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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

Signal Word

Danger

Hazard Statements

H228,H252,H317,H334

Hazard Classifications

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

Supplementary Hazards

EUH044

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

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Certificates of Analysis (COA)

Lot/Batch Number
115K1493
045K1743
094K1064
015K0845
013K1124

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Gustavo Jesus Vazquez-Zapien et al.
Romanian journal of morphology and embryology = Revue roumaine de morphologie et embryologie, 60(1), 189-194 (2019-07-03)
Kidney diseases are a global public health problem. Despite significant advances in the understanding of renal failure (RF) and replacement therapies, this condition carries a series of complications and the life's quality of patients decreases. Differentiation capability of stem cells
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
Refaat B Hamed et al.
Natural product reports, 30(1), 21-107 (2012-11-09)
The β-lactam antibiotics and related β-lactamase inhibitors are amongst the most important small molecules in clinical use. Most, but not all, β-lactams including penicillins, cephalosporins, and clavulanic acid are produced via fermentation or via modification of fermented intermediates, with important
Thomas Kwong et al.
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
Winfried V Kern et al.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology, 31(9), 1149-1156 (2013-01-30)
This double-blind, multicenter trial compared the efficacy and safety of a single daily oral dose of moxifloxacin with oral combination therapy in low-risk febrile neutropenic patients with cancer. Inclusion criteria were cancer, febrile neutropenia, low risk of complications as predicted
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