METHYLAZOXYMETHANOL (BioDeep_00000004913)

   


代谢物信息卡片


METHYLAZOXYMETHANOL

化学式: C2H6N2O2 (90.0429)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 85%

分子结构信息

SMILES: C/[N+](=N/CO)/[O-]
InChI: InChI=1S/C2H6N2O2/c1-4(6)3-2-5/h5H,2H2,1H3/b4-3-

描述信息

D009676 - Noxae > D000477 - Alkylating Agents
D009676 - Noxae > D002273 - Carcinogens
D009676 - Noxae > D013723 - Teratogens

同义名列表

3 个代谢物同义名

METHYLAZOXYMETHANOL; CH3-N(O)=N-CH2OH; Methylazoxymethanol



数据库引用编号

13 个数据库交叉引用编号

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。

亚细胞结构定位 关联基因列表
Cytoplasm 10 BDNF, CA1, CHAT, DLG4, GFAP, ODC1, PVALB, RELN, TH, VIM
Golgi apparatus, trans-Golgi network membrane 1 DLG4
Endoplasmic reticulum membrane 1 GRIN2A
Nucleus 5 CHAT, FOS, MGMT, PCNA, TH
cytosol 10 CA1, CHAT, DLG4, FOS, GFAP, NGF, ODC1, SST, TH, VIM
dendrite 4 BDNF, NGF, RELN, TH
nuclear body 1 PCNA
phagocytic vesicle 1 VIM
centrosome 1 PCNA
nucleoplasm 3 FOS, MGMT, PCNA
RNA polymerase II transcription regulator complex 1 FOS
Cell membrane 6 DLG4, GRIA3, GRID1, GRIN2A, KIAA0319, VIM
Lipid-anchor 1 DLG4
Cytoplasmic side 1 DLG4
Cell projection, axon 2 DLG4, TH
Early endosome membrane 2 DLG4, KIAA0319
Multi-pass membrane protein 3 GRIA3, GRID1, GRIN2A
Golgi apparatus membrane 1 DLG4
Synapse 4 CHAT, DLG4, GRIN2A, PVALB
cell junction 1 DLG4
cell surface 1 GRIN2A
glutamatergic synapse 4 DLG4, GRID1, GRIN2A, ICAM5
Golgi membrane 1 DLG4
neuromuscular junction 1 DLG4
neuronal cell body 1 SST
postsynapse 1 ICAM5
presynaptic membrane 1 GRIN2A
smooth endoplasmic reticulum 1 TH
synaptic vesicle 5 BDNF, DLG4, GRIN2A, NGF, TH
Presynapse 1 DLG4
plasma membrane 8 DLG4, GRIA3, GRID1, GRIN2A, ICAM5, KIAA0319, RELN, VIM
terminal bouton 1 TH
Membrane 5 BDNF, GRIN2A, ICAM5, KIAA0319, MGMT
axon 6 BDNF, DLG4, NGF, PVALB, TH, VIM
basolateral plasma membrane 1 DLG4
extracellular exosome 4 CA1, GRID1, PCNA, VIM
endoplasmic reticulum 3 DLG4, FOS, GRIN2A
extracellular space 4 BDNF, NGF, RELN, SST
perinuclear region of cytoplasm 2 BDNF, TH
adherens junction 1 DLG4
mitochondrion 1 TH
intracellular membrane-bounded organelle 1 KIAA0319
postsynaptic density 2 DLG4, GRIN2A
Single-pass type I membrane protein 2 ICAM5, KIAA0319
Secreted 3 BDNF, NGF, SST
extracellular region 4 BDNF, NGF, RELN, SST
cytoplasmic side of plasma membrane 1 TH
astrocyte end-foot 1 GFAP
excitatory synapse 1 DLG4
Secreted, extracellular space, extracellular matrix 1 RELN
dendritic spine 3 DLG4, GRIA3, GRIN2A
perikaryon 1 TH
cytoplasmic vesicle 2 KIAA0319, TH
Melanosome membrane 1 TH
neuron spine 1 DLG4
Early endosome 1 KIAA0319
postsynaptic membrane 4 DLG4, GRIA3, GRID1, GRIN2A
Cytoplasm, perinuclear region 1 TH
Cytoplasm, cytoskeleton 2 DLG4, VIM
focal adhesion 1 VIM
GABA-ergic synapse 2 GRID1, SST
extracellular matrix 1 RELN
Peroxisome 1 VIM
Cell projection, dendritic spine 2 DLG4, GRIN2A
intermediate filament 2 GFAP, VIM
Postsynaptic cell membrane 3 GRIA3, GRID1, GRIN2A
dendrite cytoplasm 1 DLG4
neuron projection 6 CHAT, DLG4, GRIN2A, RELN, TH, VIM
chromatin 2 FOS, PCNA
cell leading edge 1 VIM
cell projection 1 GFAP
cytoskeleton 2 DLG4, VIM
nuclear replication fork 1 PCNA
chromosome, telomeric region 1 PCNA
endosome lumen 1 NGF
microtubule organizing center 1 VIM
Cytoplasmic vesicle membrane 1 GRIN2A
AMPA glutamate receptor complex 2 DLG4, GRIA3
Cell projection, dendrite 1 DLG4
cell body 1 GFAP
replication fork 1 PCNA
intermediate filament cytoskeleton 2 GFAP, VIM
synaptic membrane 2 DLG4, GRIN2A
trans-Golgi network membrane 1 DLG4
Golgi lumen 1 NGF
endoplasmic reticulum lumen 1 BDNF
nuclear matrix 2 FOS, VIM
male germ cell nucleus 1 PCNA
cortical actin cytoskeleton 1 DLG4
endocytic vesicle membrane 2 DLG4, GRIA3
cerebellar mossy fiber 1 DLG4
postsynaptic density membrane 4 DLG4, GRIA3, GRID1, GRIN2A
neuronal dense core vesicle 1 SST
Nucleus matrix 1 VIM
parallel fiber to Purkinje cell synapse 1 GRIA3
nuclear lamina 1 PCNA
clathrin-coated endocytic vesicle membrane 1 KIAA0319
protein-DNA complex 1 FOS
NMDA selective glutamate receptor complex 1 GRIN2A
cyclin-dependent protein kinase holoenzyme complex 1 PCNA
cytoplasmic side of lysosomal membrane 1 GFAP
transcription factor AP-1 complex 1 FOS
cortical cytoskeleton 1 DLG4
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle 1 TH
neuron projection terminus 1 DLG4
PCNA complex 1 PCNA
PCNA-p21 complex 1 PCNA
replisome 1 PCNA
juxtaparanode region of axon 1 DLG4
[Neurotrophic factor BDNF precursor form]: Secreted 1 BDNF
reelin complex 1 RELN
Golgi cis cisterna 1 DLG4


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]
  • 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]
  • 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: ". [PMID: 19195086]
  • 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: . [PMID: 12196583]
  • O S Sohn, E S Fiala, S P Requeijo, J H Weisburger, F J Gonzalez. Differential effects of CYP2E1 status on the metabolic activation of the colon carcinogens azoxymethane and methylazoxymethanol. 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]
  • 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]
  • 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]
  • 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]
  • 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]
  • 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]
  • 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: NULL. [PMID: 14236148]