydroxyprogesterone

103. Eu-0101040

104. C05488

105. C72891

106. D03595

107. Hydrocortisone Impurity F [ep Impurity]

108. R 0500

109. 11-desoxy-17-hydroxycorticosterone [mi]

110. 17alpha,21-dihydroxy-pregna-4-ene-3,20-dione

111. 152c589

112. A936328

113. Sr-01000076100

114. 4-pregnen-17.alpha.,21-diol-3,20-dione

115. Q2064915

116. Sr-01000076100-1

117. 17.alpha.,21-dihydroxy-4-pregnen-3,20-dione

118. .delta.4-pregnene-17.alpha.,21-diol-3,20-dione

119. 33bb233b-cc8f-413b-8901-3a73030bba68

120. 11-deoxycortisol (17,21-dihydroxypregn-4-ene-3,20-dione)

121. 17-(1-keto-2-hydroxyethyl)-4-androsten-17alpha, 21-ol-3-one

122. 17

123. A Inverted Exclamation Mark,21-dihydroxypregna-4-ene-3,20-dione

124. 11-deoxycortisol (17,21-dihydroxypregn-4-ene-3,20-dione) 1.0 Mg/ml In Methanol

125. (1s,2r,10r,11s,14r,15s)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

126. (8r,10r,13s,17r)-17-hydroxy-17-(2-hydroxy-acetyl)-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one

127. (8r,9s,10r,13s,14s,17r)-17-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

128. 11-deoxycortisol Solution, 1.0 Mg/ml In Methanol, Ampule Of 1 Ml, Certified Reference Material

129. 37-60-5

2.4 Create Date

2005-06-01

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₃₀O₄
Molecular Weight	346.5 g/mol
XLogP3	2.5
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	652
Isotope Atom Count	0
Defined Atom Stereocenter Count	6
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 Metabolism/Metabolites

17Beta-21-dihydroxyprogesterone is a known human metabolite of 17alpha-hydroxy-progesterone.

S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560

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