CAS 96128-89-1

Erythromycin acistrate

Description:

Erythromycin acistrate is a semi-synthetic macrolide antibiotic derived from erythromycin, which is produced by the bacterium Saccharopolyspora erythraea. It is primarily used to treat various bacterial infections, particularly those caused by Gram-positive bacteria and some Gram-negative organisms. The compound exhibits a broad spectrum of activity against respiratory tract infections, skin infections, and certain sexually transmitted diseases. Erythromycin acistrate works by inhibiting bacterial protein synthesis, thereby preventing the growth and reproduction of bacteria. Its pharmacokinetic properties include good oral bioavailability and tissue penetration, making it effective in treating infections. The substance is typically well-tolerated, although it may cause gastrointestinal side effects in some patients. Additionally, it is important to consider potential drug interactions, as erythromycin can affect the metabolism of other medications. Overall, erythromycin acistrate is a valuable antibiotic in clinical practice, particularly for patients with penicillin allergies or those who require alternative treatment options.

Formula: C₃₉H₆₉NO₁₄·C₁₈H₃₆O₂

InChI: InChI=1S/C39H69NO14.C18H36O2/c1-15-27-39(11,47)32(43)21(4)29(42)19(2)17-37(9,46)34(54-36-31(51-25(8)41)26(40(12)13)16-20(3)49-36)22(5)30(23(6)35(45)52-27)53-28-18-38(10,48-14)33(44)24(7)50-28;1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h19-24,26-28,30-34,36,43-44,46-47H,15-18H2,1-14H3;2-17H2,1H3,(H,19,20)/t19-,20-,21+,22+,23-,24+,26+,27-,28+,30+,31-,32-,33+,34-,36+,37-,38-,39-;/m1./s1

InChI key: InChIKey=FPEVNWDVXZGKCD-SAVXWCSHSA-N

SMILES: O([C@H]1[C@H](OC(C)=O)[C@@H](N(C)C)C[C@@H](C)O1)[C@@H]2[C@@H](C)[C@H](O[C@H]3C[C@](OC)(C)[C@@H](O)[C@H](C)O3)[C@@H](C)C(=O)O[C@H](CC)[C@@](C)(O)[C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@]2(C)O.C(CCCCCCCCCCC)CCCCCC(O)=O

Synonyms:

• 2′-Acetylerythromycin stearate
• Acistrate d'erythromycine
• Acistrate d'erythromycine [INN-French]
• Acistrato de eritromicina
• Acistrato de eritromicina [INN-Spanish]
• Erasis
• Erythromycin 2'-acetate, stearate (salt)
• Erythromycin acistrate [USAN:INN]
• Erythromycin, 2'-acetate, octadecanoate (salt)
• Erythromycini acistras
• Erythromycini acistras [INN-Latin]
• Octadecanoic acid, compd. with erythromycin 2'-acetate (1:1)
• Oxacyclotetradecane, erythromycin deriv.
• octadecanoic acid - (2S,3R,4S,6R)-4-(dimethylamino)-2-{[(3R,5S,6R,7R,9R,11R,12R,13S,14R)-14-ethyl-7,12,13-trihydroxy-4-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl]oxy}-3,5,7,9,11,13-hexamethyl-2,10-dioxooxacyclotetradecan-6-yl]oxy}-6-methyltetrahydro-2H-pyran-3-yl acetate (1:1) (non-preferred name)
• Erythromycin acistrate