An internal standard for the quantification of penicillin V
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Unlabeled Version(s)
23635Penicillin V (potassium salt)
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Penicillin V-d5 (potassium salt)

Item No. 26786

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[[2-(phenoxy-2,3,4,5,6-d5)acetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, monopotassium salt
CAS Number
2699607-22-0
Synonyms
  • Phenoxymethylpenicillin-d5
Molecular Formula
C16H12D5N2O5S • K
Formula Weight
393.5
Purity
≥99% deuterated forms (d1-d5)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 10 mg/ml
SMILES
O=C(N[C@@H]1C(N2[C@]1([H])SC(C)(C)[C@@H]2C([O-])=O)=O)COC3=C([2H])C([2H])=C([2H])C([2H])=C3[2H].[K+]
InChi Code
InChI=1S/C16H18N2O5S.K/c1-16(2)12(15(21)22)18-13(20)11(14(18)24-16)17-10(19)8-23-9-6-4-3-5-7-9;/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22);/q;+1/p-1/t11-,12+,14-;/m1./s1/i3D,4D,5D,6D,7D;
InChi Key
HCTVWSOKIJULET-XGACFNCLSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Penicillin V-d5 is intended for use as an internal standard for the quantification of penicillin V (Item No. 23635) by GC- or LC-MS. Penicillin V is a β-lactam antibiotic that inhibits the growth of bacteria.1,2,3 In vitro, penicillin V inhibits the growth of clinical isolates of Streptococci (MICs = 0.004-0.008 mg/L) and C. difficile (MICs = 1 to >256 mg/L).1,2 Penicillin V also inhibits growth of S. aureus in vitro (MIC = 0.016 mg/L) and in vivo in a thigh model of infection in mice.3 It inhibits the growth of S. pyogenes in mice following one or two dose therapy with curative dose (CD50) values of 0.207 and 0.031 mg, respectively.4 Penicillin V (100 mg/kg per day, p.o.) prevents experimental acute otitis media in rats when administered prior to infection by pneumococci.5 Formulations containing penicillin V have been used to treat bacterial infections of the skin, throat, ear, mouth, and respiratory tract.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kamme, C., and Petersson, A.C. In vitro effect on group A streptococci of loracarbef versus cefadroxil, cefaclor and penicillin V. Scand. J. Infect. Dis. 25(1), 37-42 (1993).

    2. Norén, T., Alriksson, I., Akerlund, T., et al. In vitro susceptibility to 17 antimicrobials of clinical Clostridium difficile isolates collected in 1993-2007 in Sweden. Clin. Microbiol. Infect. 16(8), 1104-1110 (2010).

    3. Overbosch, D., Mattie, H., and Van Furth, R. Comparative pharmacodynamics and clinical pharmacokinetics of phenoxymethylpenicillin and pheneticillin. Br. J. Clin. Pharmacol. 19(5), 657-668 (1985).

    4. Powell, H.M., and Culbertson, C.G. Effectiveness of phenoxymethyl penicillin V, and sodium penicillin G against hemolytic Streptococcus infection in white mice. Proc. Soc. Exp. Biol. Med. 90(1), 186-187 (1955).

    5. Hermansson, A., Prellner, K., and Hellström, S. Prevention of experimental acute otitis media with penicillin V. Acta Otolaryngol. 109(1-2), 119-123 (1990).