A polypeptide antibiotic
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Capreomycin (sulfate)

Item No. 19469

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S)-2,5-diamino-N-(((2S,5R,11S,15R,Z)-15-amino-11-(2-amino-3,4,5,6-tetrahydropyrimidin-4-yl)-2-(hydroxymethyl)-3,6,9,12,16-pentaoxo-8-(ureidomethylene)-1,4,7,10,13-pentaazacyclohexadecan-5-yl)methyl)pentanamide, monosulfate
CAS Number
1405-37-4
Molecular Formula
C24H42N14O8 • H2SO4
Formula Weight
752.8
Purity
≥90%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Water: 50 mg/ml
SMILES
O=C(NC[C@H](C(N/C(C(N[C@@H](C1NC(N)=NCC1)C(NC[C@H]2N)=O)=O)=C\NC(N)=O)=O)NC([C@H](CO)NC2=O)=O)[C@@H](N)CCCN.O=S(O)(O)=O
InChi Code
InChI=1S/C24H42N14O8.H2O4S/c25-4-1-2-10(26)17(40)32-7-13-19(42)34-14(8-33-24(29)46)20(43)38-16(12-3-5-30-23(28)37-12)22(45)31-6-11(27)18(41)36-15(9-39)21(44)35-13;1-5(2,3)4/h8,10-13,15-16,39H,1-7,9,25-27H2,(H,31,45)(H,32,40)(H,34,42)(H,35,44)(H,36,41
InChi Key
LFFNIXQXRKNZCE-UBBQZPMLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Capreomycin is a polypeptide antibiotic originally isolated from S. capreolus.1 It is active against M. tuberculosis (MIC = 10 µg/ml). Capreomycin binds to both the 30S and 50S ribosomal subunits, inhibiting protein synthesis.2 It increases survival and decreases lung necrosis in mice infected with the streptomycin-resistant M. tuberculosis strain H37Rv when administered at doses ranging from 50 to 500 mg/kg.3 Formulations containing capreomycin have been used in the treatment of multidrug-resistant tuberculosis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Arbex, M.A., de Castro Lima Varella, M., de Siqueira, H.R., et al. Antituberculosis drugs: Drug interactions, adverse effects, and use in special situations. Part 2: Second line drugs. J. Bras. Pneumol. 36(5), 641-656 (2010).

    2. Vianna, J.F., Bezerra, K.S., Oliveira, J.I.N., et al. Binding energies of the drugs capreomycin and streptomycin in complex with tuberculosis bacterial ribosome subunits. Phys. Chem. Chem. Phys. 21(35), 19192-19200 (2019).

    3. Sutton, W.B., Gordee, R.S., Wick, W.E., et al. In vitro and in vivo laboratory studies on the antituberculous activity of capreomycin. Ann. N. Y. Acad. Sci. 135(2), 947-959 (1966).