CAS 134931-01-4

Erythromycin, 9-oxime, (9Z)-

Description:

Erythromycin, 9-oxime, (9Z)- is a derivative of erythromycin, a macrolide antibiotic known for its effectiveness against a variety of bacterial infections. This specific compound features an oxime functional group at the 9-position of the erythromycin structure, which can influence its biological activity and pharmacological properties. The (9Z) designation indicates the geometric configuration of the double bond in the oxime group. Erythromycin itself is characterized by its large lactone ring and the presence of multiple hydroxyl groups, contributing to its solubility and interaction with bacterial ribosomes, thereby inhibiting protein synthesis. The oxime modification may enhance its stability or alter its spectrum of activity compared to the parent compound. As with many antibiotics, the efficacy of erythromycin derivatives can be affected by resistance mechanisms in bacteria, making ongoing research into their properties and applications essential. Overall, erythromycin, 9-oxime, (9Z)- represents a specialized compound within the broader class of macrolide antibiotics, with potential implications in therapeutic use and drug development.

Formula: C₃₇H₆₈N₂O₁₃

InChI: InChI=1S/C37H68N2O13/c1-14-25-37(10,45)30(41)20(4)27(38-46)18(2)16-35(8,44)32(52-34-28(40)24(39(11)12)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/h18-26,28-32,34,40-42,44-46H,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: InChIKey=KYTWXIARANQMCA-RWJQBGPGSA-N

SMILES: O([C@H]1[C@H](C)[C@@H](O[C@H]2[C@H](O)[C@@H](N(C)C)C[C@@H](C)O2)[C@](C)(O)C[C@@H](C)C(=NO)[C@H](C)[C@@H](O)[C@](C)(O)[C@@H](CC)OC(=O)[C@@H]1C)[C@H]3C[C@](OC)(C)[C@@H](O)[C@H](C)O3

Synonyms:

• Oxacyclotetradecane, erythromycin deriv.
• Z-Erythromycin oxime
• Erythromycin, 9-oxime, (9Z)-

(9Z)-Erythromycin A Oxime

CAS: 134931-01-4

Formula: C₃₇H₆₈N₂O₁₃

Molecular weight: 748.95

Ref: ST-EA-CP-E18032

Erythromycin A 9-Oxime (Z-Isomer)

CAS: 134931-01-4

Formula: C₃₇H₆₈N₂O₁₃

Color and Shape: White To Off-White Solid

Molecular weight: 748.95

Ref: 4Z-E-2027

(9Z)-Erythromycin A Oxime

Controlled Product

CAS: 134931-01-4

Applications (9Z)-Erythromycin A Oxime is a metabolite of Roxithromycin (R700850) in humans.
References Zhong, D. et al.: Drug Metab. Dispos., 28, 552 (2000)

Formula: C₃₇H₆₈N₂O₁₃

Color and Shape: Neat

Molecular weight: 748.94

Ref: TR-E650030