Gyromitrin

Gyromitrin
Wireframe model of gyromitrin	Ball and stick model of gyromitrin
Names
	IUPAC name N′-Ethylidene-N-methylformohydrazide
	Other names Acetaldehyde methylformylhydrazone; Formic acid 2-ethylidene-1-methylhydrazide
Identifiers
CAS Number	16568-02-8 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	1922396
ChEBI	CHEBI:5583;
ChemSpider	25985; 7827534 (1E); 19957776 (1Z);
KEGG	C08305;
MeSH	Gyromitrin
PubChem CID	27932; 9548611 (1E); 5365327 (1Z);
UNII	S9J72G0T46 ;
CompTox Dashboard (EPA)	DTXSID0039225 DTXSID50872971, DTXSID0039225 ;
	InChI InChI=1S/C4H8N2O/c1-3-5-6(2)4-7/h3-4H,1-2H3 Key: IMAGWKUTFZRWSB-UHFFFAOYSA-N;
	SMILES CC=NN(C)C=O;
Properties
Chemical formula	C4H8N2O
Molar mass	100.121 g·mol−1
Boiling point	143 °C (289 °F; 416 K)
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Toxic
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Gyromitrin is a toxin and carcinogen present in several members of the fungal genus Gyromitra, like G. esculenta. Its formula is C₄H₈N₂O. It is unstable and is easily hydrolyzed to the toxic compound monomethylhydrazine CH₃NHNH₂. Monomethylhydrazine acts on the central nervous system and interferes with the normal use and function of vitamin B₆. Poisoning results in nausea, stomach cramps, and diarrhea, while severe poisoning can result in convulsions, jaundice, or even coma or death. Exposure to monomethylhydrazine has been shown to be carcinogenic in small mammals.