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Chemistry

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Also known as: Desoxycorticosterone, 11-deoxycorticosterone, 21-hydroxyprogesterone, Deoxycorticosterone, Cortexone, 64-85-7

Molecular Formula

C₂₁H₃₀O₃

Molecular Weight

330.5 g/mol

InChI Key

ZESRJSPZRDMNHY-YFWFAHHUSA-N

FDA UNII

40GP35YQ49

A steroid metabolite that is the 11-deoxy derivative of CORTICOSTERONE and the 21-hydroxy derivative of PROGESTERONE

1 2D Structure

Desoxycorticosterone

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(8S,9S,10R,13S,14S,17S)-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/C21H30O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h11,15-18,22H,3-10,12H2,1-2H3/t15-,16-,17-,18+,20-,21-/m0/s1

2.1.3 InChI Key

ZESRJSPZRDMNHY-YFWFAHHUSA-N

2.1.4 Canonical SMILES

CC12CCC3C(C1CCC2C(=O)CO)CCC4=CC(=O)CCC34C

2.1.5 Isomeric SMILES

C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2C(=O)CO)CCC4=CC(=O)CC[C@]34C

2.2 Other Identifiers

2.2.1 UNII

40GP35YQ49

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 11 Decorticosterone

2. 11-decorticosterone

3. 21 Hydroxy 4 Pregnene 3,20 Dione

4. 21 Hydroxyprogesterone

5. 21-hydroxy-4-pregnene-3,20-dione

6. 21-hydroxyprogesterone

7. Cortexone

8. Deoxycorticosterone

9. Desoxycorticosterone

2.3.2 Depositor-Supplied Synonyms

1. Desoxycorticosterone

2. 11-deoxycorticosterone

3. 21-hydroxyprogesterone

4. Deoxycorticosterone

5. Cortexone

6. 64-85-7

7. Deoxycortone

8. 11-desoxycorticosterone

9. Reichstein's Substance Q

10. 4-pregnen-21-ol-3,20-dione

11. Desossicortone

12. Desoxicortonum

13. Desoxycorticosteronum

14. Kendall's Desoxy Compound B

15. 21-hydroxypregn-4-ene-3,20-dione

16. 11-dehydroxycorticosterone

17. Corticosterone, 11-deoxy-

18. 21-hydroxy-4-pregnene-3,20-dione

19. Progesterone, 21-hydroxy-

20. Pregn-4-ene-3,20-dione, 21-hydroxy-

21. Doc

22. 1,2(3h)-deoxycorticosterone

23. 11-deoxy Corticosterone

24. Nsc 11319

25. Mls000028537

26. Chebi:16973

27. 40gp35yq49

28. 21-hydroxy-3,20-dioxopregn-4-ene

29. Desoxycortone (inn)

30. 21-hydroxy-pregn-4-ene-3,20-dione

31. Smr000058340

32. Desoxycortone [inn]

33. Dsstox_cid_25254

34. Dsstox_rid_80776

35. Dsstox_gsid_45254

36. (8s,9s,10r,13s,14s,17s)-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

37. Desossicortone [dcit]

38. Desoxicortona

39. [4-14c]-11-deoxycorticosterone

40. Desoxycortonum [inn-latin]

41. Desoxicortona [inn-spanish]

42. 1ca

43. 11-deoxy-corticosterone

44. 21-hydroxy-progesterone

45. Einecs 200-596-4

46. Desoxycortone [inn:ban]

47. Unii-40gp35yq49

48. Nsc-11319

49. Desoxycorticosteron

50. Cas-64-85-7

51. Ncgc00016292-01

52. 11-dcortic

53. Doca (salt/mix)

54. Opera_id_581

55. Prestwick0_000957

56. Prestwick1_000957

57. Prestwick2_000957

58. Prestwick3_000957

59. Bmse000535

60. Schembl4065

61. Chembl1498

62. Bspbio_000954

63. Mls001076270

64. Desoxycortone [mart.]

65. Spbio_003103

66. Desoxycortone [who-dd]

67. Bdbm8582

68. Bpbio1_001050

69. Gtpl2871

70. Deoxycorticosterone [mi]

71. Dtxsid0045254

72. Hydroxy-4-pregnene-3,20-dione

73. 4-pregnene-3,20-dione-21-ol

74. Hms1570p16

75. Hms2097p16

76. Hms2235g07

77. Hms3714p16

78. D4-pregnene-21-ol-3,20-dione

79. Desoxycorticosterone [vandf]

80. Zinc3833823

81. Tox21_110356

82. Tox21_302402

83. Cmc_13409

84. Lmst02030087

85. Delta4-pregnene-21-ol-3,20-dione

86. 21-hydroxy-d4-pregnane-3,20-dione

87. 21-hydroxy-d4-pregnene-3,20-dione

88. Akos005111365

89. Tox21_110356_1

90. Ccg-220957

91. 21-hydroxypregn-4-ene-3,20-dione #

92. Ncgc00021304-03

93. Ncgc00021304-05

94. Ncgc00256184-01

95. 21-hydroxy-delta4-pregnane-3,20-dione

96. 21-hydroxy-delta4-pregnene-3,20-dione

97. 21-hydroxyprogesterone, >=97% (hplc)

98. As-77189

99. Hy-113414

100. Ab00490029

101. Cs-0059402

102. (14beta)-21-hydroxypregn-4-ene-3,20-dione

103. C03205

104. D07792

105. 003h661

106. Q948846

107. Sr-01000003106

108. 21-hydroxy-.delta.4-pregnene-3,20-dione

109. Sr-01000003106-2

110. W-104814

111. Brd-k98521173-001-03-8

112. 21-hydroxyprogesterone 100 Microg/ml In Methanol/water

113. Bd5d7bc9-0cd8-404e-9ba0-f670962012f8

114. 4-pregnen-21-ol-3,20-dione; Doc; 21-hydroxyprogesterone

115. (1s,2r,10s,11s,14s,15s)-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0;{2,7}.0;{11,15}]heptadec-6-en-5-one

116. (8s,10r,13s,17s)-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

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₃₀O₃
Molecular Weight	330.5 g/mol
XLogP3	2.9
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	2
Exact Mass	330.21949481 g/mol
Monoisotopic Mass	330.21949481 g/mol
Topological Polar Surface Area	54.4 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	606
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 MeSH Pharmacological Classification

Mineralocorticoids

A group of CORTICOSTEROIDS primarily associated with water and electrolyte balance. This is accomplished through the effect on ION TRANSPORT in renal tubules, resulting in retention of sodium and loss of potassium. Mineralocorticoid secretion is itself regulated by PLASMA VOLUME, serum potassium, and ANGIOTENSIN II. (See all compounds classified as Mineralocorticoids.)

4.2 ATC Code

H - Systemic hormonal preparations, excl. sex hormones and insulins

H02 - Corticosteroids for systemic use

H02A - Corticosteroids for systemic use, plain

H02AA - Mineralocorticoids

H02AA03 - Desoxycortone

4.3 Metabolism/Metabolites

21-hydroxy-progesterone is a known human metabolite of progesterone.

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

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