Methylazoxymethanol acetate

Methylazoxymethanol acetate
Names
	IUPAC name (Z)-acetyloxymethylimino-methyl-oxidoazanium
	Preferred IUPAC name [(Z)-methyl-ONN-azoxy]methyl acetate
	Other names MAM
Identifiers
CAS Number	592-62-1 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:82341;
ChemSpider	19953632;
ECHA InfoCard	100.008.879
EC Number	209-765-7;
KEGG	C19258;
MeSH	D008746
PubChem CID	5363199;
UNII	4C7R36N7Q7;
CompTox Dashboard (EPA)	DTXSID1025568 ;
	InChI InChI=1S/C4H8N2O3/c1-4(7)9-3-5-6(2)8/h3H2,1-2H3/b6-5- Key: BELPJCDYWUCHKF-WAYWQWQTSA-N; InChI=1/C4H8N2O3/c1-4(7)9-3-5-6(2)8/h3H2,1-2H3/b6-5- Key: BELPJCDYWUCHKF-WAYWQWQTBQ;
	SMILES CC(=O)OC/N=[N+](/C)\[O-];
Properties
Chemical formula	C4H8N2O3
Molar mass	132.11792
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H350, H360D
Precautionary statements	P201, P202, P281, P308+P313, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Methylazoxymethanol acetate, MAM, is a neurotoxin which reduces DNA synthesis used in making animal models of neurological diseases including schizophrenia and epilepsy. MAM is found in cycad seeds, and causes zamia staggers. It selectively targets neuroblasts in the central nervous system. In rats, administration of MAM affects structures in the brain which are developing most quickly. It is an acetate of methylazoxymethanol.