Erythromycin A-N-oxide

SKU
E-2467
  • CAS:992-65-4
  • Formula:C37H67NO14
  • MW:749.9 Da
  • Appearance:White solid
  • Purity:>98% by HPLC
Product Name Qty
Erythromycin A-N-oxide
5 mg
$110.48
Erythromycin A-N-oxide
25 mg
$387.28

Description

Erythromycin A N-oxide is a minor analogue of the erythromycin complex isolated from Saccharopolyspora erythraea. The N-oxide is a facile metabolite formed in vivo which can revert to erythromycin A under reducing conditions. Despite its synthetic preparation in the 1950s, the biological activity of erythromycin A N-oxide has not been extensively studied.

More Information
Alternate Name/Synonyms
Erythromycin N-oxide
SKU
E-2467
CAS #
992-65-4
Chemical Name
(2S,3R,4S,6R)-2-[[(3R,4S,5S,6R,7R,9R,11R,12R,13R,14R)-14-ethyl-7,12,13-trihydroxy-4-[(2S,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-6-yl]oxy]-3-hydroxy-N,N,6-trimethyloxan-4-amine oxide
Chemical Formula
C37H67NO14
Molecular Weight
749.9 Da
Appearance
White solid
Purity
>98% by HPLC
Solubility
Soluble in ethanol, methanol, DMF or DMSO. Moderate water solubility.
Storage Temp
-20°C
USE
A facile metabolite of erythromycin A
INCHI
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
SMILES
CC[C@@H]1[C@@]([C@@H]([C@H](C(=O)[C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]2C[C@@]([C@H]([C@@H](O2)C)O)(C)OC)C)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)[N+](C)(C)[O-])O)(C)O)C)C)O)(C)O
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