METHYLAZOXYMETHANOL ACETATE (BioDeep_00000012719)
代谢物信息卡片
METHYLAZOXYMETHANOL ACETATE
化学式: C4H8N2O3 (132.05348980000002)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(=O)OCN=[N+](C)[O-]
InChI: InChI=1S/C4H8N2O3/c1-4(7)9-3-5-6(2)8/h3H2,1-2H3/b6-5-
描述信息
D004791 - Enzyme Inhibitors > D019384 - Nucleic Acid Synthesis Inhibitors
D004791 - Enzyme Inhibitors > D011500 - Protein Synthesis Inhibitors
D009676 - Noxae > D009498 - Neurotoxins
同义名列表
1 个代谢物同义名
数据库引用编号
9 个数据库交叉引用编号
- ChEBI: CHEBI:82341
- KEGG: C19258
- PubChem: 5363199
- PubChem: 11606
- Metlin: METLIN72978
- MeSH: Methylazoxymethanol Acetate
- CAS: 592-62-1
- PMhub: MS000027046
- PubChem: 124489930
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
0 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Katerina Horska, Silje Skrede, Jan Kucera, Gabriela Kuzminova, Pavel Suchy, Vincenzo Micale, Jana Ruda-Kucerova. Olanzapine, but not haloperidol, exerts pronounced acute metabolic effects in the methylazoxymethanol rat model.
CNS neuroscience & therapeutics.
2024 02; 30(2):e14565. doi:
10.1111/cns.14565. [PMID: 38421095] - Katerina Horska, Hana Kotolova, Michal Karpisek, Zuzana Babinska, Tomas Hammer, Jiri Prochazka, Tibor Stark, Vincenzo Micale, Jana Ruda-Kucerova. Metabolic profile of methylazoxymethanol model of schizophrenia in rats and effects of three antipsychotics in long-acting formulation.
Toxicology and applied pharmacology.
2020 11; 406(?):115214. doi:
10.1016/j.taap.2020.115214. [PMID: 32866524] - Valentina Klaus, Heinke Bastek, Katja Damme, Leonard B Collins, Roland Frötschl, Norbert Benda, Dominik Lutter, Heidrun Ellinger-Ziegelbauer, James A Swenberg, Daniel R Dietrich, Kerstin Stemmer. Time-matched analysis of DNA adduct formation and early gene expression as predictive tool for renal carcinogenesis in methylazoxymethanol acetate treated Eker rats.
Archives of toxicology.
2017 Oct; 91(10):3427-3438. doi:
10.1007/s00204-017-1953-6. [PMID: 28349193] - Piotr Ratajczak, Krzysztof Kus, Patrycja Murawiecka, Iwona Słodzińska, Wojciech Giermaziak, Elżbieta Nowakowska. Biochemical and cognitive impairments observed in animal models of schizophrenia induced by prenatal stress paradigm or methylazoxymethanol acetate administration.
Acta neurobiologiae experimentalis.
2015; 75(3):314-25. doi:
NULL. [PMID: 26581387] - E Rivadeneyra-Domínguez, J F Rodríguez-Landa. Cycads and their association with certain neurodegenerative diseases.
Neurologia (Barcelona, Spain).
2014 Nov; 29(9):517-22. doi:
10.1016/j.nrl.2013.03.005. [PMID: 23725821] - Glen E Kisby, Peter S Spencer. Is neurodegenerative disease a long-latency response to early-life genotoxin exposure?.
International journal of environmental research and public health.
2011 10; 8(10):3889-921. doi:
10.3390/ijerph8103889. [PMID: 22073019] - Alberto Prado, Julieta Ledezma, Luis Cubilla-Rios, Jacqueline C Bede, Donald M Windsor. Two genera of Aulacoscelinae beetles reflexively bleed azoxyglycosides found in their host cycads.
Journal of chemical ecology.
2011 Jul; 37(7):736-40. doi:
10.1007/s10886-011-9977-5. [PMID: 21656034] - Glen E Kisby, Rebecca C Fry, Michael R Lasarev, Theodor K Bammler, Richard P Beyer, Mona Churchwell, Daniel R Doerge, Lisiane B Meira, Valerie S Palmer, Ana-Luiza Ramos-Crawford, Xuefeng Ren, Robert C Sullivan, Terrance J Kavanagh, Leona D Samson, Helmut Zarbl, Peter S Spencer. The cycad genotoxin MAM modulates brain cellular pathways involved in neurodegenerative disease and cancer in a DNA damage-linked manner.
