A cephalosporin antibiotic
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Cefoxitin (sodium salt)

Item No. 15990

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(6R,7S)-3-[[(aminocarbonyl)oxy]methyl]-7-methoxy-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, monosodium salt
CAS Number
33564-30-6
Synonyms
  • Betacef
  • Cenomycin
  • Farmoxin
  • Merxin
Molecular Formula
C16H16N3O7S2 • Na
Formula Weight
449.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 0.25 mg/mlDMSO: 20 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
237, 265 nm
SMILES
O=C1[C@](NC(CC2=CC=CS2)=O)(OC)[C@]3([H])N1C(C([O-])=O)=C(COC(N)=O)CS3.[Na+]
InChi Code
InChI=1S/C16H17N3O7S2.Na/c1-25-16(18-10(20)5-9-3-2-4-27-9)13(23)19-11(12(21)22)8(6-26-15(17)24)7-28-14(16)19;/h2-4,14H,5-7H2,1H3,(H2,17,24)(H,18,20)(H,21,22);/q;+1/p-1/t14-,16+;/m1./s1
InChi Key
GNWUOVJNSFPWDD-XMZRARIVSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Cefoxitin is a cephalosporin antibiotic.1 It is active against numerous Gram-negative bacteria, including strains of P. mirabilis, P. vulgaris, E. coli, S. typhimurium, and S. enteritidis (MICs = 4-32 µg/ml for all). It binds to B. subtilis penicillin-binding protein 2a (PBP2a), -2b, -3, -4, and -5 (IC50s = 0.72, 0.19, 1.04, 0.14, and 0.19 µg/ml, respectively).2 Cefoxitin increases survival in mice infected with S. aureus, S. pyogenes, or K. pneumoniae (ED50s = 250, 63, and 795 µg/animal, respectively).1 Formulations containing cefoxitin have been used in the treatment of bacterial infections.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Miller, A.K., Celozzi, E., Kong, Y., et al. Cefoxitin, a semisynthetic cephamycin antibiotic: In vivo evaluation. Antimicrob. Agents Chemother. 5(1), 33-37 (1974).

    2. Sharifzadeh, S., Dempwolff, F., Kearns, D.B., et al. Harnessing β-lactam antibiotics for illumination of the activity of penicillin-binding proteins in Bacillus subtilis. ACS Chem. Biol. 15(5), 1242-1251 (2020).