28221
Oxacillin sodium salt
815-950 μg/mg (Oxacillin)
Synonym(s):
Sodium 5-methyl-3-phenyl-4-isoxazolyl penicillin
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About This Item
Empirical Formula (Hill Notation):
C19H18N3NaO5S
CAS Number:
Molecular Weight:
423.42
UNSPSC Code:
51283505
NACRES:
NA.85
PubChem Substance ID:
EC Number:
214-636-3
Beilstein/REAXYS Number:
4098179
MDL number:
biological source
synthetic
Quality Level
form
powder
concentration
815-950 μg/mg (Oxacillin)
color
white to off-white
antibiotic activity spectrum
Gram-negative bacteria, Gram-positive bacteria
mode of action
cell wall synthesis | interferes
storage temp.
2-8°C
SMILES string
[Na+].Cc1onc(-c2ccccc2)c1C(=O)N[C@H]3C4SC(C)(C)[C@@H](N4C3=O)C([O-])=O
InChI
1S/C19H19N3O5S.Na/c1-9-11(12(21-27-9)10-7-5-4-6-8-10)15(23)20-13-16(24)22-14(18(25)26)19(2,3)28-17(13)22;/h4-8,13-14,17H,1-3H3,(H,20,23)(H,25,26);/q;+1/p-1/t13-,14+,17?;/m1./s1
InChI key
VDUVBBMAXXHEQP-ZTRPPZFVSA-M
General description
Chemical structure: β-lactam
Application
Oxacillin is used to study mechanisms of penicillinase resistance and antimicrobial susceptibility . It has been used to study autolysins
Biochem/physiol Actions
Oxacillin inhibits bacterial cell wall biosynthesis at the level of transpeptidation (PBP) of peptidoglycan. Used to study mechanisms of penicillinase resistance.
Packaging
1g, 5g
Other Notes
Keep container tightly closed in a dry and well-ventilated place.
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
signalword
Danger
hcodes
Hazard Classifications
Resp. Sens. 1 - Skin Sens. 1
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G K Best et al.
Antimicrobial agents and chemotherapy, 6(6), 825-830 (1974-12-01)
A comparison of the autolytic enzyme activity in Staphylococcus aureus strains that differ markedly in their rates of lysis and killing after exposure to oxacillin has been made. Log-phase cells of the clinical isolate that is tolerant to oxacillin inhibition
M B Huang et al.
Journal of clinical microbiology, 31(10), 2683-2688 (1993-10-01)
The need to add NaCl to agar media to ensure accuracy of results when testing staphylococci with oxacillin was investigated. The results of four antimicrobial susceptibility testing methods (agar and broth dilution, E test, and disk diffusion) in which the
Sinisa Bratulic et al.
Nature communications, 8, 15410-15410 (2017-05-20)
Phenotypic mutations are amino acid changes caused by mistranslation. How phenotypic mutations affect the adaptive evolution of new protein functions is unknown. Here we evolve the antibiotic resistance protein TEM-1 towards resistance on the antibiotic cefotaxime in an Escherichia coli