PloS one.
2011; 6(6):e20911. doi:
10.1371/journal.pone.0020911. [PMID: 21731631] - Peter S Spencer, Valerie Palmer, Glen Kisby. The ALS/PDC syndrome of Guam and the cycad hypothesis.
Neurology.
2009 Feb; 72(5):474-6; author reply 475. doi:
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Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials.
2007 Oct; 30(10):1242-4. doi:
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Neurobiology of disease.
2006 Dec; 24(3):429-42. doi:
10.1016/j.nbd.2006.07.019. [PMID: 17027274] - Maria Elisa Calcagnotto, Mercedes F Paredes, Scott C Baraban. Heterotopic neurons with altered inhibitory synaptic function in an animal model of malformation-associated epilepsy.
The Journal of neuroscience : the official journal of the Society for Neuroscience.
2002 Sep; 22(17):7596-605. doi:
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Cancer research.
2001 Dec; 61(23):8435-40. doi:
. [PMID: 11731424] - H Vural, N Aksoy, S O Arslan, M Bozer. Effects of vitamin E and selenium on lipid peroxidation and antioxidant enzymes in colon of methylazoxymethanol treated rats.
Clinical chemistry and laboratory medicine.
2000 Oct; 38(10):1051-3. doi:
10.1515/cclm.2000.156. [PMID: 11140622] - R Ohta, A Matsumoto, M Sato, M Shirota, T Nagao, A Tohei, K Taya. Postnatal behavior in hatano high- and low-avoidance rats following prenatal exposure to low-dose methylazoxymethanol.
Neurotoxicology and teratology.
2000 May; 22(3):405-13. doi:
10.1016/s0892-0362(99)00082-3. [PMID: 10840184] - Y Kodama, R Nonaka, Y Hagino, M Watanabe. The distribution of serotonergic nerves in microencephalic rats treated prenatally with methylazoxymethanol.
Neurochemical research.
2000 Apr; 25(4):497-501. doi:
10.1023/a:1007512109640. [PMID: 10823582] - G E Kisby, H Kabel, J Hugon, P Spencer. Damage and repair of nerve cell DNA in toxic stress.
Drug metabolism reviews.
1999 Aug; 31(3):589-618. doi:
10.1081/dmr-100101937. [PMID: 10461542] - J Hugon, F Esclaire, M Lesort, G Kisby, P Spencer. Toxic neuronal apoptosis and modifications of tau and APP gene and protein expressions.
Drug metabolism reviews.
1999 Aug; 31(3):635-47. doi:
10.1081/dmr-100101939. [PMID: 10461544] - F Cattabeni, F Gardoni, M Di Luca. Pathophysiological implications of the structural organization of the excitatory synapse.
European journal of pharmacology.
1999 Jun; 375(1-3):339-47. doi:
10.1016/s0014-2999(99)00299-x. [PMID: 10443587] - M Watanabe, R Nonaka, Y Hagino, Y Kodama. Effects of prenatal methylazoxymethanol treatment on striatal dopaminergic systems in rat brain.
Neuroscience research.
1998 Feb; 30(2):135-44. doi:
10.1016/s0168-0102(97)00123-5. [PMID: 9579647] - R L Nelson, H Abcarian, T M Nelson, A Misumi, H Kako, S Rizk, H Sky-Peck. The effect of dietary selenium deficiency on acute colorectal mucosal nucleotoxicity induced by several carcinogens in the rodent.
American journal of surgery.
1996 Jul; 172(1):85-8. doi:
10.1016/s0002-9610(96)00067-0. [PMID: 8686809] - M Inagake, T Yamane, Y Kitao, K Oya, H Matsumoto, N Kikuoka, H Nakatani, T Takahashi, H Nishimura, A Iwashima. Inhibition of 1,2-dimethylhydrazine-induced oxidative DNA damage by green tea extract in rat.
Japanese journal of cancer research : Gann.
1995 Nov; 86(11):1106-11. doi:
10.1111/j.1349-7006.1995.tb03027.x. [PMID: 8567403] - A Hurwitz, M I Sztern, G A Looney, D M Pinson, K D Bauer, B F Kimler. Effects of omeprazole on cell kinetics of carcinogen-induced colon tumours in rats.
Cell proliferation.
1995 Oct; 28(10):525-31. doi:
10.1111/j.1365-2184.1995.tb00041.x. [PMID: 7488672] - D L Eizirik, G E Kisby. Cycad toxin-induced damage of rodent and human pancreatic beta-cells.
Biochemical pharmacology.
