N-Methyl-n-benzylnitrosamine (BioDeep_00000180872)
human metabolite blood metabolite
代谢物信息卡片
化学式: C8H10N2O (150.0793)
中文名称: N-甲基-N-苄基亚硝胺
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CN(CC1=CC=CC=C1)N=O
InChI: InChI=1S/C8H10N2O/c1-10(9-11)7-8-5-3-2-4-6-8/h2-6H,7H2,1H3
描述信息
D009676 - Noxae > D002273 - Carcinogens
同义名列表
数据库引用编号
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)
1 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 |
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文献列表
- Hu Zhang, Chao Zhao, Ying Zhanga, Lu Lu, Wei Shi, Qian Zhou, Yuepu Pu, Shizhi Wang, Ran Liu, Lihong Yin. Multi-omics analysis revealed NMBA induced esophageal carcinoma tumorigenesis via regulating PPARα signaling pathway.
Environmental pollution (Barking, Essex : 1987).
2023 Feb; ?(?):121369. doi:
10.1016/j.envpol.2023.121369
. [PMID: 36858103] - Ni Shi, Fang Chen, Xiaoli Zhang, Steven K Clinton, Xiaofei Tang, Zheng Sun, Tong Chen. Suppression of Oxidative Stress and NFκB/MAPK Signaling by Lyophilized Black Raspberries for Esophageal Cancer Prevention in Rats.
Nutrients.
2017 Apr; 9(4):. doi:
10.3390/nu9040413
. [PMID: 28441719] - I-Chen Wu, Yu-Kuei Chen, Chun-Chieh Wu, Yu-Jen Cheng, Wei-Chung Chen, Huey-Jiun Ko, Yu-Peng Liu, Chee-Yin Chai, Hung-Shun Lin, Deng-Chyang Wu, Ming-Tsang Wu. Overexpression of ATPase Na+/+ transporting alpha 1 polypeptide, ATP1A1, correlates with clinical diagnosis and progression of esophageal squamous cell carcinoma.
Oncotarget.
2016 Dec; 7(51):85244-85258. doi:
10.18632/oncotarget.13267
. [PMID: 27845894] - Yi-Wen Huang, Fei Gu, Alan Dombkowski, Li-Shu Wang, Gary D Stoner. Black raspberries demethylate Sfrp4, a WNT pathway antagonist, in rat esophageal squamous cell papilloma.
Molecular carcinogenesis.
2016 Nov; 55(11):1867-1875. doi:
10.1002/mc.22435
. [PMID: 27696538] - Shu Yan, Shuxia Tian, Qingwei Kang, Yafei Xia, Caixia Li, Qing Chen, Shukun Zhang, Zhigang Li. Rhizoma Paridis Saponins Suppresses Tumor Growth in a Rat Model of N-Nitrosomethylbenzylamine-Induced Esophageal Cancer by Inhibiting Cyclooxygenases-2 Pathway.
PloS one.
2015; 10(7):e0131560. doi:
10.1371/journal.pone.0131560
. [PMID: 26147856] - Daniel S Peiffer, Noah P Zimmerman, Li-Shu Wang, Benjamin W S Ransom, Steven G Carmella, Chieh-Ti Kuo, Jibran Siddiqui, Jo-Hsin Chen, Kiyoko Oshima, Yi-Wen Huang, Stephen S Hecht, Gary D Stoner. Chemoprevention of esophageal cancer with black raspberries, their component anthocyanins, and a major anthocyanin metabolite, protocatechuic acid.
Cancer prevention research (Philadelphia, Pa.).
2014 Jun; 7(6):574-84. doi:
10.1158/1940-6207.capr-14-0003
. [PMID: 24667581] - Kenjiro Tatematsu, Akihiro Koide, Keiichirou Morimura, Shoji Fukushima, Yukio Mori. The enhancing effect of ethanol on the mutagenic activation of N-nitrosomethylbenzylamine by cytochrome P450 2A in the rat oesophagus.
Mutagenesis.
2013 Mar; 28(2):161-9. doi:
10.1093/mutage/ges066
. [PMID: 23325793] - Hui Yang, Yongning Li, Jin Fang, Xudong Jia, Ning Li. [Effect of vitamin E and selenium deficiency on esophageal tumorigenesis and its oxidative stress mechanism].
Wei sheng yan jiu = Journal of hygiene research.
2013 Jan; 42(1):23-30. doi:
. [PMID: 23596703]
- Chi Han. [Studies on tea and health].
