FSL0875

Structure

• InChI=1S/C43H74N2O14/c1-24-21-29(19-20-46)39(59-42-37(49)36(45(9)10)38(27(4)56-42)58-35-23-43(6,51)41(50)28(5)55-35)40(52-11)31(47)22-33(48)53-25(2)15-13-12-14-16-32(24)57-34-18-17-30(44(7)8)26(3)54-34/h12-14,16,20,24-32,34-42,47,49-51H,15,17-19,21-23H2,1-11H3/b13-12+,16-14+/t24-,25+,26-,27-,28+,29+,30+,31-,32+,34+,35+,36-,37-,38-,39+,40+,41-,42+,43-/m1/s1
• InChIKey=ACTOXUHEUCPTEW-BOISPSKTSA-N

Synonyms

• 24916-50-5
• 8025-81-8
• Foromacidin A
• IL-5902
• NSC-64393
• RP-5337
• Spiramycin
• Spiramycin A
• Spiramycin I

Origin

Streptomyces ambofaciens

Biological activities

Inhibition of bacterial protein synthesis

Therapeutic

Antibacterial

Target

bacterial 50S ribosomal subunits

Assay information

LD₅₀ for the sulfate salt in mice is 1.5-2.0 Gm/Kg (subcutaneous route) and 0.15-0.25 Gm/Kg (intravenous route)
Antibiotic activity against S. pneumoniae (0.2 μg/ml) and S. pyogenes (0.8 μg/ml)
Low antiviotic activity against Gram-negative bacteria excluding Haemophilus pertussis
Antibiotic activity against erythromycin-registant S. pyogenes (MIC₅₀ = 0.06 μg/ml) and erythromycin-registant S. pneumoniae (MIC₅₀ = 4 μg/ml)

References

• Klugman KP, Capper T, Widdowson CA, Koornhof HJ, Moser W
  Increased activity of 16-membered lactone ring macrolides against erythromycin-resistant Streptococcus pyogenes and Streptococcus pneumoniae: characterization of South African isolates.
  J Antimicrob Chemother, 42(6): 729-734 (1998)  10052895
• Helv. Chim. Acta., 39: 304-317 (1956)