1995 Jul; 50(3):355-65. doi:
10.1016/0006-2952(95)00150-x. [PMID: 7646537] - J Zhang, L K Lam. Colonoscopic colostomy model in rats for colon tumorigenesis studies.
Carcinogenesis.
1994 Aug; 15(8):1571-6. doi:
10.1093/carcin/15.8.1571. [PMID: 8055635] - M T Huang, E E Deschner, H L Newmark, Z Y Wang, T A Ferraro, A H Conney. Effect of dietary curcumin and ascorbyl palmitate on azoxymethanol-induced colonic epithelial cell proliferation and focal areas of dysplasia.
Cancer letters.
1992 Jun; 64(2):117-21. doi:
10.1016/0304-3835(92)90071-3. [PMID: 1611594] - T F McMahon, M L Cunningham. Mutagenicity of methylazoxymethanol acetate in the presence of alcohol dehydrogenase, aldehyde dehydrogenase, and rat liver microsomes in Salmonella typhimurium His G46.
Environmental and molecular mutagenesis.
1991; 18(3):151-6. doi:
10.1002/em.2850180302. [PMID: 1915309] - G Pratesi, C Manzotti, G Damia, M D'Incalci. Response of chemically induced primary colon tumours of the mouse to flavone acetic acid (NSC 347 512).
British journal of cancer.
1988 Aug; 58(2):144-6. doi:
10.1038/bjc.1988.181. [PMID: 3166904] - J de Barry, G Gombos, T Klupp, J Hamori. Alteration of mouse cerebellar circuits following methylazoxymethanol treatment during development: immunohistochemistry of GABAergic elements and electron microscopic study.
The Journal of comparative neurology.
1987 Jul; 261(2):253-65. doi:
10.1002/cne.902610207. [PMID: 3305601] - E E Deschner, M S Zedeck. Lipid peroxidation in liver and colon of methylazoxymethanol treated rats.
Cancer biochemistry biophysics.
1986 Dec; 9(1):25-9. doi:
. [PMID: 3815318] - I Iwasaki, H Iwase, N Yumoto, G Ide. Promoting effects of bile acid to intestinal tumorigenesis in gnotobiotic ICR mice.
Acta pathologica japonica.
1985 Nov; 35(6):1427-33. doi:
10.1111/j.1440-1827.1985.tb01439.x. [PMID: 2936059] - W E Hawkins, R M Overstreet, J W Fournie, W W Walker. Development of aquarium fish models for environmental carcinogenesis: tumor induction in seven species.
Journal of applied toxicology : JAT.
1985 Aug; 5(4):261-4. doi:
10.1002/jat.2550050408. [PMID: 4045099] - W F Weidema, E E Deschner, B I Cohen, J J DeCosse. Acute effects of dietary cholic acid and methylazoxymethanol acetate on colon epithelial cell proliferation; metabolism of bile salts and neutral sterols in conventional and germfree SD rats.
Journal of the National Cancer Institute.
1985 Mar; 74(3):665-70. doi:
NULL. [PMID: 3856068] - T Matsutani. A neurochemical study of experimental microencephalic rat.
The Journal of toxicological sciences.
1984 Aug; 9(3):205-18. doi:
10.2131/jts.9.205. [PMID: 6094841] - E S Fiala, C Stathopoulos. Metabolism of methylazoxymethanol acetate in the F344 rat and strain-2 guinea pig and its inhibition by pyrazole and disulfiram.
Journal of cancer research and clinical oncology.
1984; 108(1):129-34. doi:
10.1007/bf00390984. [PMID: 6430908] - W P Banner, Q H Tan, M S Zedeck. Selenium and the acute effects of the carcinogens, 2-acetylaminofluorene and methylazoxymethanol acetate.
Cancer research.
1982 Aug; 42(8):2985-9. doi:
. [PMID: 6178503] - J Notman, Q H Tan, M S Zedeck. Inhibition of methylazoxymethanol-induced intestinal tumors in the rat by pyrazole with paradoxical effects on skin and kidney.
Cancer research.
1982 May; 42(5):1774-80. doi:
. [PMID: 7039819] - A F Habeeb, A M Preston, P Sanabria, N Escobales. Methylazoxymethanol: effect on the immune response of rats to human serum albumin.
Journal of the National Cancer Institute.
1982 Apr; 68(4):651-6. doi:
. [PMID: 6951079] - K Kato, H Mori, M Takahashi, I Hirono. Effect of a marginally lipotrope-deficient diet on methylazoxymethanol acetate carcinogenesis.