Wei sheng yan jiu = Journal of hygiene research.
2011 Nov; 40(6):802-5. doi:
. [PMID: 22279681]
- Li-Shu Wang, Alan A Dombkowski, Claire Seguin, Claudia Rocha, Daniela Cukovic, Anju Mukundan, Cassandra Henry, Gary D Stoner. Mechanistic basis for the chemopreventive effects of black raspberries at a late stage of rat esophageal carcinogenesis.
Molecular carcinogenesis.
2011 Apr; 50(4):291-300. doi:
10.1002/mc.20634
. [PMID: 21465577] - Linda Sissing, Jeanine Marnewick, Maryna de Kock, Sonja Swanevelder, Elizabeth Joubert, Wentzel Gelderblom. Modulating effects of rooibos and honeybush herbal teas on the development of esophageal papillomas in rats.
Nutrition and cancer.
2011; 63(4):600-10. doi:
10.1080/01635581.2011.539313
. [PMID: 21541901] - John F Lechner, Li-Shu Wang, Claudio M Rocha, Bethany Larue, Cassandra Henry, Colleen M McIntyre, Kenneth M Riedl, Steven J Schwartz, Gary D Stoner. Drinking water with red beetroot food color antagonizes esophageal carcinogenesis in N-nitrosomethylbenzylamine-treated rats.
Journal of medicinal food.
2010 Jun; 13(3):733-9. doi:
10.1089/jmf.2008.0280
. [PMID: 20438319] - Gary D Stoner, Li-Shu Wang, Claire Seguin, Claudio Rocha, Kristen Stoner, Steven Chiu, A Douglas Kinghorn. Multiple berry types prevent N-nitrosomethylbenzylamine-induced esophageal cancer in rats.
Pharmaceutical research.
2010 Jun; 27(6):1138-45. doi:
10.1007/s11095-010-0102-1
. [PMID: 20232121] - Justyna Szumiło. [Natural compounds in chemoprevention of esophageal squamous cell tumors--experimental studies].
Polski merkuriusz lekarski : organ Polskiego Towarzystwa Lekarskiego.
2009 Feb; 26(152):156-61. doi:
. [PMID: 19388525]
- Shun-Yao Ko, Kuo-Wei Chang, Shu-Chun Lin, Hui-Chuan Hsu, Tsung-Yun Liu. The repressive effect of green tea ingredients on amyloid precursor protein (APP) expression in oral carcinoma cells in vitro and in vivo.
Cancer letters.
2007 Jan; 245(1-2):81-9. doi:
10.1016/j.canlet.2005.12.029
. [PMID: 16458426] - Tong Chen, Miranda E Rose, Hyejeong Hwang, Ronald G Nines, Gary D Stoner. Black raspberries inhibit N-nitrosomethylbenzylamine (NMBA)-induced angiogenesis in rat esophagus parallel to the suppression of COX-2 and iNOS.
Carcinogenesis.
2006 Nov; 27(11):2301-7. doi:
10.1093/carcin/bgl109
. [PMID: 16777990] - Yukio Mori, Kenjiro Tatematsu, Akihiro Koide, Shigeyuki Sugie, Takuji Tanaka, Hideki Mori. Modification by curcumin of mutagenic activation of carcinogenic N-nitrosamines by extrahepatic cytochromes P-450 2B1 and 2E1 in rats.
Cancer science.
2006 Sep; 97(9):896-904. doi:
10.1111/j.1349-7006.2006.00261.x
. [PMID: 16805852] - Toshiya Kuno, Yoshinobu Hirose, Kazuya Hata, Keizou Kato, Sheng Hong Qiang, Nami Kitaori, Akira Hara, Teruaki Iwasaki, Teruki Yoshimura, Keiji Wada, Hiroshi Kobayashi, Hideki Mori. Preventive effect of fermented brown rice and rice bran on N-nitrosomethylbenzylamine-induced esophageal tumorigenesis in rats.
International journal of oncology.
2004 Dec; 25(6):1809-15. doi:
10.3892/ijo.25.6.1809
. [PMID: 15547721] - Kun Lin, Wenying Shen, Zhongying Shen, Yongning Wu, Shihhsin Lu. Dietary exposure and urinary excretion of total N-nitroso compounds, nitrosamino acids and volatile nitrosamine in inhabitants of high- and low-risk areas for esophageal cancer in southern China.
