82230-93-1Erythromycin EP Impurity A (Free Base)

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Catalogue No.:	VL690005
CAS No.:	82230-93-1
Mol. Formula:	C37H67NO14
Mol. Weight:	749.93 g/mol

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Additional information on CAS 82230-93-1

Parent drug

Erythromycin

IUPAC Name

(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-4-[(2,6-Dideoxy-3C-methyl-3-O-methyl-α-L-ribo-hexopyranosyl)oxy]-14-ethyl-7,12,13-trihydroxy-3-(hydroxymethyl)-5,7,9,11,13-pentamethyl-6-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy]oxacyclotetradecane-2,10-dione

Pharmacopeial Synonyms

Erythromycin F (Free Base)

Smiles

O=C([C@H](CO)[C@@H](O[C@@H]1O[C@@H](C)[C@@H](O)[C@](C)(OC)C1)[C@H](C)[C@H](OC2OC(C)CC(N(C)C)C2O)[C@@](C)(O)C[C@@H]3C)O[C@H](CC)[C@@](C)(O)[C@H](O)[C@@H](C)C3=O

InChI

InChI=1S/C14H25ClN6O5/c15-6-10(22)8(2-1-5-19-14(17)18)20-7-12(24)21-9(13(25)26)3-4-11(16)23/h8-9,20H,1-7H2,(H2,16,23)(H,21,24)(H,25,26)(H4,17,18,19)/t8?,9-/m0/s12

Synonyms

16-Hydroxyerythromycin

Other Synonyms

16-Hydroxyerythromycin

Description

Erythromycin EP Impurity A, also designated erythromycin F (free base) and 16-hydroxyerythromycin, is a macrolide-related process and degradation impurity of erythromycin characterized by hydroxylation at C-16. CAS 82230-93-1 corresponds to the neutral base with molecular formula C37H67NO14 and molecular weight 749.93 g/mol. Its occurrence is consistent with oxidative biotransformation or degradation of the parent 14-membered lactone under acidic, photolytic, or storage stress conditions. Because structural isomers and closely related erythromycin congeners can coexist, assignment and quantification typically require LC-MS/MS, high-resolution LC-MS, and orthogonal HPLC with UV or CAD detection.