CAS 16568-02-8

gyromitrin

Description:

Gyromitrin is a chemical compound primarily known for its presence in certain species of mushrooms, particularly those in the Gyromitra genus. It is classified as a hydrazine derivative and is recognized for its potential toxicity. Gyromitrin is a colorless to pale yellow liquid with a distinctive odor, often described as similar to that of gasoline. The compound is unstable and can decompose to produce harmful substances, including monomethylhydrazine, which is a highly toxic and carcinogenic compound. Due to its toxic nature, gyromitrin poses significant health risks if ingested, leading to symptoms such as nausea, vomiting, and in severe cases, liver damage or neurological effects. Its use is largely restricted, and it is not commonly encountered outside of specific research contexts. Safety precautions are essential when handling gyromitrin, given its hazardous properties. Overall, gyromitrin serves as a reminder of the complexities and dangers associated with certain natural compounds found in fungi.

Formula: C₄H₈N₂O

InChI: InChI=1/C4H8N2O/c1-3-5-6(2)4-7/h3-4H,1-2H3/b5-3+

InChI key: InChIKey=IMAGWKUTFZRWSB-UHFFFAOYSA-N

SMILES: N(N=CC)(C=O)C

Synonyms:

• 2-Ethylidene-1-methylhydrazinecarboxaldehyde
• Acetaldehyde N-formyl-N-methylhydrazone
• Acetaldehyde methylformylhydrazone
• Acetaldehyde-N-Methyl-N-Formylhydrazone
• Acetaldehydemethylformylhydrazone
• Ethylenegyromitrin
• Ethylidene gyromitrin
• Formic acid, ethylidenemethylhydrazide
• Formicacid,Ethylidenemethylhydrazide
• Hydrazinecarboxaldehyde, 2-ethylidene-1-methyl-
• Hydrazinecarboxaldehyde, ethylidenemethyl-
• Methylformylhydrazone
• N'-[(1E)-ethylidene]-N-methylformic hydrazide
• N'-ethylidene-N-methylformic hydrazide
• gyromitrin

Gyromitrin

Controlled Product

CAS: 16568-02-8

Stability Light Sensitive
Applications Gyromitrin is hepatotoxic and carcinogenic compound that is found in G. esculenta and few other mushrooms, which has resulted in severe poisonings and even deaths in human.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Michelot, D., et al.: J. Appl. Toxicol., 11, 235 (1991)

Formula: C₄H₈N₂O

Color and Shape: Neat

Molecular weight: 100.12

Ref: TR-G931900

Gyromitrin

CAS: 16568-02-8

Gyromitrin is a potent inhibitor of tumor growth and apoptosis in human cancer cells. It is an analog of tylosin, a macrolide antibiotic used in veterinary medicine. Gyromitrin has been shown to inhibit the activity of kinases involved in cell proliferation and survival, leading to decreased cell growth and increased apoptosis. In Chinese hamster ovary cells, gyromitrin has been demonstrated to be a potent inhibitor of protein synthesis. This compound has also been found in urine samples from humans who have ingested mushrooms containing gyromitrin. Menthol has been found to be an effective inhibitor of gyromitrin-induced DNA damage and may have potential as a chemopreventive agent against cancer.

Formula: C₄H₈N₂O

Purity: Min. 95%

Molecular weight: 100.12 g/mol

Ref: 3D-RAA56802