An aminocyclitol antibiotic
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Spectinomycin (hydrochloride hydrate)

Item No. 14324

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(5aR,9aR,10aS)-decahydro-4aR,7S,9S-trihydroxy-2R-methyl-6S,8R-bis(methylamino)-4H-pyrano[3-b][1,4]benzodioxin-4-one, dihydrochloride pentahydrate
CAS Number
22189-32-8
Molecular Formula
C14H24N2O7 • 2HCl [5H2O]
Formula Weight
495.4
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 2 mg/mlDMSO: 11 mg/mlEthanol: 0.3 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
[H][C@@]12[C@@](C(C[C@@H](C)O2)=O)(O)O[C@]3([H])[C@@H](NC)[C@@H](O)[C@@H](NC)[C@H](O)[C@@]3([H])O1.Cl.Cl.O.O.O.O.O
InChi Code
InChI=1S/C14H24N2O7.2ClH.5H2O/c1-5-4-6(17)14(20)13(21-5)22-12-10(19)7(15-2)9(18)8(16-3)11(12)23-14;;;;;;;/h5,7-13,15-16,18-20H,4H2,1-3H3;2*1H;5*1H2/t5-,7-,8+,9+,10+,11-,12-,13+,14+;;;;;;;/m1......./s1
InChi Key
DCHJOVNPPSBWHK-UXXUFHFZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Spectinomycin is an aminocyclitol antibiotic produced by S. spectabilis that is active against Gram-negative and Gram-positive bacteria. Spectinomycin inhibits protein synthesis by binding to the 30S ribosomal subunit and interfering with peptidyl tRNA translocation.1 Mutations in the gene for ribosomal protein S5 prevents binding of spectinomycin and contributes to bacterial resistance.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zimmerman, J.M., and Maher, L.J., III In vivo selection of spectinomycin-binding RNAs. Nucleic Acids Res. 30(24), 5425-5435 (2002).

    2. Kehrenberg, C., and Schwarz, S. Mutations in 16S rRNA and ribosomal protein S5 associated with high-level spectinomycin resistance in Pasteurella multocida. Antimicrob. Agents Chemother. 51(6), 2244-2246 (2007).