A macrolide antibiotic
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Streptogramin B

Item No. 28086

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[4-(dimethylamino)-N-methyl-L-phenylalanine]-virginiamycin S1
CAS Number
3131-03-1
Synonyms
  • Mikamycin IA
  • NSC 92554
  • Ostreogrycin B
  • Pristinamycin IA
  • Vernamycin Bα
  • Virginiamycin B
Molecular Formula
C45H54N8O10
Formula Weight
867.0
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Chloroform: 30 mg/mlDMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:4): 0.20 mg/ml
λmax
262, 304 nm
SMILES
O=C1C[C@](C(N[C@@H](C2=CC=CC=C2)C(O[C@H](C)[C@H](NC(C3=C(O)C=CC=N3)=O)C4=O)=O)=O)([H])N(C([C@@](CC5=CC=C(N(C)C)C=C5)([H])N(C)C([C@]6([H])CCCN6C([C@H](N4)CC)=O)=O)=O)CC1
InChi Code
InChI=1S/C45H54N8O10/c1-6-31-42(59)52-22-11-14-32(52)43(60)51(5)34(24-27-16-18-29(19-17-27)50(3)4)44(61)53-23-20-30(54)25-33(53)39(56)49-37(28-12-8-7-9-13-28)45(62)63-26(2)36(40(57)47-31)48-41(58)38-35(55)15-10-21-46-38/h7-10,12-13,15-19,21,26,31-34,36-37,55H,6,11,14,20,22-25H2,1-5H3,(H,47,57)(H,48,58)(H,49,56)/t26-,31-,32+,33+,34+,36+,37+/m1/s1
InChi Key
YGXCETJZBDTKRY-DZCVGBHJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Streptogramin B is a macrolide antibiotic.1 It inhibits the growth of Clostridium, Peptostreptococcus, and Propionibacterium bacterial species (MIC90s = 2, 0.5, and 8 μg/ml, respectively).2 Streptogramin B inhibits protein synthesis by interacting with the 50S ribosome.1 Resistance to streptogramin B is conferred by erythromycin ribosome methylation (erm) genes, which code for methylases that methylate the 50S ribosome, interfering with streptogramin B binding.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Roberts, M.C., Sutcliffe, J., Courvalin, P., et al. Nomenclature for macrolide and macrolide-lincosamide-streptogramin B resistance determinants. Antimicrob. Agents Chemother. 43(12), 2823-2830 (1999).

    2. Laforest, H., Fourgeaud, M., Richet, H., et al. Comparative in vitro activities of pristinamycin, its components, and other antimicrobial agents against anaerobic bacteria. Antimicrob. Agents Chemother. 32(7), 1094-1096 (1988).