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P3494

Sigma-Aldrich

Potassium clavulanate

from Streptomyces clavuligerus

Synonym(s):

Clavulanate potassium

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About This Item

Empirical Formula (Hill Notation):
C8H8NO5K
CAS Number:
61177-45-5
Molecular Weight:
237.25
EC Number:
262-640-9
MDL number:
MFCD01710901
UNSPSC Code:
51101500
PubChem Substance ID:
24898415

biological source

Streptomyces clavuligerus

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

SMILES string

[K+].[H][C@@]12CC(=O)N1[C@@H](C([O-])=O)C(\O2)=C\CO

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

InChI key

ABVRVIZBZKUTMK-JSYANWSFSA-M

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Biochem/physiol Actions

β-lactamase inhibitor, typically added to amoxicillin to increase its effectiveness.
In combination with penicillin group antibiotics to inhibit specific (group 2) β-penicillinases and cephalosporinases.

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pictograms

FlameHealth hazard
GHS02,GHS08

signalword

Danger

Hazard Classifications

Flam. Sol. 2 - Resp. Sens. 1 - Self-heat. 2 - Skin Sens. 1

supp_hazards

EUH044

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Oral surgery, oral medicine, oral pathology and oral radiology, 113(3), e1-e3 (2012-06-09)
A 58-year-old woman presented to the Oral and Maxillofacial Surgery Clinic experiencing severe limited mouth opening and exposed bone in the socket of the right mandibular third molar 8 months following the extraction of the tooth. The patient had been
Marisa L Winkler et al.
Journal of medicinal chemistry, 56(3), 1084-1097 (2012-12-21)
Inhibitor resistant (IR) class A β-lactamases pose a significant threat to many current antibiotic combinations. The K234R substitution in the SHV β-lactamase, from Klebsiella pneumoniae , results in resistance to ampicillin/clavulanate. After site-saturation mutagenesis of Lys-234 in SHV, microbiological and
B R Smith et al.
Drug intelligence & clinical pharmacy, 19(6), 415-420 (1985-06-01)
Potassium clavulanate is a novel beta-lactamase inhibitor, which, in combination, expands the spectrum of amoxicillin to include many amoxicillin-resistant organisms. Potassium clavulanate is excreted 30-50 percent unchanged renally and its plasma time-course parallels that of amoxicillin. Several studies suggest that
Ximena Gonzalo et al.
The Journal of antimicrobial chemotherapy, 68(2), 366-369 (2012-10-17)
To: (i) assess if amoxicillin/clavulanate is a useful option for the management of multidrug-resistant/extensively drug-resistant tuberculosis (MDR/XDR-TB); (ii) assess if meropenem/clavulanate is active against Mycobacterium tuberculosis at concentrations achievable in vivo; and (iii) determine whether there was inhibition of meropenem/clavulanate
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