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    Fludrocortisone Acetate

    ACTIVE PHARMA INGREDIENTS

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    2D Structure
    Also known as: 514-36-3, Scherofluron, Cortineff, Fludrocortisone 21-acetate, Florinef acetate, Alflorone acetate
    Molecular Formula
    C23H31FO6
    Molecular Weight
    422.5  g/mol
    InChI Key
    SYWHXTATXSMDSB-GSLJADNHSA-N
    FDA UNII
    V47IF0PVH4
    Fludrocortisone Acetate is the acetate salt of a synthetic fluorinated corticosteroid with antiinflammatory and antiallergic activities. As a glucocorticoid-receptor agonist, fludrocortisone binds to cytoplasmic receptors, translocates to the nucleus, and subsequently initiates the transcription of glucocorticoid-responsive genes such as lipocortins to inhibit phospholipase A2 (PLA2). Inhibition of PLA2 activity prevents the release of arachidonic acid, a precursor of eicosanoids such as prostaglandins and leukotrienes; eicosanoids are important mediators in the pro-inflammatory response mechanism. As a mineralocorticoid-receptor agonist, this agent stimulates Na+ reabsorption and water retention and K+ and H+ secretion in the distal tubules and collecting ducts of the kidney.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [2-[(8S,9R,10S,11S,13S,14S,17R)-9-fluoro-11,17-dihydroxy-10,13-dimethyl-3-oxo-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate
    2.1.2 InChI
    InChI=1S/C23H31FO6/c1-13(25)30-12-19(28)22(29)9-7-16-17-5-4-14-10-15(26)6-8-20(14,2)23(17,24)18(27)11-21(16,22)3/h10,16-18,27,29H,4-9,11-12H2,1-3H3/t16-,17-,18-,20-,21-,22-,23-/m0/s1
    2.1.3 InChI Key
    SYWHXTATXSMDSB-GSLJADNHSA-N
    2.1.4 Canonical SMILES
    CC(=O)OCC(=O)C1(CCC2C1(CC(C3(C2CCC4=CC(=O)CCC43C)F)O)C)O
    2.1.5 Isomeric SMILES
    CC(=O)OCC(=O)[C@]1(CC[C@@H]2[C@@]1(C[C@@H]([C@]3([C@H]2CCC4=CC(=O)CC[C@@]43C)F)O)C)O
    2.2 Other Identifiers
    2.2.1 UNII
    V47IF0PVH4
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 9 Alpha-fluorocortisol Acetate

    2. 9-fluoro-11beta,17,21-trihydroxypregn-4-ene-3,20-dione 21-acetate

    3. Cortineff

    4. Florinef

    5. Fludrocortisone 21-acetate

    6. Fluorocortisol Acetate

    2.3.2 Depositor-Supplied Synonyms

    1. 514-36-3

    2. Scherofluron

    3. Cortineff

    4. Fludrocortisone 21-acetate

    5. Florinef Acetate

    6. Alflorone Acetate

    7. Fluorocortisol Acetate

    8. Cortef-f

    9. F-cortef Acetate

    10. Fluorocortisone Acetate

    11. Fluohydrocortisone Acetate

    12. Fludrocortisoneacetate

    13. 9alpha-fluorohydrocortisone Acetate

    14. Nsc-15186

    15. U 4845

    16. 9alpha-fluorohydrocortisone 21-acetate

    17. V47if0pvh4

    18. 514-36-3 (acetate)

    19. Chebi:5102

    20. 2-((8s,9r,10s,11s,13s,14s,17r)-9-fluoro-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl Acetate

    21. Pregn-4-ene-3,20-dione, 21-(acetyloxy)-9-fluoro-11,17-dihydroxy-,(11b)-

    22. [2-[(8s,9r,10s,11s,13s,14s,17r)-9-fluoro-11,17-dihydroxy-10,13-dimethyl-3-oxo-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] Acetate

