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    Pregn-4-ene-3,20-dione, 21-(3-carboxy-1-oxopropoxy)-11,17-dihydroxy-, monosodium salt, (11beta)-

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    2D Structure
    Also known as: 125-04-2, A-hydrocort, Hydrocortisone 21-hemisuccinate sodium salt, Cortop, Solu-cortef, Arcocort
    Molecular Formula
    C25H33NaO8
    Molecular Weight
    484.5  g/mol
    InChI Key
    HHZQLQREDATOBM-CODXZCKSSA-M
    FDA UNII
    50LQB69S1Z
    Hydrocortisone Sodium Succinate is the sodium salt of hydrocortisone succinate with glucocorticoid property. Hydrocortisone sodium succinate is chemically similar to the endogenous hormone that stimulates anti-inflammatory and immunosuppressive activities, in addition to exhibiting minor mineralocorticoid effects. This agent binds to intracellular glucocorticoid receptors and is translocated into the nucleus, where it initiates the transcription of glucocorticoid-responsive genes, such as various cytokines and lipocortins. Lipocortins inhibit phospholipase A2, thereby blocking the release of arachidonic acid from membrane phospholipids and preventing the synthesis of prostaglandins and leukotrienes, both potent mediators of inflammation.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;4-[2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethoxy]-4-oxobutanoate
    2.1.2 InChI
    InChI=1S/C25H34O8.Na/c1-23-9-7-15(26)11-14(23)3-4-16-17-8-10-25(32,24(17,2)12-18(27)22(16)23)19(28)13-33-21(31)6-5-20(29)30;/h11,16-18,22,27,32H,3-10,12-13H2,1-2H3,(H,29,30);/q;+1/p-1/t16-,17-,18-,22+,23-,24-,25-;/m0./s1
    2.1.3 InChI Key
    HHZQLQREDATOBM-CODXZCKSSA-M
    2.1.4 Canonical SMILES
    CC12CCC(=O)C=C1CCC3C2C(CC4(C3CCC4(C(=O)COC(=O)CCC(=O)[O-])O)C)O.[Na+]
    2.1.5 Isomeric SMILES
    C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@]4(C(=O)COC(=O)CCC(=O)[O-])O)C)O.[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    50LQB69S1Z
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. A-hyrocort

    2. Cortisol Hemisuccinate

    3. Cortisol Succinate

    4. Cortisol Succinate, Sodium Salt

    5. Cortisol-21-(hydrogen Succinate)

    6. Hydrocortisone 21-sodium Succinate

    7. Hydrocortisone Hemisuccinate

    8. Hydrocortisone Hemisuccinate Anhydrous

    9. Hydrocortisone Succinate

    10. Pregn-4-ene-3,20-dione, 21-(3-carboxy-1-oxopropoxy)-11,17-dihydroxy-, (11beta)-

    11. Solu-cortef

    12. Sopolcort H

    13. Sopolkort

    2.3.2 Depositor-Supplied Synonyms

    1. 125-04-2

    2. A-hydrocort

    3. Hydrocortisone 21-hemisuccinate Sodium Salt

    4. Cortop

    5. Solu-cortef

    6. Arcocort

    7. Buccalsone

    8. Corlan

    9. Emi-corlin

    10. Cortisol 21-(sodium Succinate)

    11. Flebocortid

    12. Hycorace

    13. Intracort

    14. Nordicort

    15. Oralsone

    16. Solu-hizon

    17. Solu-glyc

    18. Hydrocortisone 21-sodium Succinate

    19. Ef-cortelan Soluble

    20. 50lqb69s1z

    21. Chebi:5782

    22. Cortisol Sodium Succinate

    23. Hydrocortisone Hemisuccinate

    24. Cortisol Sodium Hemisuccinate

    25. Sodium Hydrocortisone Succinate

    26. Cortisol Hemisuccinate Sodium Salt

    27. Hydrocortisone Sodium Hemisuccinate

    28. Hydrocortisone 21-sodium Succinide

    29. Sodium Hydrocortisone 21-succinate

    30. Nsc-9152

    31. Hydrocortisone 21-hemisuccinate Sodium

    32. Hydrocortisone Sodium 21-hemisuccinate

    33. Sodium Hydrocortisone 21-hemisuccinate

    34. Hydrocortisone Hemisuccinate Sodium Salt

    35. Dsstox_cid_28932

    36. Dsstox_rid_83198

    37. Dsstox_gsid_49006

    38. Hydrocortisone 21-succinate Sodium Salt

    39. Sodium 17-hydroxycorticosterone 21-succinate

    40. Hidrokortizon

    41. U 4905

    42. Nositrol

    43. Rapicort

    44. Lycortin-s

    45. Cas-125-04-2

    46. Sodium;4-[2-[(8s,9s,10r,11s,13s,14s,17r)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1h-cyclopenta[a]phenanthren-17-yl]-2-oxoethoxy]-4-oxobutanoate

