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Amphomycin
amfamycin · Nsc267431 · Amphomycin
Identifikatoren & physikalische Daten
| CAS No. | 1402-82-0 |
|---|---|
| Summenformel | C58H91N13O20 |
| Durchschnittliche Molmasse | 1.290,437 g/mol |
| Monoisotopische Masse | 1.289,65033231 g/mol |
| SMILES | CCC(C)CCCCC/C=C/CC(=O)N[C@@H](CC(=O)O)C(=O)N[C@H](C(=O)N[C@@H](CC(=O)O)C(=O)NCC(=O)N[C@@H](CC(=O)O)C(=O)NCC(=O)N[C@@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@@H](C)[C@@H]1NC(=O)[C@H]2CCCCN2C1=O)C(C)C)[C@H](C)N)[C@@H](C)C(=O)O |
| InChIKey | XBNDESPXQUOOBQ-LSMLZNGOSA-N |
| PubChem CID | 91663250 |
| ChEMBL | CHEMBL2103921 |
| EC No. | 215-760-0 |
| DTXSID | DTXSID101017657 |
| Lokaler Name | Amphomycin |
Chemische & physikalische Eigenschaften
| Siedepunkt | 854.06°C (rough estimate) |
|---|---|
| Dichte | 1.0985 (rough estimate) |
| Brechungsindex | 1.6700 (estimate) |
| Lagerbedingungen | Store at -20°C |
| Löslichkeit | Soluble in DMSO |
| Aggregatzustand | solid |
| Farbe | Crystals |
Sicherheit & Vorschriften
| Toxizität | LD50 orl-mus: 500 mg/kg 85GDA2 4(1),317,80 |
|---|
Anwendungen & Verwendung
Verwenden
Amphomycin is a lipopeptide antibiotic produced by Streptomycetes and Actinoplanes, initially reported by researchers at Bristol-Myers in 1953 from Streptomyces canus. Amphomycin was marketed as a complex of closely related analogues in the 1950s and 1960s. Structure elucidation was not completed until 2000. Amphomycin is active against Gram positive bacteria, inhibiting peptidoglycan synthesis and blocking cell wall development. Amphomycin is closely related to a number of “lost” antibiotics, aspartocin, crystallomycin, glumamycin, friulimicin, laspartocin, tsushimycin and zaomycin. Interest in amphomycin was re-awakened with the discovery of friulimicin activity against antibiotic resistant strains.