Spiramycin

Spiramycin is a polyketide synthase-derived macrolide antibiotic that has been found in Streptomyces. It inhibits the binding of tetrahydroleucomycin A3 to E. coli ribosomes (IC50 = 1 µM) and is active against S. aureus, B. subtilis, B. cereus, and M. luteus (MICs = 3.12, 1.56, 3.12, and 0.1 µg/ml, respectively). Spiramycin protects mice from S. aureus, S. pneumoniae, and P. berghei infections (ED50s = 116.6, 167.9, and 27 mg/kg, respectively). This product is a mixture of spiramycin I, II, and III, with spiramycin I being the major component.Formal Name: 2-((4R,5S,6S,7R,9R,10R,11E,13E,16R)-6-(((2S,3R,4R,5S,6R)-5-(((2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-10-(((2R,5S,6R)-5-(dimethylamino)-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4-hydroxy-5-methoxy-9,16-dimethyl-2-oxooxacyclohexadeca-11,13-dien-7-yl)acetaldehyde (Spiramycin I, R = H). CAS Number: 8025-81-8. Synonyms: Formacidine, NSC 55926, Rovamycine. Molecular Formula: C43H74N2O14 (Spiramycin I, R = H). Formula Weight: 843.1. Purity: >90%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/mL, DMSO: 30mg/mL, DMSO:PBS(pH 7.2) (1:3): 0.25 mg/mL, Ethanol: 25 mg/mL. lambdamax: 226, 231 nm. SMILES: O=C1C[C@H]([C@@H]([C@H]([C@H](C[C@H]([C@H](/C=C/C=C/C[C@H](O1)C)O[C@@]2([H])CC[C@@H]([C@H](O2)C)N(C)C)C)CC=O)O[C@@]3([H])[C@@H]([C@H]([C@@H]([C@H](O3)C)O[C@]4([H])O[C@H]([C@@H]([C@@](C)(C4)O)O)C)N(C)C)O)OC)O.O=C5C[C@H]([C@@H]([C@H]([C@H](C[C@H]([C@H]. InChi Code: InChI=1S/C46H78N2O15.C45H76N2O15.C43H74N2O14/c1-13-35(50)60-34-24-36(51)56-27(3)17-15-14-16-18-33(61-37-20-19-32(47(8)9)28(4)57-37)26(2)23-31(21-22-49)42(43(34)55-12)63-45-40(52)39(48(10)11)41(29(5)59-45)62-38-25-46(7,54)44(53)30(6)58-38,1-25-22-31(2. InChi Key: YSPJBQMQEKNSDS-AHTQBDIFSA-N.