Erythromycin A N-oxide

Erythromycin A N-oxide is a potential impurity found in commercial preparations of erythromycin. Erythromycin (Cay-16486) is a macrolide antibiotic that inhibits bacterial protein synthesis by targeting the 50S ribosomal subunit, blocking the progression of nascent polypeptide chains. It is effective against a host of bacterial genera, including Streptococcus, Staphylococcus, and Haemophilus (MIC90s = 0.015-2.0 mg/l). Erythromycin is known to potently inhibit the cytochrome P450 isoform CYP3A4, which can affect the metabolism of numerous clinically relevant medications. Erythromycin A N-oxide is also a precursor in the synthesis of clarithromycin (Cay-19455).Formal Name: erythromycin N-oxide. CAS Number: 992-65-4. Molecular Formula: C37H67NO14. Formula Weight: 749.9. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: DMF: soluble, DMSO: soluble, Ethanol: soluble, Methanol: soluble. SMILES: C[C@@H]([C@@H]([C@H](C(O[C@@H]1CC)=O)C)O[C@@]2([H])C[C@](OC)(C)[C@@H](O)[C@H](C)O2)[C@H]([C@@](O)(C)C[C@H](C([C@@H]([C@@H](O)[C@]1(C)O)C)=O)C)O[C@@](O[C@H](C)C[C@@H]3[N](C)(C)=O)([H])[C@@H]3O. InChi Code: InChI=1S/C37H67NO14/c1-14-25-37(10,45)30(41)20(4)27(39)18(2)16-35(8,44)32(52-34-28(40)24(38(11,12)46)15-19(3)48-34)21(5)29(22(6)33(43)50-25)51-26-17-36(9,47-13)31(42)23(7)49-26/h18-26,28-32,34,40-42,44-45H,14-17H2,1-13H3/t18-,19-,20+,21+,22-,23+,24+,25-,26+,28-,29+,30-,31+,32-,34+,35-,36-,37-/m1/s1. InChi Key: LUIPOVCSQJTWHA-RWJQBGPGSA-N.