International journal of cancer.
2002 Nov; 102(3):207-11. doi:
10.1002/ijc.10698
. [PMID: 12397637] - Masahiro Kaneko, Keiichirou Morimura, Takayuki Nishikawa, Hideki Wanibuchi, Harushi Osugi, Hiroaki Kinoshita, Akihiro Koide, Yukio Mori, Shoji Fukishima. Weak enhancing effects of simultaneous ethanol administration on chemically induced rat esophageal tumorigenesis.
Oncology reports.
2002 Sep; 9(5):1069-73. doi:
10.3892/or.9.5.1069
. [PMID: 12168075] - L Khare, C L Sabourin, B R De Young, R J Jamasbi, G D Stoner. Altered localization of E-cadherin and alpha-catenin in rat esophageal tumors.
International journal of oncology.
1999 Jan; 14(1):33-40. doi:
10.3892/ijo.14.1.33
. [PMID: 9863006] - S I Mufti, V Nachiappan, C D Eskelson. Ethanol-mediated promotion of oesophageal carcinogenesis: association with lipid peroxidation and changes in phospholipid fatty acid profile of the target tissue.
Alcohol and alcoholism (Oxford, Oxfordshire).
1997 May; 32(3):221-31. doi:
10.1093/oxfordjournals.alcalc.a008261
. [PMID: 9199722] - G D Stoner, M A Morse. Isothiocyanates and plant polyphenols as inhibitors of lung and esophageal cancer.
Cancer letters.
1997 Mar; 114(1-2):113-9. doi:
10.1016/s0304-3835(97)04639-9
. [PMID: 9103268] - C P Wild, M Castegnaro, H Ohgaki, L Garren, D Galendo, J D Miller. Absence of a synergistic effect between fumonisin B1 and N-nitrosomethylbenzylamine in the induction of oesophageal papillomas in the rat.
Natural toxins.
1997; 5(3):126-31. doi:
10.1002/1522-7189(1997)5:3<126::aid-nt8>3.0.co;2-q
. [PMID: 9285918] - Z Y Wang, L D Wang, M J Lee, C T Ho, M T Huang, A H Conney, C S Yang. Inhibition of N-nitrosomethylbenzylamine-induced esophageal tumorigenesis in rats by green and black tea.
Carcinogenesis.
1995 Sep; 16(9):2143-8. doi:
10.1093/carcin/16.9.2143
. [PMID: 7554067] - D Gallant. Vitamin E and ethanol-enhanced carcinogenesis.
Alcoholism, clinical and experimental research.
1993 Aug; 17(4):929. doi:
10.1111/j.1530-0277.1993.tb00870.x
. [PMID: 8214438] - C D Eskelson, O E Odeleye, R R Watson, D L Earnest, S I Mufti. Modulation of cancer growth by vitamin E and alcohol.
Alcohol and alcoholism (Oxford, Oxfordshire).
1993 Jan; 28(1):117-25. doi:
10.1093/oxfordjournals.alcalc.a045334
. [PMID: 8471082] - Z Gottesfeld, K Trippe, M J Wargovich, A S Berkowitz. Fetal alcohol exposure and adult tumorigenesis.
Alcohol (Fayetteville, N.Y.).
1992 Nov; 9(6):465-71. doi:
10.1016/0741-8329(92)90082-l
. [PMID: 1472301] - O E Odeleye, C D Eskelson, S I Mufti, R R Watson. Vitamin E protection against nitrosamine-induced esophageal tumor incidence in mice immunocompromised by retroviral infection.
Carcinogenesis.
1992 Oct; 13(10):1811-6. doi:
10.1093/carcin/13.10.1811
. [PMID: 1330343] - R R Watson, O E Odeleye, C D Eskelson, S I Mufti. Effects of supplemental vitamin E on cancer growth and promotion during murine AIDS.
Annals of the New York Academy of Sciences.
1992 Sep; 669(?):387-9. doi:
10.1111/j.1749-6632.1992.tb17131.x
. [PMID: 1444055] - V G Bespalov, V A Aleksandrov, A S Petrov, D N Troian. [The inhibiting effect of epsilon-aminocaproic acid on the incidence of induced tumors of the esophagus, nervous system and kidneys].
Voprosy onkologii.
1992; 38(1):69-74. doi:
NULL
. [PMID: 1300690] - V G Bespalov, V A Aleksandrov, A S Petrov, D N Troian. [The anticarcinogenic effects of fumaric acid on models of carcinogenesis in the esophagus, nervous system and kidney].
