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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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Product No.
Description
Pricing

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)

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Antimicrobial agents and chemotherapy, 56(9), 4845-4855 (2012-07-04)
Streptomyces clavuligerus produces a collection of five clavam metabolites, including the clinically important β-lactamase inhibitor clavulanic acid, as well as four structurally related metabolites called 5S clavams. The paralogue gene cluster of S. clavuligerus is one of three clusters of
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International journal of food microbiology, 165(1), 7-10 (2013-05-21)
The presence of extended-spectrum beta-lactamase (ESBL)-producing Escherichia coli (E. coli) in raw poultry is one of the most common factors that interfere with the isolation of Campylobacter by cefoperazone-based selective agar. The performance of modified charcoal-cefoperazone-deoxycholate agar (mCCDA) was improved
Krisztina M Papp-Wallace et al.
Antimicrobial agents and chemotherapy, 56(8), 4428-4438 (2012-06-13)
β-Lactamases are important antibiotic resistance determinants expressed by bacteria. By studying the mechanistic properties of β-lactamases, we can identify opportunities to circumvent resistance through the design of novel inhibitors. Comparative amino acid sequence analysis of class A β-lactamases reveals that
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