Nutrition and cancer.
1982; 3(4):234-9. doi:
10.1080/01635588109513727. [PMID: 6183645] - H Matsumoto, R H Takata, H Ishizaki. Determination of the carcinogen methylazoxymethyl-beta-D-glucosiduronic acid in rat bile and urine.
Journal of chromatography.
1981 Jul; 211(3):403-8. doi:
10.1016/s0021-9673(00)83072-1. [PMID: 7263796] - I Hirono. Natural carcinogenic products of plant origin.
Critical reviews in toxicology.
1981 Jun; 8(3):235-77. doi:
10.3109/10408448109109659. [PMID: 7018839] - Q H Tan, L Penkovsky, M S Zedeck. Histochemical findings suggesting that methylazoxymethanol, a liver and kidney carcinogen, is a substrate for hepatic and renal choline dehydrogenase.
Carcinogenesis.
1981; 2(11):1135-9. doi:
10.1093/carcin/2.11.1135. [PMID: 7032741] - M Cavanna, S Parodi, M Taningher, C Bolognesi, L Sciabà, G Brambilla. DNA fragmentation in some organs of rats and mice treated with cycasin.
British journal of cancer.
1979 Apr; 39(4):383-90. doi:
10.1038/bjc.1979.70. [PMID: 444396] - G R Lankas. Effect of cell growth rate and dose fractionation on chemically-induced ouabain-resistant mutations in Chinese hamster V79 cells.
Mutation research.
1979 Apr; 60(2):189-96. doi:
10.1016/0027-5107(79)90183-0. [PMID: 460287] - H Autrup, G D Stoner, F Jackson, C C Harris, A K Shamsuddin, L A Barrett, B F Trump. Explant culture of rat colon: a model system for studying metabolism of chemical carcinogens.
In vitro.
1978 Oct; 14(10):868-77. doi:
10.1007/bf02616157. [PMID: 102584] - B S Reddy, K Watanabe, J H Weisburger. Effect of high-fat diet on colon carcinogenesis in F344 rats treated with 1,2-dimethylhydrazine, methylazoxymethanol acetate, or methylnitrosourea.
Cancer research.
1977 Nov; 37(11):4156-9. doi:
. [PMID: 908050] - M D Reuber. Leiomyomas and leiomyosarcomas of the kidney in 4-day-old BUF rats given methylazoxymethanol acetate intraperitoneally.
Journal of the National Cancer Institute.
1976 Feb; 56(2):405-8. doi:
10.1093/jnci/56.2.405. [PMID: 1255771] - NULL. Cycasin.
IARC monographs on the evaluation of the carcinogenic risk of chemicals to man.
1976; 10(?):121-38. doi:
NULL. [PMID: 791794] - M Jones, W Taylor, A Sculthorpe. Lipid composition in postnatal methylazoxymethanol-treated swiss albino mouse cerebellum.
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.).
1975 Dec; 150(3):622-7. doi:
10.3181/00379727-150-39092. [PMID: 1208582] - E Fiala. Investigations into the metabolism and mode of action of the colon carcinogen 1, 2-dimethylhydrazine.
Cancer.
1975 Dec; 36(6 Suppl):2407-12. doi:
10.1002/1097-0142(197512)36:6<2407::aid-cncr2820360620>3.0.co;2-w. [PMID: 1212658] - M S Zedeck, N I Swislocki. Effect of methylazoxymethanol acetate on adenylate cyclase and 5'-nucleotidase in rat liver plasma membranes.
Cancer letters.
1975 Nov; 1(2):109-12. doi:
10.1016/s0304-3835(75)95764-x. [PMID: 189900] - E Borenfreund, P J Higgins, M Steinglass, A Bendich. Properties and malignant transformation of established rat liver parenchymal cells in culture.
Journal of the National Cancer Institute.
1975 Aug; 55(2):375-84. doi:
NULL. [PMID: 1159824] - G L LAQUEUR. CARCINOGENIC EFFECTS OF CYCAD MEAL AND CYCASIN, METHYLAZOXYMETHANOL GLYCOSIDE, IN RATS AND EFFECTS OF CYCASIN IN GERMFREE RATS.
Federation proceedings.
1964 Nov; 23(?):1386-8. doi:
NULL. [PMID: 14236160] - A KOBAYASHI, H MATSUMOTO. METHYLAZOXYMETHANOL, THE AGLYCONE OF CYCASIN.
Federation proceedings.
1964 Nov; 23(?):1354-6. doi:
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