Voprosy onkologii.
1992; 38(8):956-61. doi:
NULL
. [PMID: 1300806] - O E Odeleye, C D Eskelson, S I Mufti, R R Watson. Vitamin E inhibition of lipid peroxidation and ethanol-mediated promotion of esophageal tumorigenesis.
Nutrition and cancer.
1992; 17(3):223-34. doi:
10.1080/01635589209514191
. [PMID: 1437642] - Y Xu, C Han. [Prevention of in vivo formation of NMBz A and the formation of oesophageal tumour by tea in rats].
Zhonghua yu fang yi xue za zhi [Chinese journal of preventive medicine].
1991 Jul; 25(4):201-4. doi:
"
. [PMID: 1782821] - D X Lin, M Friesen, C Malaveille, D E Shuker, H Bartsch. Urinary excretion of S-benzylmercapturic acid as an indicator of N-nitroso-N-methylbenzylamine exposure.
Cancer letters.
1991 May; 57(3):193-8. doi:
10.1016/0304-3835(91)90156-c
. [PMID: 2032207] - H Komada, Y Kise, M Nakagawa, M Yamamura, K Hioki, M Yamamoto. Effect of dietary molybdenum on esophageal carcinogenesis in rats induced by N-methyl-N-benzylnitrosamine.
Cancer research.
1990 Apr; 50(8):2418-22. doi:
. [PMID: 2317826]
- J Gao, K X Xue, X M Zhao, X B Yu, Q Yuan. Haemorheological study during the process of tumor development after subcutaneous transplantation of mouse forestomach carcinoma (FC) cells.
Pathology, research and practice.
1989 Aug; 185(2):194-9. doi:
10.1016/s0344-0338(89)80251-1
. [PMID: 2798219] - D H Barch, C C Fox. Selective inhibition of methylbenzylnitrosamine-induced formation of esophageal O6-methylguanine by dietary ellagic acid in rats.
Cancer research.
1988 Dec; 48(24 Pt 1):7088-92. doi:
. [PMID: 3191485]
- S Mandal, N M Shivapurkar, A J Galati, G D Stoner. Inhibition of N-nitrosobenzylmethylamine metabolism and DNA binding in cultured rat esophagus by ellagic acid.
Carcinogenesis.
1988 Jul; 9(7):1313-6. doi:
10.1093/carcin/9.7.1313
. [PMID: 3383347] - M Ahotupa, V Bussacchini-Griot, J C Béréziat, A M Camus, H Bartsch. Rapid oxidative stress induced by N-nitrosamines.
Biochemical and biophysical research communications.
1987 Aug; 146(3):1047-54. doi:
10.1016/0006-291x(87)90753-4
. [PMID: 3619914] - A R Tricker, C D Wacker, R Preussmann. Nitrosation products from the plant Ephedra altissima and their potential endogenous formation.
Cancer letters.
1987 May; 35(2):199-206. doi:
10.1016/0304-3835(87)90045-0
. [PMID: 3581050] - M Wiessler, G Rossnagel. Alpha-glucuronides of N-nitrosomethylbenzylamine.
IARC scientific publications.
1987; ?(84):170-2. doi:
NULL
. [PMID: 3679362] - J D Bogden, H R Chung, F W Kemp, K Holding, K S Bruening, Y Naveh. Effect of selenium and molybdenum on methylbenzylnitrosamine-induced esophageal lesions and tissue trace metals in the rat.
The Journal of nutrition.
1986 Dec; 116(12):2432-42. doi:
10.1093/jn/116.12.2432
. [PMID: 3806240] - I Schmerold, P Kleihues, O Wiestler, C O'Neill. Metabolism of N-nitrosodimethylamine and N-nitrosomethylbenzylamine in domestic fowls: DNA alkylation and potential target sites for carcinogenicity.
Anticancer research.
1986 Sep; 6(5):1041-4. doi:
. [PMID: 3099629]
- T Kawanishi, Y Ohno, A Takahashi, A Takanaka, Y Kasuya, Y Omori. Substrate concentration dependency of N-nitrosodimethylamine and N-nitrosomethylbenzylamine metabolism in rat liver.
Carcinogenesis.
1985 Jun; 6(6):823-7. doi:
10.1093/carcin/6.6.823
. [PMID: 4006068] - D H Barch, S C Kuemmerle, P F Hollenberg, P M Iannaccone. Esophageal microsomal metabolism of N-nitrosomethylbenzylamine in the zinc-deficient rat.
