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Sigma-Aldrich

Oxacillin sodium salt monohydrate

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About This Item

Linear Formula:
C19H18N3O5SNa · H2O
CAS Number:
7240-38-2
Molecular Weight:
441.43
Beilstein/REAXYS Number:
4287093
EC Number:
214-636-3
MDL number:
MFCD00167146
UNSPSC Code:
12171500
PubChem Substance ID:
24897869
NACRES:
NA.47

form

powder

Quality Level

200

solubility

water: 50-52 mg/mL, clear to very slightly hazy, colorless to very faintly yellow

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

2-8°C

SMILES string

[Na+].[H]O[H].[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)c3c(C)onc3-c4ccccc4)C([O-])=O

InChI

1S/C19H19N3O5S.Na.H2O/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);;1H2/q;+1;/p-1/t13-,14+,17-;;/m1../s1

InChI key

ZVIYWUUZWWBNMB-VICXVTCVSA-M

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Application

Oxacillin sodium salt monohydrate has been used in penicillin (PEN) standards.[1] In turbidimetric method, oxacillin sodium salt monohydrate has been used in the medium with antibiotic.[2]

Biochem/physiol Actions

Oxacillin and its derivatives are released through urine with the help of glomerular filtration and tubular secretion.[3] It can be used in nursing mothers.[4] Oxacillin is used in the treatment of methicillin-susceptible S. aureus (MSSA) infections. It shows resistance to penicillinase.[3]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000138613
0000127722
0000114226
0000114225
0000087414

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Drugs and Lactation Database (LactMed) (2006)
The Washington Manual Infectious Diseases Subspecialty Consult, 352-352 (2005)
An easy-to-use, rapid and inexpensive method to determine methicillin resistance in Staphylococcus aureus.
Gocmen JS, et al.
Journal of Clinical and Experimental Investigations, 7(3), 225-251 (2016)
Nancy Tawil et al.
Biosensors & bioelectronics, 49, 334-340 (2013-06-26)
Two hundred fifty Staphylococcus aureus clinical isolates were studied to determine their susceptibilities to β-lactam antibiotics. Among these isolates, 16 were methicillin-sensitive S. aureus (MSSA), 207 were methicillin-resistant S. aureus (MRSA) and 27 were borderline oxacillin-resistant S. aureus (BORSA). Currently
Galoz Kaneti et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 27(12), 4834-4843 (2013-08-24)
In previous studies, the oligo-acyl-lysyl (OAK) C12(ω7)K-β12 added to cultures of gram-positive bacteria exerted a bacteriostatic activity that was associated with membrane depolarization, even at high concentrations. Here, we report that multidrug-resistant Staphylococcus aureus strains, unlike other gram-positive species, have
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