Page last updated: 2024-11-05

methylazoxymethanol acetate

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth

Description

Methylazoxymethanol Acetate: The aglycone of CYCASIN. It acts as a potent carcinogen and neurotoxin and inhibits hepatic DNA, RNA, and protein synthesis. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5363199
CHEBI ID82341
SCHEMBL ID22367663
MeSH IDM0013619

Synonyms (31)

Synonym
unii-4c7r36n7q7
4c7r36n7q7 ,
methylazoxymethylester kyseliny octove
nsc87705
wln: on1&un1ov1
(methyl-onn-azoxy)methanol, acetate (ester)
nsc-87705
methylazoxymethyl acetate
mam acetate
mam ac
592-62-1
methylazoxymethanol acetate
cycasin acetate
acetic acid, (methyl-onn-azoxy)methyl ester
hsdb 4323
brn 2324754
methylazoxymethylester kyseliny octove [czech]
ccris 383
einecs 209-765-7
nsc 87705
methyl azoxy methanol acetate
(methyl-onn-azoxy)methyl acetate
C19258
methanol, (methylazoxy)-, acetate (ester)
methanol, 1-(2-methyl-2-oxidodiazenyl)-, 1-acetate
methylazoxymethanol acetate [hsdb]
methylazoxymethanol acetate [iarc]
CHEBI:82341
SCHEMBL22367663
2-(acetoxymethyl)-1-methyldiazene oxide
2-(acetoxymethyl)-1-methyldiazeneoxide

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"Administration of butylated hydroxyanisole (BHA), a widely used food additive, has been found to inhibit the carcinogenic and toxic effects of various chemicals in animal models."( Effect of dietary butylated hydroxyanisole on methylazoxymethanol acetate-induced toxicity in mice.
Berke, B; DiBello, J; Furuya, K; Hanson, D; Reddy, BS, 1982
)
0.26
" The small size of cerebellar granule cells, the unique subunit composition of their N-methyl-d-aspartate (NMDA) receptors, their low DNA repair ability, low levels of calcium-binding proteins and vulnerability during postnatal brain development and distribution of glutathione and its conjugating and metabolizing enzymes are all important factors in determining the sensitivity of cerebellar granule cells to toxic compounds."( The contributions of excitotoxicity, glutathione depletion and DNA repair in chemically induced injury to neurones: exemplified with toxic effects on cerebellar granule cells.
Fonnum, F; Lock, EA, 2004
)
0.32

Dosage Studied

ExcerptRelevanceReference
" The mutagenicity of free methylazoxymethanol was confirmed, and a linear dose-response relationship was observed."( Mutagenicity of the naturally occurring carcinogen cycasin and synthetic methylazoxymethanol conjugates in Salmonella typhimurium.
Matsumoto, H; Matsushima, T; Sawamura, M; Shirai, A; Sugimura, T, 1979
)
0.26
" A direct relationship was noted between dosage of DMH and numbers of intestinal tumors induced in the rats."( Promotional effect of sodium barbiturate on intestinal tumors induced in rats by dimethylhydrazine.
Luckert, PH; Pollard, M, 1979
)
0.26
" The concentrations varied from individual to individual since they were determined by means of individual dose-response curves, which involved [3H]-thymidine incorporation in PHA-stimulated short-term lymphocyte cultures versus MAM AC contraction."( Human sister chromatid exchange caused by methylazoxymethanol acetate.
Evans, LA; Jenkins, EC; Kevin, MJ, 1977
)
0.26
"05 at least), with no apparent dose-response relationship."( Response of chemically induced primary colon tumours of the mouse to flavone acetic acid (NSC 347 512).
D'Incalci, M; Damia, G; Manzotti, C; Pratesi, G, 1988
)
0.27
" In subchronic studies, PB was administered in drinking water to 5-week-old male hamsters for periods of 8 or 16 weeks at dosage levels of 250, 500, or 1000 ppm."( Lack of effect of phenobarbital on hepatocellular carcinogenesis initiated by N-nitrosodiethylamine or methylazoxymethanol acetate in male Syrian golden hamsters.
Anderson, LM; Diwan, BA; Hagiwara, A; Rice, JM; Ward, JM, 1986
)
0.27
" Overall, these presentations addressed fundamental issues in the emerging areas of lifetime neurotoxicity testing, differential vulnerable periods of exposure, nonmonotonic dose-response effects and neurotoxic risk assessment."( Developmental origins of adult diseases and neurotoxicity: epidemiological and experimental studies.
de Groot, D; Fox, DA; Grandjean, P; Paule, MG, 2012
)
0.38
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
azoxy compoundAn N-oxide of an azo compound of structure RN=N(+)(O(-))R.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (598)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990226 (37.79)18.7374
1990's150 (25.08)18.2507
2000's94 (15.72)29.6817
2010's101 (16.89)24.3611
2020's27 (4.52)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews32 (5.04%)6.00%
Case Studies1 (0.16%)4.05%
Observational0 (0.00%)0.25%
Other602 (94.80%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]