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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.)


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Fermic Sa De Cv

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Glaxosmithkline

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Fermic

Mexico
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Potassium clavulanate

Registrant Name : Inistesti Co., Ltd.

Registration Date : 2018-01-25

Registration Number : 20090617-113-F-45-14(5)

Manufacturer Name : Fermic, SA de. CV

Manufacturer Address : Reforma No. 873 Col. San Nicolas Tolentino Iztapalapa, 09850, Mexico

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GSK

United Kingdom
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Potassium clavulanate

Registrant Name : GlaxoSmithKline Inc.

Registration Date : 2020-03-10

Registration Number : 20200310-113-F-91-24

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Potassium clavulanate

Registrant Name : Boryeong Co., Ltd.

Registration Date : 2015-09-09

Registration Number : 20081031-113-F-9-04(2)

Manufacturer Name : Lek Pharmaceuticals dd

Manufacturer Address : Perzonali 47, SI-2391 Prevalje

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Potassium clavulanate

Registrant Name : Lee Sung International Co., Ltd.

Registration Date : 2022-04-25

Registration Number : 20220425-113-F-96-26

Manufacturer Name : Lek farmacevtska družba dd,...

Manufacturer Address : Trimlini 2D, Lendava, 9220, Slovenia

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Potassium clavulanate

Registrant Name : Lee Sung International Co., Ltd.

Registration Date : 2022-04-25

Registration Number : 20220425-113-F-95-25

Manufacturer Name : Lek farmacevtska družba dd,...

Manufacturer Address : Trimlini 2D, Lendava, 9220, Slovenia

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Potassium clavulanate

Registrant Name : Yuhan Corporation

Registration Date : 2018-02-08

Registration Number : 20081031-113-F-10-03(4)

Manufacturer Name : lek pharmaceuticals dd

Manufacturer Address : Perzonali 47, SI-2391 Prevalje

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Potassium clavulanate

Registrant Name : Hwail Pharmaceutical Co., Ltd.

Registration Date : 2018-01-16

Registration Number : 20120615-113-F-69-16(1)

Manufacturer Name : Shandong New Time Pharmaceut...

Manufacturer Address : No.1, North Outer Ring Road, Feixian County, Shandong Province, China

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Potassium clavulanate

Registrant Name : Hwail Pharmaceutical Co., Ltd.

Registration Date : 2017-10-25

Registration Number : 20120615-113-F-68-17(4)

Manufacturer Name : Shandong New Time Pharmaceut...

Manufacturer Address : No.1, North Outer Ring Road, Feixian County, Shandong Province, China

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Potassium clavulanate

Registrant Name : Boryeong Co., Ltd.

Registration Date : 2017-07-27

Registration Number : 20120615-113-F-68-17(3)

Manufacturer Name : Shandong New Time Pharmaceut...

Manufacturer Address : No.1, North Outer Ring Road, Feixian County, Shandong Province, China

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Potassium clavulanate

Registrant Name : Hwail Pharmaceutical Co., Ltd.

Registration Date : 2017-10-25

Registration Number : 20120615-113-F-67-18(4)

Manufacturer Name : Shandong New Time Pharmaceut...

Manufacturer Address : No.1, North Outer Ring Road, Feixian County, Shandong Province, China

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NDC API

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01

Compamed
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CLAVULANATE POTASSIUM

NDC Package Code : 52972-0042

Start Marketing Date : 2023-07-26

End Marketing Date : 2024-12-31

Dosage Form (Strength) : POWDER (0.7kg/kg)

Marketing Category : DRUG FOR FURTHER PROCESSING

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02

CKD Bio Corporation

South Korea
Compamed
Not Confirmed
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CKD Bio Corporation

South Korea
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CLAVULANATE POTASSIUM

NDC Package Code : 52972-0031

Start Marketing Date : 2003-02-26

End Marketing Date : 2024-12-31

Dosage Form (Strength) : POWDER (1kg/kg)

Marketing Category : BULK INGREDIENT

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CKD Bio Corporation

South Korea
Compamed
Not Confirmed
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CKD Bio Corporation

South Korea
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Compamed
Not Confirmed

CLAVULANATE POTASSIUM

NDC Package Code : 52972-0034

Start Marketing Date : 2005-06-10

End Marketing Date : 2024-12-31

Dosage Form (Strength) : POWDER (0.5kg/kg)

Marketing Category : DRUG FOR FURTHER PROCESSING

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CKD Bio Corporation

South Korea
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CKD Bio Corporation

South Korea
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CLAVULANATE POTASSIUM

NDC Package Code : 52972-0033

Start Marketing Date : 2005-06-10

End Marketing Date : 2024-12-31

Dosage Form (Strength) : POWDER (0.5kg/kg)

Marketing Category : DRUG FOR FURTHER PROCESSING

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05

Compamed
Not Confirmed
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Compamed
Not Confirmed

