A streptogramin antibiotic
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Quinupristin (mesylate)

Item No. 19764

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[4-(dimethylamino)-N-methyl-L-phenylalanine]-5-[(2S,5R)-5-[[[(3S)-1-azabicyclo[2.2.2]oct-3-yl]thio]methyl]-4-oxo-2-piperidinecarboxylic acid]-virginiamycin S1, monomethanesulfonate
Synonyms
  • RP 57669
  • Streptogramin B
Molecular Formula
C53H68N9O10S • CH3SO3
Formula Weight
1118.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
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)C[C@H]1CS[C@@H]7C[NH+]8CCC7CC8.CS([O-])(=O)=O
InChi Code
InChI=1S/C53H67N9O10S.CH4O3S/c1-6-37-50(68)61-23-11-14-38(61)51(69)59(5)40(26-32-16-18-36(19-17-32)58(3)4)52(70)62-28-35(30-73-43-29-60-24-20-33(43)21-25-60)42(64)27-39(62)47(65)57-45(34-12-8-7-9-13-34)53(71)72-31(2)44(48(66)55-37)56-49(67)46-41(63)1
InChi Key
ZNQOUMVWYLNQRW-FDQSXSIVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Quinupristin is a streptogramin antibiotic that blocks peptide bond formation and peptide extension in bacteria.1,2 Quinupristin is usually combined with another streptogramin antibiotic, dalfopristin (Item No. 19762), to produce quinupristin-dalfopristin complex, known commercially as Synercid. While both quinupristin and dalfopristin have bacteriostatic effects, they act synergistically to kill Gram-positive bacteria, as well as some Gram-negative and anaerobic bacteria.3,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kohanski, M.A., Dwyer, D.J., and Collins, J.J. How antibiotics kill bacteria: From targets to networks. Nat. Rev. Microbiol. 8(6), 423-435 (2010).

    2. Wilson, D.N. The A-Z of bacterial translation inhibitors. Crit. Rev. Biochem. Mol. Biol. 44(6), 393-433 (2009).

    3. Noeske, J., Huang, J., Olivier, N.B., et al. Synergy of streptogramin antibiotics occurs independently of their effects on translation. Antimicrob. Agents Chemother. 58(9), 5269-5279 (2014).