    47. Flebocortid [inj.]

    48. Hydro-adreson Aquosum

    49. Ncgc00022248-03

    50. Idrocortisone B. I. L.

    51. Unii-50lqb69s1z

    52. Hydrocortisone Succinate,sodium Salt

    53. Einecs 204-725-5

    54. A-hydrocort (tn)

    55. Solu-cortef (tn)

    56. Hydrocortisone 21-(sodium Succinate)

    57. Mfcd00069472

    58. Hydrocortisone-21-hemisuccinate Sodium

    59. Hydrocortisone-21-hemisuccinate Sodium Salt

    60. Cortisol 21-hemisuccinate Sodium Salt

    61. Hydrocortisone Sodium Succinate [usp:ban:jan]

    62. Schembl93508

    63. Hydrocortisoni Natrii Succinas

    64. Mls000069545

    65. Chembl1200495

    66. Dtxsid2049006

    67. Cortisol 21-hemisuccinate Sodium

    68. Hms2234h22

    69. Succinic Acid Hydrocortisone Sodium

    70. Tox21_113501

    71. Akos024386298

    72. Tox21_113501_1

    73. Cortisol, Succinate, Sodium Salt

    74. Ncgc00022248-04

    75. Pregn-4-ene-3,20-dione, 21-(3-carboxy-1-oxopropoxy)-11,17-dihydroxy-, Monosodium Salt, (11.beta.)-

    76. Smr000058768

    77. Eu-0100623

    78. Hydrocortisone Sodium Succinate (jp17/usp)

    79. Hydrocortisone Sodium Succinate [jan]

    80. U4905

    81. C08178

    82. D00978

    83. F20569

    84. H 2270

    85. Hydrocortisone Sodium Succinate [mart.]

    86. Hydrocortisone Sodium Succinate [vandf]

    87. Hydrocortisone 21-sodium Succinate [mi]

    88. Hydrocortisone Sodium Succinate [who-dd]

    89. Hydrocortisone Sodium Succinate [who-ip]

    90. Cortisol, 21-(hydrogen Succinate), Monosodium Salt

    91. Hydrocortisone Sodium Succinate [orange Book]

    92. Hydrocortisone Sodium Succinate [usp Monograph]

    93. Hydrocortisoni Natrii Succinas [who-ip Latin]

    94. Q27106890

    95. Hydrocortisone 21-hemisuccinate Sodium Salt, >=90% (hplc)

    96. Hydrocortisone 21-hemisuccinate Sodium Salt, Powder, Bioreagent, Suitable For Cell Culture

    97. (11beta)-21-(3-carboxy-1-oxopropoxy)-11,17-dihydroxypregn-14-ene-3,20-dione, Monosodium Salt

    98. Pregn-4-ene-3,20-dione, 21-(3-carboxy-1-oxopropoxy)-11,17-dihydroxy-, Monosodium Salt, (11beta)-

    2.4 Create Date
    2008-02-05
    3 Chemical and Physical Properties
    Molecular Weight 484.5 g/mol
    Molecular Formula C25H33NaO8
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count7
    Exact Mass484.20731229 g/mol
    Monoisotopic Mass484.20731229 g/mol
    Topological Polar Surface Area141 Ų
    Heavy Atom Count34
    Formal Charge0
    Complexity915
    Isotope Atom Count0
    Defined Atom Stereocenter Count7
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 4  
    Drug NameA-hydrocort
    PubMed HealthHydrocortisone (Injection)
    Drug ClassesEndocrine-Metabolic Agent, Immune Suppressant
    Active IngredientHydrocortisone sodium succinate
    Dosage FormInjectable
    RouteInjection
    Strengtheq 100mg base/vial
    Market StatusPrescription
    CompanyHospira

    2 of 4  
    Drug NameSolu-cortef
    PubMed HealthHydrocortisone
    Drug ClassesAnti-Inflammatory, Corticosteroid, Intermediate, Corticosteroid, Weak, Endocrine-Metabolic Agent, Gastrointestinal Agent, Hemorrhoidal Anti-Inflammatory, Hydrocortisone, Immune Suppressant
    Drug LabelSOLU-CORTEF Sterile Powder is an anti-inflammatory glucocorticoid that contains hydrocortisone sodium succinate as the active ingredient. SOLU-CORTEF Sterile Powder is available in several packages for intravenous or intramuscular administration.100...
    Active IngredientHydrocortisone sodium succinate
    Dosage FormInjectable
    RouteInjection
    Strengtheq 500mg base/vial; eq 250mg base/vial; eq 1gm base/vial; eq 100mg base/vial
    Market StatusPrescription
    CompanyPharmacia And Upjohn

    3 of 4  
    Drug NameA-hydrocort
    PubMed HealthHydrocortisone (Injection)
    Drug ClassesEndocrine-Metabolic Agent, Immune Suppressant
    Active IngredientHydrocortisone sodium succinate
    Dosage FormInjectable
    RouteInjection
    Strengtheq 100mg base/vial
    Market StatusPrescription
    CompanyHospira

    4 of 4  
    Drug NameSolu-cortef
    PubMed HealthHydrocortisone
    Drug ClassesAnti-Inflammatory, Corticosteroid, Intermediate, Corticosteroid, Weak, Endocrine-Metabolic Agent, Gastrointestinal Agent, Hemorrhoidal Anti-Inflammatory, Hydrocortisone, Immune Suppressant
    Drug LabelSOLU-CORTEF Sterile Powder is an anti-inflammatory glucocorticoid that contains hydrocortisone sodium succinate as the active ingredient. SOLU-CORTEF Sterile Powder is available in several packages for intravenous or intramuscular administration.100...
    Active IngredientHydrocortisone sodium succinate
    Dosage FormInjectable
    RouteInjection
    Strengtheq 500mg base/vial; eq 250mg base/vial; eq 1gm base/vial; eq 100mg base/vial
    Market StatusPrescription
    CompanyPharmacia And Upjohn

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Anti-Inflammatory Agents

    Substances that reduce or suppress INFLAMMATION. (See all compounds classified as Anti-Inflammatory Agents.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Corticosteroid [EPC]; Corticosteroid Hormone Receptor Agonists [MoA]