    23. (11beta)-9-fluoro-11,17-dihydroxy-3,20-dioxopregn-4-en-21-yl Acetate

    24. 9alpha-fluoro-11beta,17alpha,21-trihydroxy-pregn-4-en-3,20-dione 21-acetate

    25. Mls002638417

    26. Fludrocortisone (acetate)

    27. Mfcd00864160

    28. Unii-v47if0pvh4

    29. Fludrocortisone Acetate [jan]

    30. 9-fluoro-11-beta,17,21-trihydroxypregn-4-ene-3,20-dione 21-acetate

    31. Fludrocortisonacetat

    32. Cortisol, 9-fluoro-, 21-acetate

    33. Fludrocortisone Acetate [usp:jan]

    34. 9-alpha-fluorohydrocortisone Acetate

    35. Einecs 208-180-4

    36. Nsc 15186

    37. Fludrocortisoni Acetas

    38. Fludrocortisone-acetate

    39. 9-alpha-fluorohydrocortisone-21-acetate

    40. Brn 2067486

    41. Florinef Acetate (tn)

    42. 9a-fluorcortisol Acetate

    43. 9a-fluorocortisol Acetate

    44. Prestwick0_000281

    45. Prestwick1_000281

    46. Prestwick2_000281

    47. 9-fluoro-11beta,17,21-trihydroxypregn-4-ene-3,20-dione 21-acetate

    48. 9a-fludrocortisone Acetate

    49. Acetic Acid Fludrocortisone

    50. Schembl4737

    51. Corticosterone, 9-fluoro-17-hydroxy-, 21-acetate

    52. Spbio_002401

    53. 9.alpha.-fluorocortisol Acetate

    54. Chembl1201010

    55. Dtxsid2023062

    56. Fludrocortisone Acetate, >=98%

    57. Hy-b1203a

    58. Fluorhydrocortisone Acetate

    59. Hms1568j04

    60. Nsc15186

    61. Zinc3977990

    62. Fludrocortisone Acetate (jp17/usp)

    63. Lmst02030122

    64. S3659

    65. 9.alpha.-fluorohydrocortisone Acetate

    66. Akos015963145

    67. Ccg-268914

    68. Cs-4833

    69. Ds-3879

    70. Fludrocortisone Acetate [mart.]

    71. Fludrocortisone Acetate [vandf]

    72. Fludrocortisone Acetate [usp-rs]

    73. Fludrocortisone Acetate [who-dd]

    74. Fludrocortisone Acetate [who-ip]

    75. Pregn-4-ene-3,20-dione, 21-(acetyloxy)-9-fluoro-11,17-dihydroxy-, (11.beta.)-

    76. Fludrocortisone 21-acetate [mi]

    77. 9.alpha.-fluorohydrocortisone 21-acetate

    78. 9.alpha.-fluorohydrocortisone-21-acetate

    79. Ac-18903

    80. Fludrocortisone Acetate [orange Book]

    81. Fludrocortisoni Acetas [who-ip Latin]

    82. Fludrocortisone Acetate [ep Monograph]

    83. C08186

    84. D00986

    85. Fludrocortisone Acetate [usp Monograph]

    86. Q-201121

    87. 9

    88. A-fludrocortisone Acetate;9

    89. A-fluorcortisol Acetate

    90. Fludrocortisone Acetate 100 Microg/ml In Acetonitrile

    91. Q27106657

    92. Wln: L E5 B666 Ov Mutj A1 Bf Cq E1 Fv1ov1 Fq

    93. 9-fluoro-11beta,17-dihydroxy-3,20-dioxopregn-4-en-21-yl Acetate

    94. Pregn-4-ene-3, 9-fluoro-11.beta.,17,21-trihydroxy-, 21-acetate

    95. 9-fluoro-11

    96. A, 17, 21-trihydroxypregn-4-ene-3, 20-dione 21-acetate

    97. Fludrocortisone Acetate, European Pharmacopoeia (ep) Reference Standard

    98. Fludrocortisone Acetate, United States Pharmacopeia (usp) Reference Standard

    99. Pregn-4-ene-3, 21-(acetyloxy)-9-fluoro-11,17-dihydroxy-, (11.beta.)-

    100. Pregn-4-ene-3,20-dione, 9-fluoro-11-beta,17,21-trihydroxy-, 21-acetate

    101. Pregn-4-ene-3,20-dione, 9-fluoro-11beta,17,21-trihydroxy-, 21-acetate

    102. 9-fluoro-11.beta.,17,21-trihydroxypregn-4-ene-3,20-dione 21-acetate

    103. Pregn-4-ene-3,20-dione, 21-(acetyloxy)-9-fluoro-11,17-dihydroxy-, (11beta)-

    104. [2-[(9r,10s,11s,13s,17r)-9-fluoro-11,17-dihydroxy-10,13-dimethyl-3-oxo-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] Acetate

    2.4 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 422.5 g/mol
    Molecular Formula C23H31FO6
    XLogP31.7
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count4
    Exact Mass422.21046687 g/mol
    Monoisotopic Mass422.21046687 g/mol
    Topological Polar Surface Area101 Ų
    Heavy Atom Count30
    Formal Charge0
    Complexity838
    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 2  
    Drug NameFludrocortisone acetate
    PubMed HealthFludrocortisone Acetate (By mouth)
    Drug ClassesDiagnostic Agent, Adrenocortical Function, Endocrine-Metabolic Agent
    Drug LabelFludrocortisone Acetate Tablets, USP contains fludrocortisone acetate, a synthetic adrenocortical steroid possessing very potent mineralocorticoid properties and high glucocorticoid activity; it is used only for its mineralocorticoid effects. The che...
    Active IngredientFludrocortisone acetate
    Dosage FormTablet
    RouteOral
    Strength0.1mg
    Market StatusPrescription
    CompanyHikma Pharms; Impax Labs; Barr

    2 of 2  
    Drug NameFludrocortisone acetate
    PubMed HealthFludrocortisone Acetate (By mouth)
    Drug ClassesDiagnostic Agent, Adrenocortical Function, Endocrine-Metabolic Agent
    Drug LabelFludrocortisone Acetate Tablets, USP contains fludrocortisone acetate, a synthetic adrenocortical steroid possessing very potent mineralocorticoid properties and high glucocorticoid activity; it is used only for its mineralocorticoid effects. The che...
    Active IngredientFludrocortisone acetate
    Dosage FormTablet
    RouteOral
    Strength0.1mg
    Market StatusPrescription
    CompanyHikma Pharms; Impax Labs; Barr