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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:
Molecular Weight:
237.25
EC Number:
MDL number:
UNSPSC Code:
51101500
PubChem Substance ID:

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Supplementary Hazards

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
Yoram Fleissig et al.
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
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
Oriol Mitjà et al.
The American journal of tropical medicine and hygiene, 86(6), 1043-1045 (2012-06-06)
We report the first documented case of a mycetoma caused by Nocardia yamanashiensis after the initial description of this species. The 16S-rRNA gene sequence analysis was used to identify the novel species, which showed a similarity of 99.9% to the

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