157232-64-9
Chemical Structure
Cereulide
- CAS 番号: 157232-64-9
- Formula:C57H96N6O18
- Molecular Weight:1153.40
InChIKey: JWWAHGUHYLWQCQ-UHZBFKKDSA-N
SMILES: CC(C)C[C@H](C(N[C@@H](C(O[C@H](C(N[C@H](C(O[C@@H](C(N[C@@H](C(O[C@H]1C(C)C)=O)C)=O)CC(C)C)=O)C(C)C)=O)C(C)C)=O)C)=O)OC([C@@H](NC([C@@H](OC([C@H](NC([C@H](OC([C@@H](NC1=O)C(C)C)=O)CC(C)C)=O)C)=O)C(C)C)=O)C(C)C)=O
Biological Activity: Cereulide is an orally active, blood-brain barrier-permeable emetic toxin. Cereulide acts as a potassium ionophore that inserts into membranes, forms complexes with K+, and transports K+ from the cytoplasm into the mitochondrial matrix. Cereulide disrupts the electrochemical gradient of the inner mitochondrial membrane, leading to mitochondrial swelling and dysfunction, uncoupling of oxidative phosphorylation, inhibition of ATP synthesis, ROS accumulation, and ultimately triggering apoptosis and autophagy. Cereulide exhibits multi-organ toxicity and can be used for research on emetic food poisoning[1][2][3][4].
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Cereulide | 95.05% | Cereulide is an orally active, blood-brain barrier-permeable emetic toxin. Cereulide acts as a potassium ionophore that inserts into membranes, forms complexes with K+, and transports K+ from the cytoplasm into the mitochondrial matrix. Cereulide disrupts the electrochemical gradient of the inner mitochondrial membrane, leading to mitochondrial swelling and dysfunction, uncoupling of oxidative phosphorylation, inhibition of ATP synthesis, ROS accumulation, and ultimately triggering apoptosis and autophagy. Cereulide exhibits multi-organ toxicity and can be used for research on emetic food poisoning. | ||||||||||||||||||||
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Cereulide-13C6 | 97% | Cereulide-13C6 is a deuterated form of Cereulide. Cereulide is an orally active, blood-brain barrier-permeable emetic toxin. Cereulide acts as a potassium ionophore that inserts into membranes, forms complexes with K+, and transports K+ from the cytoplasm into the mitochondrial matrix. Cereulide disrupts the electrochemical gradient of the inner mitochondrial membrane, leading to mitochondrial swelling and dysfunction, uncoupling of oxidative phosphorylation, inhibition of ATP synthesis, ROS accumulation, and ultimately triggering apoptosis and autophagy. Cereulide exhibits multi-organ toxicity and can be used for research on emetic food poisoning. | ||||||||||||||||||||
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[1]. Yang S, et al. Cereulide and Emetic Bacillus cereus: Characterizations, Impacts and Public Precautions. Foods. 2023 Feb 15;12(4):833.
[Content Brief] - [2]. Li D, et al. Cereulide Exposure Caused Cytopathogenic Damages of Liver and Kidney in Mice. Int J Mol Sci. 2021;22(17):9148. Published 2021 Aug 24. [Content Brief]
- [3]. Vangoitsenhoven R, et al. Cereulide food toxin, beta cell function and diabetes: Facts and hypotheses. Diabetes Res Clin Pract. 2015;109(1):1-5. [Content Brief]
- [4]. Beisl J, et al. Cereulide and Deoxynivalenol Increase LC3 Protein Levels in HepG2 Liver Cells. Toxins (Basel). 2022;14(2):151. Published 2022 Feb 18. [Content Brief]
Keywords