CLAVULANATE POTASSIUM

NDC Package Code : 39390-0043

Start Marketing Date : 2018-11-23

End Marketing Date : 2028-01-13

Dosage Form (Strength) : POWDER (1kg/kg)

Marketing Category : BULK INGREDIENT

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06

Compamed
Not Confirmed
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Compamed
Not Confirmed

CLAVULANATE POTASSIUM

NDC Package Code : 39390-0045

Start Marketing Date : 2024-02-12

End Marketing Date : 2025-12-31

Dosage Form (Strength) : POWDER (1kg/kg)

Marketing Category : BULK INGREDIENT

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07

Compamed
Not Confirmed
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Compamed
Not Confirmed

CLAVULANATE POTASSIUM

NDC Package Code : 39390-0044

Start Marketing Date : 2018-11-23

End Marketing Date : 2028-01-13

Dosage Form (Strength) : POWDER (1kg/kg)

Marketing Category : BULK INGREDIENT

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08

Compamed
Not Confirmed
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Compamed
Not Confirmed

CLAVULANATE POTASSIUM

NDC Package Code : 39390-0046

Start Marketing Date : 2024-02-12

End Marketing Date : 2025-12-31

Dosage Form (Strength) : POWDER (1kg/kg)

Marketing Category : BULK INGREDIENT

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09

Lek d.d.

Slovenia
Compamed
Not Confirmed
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Slovenia
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Compamed
Not Confirmed

CLAVULANATE POTASSIUM

NDC Package Code : 48866-9981

Start Marketing Date : 2022-11-03

End Marketing Date : 2025-12-31

Dosage Form (Strength) : POWDER (20kg/20kg)

Marketing Category : BULK INGREDIENT FOR HUMAN P...

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10

Compamed
Not Confirmed
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Compamed
Not Confirmed

CLAVULANATE POTASSIUM

NDC Package Code : 42677-105

Start Marketing Date : 2007-02-18

End Marketing Date : 2025-12-31

Dosage Form (Strength) : POWDER (0.5kg/kg)

Marketing Category : BULK INGREDIENT FOR HUMAN P...

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API Reference Price

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[{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q2","strtotime":1718649000,"product":"CLAVULANIC ACID TBA SALT (CAS NO.61177-45-5 IUPAC NAME: POTASSIUM;(2R,3Z,5R)-3-(2-HYDROXYETHYLIDENE-7-OXO-4-0XA-1-AZABIC","address":"301 CEEJAY HOUSE LEVEL 3 SHIVSAGAR","city":"MUMBAI,MAHARASHTRA","supplier":"XXTRAXXNO XXNGKXXG LXXITEX","supplierCountry":"CHINA","foreign_port":"SHANGHAI","customer":"ARSHIYA LOGISTICS SERVICES LTD","customerCountry":"INDIA","quantity":"4500.00","actualQuantity":"4500","unit":"KGS","unitRateFc":"79","totalValueFC":"358994.5","currency":"USD","unitRateINR":"6659.7","date":"18-Jun-2024","totalValueINR":"29968650","totalValueInUsd":"358994.5","indian_port":"ARSHIYA-SEZ\/PANVEL","hs_no":"29419090","bill_no":"1008699","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"SHANGHAI","supplierAddress":"N\/A","customerAddress":"301 CEEJAY HOUSE LEVEL 3 SHIVSAGAR"}]
18-Jun-2024
18-Jun-2024
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Average Price (USD/KGS)

Number of Transactions

Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

Importing Country Total Quantity
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Average Price
(USD/KGS)
Number of Transactions

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DRUG PRODUCT COMPOSITIONS

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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**

USFDA APPLICATION NUMBER - 50564

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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**

USFDA APPLICATION NUMBER - 50564

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DOSAGE - FOR SUSPENSION;ORAL - 125MG/5ML;EQ 3...DOSAGE - FOR SUSPENSION;ORAL - 125MG/5ML;EQ 31.25MG BASE/5ML

USFDA APPLICATION NUMBER - 50575

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DOSAGE - FOR SUSPENSION;ORAL - 250MG/5ML;EQ 6...DOSAGE - FOR SUSPENSION;ORAL - 250MG/5ML;EQ 62.5MG BASE/5ML

USFDA APPLICATION NUMBER - 50575

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DOSAGE - TABLET;ORAL - 875MG;EQ 125MG BASE

USFDA APPLICATION NUMBER - 50720

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

USFDA APPLICATION NUMBER - 50725

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DOSAGE - FOR SUSPENSION;ORAL - 400MG/5ML;EQ 5...DOSAGE - FOR SUSPENSION;ORAL - 400MG/5ML;EQ 57MG BASE/5ML

USFDA APPLICATION NUMBER - 50725

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

USFDA APPLICATION NUMBER - 50755

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

USFDA APPLICATION NUMBER - 50785

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