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    Alfaxalone

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

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    2D Structure
    Also known as: Alphaxalone, 23930-19-0, 5alpha-pregnan-3alpha-ol-11,20-dione, Alfaxalonum [inn-latin], Alfaxalona [inn-spanish], Gr 2/234
    Molecular Formula
    C21H32O3
    Molecular Weight
    332.5  g/mol
    InChI Key
    DUHUCHOQIDJXAT-OLVMNOGESA-N
    FDA UNII
    BD07M97B2A
    Alfaxalone is a synthetic neuroactive steroid, with anesthetic activity. Upon administration, alfaxalone binds to the gamma-aminobutyric acid (GABA)-A cell surface receptor, thereby enhancing the inhibitory actions of GABA-A in the brain. This leads to modulation of neuronal cell membrane chloride ion transport and induction and maintenance of anesthesia.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (3R,5S,8S,9S,10S,13S,14S,17S)-17-acetyl-3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-11-one
    2.1.2 InChI
    InChI=1S/C21H32O3/c1-12(22)16-6-7-17-15-5-4-13-10-14(23)8-9-20(13,2)19(15)18(24)11-21(16,17)3/h13-17,19,23H,4-11H2,1-3H3/t13-,14+,15-,16+,17-,19+,20-,21+/m0/s1
    2.1.3 InChI Key
    DUHUCHOQIDJXAT-OLVMNOGESA-N
    2.1.4 Canonical SMILES
    CC(=O)C1CCC2C1(CC(=O)C3C2CCC4C3(CCC(C4)O)C)C
    2.1.5 Isomeric SMILES
    CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC(=O)[C@H]3[C@H]2CC[C@@H]4[C@@]3(CC[C@H](C4)O)C)C
    2.2 Other Identifiers
    2.2.1 UNII
    BD07M97B2A
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Alfaxolone

    2. Alphaxalone

    3. Alphaxalone, (3alpha)-isomer

    4. Alphaxalone, (3alpha,5beta)-isomer

    5. Alphaxalone, (3beta,5alpha)-isomer

    6. Alphaxalone, (3beta,5beta)-isomer

    7. Delta(16)-alfaxalone

    8. Hydroxy-5 Alpha-pregnane-11,20-dione

    2.3.2 Depositor-Supplied Synonyms

    1. Alphaxalone

    2. 23930-19-0

    3. 5alpha-pregnan-3alpha-ol-11,20-dione

    4. Alfaxalonum [inn-latin]

    5. Alfaxalona [inn-spanish]

    6. Gr 2/234

    7. Phaxan

    8. 3alpha-hydroxy-5alpha-pregnane-11,20-dione

    9. (3r,5s,8s,9s,10s,13s,14s,17s)-17-acetyl-3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-11-one

    10. Alfadione

    11. Mls000069684

    12. Mls001076262

    13. Bd07m97b2a

    14. Chembl190279

    15. Chebi:34531

    16. Alfaxalone (inn)

    17. Ncgc00023100-03

    18. Smr000058494

    19. (3a,5a)-3-hydroxypregnane-11,20-dione

    20. Alfaxalone [inn]

    21. Dsstox_cid_2576

    22. Dsstox_rid_76638

    23. Alphaxolone

    24. Dsstox_gsid_22576

    25. Alfaxalona

    26. Alfaxalonum

    27. Sr-01000000168

    28. Brn 3217240

    29. Unii-bd07m97b2a

    30. 3alpha-hydroxy-5alpha-pregnan-11,20-dion

    31. 5alpha-alphaxalone

    32. Alfaxalone [inn:ban:dcf:jan]

    33. 3-alpha-hydroxy-5-alpha-pregnane-11,20-dione

    34. (3-alpha,5-alpha)-3-hydroxypregnane-11,20-dione

    35. Cas-23930-19-0

    36. Alfaxalone [mi]

    37. 3.alpha.-hydroxy-5.alpha.-pregnane-11,20-dione

    38. Alfaxalone [jan]

    39. Opera_id_1629

    40. Prestwick0_001002

    41. Prestwick1_001002

    42. Prestwick2_001002

    43. Prestwick3_001002

    44. Alfaxalone [mart.]

    45. Alfaxalone [who-dd]

    46. (3alpha,5alpha)-3-hydroxypregnane-11,20-dione

    47. Bidd:pxr0037

    48. Lopac0_000929

    49. Pregnane-11,20-dione, 3-hydroxy-, (3a,5a)-

    50. Schembl57756

    51. Bspbio_001123

    52. 4-08-00-02091 (beilstein Handbook Reference)

    53. 5-alpha-pregnane-11,20-dione, 3-alpha-hydroxy-

    54. Spbio_003004

    55. Bpbio1_001237

    56. Gtpl5461

    57. Alfaxalone [green Book]

    58. Dtxsid9022576

    59. Pregnane-11,20-dione, 3-hydroxy-, (3-alpha,5-alpha)-

    60. Hms1571i05

    61. Hms2098i05

    62. Hms2236n05

    63. Hms3262j20

    64. Hms3715i05

    65. Zinc4081122

    66. Tox21_110884

    67. Tox21_500929

    68. Bdbm50164570

    69. Akos024457399

    70. Tox21_110884_1

    71. Ccg-205010

    72. Db11371

    73. Lp00929

    74. Sdccgsbi-0050903.p002

    75. 5alpha-pregnane-3alpha-ol-11,20-dione

    76. Ncgc00023100-04

    77. Ncgc00023100-05

    78. Ncgc00023100-06

    79. Ncgc00023100-08

    80. Ncgc00261614-01

    81. Gr-2/234

    82. (3?,5?)-3-hydroxypregnane-11,20-dione

    83. Ab00384358

    84. B7253

    85. Eu-0100929

    86. D07282

    87. P 5052

    88. Sr-01000076070

    89. J-015280

    90. Q3611058

    91. Sr-01000000168-2

    92. Sr-01000000168-3

    93. Sr-01000076070-1

    94. Brd-k41445866-001-03-0

    95. 5alpha-pregnan-3alpha-ol-11,20-dione, Powder, >=98% (tlc)

    96. (3beta,5alpha,8alpha,9beta,10alpha)-3-hydroxypregnane-11,20-dione

    97. (3r,5s,8s,9s,10s,13s,14s,17s)-17-acetyl-3-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-11-one

    98. Ey4

    2.4 Create Date
    2005-06-29
    3 Chemical and Physical Properties
    Molecular Weight 332.5 g/mol
    Molecular Formula C21H32O3
    XLogP33.2
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count1
    Exact Mass332.23514488 g/mol
    Monoisotopic Mass332.23514488 g/mol
    Topological Polar Surface Area54.4 Ų
    Heavy Atom Count24
    Formal Charge0
    Complexity569
    Isotope Atom Count0
    Defined Atom Stereocenter Count8
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Neurosteroids

    Endogenous compounds or drugs that affect neuronal excitability through modulation of specific ionotropic receptors (e.g., GABA-A RECEPTORS). Endogenous neurosteroids are steroid hormones de novo synthesized by neurons and glial cells from steroid metabolite precursors (e.g., PREGNENOLONE). (See all compounds classified as Neurosteroids.)

    Anesthetics

    Agents capable of inducing a total or partial loss of sensation, especially tactile sensation and pain. They may act to induce general ANESTHESIA, in which an unconscious state is achieved, or may act locally to induce numbness or lack of sensation at a targeted site. (See all compounds classified as Anesthetics.)

    4.2 ATC Code

    N - Nervous system

    N01 - Anesthetics

    N01A - Anesthetics, general

    N01AX - Other general anesthetics

    N01AX05 - Alfaxalone