N'-nitrosoanabasine (BioDeep_00000012876)

 

Secondary id: BioDeep_00001868793

human metabolite Endogenous natural product


代谢物信息卡片


3-(1-Nitroso-2-piperidinyl)-pyridine

化学式: C10H13N3O (191.1059)
中文名称: N-亚硝基假木贼碱(NAB), N-亚硝基新烟草碱
谱图信息: 最多检出来源 Viridiplantae(endogenous) 6.1%

分子结构信息

SMILES: C1CCN(C(C1)C2=CN=CC=C2)N=O
InChI: InChI=1S/C10H13N3O/c14-12-13-7-2-1-5-10(13)9-4-3-6-11-8-9/h3-4,6,8,10H,1-2,5,7H2

描述信息

N-Nitrosoanabasine (NAB) is a minor tobacco alkaloid that is derived from the tertiary amine known as anabasine (PMID: 3286030). It belongs to a group of nitrosamines called tobacco-specific nitrosamines (TSNAs). It is thought that during tobacco processing, minor alkaloids such as NAB originate from bacterial action or oxidation (PMID: 29751076). Nitrosamines are chemically stable compounds under physiological conditions, but they are known as causative factors for cancers of the lung, pancreas, esophagus, and oral cavity (PMID: 29751076). Activation of TSNAs through α-hydroxylation leads to binding of TSNA to DNA and other cellular macromolecules. This results in biological actions such as carcinogenicity, mutagenicity, embryopathy and other teratogenic actions (PMID: 4997817). N-nitrosoanabasine is only found in individuals who smoke or who are exposed to tobacco smoke.

同义名列表

8 个代谢物同义名

3-(1-Nitroso-2-piperidinyl)-pyridine; 3-(1-nitrosopiperidin-2-yl)pyridine; N-nitrosoanabasine, (+-)-isomer; N-nitrosoanabasine, (S)-isomer; (r,s)-n-nitrosoanabasine; N-Nitrosoanabasine; N-nitrosoanabasine; N'-Nitrosoanabasine



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

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代谢反应

0 个相关的代谢反应过程信息。

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BioCyc(0)

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Plant Reactome(0)

INOH(0)

PlantCyc(0)

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10 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


文献列表

  • Baoyun Xia, Benjamin C Blount, Tonya Guillot, Christina Brosius, Yao Li, Dana M Van Bemmel, Heather L Kimmel, Cindy M Chang, Nicolette Borek, Kathryn C Edwards, Charlie Lawrence, Andrew Hyland, Maciej L Goniewicz, Brittany N Pine, Yang Xia, John T Bernert, B Rey De Castro, John Lee, Justin L Brown, Stephen Arnstein, Diane Choi, Erin L Wade, Dorothy Hatsukami, Gladys Ervies, Angel Cobos, Keegan Nicodemus, Dana Freeman, Stephen S Hecht, Kevin Conway, Lanqing Wang. Tobacco-Specific Nitrosamines (NNAL, NNN, NAT, and NAB) Exposures in the US Population Assessment of Tobacco and Health (PATH) Study Wave 1 (2013-2014). Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco. 2021 02; 23(3):573-583. doi: 10.1093/ntr/ntaa110. [PMID: 32716026]
  • Bin Cai, Huihua Ji, Franklin F Fannin, Lowell P Bush. Contribution of Nicotine and Nornicotine toward the Production of N'-Nitrosonornicotine in Air-Cured Tobacco (Nicotiana tabacum). Journal of natural products. 2016 Apr; 79(4):754-9. doi: 10.1021/acs.jnatprod.5b00678. [PMID: 26959866]
  • Min-ting Li, Yong-yan Zhu, Li Li, Wen-na Wang, Yong-guan Yin, Quan-hong Zhu. Molecularly imprinted polymers on a silica surface for the adsorption of tobacco-specific nitrosamines in mainstream cigarette smoke. Journal of separation science. 2015 Jul; 38(14):2551-7. doi: 10.1002/jssc.201500193. [PMID: 25914259]
  • Dominique Kavvadias, Gerhard Scherer, Francis Cheung, Graham Errington, Jim Shepperd, Mike McEwan. Determination of tobacco-specific N-nitrosamines in urine of smokers and non-smokers. Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals. 2009 Dec; 14(8):547-53. doi: 10.3109/13547500903242883. [PMID: 19747086]
  • Gang Chen, Ryan W Dellinger, Dongxiao Sun, Thomas E Spratt, Philip Lazarus. Glucuronidation of tobacco-specific nitrosamines by UGT2B10. Drug metabolism and disposition: the biological fate of chemicals. 2008 May; 36(5):824-30. doi: 10.1124/dmd.107.019406. [PMID: 18238858]
  • B Hasséus, M Wallström, B G Osterdahl, J M Hirsch, M Jontell. Immunotoxic effects of smokeless tobacco on the accessory cell function of rat oral epithelium. European journal of oral sciences. 1997 Feb; 105(1):45-51. doi: 10.1111/j.1600-0722.1997.tb00179.x. [PMID: 9085028]
  • G Andersson, G Björnberg, M Curvall. Oral mucosal changes and nicotine disposition in users of Swedish smokeless tobacco products: a comparative study. Journal of oral pathology & medicine : official publication of the International Association of Oral Pathologists and the American Academy of Oral Pathology. 1994 Apr; 23(4):161-7. doi: 10.1111/j.1600-0714.1994.tb01106.x. [PMID: 8046653]
  • S S Hecht, R Young. Regiospecificity in the metabolism of the homologous cyclic nitrosamines, N'-nitrosonornicotine and N'-nitrosoanabasine. Carcinogenesis. 1982; 3(10):1195-9. doi: 10.1093/carcin/3.10.1195. [PMID: 7172419]