Cancer research.
1984 Dec; 44(12 Pt 1):5629-33. doi:
NULL
. [PMID: 6498823] - T Tahira, M Tsuda, K Wakabayashi, M Nagao, T Sugimura. Kinetics of nitrosation of thioproline, the precursor of a major nitroso compound in human urine, and its role as a nitrite scavenger.
Gan.
1984 Oct; 75(10):889-94. doi:
NULL
. [PMID: 6510636] - R Mehta, G E Labuc, S J Urbanski, M C Archer. Organ specificity in the microsomal activation and toxicity of N-nitrosomethylbenzylamine in various species.
Cancer research.
1984 Sep; 44(9):4017-22. doi:
NULL
. [PMID: 6540143] - D E Shuker, E Bailey, P B Farmer. Methylation of protein and nucleic acids in vivo: use of trideuteromethylating agents or precursors.
IARC scientific publications.
1984; ?(57):589-94. doi:
NULL
. [PMID: 6533051] - W C Tang, P Z Lin, N Frank, M Wiessler. Metabolism of, and DNA methylation by, N-nitrosomethylbenzylamine in chicken.
Journal of cancer research and clinical oncology.
1984; 108(2):221-6. doi:
10.1007/bf00402470
. [PMID: 6470028] - R Mehta, G E Labuc, M C Archer. Tissue and species specificity of the microsomal metabolism of N-nitrosomethylbenzylamine.
IARC scientific publications.
1984; ?(57):473-8. doi:
NULL
. [PMID: 6533039] - M Kouros, W Mönch, F J Reiffer, W Dehnen. The influence of various factors on the methylation of DNA by the oesophageal carcinogen N-nitrosomethylbenzylamine. I. The importance of alcohol.
Carcinogenesis.
1983 Sep; 4(9):1081-4. doi:
10.1093/carcin/4.9.1081
. [PMID: 6883629] - S Bamborschke, M Shoji, P Kleihues. Metabolism of N-nitrosomethylbenzylamine in the mongolian gerbil (meriones unguiculatus).
Anticancer research.
1982 Jul; 2(4):241-4. doi:
NULL
. [PMID: 7149654] - R M Hodgson, F Schweinsberg, M Wiessler, P Kleihues. Mechanism of esophageal tumor induction in rats by N-nitrosomethylbenzylamine and its ring-methylated analog N-nitrosomethyl(4-methylbenzyl)amine.
Cancer research.
1982 Jul; 42(7):2836-40. doi:
. [PMID: 7083174]
- P Kleihues, C Veit, M Wiessler, R M Hodgson. DNA methylation by N-nitrosomethylbenzylamine in target and non-target tissues of NMRI mice.
Carcinogenesis.
1981; 2(9):897-9. doi:
10.1093/carcin/2.9.897
. [PMID: 7296772] - P L Kraft, P L Skipper, S R Tannenbaum. In vivo metabolism and whole-blood clearance of n-nitrosomethylbenzylamine in the rat.
Cancer research.
1980 Aug; 40(8 Pt 1):2740-2. doi:
NULL
. [PMID: 7388824] - P L Kraft, S R Tannenbaum. Distribution of N-nitrosomethylbenzylamine evaluated by whole-body radioautography and densitometry.
Cancer research.
1980 Jun; 40(6):1921-7. doi:
NULL
. [PMID: 7371026] - R M Hodgson, M Wiessler, P Kleihues. Preferential methylation of target organ DNA by the oesophageal carcinogen N-nitrosomethylbenzylamine.
Carcinogenesis.
1980; 1(10):861-6. doi:
10.1093/carcin/1.10.861
. [PMID: 11219858] - F Schweinsberg, M Kouros, K Manncke. [Comparative investigations on the organotropic carcinogenic effect of different N-nitroso compounds with rat after single and chronic treatment (author's transl)].
Journal of cancer research and clinical oncology.
1979 Oct; 95(2):123-7. doi:
10.1007/bf00401006
. [PMID: 521450] - L Y Fong, A Sivak, P M Newberne. Zinc deficiency and methylbenzylnitrosamine-induced esophageal cancer in rats.
Journal of the National Cancer Institute.
1978 Jul; 61(1):145-50. doi:
10.1093/jnci/61.1.145
. [PMID: 276623]