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    Chemistry

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    Also known as: 3801-06-7, Eflone, Oxylone acetate, Flarex, Fluorometholone 17-acetate, Nsc 47438
    Molecular Formula
    C24H31FO5
    Molecular Weight
    418.5  g/mol
    InChI Key
    YRFXGQHBPBMFHW-SBTZIJSASA-N
    FDA UNII
    9I50C3I3OK
    Fluorometholone Acetate
    Fluorometholone Acetate is the acetate salt form of fluorometholone, a synthetic glucocorticoid with anti-inflammatory and anti-allergic properties. Fluorometholone acetate exerts its effect by interacting with cytoplasmic glucocorticoid receptors and subsequently activates glucocorticoid receptor mediated gene expression. The synthesis of certain anti-inflammatory proteins is induced while the synthesis of certain inflammatory mediators is inhibited. As a result, there is an overall reduction in chronic inflammation and autoimmune reactions.
    1 2D Structure

    Fluorometholone Acetate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [(6S,8S,9R,10S,11S,13S,14S,17R)-17-acetyl-9-fluoro-11-hydroxy-6,10,13-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] acetate
    2.1.2 InChI
    InChI=1S/C24H31FO5/c1-13-10-19-17-7-9-23(14(2)26,30-15(3)27)22(17,5)12-20(29)24(19,25)21(4)8-6-16(28)11-18(13)21/h6,8,11,13,17,19-20,29H,7,9-10,12H2,1-5H3/t13-,17-,19-,20-,21-,22-,23-,24-/m0/s1
    2.1.3 InChI Key
    YRFXGQHBPBMFHW-SBTZIJSASA-N
    2.1.4 Canonical SMILES
    CC1CC2C3CCC(C3(CC(C2(C4(C1=CC(=O)C=C4)C)F)O)C)(C(=O)C)OC(=O)C
    2.1.5 Isomeric SMILES
    C[C@H]1C[C@H]2[C@@H]3CC[C@@]([C@]3(C[C@@H]([C@@]2([C@@]4(C1=CC(=O)C=C4)C)F)O)C)(C(=O)C)OC(=O)C
    2.2 Other Identifiers
    2.2.1 UNII
    9I50C3I3OK
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. 3801-06-7

    2. Eflone

    3. Oxylone Acetate

    4. Flarex

    5. Fluorometholone 17-acetate

    6. Nsc 47438

    7. Nsc-47438

    8. 9-fluoro-11beta,17-dihydroxy-6alpha-methylpregna-1,4-diene-3,20-dione 17-acetate

    9. 9i50c3i3ok

    10. Chebi:78354

    11. U-17323

    12. Fluorometholone Acetate [usan:usp]

    13. U-17,323

    14. [(6s,8s,9r,10s,11s,13s,14s,17r)-17-acetyl-9-fluoro-11-hydroxy-6,10,13-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] Acetate

    15. 6alpha-methyl-9alpha-fluoro-17-acetoxy-21-deoxyprednisolone

    16. Ai3-52814

    17. Nsc47438

    18. Flarex (tn)

    19. Fluorometholone-acetate

    20. Unii-9i50c3i3ok

    21. Schembl43184

    22. U 17323

    23. Fluorometholone Acetate (usp)

    24. Fluorometholone Acetate [usan]

    25. Chembl1201064

    26. Dtxsid20191424

    27. Hy-b1471

    28. Zinc4213357

    29. Einecs 223-270-3

    30. Mfcd00866062

    31. S4228

    32. Akos025401542

    33. Ac-2172

    34. Ccg-268873

    35. Fluorometholone Acetate [mart.]

    36. Fluorometholone Acetate [vandf]

    37. Fluorometholone Acetate [usp-rs]

    38. Fluorometholone Acetate [who-dd]

    39. Fluorometholone 17-acetate [mi]

    40. Ncgc00373228-02

    41. Bs-16978

    42. Nci60_004118

    43. Cs-0013170

    44. Fluorometholone Acetate [orange Book]

    45. Sw219098-1

    46. D04221

    47. D81740

    48. Fluorometholone Acetate [usp Monograph]

    49. Ab00641960_02

    50. 801f067

    51. Fluorometholone Acetate 100 Microg/ml In Methanol

    52. Tobrasone Component Fluorometholone Acetate

    53. U 17,323

    54. Fluorometholone Acetate 100 Microg/ml In Acetonitrile

    55. Fluorometholone Acetate Component Of Tobrasone

    56. Q27105082

    57. Progesterone,17-dihydroxy-6.alpha.-methyl-,17-acetate

    58. (6alpha,11beta)-17-(acetyloxy)-9-fluoro-11-hydroxy-6-methylpregna-1,4-diene-3,20-dione

    59. (6alpha,11beta)-9-fluoro-11-hydroxy-6-methyl-3,20-dioxopregna-1,4-dien-17-yl Acetate

    60. 17-(acetyloxy)-9-fluoro-11beta-hydroxy-6alpha-methylpregna-1,4-diene-3,20-dione

    61. 9-fluoro-11beta-hydroxy-6alpha-methyl-3,20-dioxopregna-1,4-dien-17-yl Acetate

    62. Pregna-1,20-dione, 17-(acetyloxy)-9-fluoro-11-hydroxy-6-methyl-, (6.alpha.,11.beta.)-

    63. Pregna-1,20-dione, 9-fluoro-11.beta.,17-dihydroxy-6.alpha.-methyl-, 17-acetate

    64. (1r,2s,8s,10s,11s,14r,15s,17s)-14-acetyl-1-fluoro-17-hydroxy-2,8,15-trimethyl-5-oxotetracyclo[8.7.0.0?,?.0??,??]heptadeca-3,6-dien-14-yl Acetate

    65. 9-fluoro-11.beta.,17-dihydroxy-6.alpha.-methylpregna-1,4-diene-3,20-dione 17-acetate

    66. Pregna-1,4-diene-3,20-dione, 17-(acetyloxy)-9-fluoro-11-hydroxy-6-methyl-, (6.alpha.,11.beta.)-

    67. Pregna-1,4-diene-3,20-dione, 17-(acetyloxy)-9-fluoro-11-hydroxy-6-methyl-, (6alpha,11beta)-

    2.4 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 418.5 g/mol
    Molecular Formula C24H31FO5
    XLogP32.6
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count3
    Exact Mass418.21555225 g/mol
    Monoisotopic Mass418.21555225 g/mol
    Topological Polar Surface Area80.7 Ų
    Heavy Atom Count30
    Formal Charge0
    Complexity892
    Isotope Atom Count0
    Defined Atom Stereocenter Count8
    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 NameFlarex
    Active IngredientFluorometholone acetate
    Dosage FormSuspension/drops
    RouteOphthalmic
    Strength0.1%
    Market StatusPrescription
    CompanyAlcon

    2 of 2  
    Drug NameFlarex
    Active IngredientFluorometholone acetate
    Dosage FormSuspension/drops
    RouteOphthalmic
    Strength0.1%
    Market StatusPrescription
    CompanyAlcon

    5 Pharmacology and Biochemistry
    5.1 FDA Pharmacological Classification
    5.1.1 Pharmacological Classes
    Corticosteroid [EPC]; Corticosteroid Hormone Receptor Agonists [MoA]

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