A macrolide antibiotic
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Josamycin

Item No. 29606

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-acetate 4B-(3-methylbutanoate) leucomycin V
CAS Number
16846-24-5
Synonyms
  • Kitasamycin A3
  • Leucomycin A3
  • Turimycin A5
Molecular Formula
C42H69NO15
Formula Weight
828.0
Purity
≥90%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 15 mg/mlEthanol: 25 mg/mlEthanol:PBS (pH 7.2) (1:2): 0.3 mg/ml
λmax
231 nm
SMILES
CO[C@@H]1[C@@H](O[C@H]2[C@H](O)[C@@H](N(C)C)[C@H](O[C@H]3C[C@](O)(C)[C@@H](OC(CC(C)C)=O)[C@H](C)O3)[C@@H](C)O2)[C@@H](CC=O)C[C@@H](C)[C@@H](O)/C=C/C=C/C[C@@H](C)OC(C[C@H]1OC(C)=O)=O
InChi Code
InChI=1S/C42H69NO15/c1-23(2)19-32(47)56-40-27(6)53-34(22-42(40,8)50)57-37-26(5)54-41(36(49)35(37)43(9)10)58-38-29(17-18-44)20-24(3)30(46)16-14-12-13-15-25(4)52-33(48)21-31(39(38)51-11)55-28(7)45/h12-14,16,18,23-27,29-31,34-41,46,49-50H,15,17,19-22H2,1-11H3/b13-12+,16-14+/t24-,25-,26-,27+,29+,30+,31-,34+,35-,36-,37-,38+,39+,40+,41+,42-/m1/s1
InChi Key
XJSFLOJWULLJQS-NGVXBBESSA-N
Origin
Bacterium/Streptomyces narbonensis var. josamyceticus var. nova
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Josamycin is a macrolide antibiotic originally isolated from S. narbonensis.1 It is active against clinical isolates of the Gram-positive aerobic bacteria S. aureus, S. epidermidis, S. pneumoniae, S. pyogenes, and S. agalactiae (MIC50s = ≤0.39 µg/ml for all), as well as the Gram-negative anaerobic bacteria Peptococcus, Peptostreptococcus, and Clostridium when used at concentrations of 6.25 µg/ml.2 It increases survival in mouse models of systemic S. aureus, S. pyogenes, and S. pneumoniae infection with ED50 values of 206.8, 205, and 86.7 mg/kg, respectively.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Osono, T., Oka, Y., Watanabe, S., et al. A new antibiotic, josamyicn. I. Isolation and physico-chemical characteristics. J. Antibiot. (Tokyo) 20(3), 174-180 (1967).

    2. Reese, R.E., Betts, R.F., Goedde, L.W., et al. In vitro susceptibility of common clinical anaerobic and aerobic isolates against josamycin. Antimicrob. Agents Chemother. 10(2), 253-257 (1976).

    3. Ono, T., Numata, K., Nagate, T., et al. In vitro and in vivo antibacterial activities of clarithromycin. Chemotherapy 42(3), 159-169 (1996).