Chemical Property of Lexithromycin
Chemical Property:
- Vapor Pressure:0mmHg at 25°C
- Boiling Point:824.6°Cat760mmHg
- PKA:13.19±0.70(Predicted)
- Flash Point:452.5°C
- PSA：198.43000
- Density:1.26g/cm3
- LogP:2.21890
- Storage Temp.:Hygroscopic, -20°C Freezer, Under inert atmosphere
- Solubility.:Chloroform (Slightly), DMSO (Slightly)
- XLogP3:3.3
- Hydrogen Bond Donor Count:5
- Hydrogen Bond Acceptor Count:15
- Rotatable Bond Count:8
- Exact Mass:762.48779029
- Heavy Atom Count:53
- Complexity:1230
- Purity/Quality:
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97% *data from raw suppliers
Lexithromycin 98.80% *data from reagent suppliers
Safty Information:
- Pictogram(s):
- Hazard Codes:
- MSDS Files:
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SDS file from LookChem
Useful:
- Canonical SMILES:CCC1C(C(C(C(=NOC)C(CC(C(C(C(C(C(=O)O1)C)OC2CC(C(C(O2)C)O)(C)OC)C)OC3C(C(CC(O3)C)N(C)C)O)(C)O)C)C)O)(C)O
- Isomeric SMILES: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)O)C)C)O)(C)O
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Description
Lexithromycin is a semisynthetic antibiotic derived from erythromycin . Lexithromycin has improved absorption in vivo over erythromycin due to increased hydrophopicity and pH stability. As with other macrolides, lexithromycin prevents protein synthesis by binding the ribosome at the polypeptide exit tunnel. Formulations containing lexithromycin were tested in clinical trials as treatment for HIV but were discontinued.
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Uses
Lexithromycin is an early semi-synthetic erythromycin, prepared by reaction of the 9-keto moiety to methyl oxime. The structural change improves the pH stability profile and hydrophobicity of lexithromycin for better in vivo absorption. This same rationale was used to greater effect with roxithromycin and, as a result, lexithromycin was quickly superseded and has not been not extensively studied. Like all tetracyclines, lexithromycin shows broad spectrum antibacterial and antiprotozoan activity and acts by binding to the 30S and 50S ribosomal sub-units, blocking protein synthesis. Lexithromycin is a semi-synthetic erythromycin with improved pH stability and hydrophobicity. It is used in compositions and methods for treating viral infections.
