Cinnamycin
CAS 110655-58-8 MFCD01770867
化学结构图
SMILES: CC(C)[C@@H]1NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H]2NC(=O)[C@H](Cc3ccccc3)NC(=O)[C@@H]3CCCN3C(=O)CNC(=O)[C@H](Cc3ccccc3)NC(=O)[C@@H]3CNCCCC[C@@H](C(=O)O)NC(=O)[C@H]4NC(=O)[C@H](CC(N)=O)NC(=O)CNC(=O)[C@H]([C@@H](O)C(=O)O)NC(=O)[C@H](CSC[C@H](NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](N)CS[C@@H]4C)C(=O)N[C@@H](CS[C@H]2C)C(=O)N3)NC1=O
化学属性
| Mol. Weight | 2041.29 |
|---|---|
| Mol. Formula | C89H125N25O25S3 |
别名和识别编码
| Synonym | Antibiotic NSC-71936 Ro 09-0198 Ro-09-0198 Lanthiopeptin NSC-71936 Lanthiopeptin NSC-71936 Ro 09-0198 |
|---|---|
| MDL Number | MFCD01770867 |
| CAS Number | 110655-58-8 |
| InChIKey | QJDWKBINWOWJNZ-IDGBIKHQSA-N |
| Chemical Name | Cinnamycin |
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分类
- {SNA} Antibiotics A to Z,
- {SNA} Antibiotics A to Z, Antibiotics A-F, Antifungal, Bioactive Small Molecule Alphabetical Index, CI-CZ, Chemical Structure Class, Interferes with Cell Membrane Permeability (Ionophores), Lipids in Cell Signaling, Mechanism of Action, Peptides, Phospholipase Inhibitors, Phospholipid Metabolism, Spectrum of Activity, 抗生素, 生化试剂, 生物活性小分子, 细胞信号转导和神经科学, 细胞生物学
- {SNA} Antibiotics, Antibiotics A to Z, Antibiotics A-F, Antifungal, Bioactive Small Molecules, CI-CY, Cell Biology,
相关文献及参考
- 1. Fredenhagen, A., et al., Duramycins B and C, two new lanthionine containing antibiotics as inhibitors of phospholipase A2. Structural revision of duramycin and cinnamycin. J. Antibiot. 43 , 1403-1412, (1990)
- 2. Okesli, A., et al., Nine Post -translational modifications during the biosynthesis of cinnamycin. J. Am. Chem. Soc. 133 , 13753-13760, (2011)
- 3. Widdick, D. A. et al., Cloning and engineering of the cinnamycin biosynthetic gene cluster from Streptomyces cinnamoneus cinnamoneus DSM 40005 Proc. Natl. Acad. Sci. U. S. A. 100 , 4316-4321, (2003) 摘要
- 4. Makino, A., et al., Cinnamycin (Ro 09-0198) promotes cell binding and toxicity by inducing transbilayer lipid movement. J. Biol. Chem. 278 , 3204-3209, (2003)
- 5. Zhao, M., Lantibiotics as probes for phosphatidylethanolamine. Amino Acids 41 , 1071-1079, (2011)
- 6. Wakamiya, T., et al., Lanthiopeptin, a new peptide effective against herpes simplex virus: Structural determination and comparison with Ro 09-0198, an immunopotentiating peptide. Tetrahedron Lett. 29 , 3771-4772, (1988)
- Machiadze, G., et al., Specific binding of Ro 09-0198 (cinnamycin) to phosphatidylethanolamine: a thermodynamic analysis. Biochemistry 41 , 1965-1971, (2002)
安全信息
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 2500 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980- Volume(issue)/page/year: 4(1),249,1980
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 400 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980- Volume(issue)/page/year: 4(1),249,1980
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 2 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980- Volume(issue)/page/year: 4(1),249,1980
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