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    Chemistry

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    Also known as: Potassium clavulanate, 61177-45-5, Clavulanic acid potassium salt, Brl 14151k, Clavulanate (potassium), Q42omw3at8
    Molecular Formula
    C8H8KNO5
    Molecular Weight
    237.25  g/mol
    InChI Key
    ABVRVIZBZKUTMK-JSYANWSFSA-M
    FDA UNII
    Q42OMW3AT8
    Clavulanic Acid
    A beta-lactam antibiotic produced by the actinobacterium Streptomyces clavuligerus. It is a suicide inhibitor of bacterial beta-lactamase enzymes. Administered alone, it has only weak antibacterial activity against most organisms, but given in combination with other beta-lactam antibiotics it prevents antibiotic inactivation by microbial lactamase.
    1 2D Structure

    Clavulanic Acid

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    potassium;(2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylate
    2.1.2 InChI
    InChI=1S/C8H9NO5.K/c10-2-1-4-7(8(12)13)9-5(11)3-6(9)14-4;/h1,6-7,10H,2-3H2,(H,12,13);/q;+1/p-1/b4-1-;/t6-,7-;/m1./s1
    2.1.3 InChI Key
    ABVRVIZBZKUTMK-JSYANWSFSA-M
    2.1.4 Canonical SMILES
    C1C2N(C1=O)C(C(=CCO)O2)C(=O)[O-].[K+]
    2.1.5 Isomeric SMILES
    C1[C@@H]2N(C1=O)[C@H](/C(=C/CO)/O2)C(=O)[O-].[K+]
    2.2 Other Identifiers
    2.2.1 UNII
    Q42OMW3AT8
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Brl 14151

    2. Brl-14151

    3. Brl14151

    4. Clavulanate

    5. Clavulanate, Potassium

    6. Clavulanate, Sodium

    7. Clavulanic Acid

    8. Clavulanic Acid, Monopotassium Salt

    9. Clavulanic Acid, Monosodium Salt

    10. Mm 14151

    11. Mm-14151

    12. Mm14151

    13. Potassium Clavulanate

    14. Potassium, Clavulanate

    15. Sodium Clavulanate

    2.3.2 Depositor-Supplied Synonyms

    1. Potassium Clavulanate

    2. 61177-45-5

    3. Clavulanic Acid Potassium Salt

    4. Brl 14151k

    5. Clavulanate (potassium)

    6. Q42omw3at8

    7. Chebi:85264

    8. Brl-14151k

    9. Potassium (2r,3z,5r)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylate

    10. Potassium (z)-(2r,5r)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo(3.2.0)heptane-2-carboxylate

    11. Potassium;(2r,3z,5r)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylate

    12. Amonate

    13. Potassium (2r,5r,z)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylate

    14. Clavulansaeure Kaliumsalz

    15. Einecs 262-640-9

    16. Unii-q42omw3at8

    17. Potassium Clavlanate

    18. Clavulanate Potassium [usan:usp:jan]

    19. Chembl1003

    20. Schembl203411

    21. Clavulanic Acid Potassium

    22. Hy-a0256a

    23. Dtxsid60210067

    24. Hms3715b13

    25. Clavulanate Potassium (jp17/usp)

    26. Potassium Clavulanate [jan]

    27. Bcp13548

    28. Clavulanate Potassium [usan]

    29. Clavulanate Potassium [vandf]

    30. Potassium Clavulanate [mart.]

    31. Potassium Clavulanate Cellulose(1:1)

    32. Akos015961326

    33. Clavulanate Potassium [who-dd]

    34. Ccg-221126

    35. 4-oxa-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3-(2-hydroxyethylidene)-7-oxo-, Monopotassium Salt, (2r-(2alpha,3z,5alpha))-

    36. Ac-13551

    37. Bp-30181

    38. Clavulanate Potassium [green Book]

    39. Potassium (2r-(2alpha,3z,5alpha))-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo(3.2.0)heptane-2-carboxylate

    40. Clavulanate Potassium [orange Book]

    41. Potassium Clavulanate [ep Monograph]

    42. Clavulanate Potassium [usp Monograph]

    43. Cs-0019771

    44. Augmentin Component Clavulanate Potassium

    45. C-6660

    46. Clavulox Component Clavulanate Potassium

    47. D02370

    48. D84066

    49. Timentin Component Clavulanate Potassium

    50. A833076

    51. Clavulanate Potassium Component Of Augmentin

    52. Clavulanate Potassium Component Of Clavulox

    53. Clavulanate Potassium Component Of Timentin

    54. Clavulanic Acid (as Clavulanate Potassium)

    55. Clavulanic Acid Potassium 100 Microg/ml In Water

    56. W-105420

    57. Clavulanate Potassium+microcrystalline Cellulose(1:1)

    58. Potassium Clavulanate (40%) : Silicon Dioxide Mixture

    59. Q27158444

    60. Potassium Clavulanate (50%) : Microcrystalline Cellulose

    61. Clavulanate Potassium Salt, Antibiotic For Culture Media Use Only

    62. Potassium Clavulanate - 1:1 Mixture With Cellulose, Antibiotic For Culture Media Use Only

    63. (2r,5r)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2beta-carboxylic Acid Potassium Salt

    64. 4-oxa-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3-(2-hydroxyethylidene)-7-oxo-, Monopotassium Salt, (2r-(2.alpha.,3z,5.alpha.))-

    65. Potassium (2r,3z,5r)-3-(2-oxidanylethylidene)-7-oxidanylidene-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylate

    66. Potassium (2r,5r,z)- 3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylate

    67. Potassium(2r,5r,z)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylate

    2.4 Create Date
    2008-02-05
    3 Chemical and Physical Properties
    Molecular Weight 237.25 g/mol
    Molecular Formula C8H8KNO5
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count2
    Exact Mass237.00395384 g/mol
    Monoisotopic Mass237.00395384 g/mol
    Topological Polar Surface Area89.9 Ų
    Heavy Atom Count15
    Formal Charge0
    Complexity329
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    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

    beta-Lactamase Inhibitors

    Endogenous substances and drugs that inhibit or block the activity of BETA-LACTAMASES. (See all compounds classified as beta-Lactamase Inhibitors.)

    API Reference Price

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    06-May-2024
    13-Jun-2024
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    DOSAGE - TABLET;ORAL - 250MG;EQ 125MG BASE **...DOSAGE - TABLET;ORAL - 250MG;EQ 125MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

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    DOSAGE - TABLET;ORAL - 500MG;EQ 125MG BASE **...DOSAGE - TABLET;ORAL - 500MG;EQ 125MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

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    DOSAGE - FOR SUSPENSION;ORAL - 200MG/5ML;EQ 2...DOSAGE - FOR SUSPENSION;ORAL - 200MG/5ML;EQ 28.5MG BASE/5ML

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    DOSAGE - FOR SUSPENSION;ORAL - 600MG/5ML;EQ 4...DOSAGE - FOR SUSPENSION;ORAL - 600MG/5ML;EQ 42.9MG BASE/5ML

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    DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 1GM;...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 1GM;EQ 62.5MG BASE

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