Cereulide-¹³C₆ 

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.

1. This compound can be used as a tracer.
2. This compound can be used as an internal standard for quantitative analysis by NMR, GC-MS, or LC-MS.

1159.36

C₅₁¹³C₆H₉₆N₆O₁₈

1487375-69-8

157232-64-9

Liquid

Colorless to light yellow

CC(C)C[C@H]1O[13C]([C@@H](NC([C@@H](OC([C@H](NC([C@H](O[13C]([C@@H](NC([C@@H](OC([C@H](NC([C@H](O[13C]([C@@H](NC([C@@H](OC([C@H](NC1=O)[13CH3])=O)C(C)C)=O)C(C)C)=O)CC(C)C)=O)[13CH3])=O)C(C)C)=O)C(C)C)=O)CC(C)C)=O)[13CH3])=O)C(C)C)=O)C(C)C)=O

Room temperature in continental US; may vary elsewhere.

Solution, -20°C, 2 years

• [1]. Russak EM, et, al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019 Feb;53(2):211-216.  [Content Brief]