ABC00644WW

Erythromycin Imp F

Erythromycin Imp F is a process-derived impurity stemming from incomplete glycosylation during erythromycin synthesis. It retains the core 14-membered macrolactone scaffold but lacks the 3'-methylamino sugar moiety, featuring instead a truncated glycosidic linkage at C-5. The molecule contains multiple hydroxyl groups, an amino function, and an esterified cladinose sugar at C-6, with a terminal hydroxyl at C-12. This structural deficit reduces its antibiotic activity compared to the parent compound. It serves as an HPLC reference standard for quantifying this specific synthetic byproduct in erythromycin APIs.

On Request
Molecular Formula C37H65NO12
Molecular Weight 715.9000
CAS Number 105882-69-7 โœ“ Verified
PubChem CID 9875064 โ†—
Purity N/A
Product Type API Impurity
Parent Drug Erythromycin
Lead Time On Request
IUPAC Name (2R,3R,6R,7S,8S,9R,10R)-3-[(2R,3R)-2,3-dihydroxypentan-2-yl]-9-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-7-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-2,6,8,10,12-pentamethyl-4,13-dioxabicyclo[8.2.1]tridec-1(12)-en-5-one
Official Reference Standards
Std Catalog # Quantity Price
USP 1A08380 โ†— 25 mg USD 1250.00

๐Ÿ“ Synonyms

105882-69-7 BX9Y83P7PB LY 267108 LY-267108 ly267108 RefChem:925025 Pseudoerythromycin A enol ether UNII-BX9Y83P7PB Pseudo Erythromycin A Enol Ether Erythromycin EP Impurity F

๐Ÿ”ฌ Chemical Identifiers

CC[C@H]([C@](C)([C@H]1[C@H](C2=C(C[C@@](O2)([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)O)(C)OC)C)O[C@H]4[C@@H]([C@H](C[C@H](O4)C)N(C)C)O)C)C)C)O)O
InChI=1S/C37H65NO12/c1-14-25(39)37(10,43)32-20(4)28-18(2)16-36(9,50-28)31(49-34-27(40)24(38(11)12)15-19(3)45-34)21(5)29(22(6)33(42)48-32)47-26-17-35(8,44-13)30(41)23(7)46-26/h19-27,29-32,34,39-41,43H,14-17H2,1-13H3/t19-,20+,21+,22-,23+,24+,25-,26+,27-,29+,30+,31-,32-,34+,35-,36-,37-/m1/s1
NMIWBQUQCOMGHJ-FYFYGOHNSA-N

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