941285-15-0
Chemical Structure
BAL-30072
- CAS No.: 941285-15-0
- Formula:C16H18N6O10S2
- Molecular Weight:518.48
IUPAC Name: (S,E)-3-(2-(2-aminothiazol-4-yl)-2-(((1,5-dihydroxy-4-oxo-1,4-dihydropyridin-2-yl)methoxy)imino)acetamido)-2,2-dimethyl-4-oxoazetidin-1-yl hydrogen sulfate
InChIKey: KLFSEZJCLYBFKQ-ZICWZVMQSA-N
SMILES: O=C(N[C@H]1C(C)(C)N(OS(=O)(O)=O)C1=O)/C(C2=CSC(N)=N2)=N/OCC3=CC(C(O)=CN3O)=O
Biological Activity: BAL-30072 is a siderophore-bearing monocyclic β-lactam antibiotic with antibacterial activity. BAL-30072 inhibits penicillin-binding proteins 1a, 1b, and 3, thereby disrupting bacterial cell wall synthesis. BAL-30072 inhibits mitochondrial electron transport chain complex II and complex III, while also inhibiting glycolysis and mitochondrial fatty acid β-oxidation. BAL-30072 induces mitochondrial ROS production, cellular ATP depletion, reduces mitochondrial membrane potential, and triggers hepatocyte apoptosis via caspase-3/7 activation. BAL-30072 is a substrate of the hepatic uptake transporters OAT1 and OAT3. BAL-30072 can be used in research related to bacterial infections[1][2][3][4].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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BAL-30072 | 98.03% | BAL-30072 is a siderophore-bearing monocyclic β-lactam antibiotic with antibacterial activity. BAL-30072 inhibits penicillin-binding proteins 1a, 1b, and 3, thereby disrupting bacterial cell wall synthesis. BAL-30072 inhibits mitochondrial electron transport chain complex II and complex III, while also inhibiting glycolysis and mitochondrial fatty acid β-oxidation. BAL-30072 induces mitochondrial ROS production, cellular ATP depletion, reduces mitochondrial membrane potential, and triggers hepatocyte apoptosis via caspase-3/7 activation. BAL-30072 is a substrate of the hepatic uptake transporters OAT1 and OAT3. BAL-30072 can be used in research related to bacterial infections. | ||||||||||||||||||||
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Similarity Score 0.75
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References
- [1]. Yu D, et al. Cardiac Tissue Engineering for the Treatment of Myocardial Infarction. J Cardiovasc Dev Dis. 2021 Nov 8;8(11):153.
- [2]. Paech F, et al. Mechanisms of hepatotoxicity associated with the monocyclic β-lactam antibiotic BAL30072. Archives of toxicology. 2017 Nov;91(11):3647-3662.
- [3]. Thommes P, et al. Efficacy of BAL30072 in Combination with Meropenem in Murine Thigh Infection Models of Multi-Resistant Gram-Negative Bacteria. 23rd European Congress of Clinical Microbiology and Infectious Diseases, 2013, Poster No.ECCMID-1381.
- [4]. Bush K. New β-lactam antibiotics and β-lactamase inhibitors. Expert opinion on therapeutic patents. 2010 Oct 1;20(10):1277-93.
