A macrolide antibiotic
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Neospiramycin I

Item No. 34060

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4A-O-de(2,6-dideoxy-3-C-methyl-α-L-ribo-hexopyranosyl)-9-O-[(2R,5S,6R)-5-(dimethylamino)tetrahydro-6-methyl-2H-pyran-2-yl]-leucomycin V
CAS Number
70253-62-2
Molecular Formula
C36H62N2O11
Formula Weight
698.9
Purity
≥90%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble
SMILES
O=CC[C@@H](C[C@H]([C@H](/C=C/C=C/C[C@H](OC(C[C@H]([C@@H]1OC)O)=O)C)O[C@@H]2O[C@@H]([C@H](CC2)N(C)C)C)C)[C@@H]1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)C)O)N(C)C)OO=CC[C@@H](C[C@H]([C@H](/C=C/C=C/C[C@H](OC(C[C@H]([C@@H]1OC)O)=O)C)O[C@@H]2O[C@@H]([C@H](CC2)N(C)C)C)C)[C@@H]1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)C)O)N(C)C)O
InChi Code
InChI=1S/C36H62N2O11/c1-21-19-25(17-18-39)34(49-36-33(43)31(38(7)8)32(42)24(4)47-36)35(44-9)27(40)20-29(41)45-22(2)13-11-10-12-14-28(21)48-30-16-15-26(37(5)6)23(3)46-30/h10-12,14,18,21-28,30-36,40,42-43H,13,15-17,19-20H2,1-9H3/b11-10+,14-12+/t21-,22-,23-,24-,25+,26+,27-,28+,30+,31+,32-,33-,34+,35+,36+/m1/s1
InChi Key
SUBWVHAACKTENX-XLGVTROISA-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

    Neospiramycin I is a macrolide antibiotic and derivative of spiramycin I.1 It is active against the macrolide-sensitive KB210, but not the macrolide-resistant KB224, strain of S. aureus (MICs = 3.12 and >100 µg/ml, respectively), as well as B. cereus, B. subtilis, M. luteus, E. coli, and K. pneumoniae (MICs = 1.56, 3.12, 3.12, 0.2, 50, and 12.5 µg/ml, respectively). Neospiramycin I binds to E. coli ribosomes with an IC50 value of 1.2 µM. It protects against mortality in a mouse model of S. pneumoniae type III infection (ED50 = 399.8 mg/kg).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sano, H., Inoue, M., and Ōmura, S. Chemical modification of spiramycins. II. Synthesis and antimicrobial activity of 4'-deoxy derivatives of neospiramycin I and their 12-(Z)-isomers. J. Antibiot. (Tokyo) 37(7), 738-749 (1984).

    2. Sano, H., Inoue, M., Yamashita, K., et al. Chemical modification of spiramycins. I. Synthesis of the acetal derivatives of neospiramycin I. J. Antibiot. (Tokyo) 36(10), 1336-1344 (1983).