ABC00399SK

Clarithromycin Impurity G

Clarithromycin Impurity G is a degradation byproduct arising from hydrolytic cleavage of the amide linkage between the clindamycin-derived side chain and the 14-membered erythronolide lactone core. This impurity features a partially hydrolyzed lactone ring with a residual hydroxyl group at C-9 and a deaminated side chain bearing a terminal carboxylic acid. Structural analysis confirms retention of the macrocyclic framework with loss of the methyl ester functionality characteristic of the parent drug. This compound serves as an HPLC reference standard for quantifying process-related degradation in clarithromycin formulations.

On Request
Molecular Formula C39H72N2O13
Molecular Weight 777.0000
CAS Number 127182-44-9 ✓ Verified
PubChem CID 71314812 ↗
Purity N/A
Product Type API Impurity
Parent Drug Clarithromycin
Lead Time On Request
IUPAC Name (3R,4S,5S,6R,7R,9R,10E,11S,12R,13S,14R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-12,13-dihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-7-methoxy-10-methoxyimino-3,5,7,9,11,13-hexamethyl-oxacyclotetradecan-2-one
Other CAS Numbers (also listed on PubChem)
127252-80-6

📝 Synonyms

127182-44-9 Clarithromycin Impurity G Clarithromycin (9E)-O-Methyloxime (3R,4S,5S,6R,7R,9R,10E,11S,12R,13S,14R)-6-[(2S,3R,4S,6R)-4-(Dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-12,13-dihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-7-methoxy-10-methoxyimino-3,5,7,9,11,13-hexamethyl-oxacyclotetradecan-2-one (3R,4S,5S,6R,7R,9R,11S,12R,13S,14R,E)-6-(((2S,3R,4S,6R)-4-(Dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-14-ethyl-12,13-dihydroxy-4-(((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-7-methoxy-10-(methoxyimino)-3,5,7,9,11,13-hexamethyloxacyclotetradecan-2-one Clarithromycin (9Z)-O-Methyloxime Clarithromycin EP impurity G 127252-80-6 6-O-Methylerythromycin A (E)-9-(O-methyloxime); (9E)-6-O-Methylerythromycin 9-(O-methyloxime); Oxacyclotetradecane, erythromycin deriv.; Clarithromycin Imp. G (EP) SCHEMBL31384196

🔬 Chemical Identifiers

CC[C@@H]1[C@@]([C@@H]([C@H](/C(=N/OC)/[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)(C)OC)C)C)O)(C)O
InChI=1S/C39H72N2O13/c1-16-27-39(10,46)32(43)22(4)29(40-49-15)20(2)18-38(9,48-14)34(54-36-30(42)26(41(11)12)17-21(3)50-36)23(5)31(24(6)35(45)52-27)53-28-19-37(8,47-13)33(44)25(7)51-28/h20-28,30-34,36,42-44,46H,16-19H2,1-15H3/b40-29+/t20-,21-,22+,23+,24-,25+,26+,27-,28+,30-,31+,32-,33+,34-,36+,37-,38-,39-/m1/s1
BZXVFUGKJGEBBE-HQQTWTRQSA-N

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