157232-64-9
157232-64-9
Chemical Structure
Cereulide
- CAS No.: 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].
| Cat. No. | Nom du produit | Pureté | Description | Pricing | |||||||||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
|
|
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. | ||||||||||||||||||||
|
loading...
/
|
|||||||||||||||||||||||
|
|
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. | ||||||||||||||||||||
|
loading...
/
|
|||||||||||||||||||||||
|
|
Sporidesmolide I | Sporidesmolide I can be found in Sporidesmium bakeri. Sporidesmolide I is promising for research into diseases such as mammalian facial eczema. | |||||||||||||||||||||
|
loading...
/
|
|||||||||||||||||||||||
|
|
Sporidesmolide III | Sporidesmolide III is a cyclodepsipeptide originally isolated from P. chartarum. | |||||||||||||||||||||
|
loading...
/
|
|||||||||||||||||||||||
|
|
Montanastatin | Montanastatin is an antitumor agent that can be isolated from the terrestrial actinomycete Streptomyces anulatus. Montanastatin inhibits the growth of various cancer cells. Montanastatin can be used in research related to lymphocytic leukemia, ovarian cancer, brain cancer, renal cancer, lung cancer, colon cancer and melanoma. | |||||||||||||||||||||
|
loading...
/
|
|||||||||||||||||||||||
|
|
Amidomycin | Amidomycin is an antibiotic active primarily against yeast. | |||||||||||||||||||||
|
loading...
/
|
|||||||||||||||||||||||
|
|
Enniatin B | Enniatin B is a Fusarium mycotoxin that acts as an ionophore to form cation-selective membrane channels, disrupt ion homeostasis and mitochondrial function, inhibit cell proliferation, and induce apoptosis, while modulating ERK, p38 MAPK, and STAT3 signaling pathways. Enniatin B is used in research on atherosclerosis, hypercholesterolemia, cervical cancer, and colon adenocarcinoma. | |||||||||||||||||||||
|
loading...
/
|
|||||||||||||||||||||||
|
|
Valinomycin | 98.92% | Valinomycin is a potassium-specific ionophore, the valinomycin-K+ complex can be incorporated into biological bilayer membranes with the hydrophobic surface of valinomycin, destroys the normal K+ gradient across the membrane, and as a result kills the cells, incorporating into liposomes can significantly reduces the cytotoxicity and enhances the targeting effect. Valinomycin exhibits antibiotic, antifungal, antiviral, antitumor and insecticidal efficacy, thus can be used for relevant research. | ||||||||||||||||||||
|
loading...
/
|
|||||||||||||||||||||||
|
|
Bassianolide | Bassianolide is a cyclooligomer depsipeptide secondary metabolite. Bassianolide is an insecticidal virulence factor of Beauveria bassiana. Bassianolide inhibits acetylcholine-induced smooth muscle contraction, and shows moderate antiplasmodial and anti-mycobacterial activities. | |||||||||||||||||||||
|
loading...
/
|
|||||||||||||||||||||||
|
|
Sporidesmolide V | Sporidesmolide V is a cyclodepsipeptide compound isolated from the cultures of Pithornyces chartarum. | |||||||||||||||||||||
|
loading...
/
|
|||||||||||||||||||||||
|
|
Sporidesmolide II | Sporidesmolide II is a cyclic depsipeptide originally isolated from P. chartarum. | |||||||||||||||||||||
|
loading...
/
|
|||||||||||||||||||||||
References
-
[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]
