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    Sodium Fusidate

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    2D Structure
    Also known as: Sodium fusidate, 751-94-0, Fusidic acid sodium salt, Fucidin, Fucidine, Fusidic acid, sodium salt
    Molecular Formula
    C31H47NaO6
    Molecular Weight
    538.7  g/mol
    InChI Key
    HJHVQCXHVMGZNC-JCJNLNMISA-M
    FDA UNII
    J7P3696BCQ
    An antibiotic isolated from the fermentation broth of Fusidium coccineum. (From Merck Index, 11th ed). It acts by inhibiting translocation during protein synthesis.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;(2Z)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-acetyloxy-3,11-dihydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-6-methylhept-5-enoate
    2.1.2 InChI
    InChI=1S/C31H48O6.Na/c1-17(2)9-8-10-20(28(35)36)26-22-15-24(34)27-29(5)13-12-23(33)18(3)21(29)11-14-30(27,6)31(22,7)16-25(26)37-19(4)32;/h9,18,21-25,27,33-34H,8,10-16H2,1-7H3,(H,35,36);/q;+1/p-1/b26-20-;/t18-,21-,22-,23+,24+,25-,27-,29-,30-,31-;/m0./s1
    2.1.3 InChI Key
    HJHVQCXHVMGZNC-JCJNLNMISA-M
    2.1.4 Canonical SMILES
    CC1C2CCC3(C(C2(CCC1O)C)C(CC4C3(CC(C4=C(CCC=C(C)C)C(=O)[O-])OC(=O)C)C)O)C.[Na+]
    2.1.5 Isomeric SMILES
    C[C@H]1[C@@H]2CC[C@]3([C@H]([C@]2(CC[C@H]1O)C)[C@@H](C[C@@H]\4[C@@]3(C[C@@H](/C4=C(/CCC=C(C)C)\C(=O)[O-])OC(=O)C)C)O)C.[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    J7P3696BCQ
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Acid, Fusidic

    2. Fucithalmic

    3. Fusidate, Silver

    4. Fusidate, Sodium

    5. Fusidic Acid

    6. Fusidic Acid, Sodium Salt

    7. Fusidin

    8. Silver Fusidate

    9. Sodium Fusidate

    10. Sodium, Fusidate

    11. Stanicide

    2.3.2 Depositor-Supplied Synonyms

    1. Sodium Fusidate

    2. 751-94-0

    3. Fusidic Acid Sodium Salt

    4. Fucidin

    5. Fucidine

    6. Fusidic Acid, Sodium Salt

    7. Fusidic Acid Sodium

    8. Fusidate Sodium [usan]

    9. Sq 16360

    10. Fusidin

    11. Fucidin Leo

    12. Sq-16360

    13. Fusidic Acid (sodium Salt)

    14. J7p3696bcq

    15. Zn-6

    16. Sodium Fusidin

    17. Fucidina

    18. Fusidate Sodium (usan)

    19. Intertulle Fucidin

    20. Zn 6-na

    21. Mfcd09054714

    22. Smr000326707

    23. Einecs 212-030-3

    24. Oate

    25. Unii-j7p3696bcq

    26. Sodium Fusitate

    27. Fusidicacidsodium

    28. Ncgc00017030-01

    29. Cas-751-94-0

    30. Prestwick_826

    31. Fucidin Leo (tn)

    32. Sodium Fusidate (jp17)

    33. Dsstox_cid_25552

    34. Dsstox_rid_80951

    35. Dsstox_gsid_45552

    36. Schembl74969

    37. Mls001076552

    38. Mls001333217

    39. Mls001333218

    40. Mls002153242

    41. Mls002207062

    42. Sodium 3alpha,11alpha,16beta-trihydroxy-29-nor-8alpha,9beta,13alpha,14beta-dammara-17(20),24-dien-21-oate 16-acetate

    43. Sodium Fusidate [jan]

    44. Chembl1256987

    45. Dtxsid9045552

    46. Sodium Fusidate [mart.]

    47. Hy-b1350a

    48. Fusidate Sodium [who-dd]

    49. Hms1569m21

    50. Hms2236d08

    51. Tox21_110745

    52. S4663

    53. Akos005146265

    54. Fusidic Acid Sodium Salt [mi]

    55. Sodium Fusidate [ep Monograph]

    56. Ccg-269952

    57. Cs-4520

    58. Ks-1299

    59. 29-nordammara-17(20),24-dien-21-oic Acid, 16-(acetyloxy)-3,11-dihydroxy-, Monosodium Salt, (3.alpha.,4.alpha.,8.alpha.,9.beta.,11.alpha.,13.alpha.,14.beta.,16.beta.,17z)-

    60. 29-nordammara-17(20),24-dien-21-oic Acid, 16-(acetyloxy)-3,11-dihydroxy-, Monosodium Salt, (3alpha,4alpha,8alpha,9beta,11alpha,13alpha,14beta,16beta,17z)-

    61. C76403

    62. D00213

    63. A865723

    64. Q-201142

    65. Q27281314

    66. Fusidic Acid Sodium Salt, Antibiotic For Culture Media Use Only

    67. Sodium 3.alpha.,11.alpha.,16.beta.-trihydroxy-29-nor-8.alpha.,9.beta.,13.alpha.,14.beta.-dammara-17(20),24-dien-21-oate 16-acetate

    68. Sodium;(2z)-2-[(3r,4s,5s,8s,9s,10s,11r,13r,14s,16s)-16-acetyloxy-3,11-dihydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1h-cyclopenta[a]phenanthren-17-ylidene]-6-methylhept-5-en

    69. Sodium;(2z)-2-[(3r,4s,5s,8s,9s,10s,11r,13r,14s,16s)-16-acetyloxy-3,11-dihydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1h-cyclopenta[a]phenanthren-17-ylidene]-6-methylhept-5-enoate

    2.3.3 Other Synonyms

    1. Fucidate Sodium

    2. Fusidate, Sodium

    3. Sodium, Fusidate

    4. Fusidic Acid, Sodium Salt

    2.4 Create Date
    2008-02-05
    3 Chemical and Physical Properties
    Molecular Weight 538.7 g/mol
    Molecular Formula C31H47NaO6
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count6
    Exact Mass538.32703350 g/mol
    Monoisotopic Mass538.32703350 g/mol
    Topological Polar Surface Area107 Ų
    Heavy Atom Count38
    Formal Charge0
    Complexity1000
    Isotope Atom Count0
    Defined Atom Stereocenter Count10
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Anti-Bacterial Agents

    Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

    Protein Synthesis Inhibitors

    Compounds which inhibit the synthesis of proteins. They are usually ANTI-BACTERIAL AGENTS or toxins. Mechanism of the action of inhibition includes the interruption of peptide-chain elongation, the blocking the A site of ribosomes, the misreading of the genetic code or the prevention of the attachment of oligosaccharide side chains to glycoproteins. (See all compounds classified as Protein Synthesis Inhibitors.)