1,2,3,6-Tetrahydro-2,3-bipyridine (BioDeep_00000017005)

   

PANOMIX_OTCML-2023


代谢物信息卡片


1,2,3,6-Tetrahydro-2,3-bipyridine

化学式: C10H12N2 (160.1)
中文名称: 新烟草碱(去氢新烟碱)
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 94.44%

分子结构信息

SMILES: C1(CC=CCN1)C2=CN=CC=C2
InChI: InChI=1S/C10H12N2/c1-2-7-12-10(5-1)9-4-3-6-11-8-9/h1-4,6,8,10,12H,5,7H2

描述信息

(R,S)-Anatabine is a a minor tobacco alkaloid found in the Solanaceae family of plants that can be used as a specific marker for the detection of tobacco use[1].

同义名列表

2 个代谢物同义名

1,2,3,6-Tetrahydro-2,3-bipyridine; (R,S)-Anatabine



数据库引用编号

5 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)

2 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

  • Wenhao Xia, Aditya Reddy Kolli, Kyoko Koshibu, Florian Martin, Athanasios Kondylis, Arkadiusz Kuczaj, Wei Teck Tan, Ying Shan Yeo, Glenda Tan, Charles Teng, Kaing Woon, Thomas Schneider, Marja Talikka, Blaine W Phillips, Patrick Vanscheeuwijck, Manuel C Peitsch, Julia Hoeng. In Vivo Profiling of a Natural Alkaloid, Anatabine, in Rodents: Pharmacokinetics and Anti-Inflammatory Efficacy. Journal of natural products. 2021 04; 84(4):1012-1021. doi: 10.1021/acs.jnatprod.0c01044. [PMID: 33706515]
  • She Tang, Yu Wang, Zefeng Li, Yijie Gui, Bingguang Xiao, Jiahua Xie, Qian-Hao Zhu, Longjiang Fan. Identification of wounding and topping responsive small RNAs in tobacco (Nicotiana tabacum). BMC plant biology. 2012 Feb; 12(?):28. doi: 10.1186/1471-2229-12-28. [PMID: 22353177]
  • Huai-Yian Ling, Aaron M Edwards, Michael P Gantier, Kathleen D Deboer, Alan D Neale, John D Hamill, Amanda M Walmsley. An interspecific Nicotiana hybrid as a useful and cost-effective platform for production of animal vaccines. PloS one. 2012; 7(4):e35688. doi: 10.1371/journal.pone.0035688. [PMID: 22539991]
  • François Marclay, Elia Grata, Laurent Perrenoud, Martial Saugy. A one-year monitoring of nicotine use in sport: frontier between potential performance enhancement and addiction issues. Forensic science international. 2011 Dec; 213(1-3):73-84. doi: 10.1016/j.forsciint.2011.05.026. [PMID: 21719221]
  • Paula L Vieira-Brock, Eleanor I Miller, Shannon M Nielsen, Annette E Fleckenstein, Diana G Wilkins. Simultaneous quantification of nicotine and metabolites in rat brain by liquid chromatography-tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2011 Nov; 879(30):3465-74. doi: 10.1016/j.jchromb.2011.09.026. [PMID: 21963483]
  • Kathleen D DeBoer, Heidi L Dalton, Felicity J Edward, John D Hamill. RNAi-mediated down-regulation of ornithine decarboxylase (ODC) leads to reduced nicotine and increased anatabine levels in transgenic Nicotiana tabacum L. Phytochemistry. 2011 Apr; 72(4-5):344-55. doi: 10.1016/j.phytochem.2010.12.012. [PMID: 21232776]
  • Masataka Kajikawa, Tsubasa Shoji, Akira Kato, Takashi Hashimoto. Vacuole-localized berberine bridge enzyme-like proteins are required for a late step of nicotine biosynthesis in tobacco. Plant physiology. 2011 Apr; 155(4):2010-22. doi: 10.1104/pp.110.170878. [PMID: 21343426]
  • Tsubasa Shoji, Masataka Kajikawa, Takashi Hashimoto. Clustered transcription factor genes regulate nicotine biosynthesis in tobacco. The Plant cell. 2010 Oct; 22(10):3390-409. doi: 10.1105/tpc.110.078543. [PMID: 20959558]
  • Eleanor I Miller, Hye-Ryun K Norris, Douglas E Rollins, Stephen T Tiffany, Christine M Moore, Michael J Vincent, Alpana Agrawal, Diana G Wilkins. Identification and quantification of nicotine biomarkers in human oral fluid from individuals receiving low-dose transdermal nicotine: a preliminary study. Journal of analytical toxicology. 2010 Sep; 34(7):357-66. doi: 10.1093/jat/34.7.357. [PMID: 20822672]
  • Eleanor I Miller, Hye-Ryun K Norris, Douglas E Rollins, Stephen T Tiffany, Diana G Wilkins. A novel validated procedure for the determination of nicotine, eight nicotine metabolites and two minor tobacco alkaloids in human plasma or urine by solid-phase extraction coupled with liquid chromatography-electrospray ionization-tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Mar; 878(9-10):725-37. doi: 10.1016/j.jchromb.2009.12.018. [PMID: 20097626]
  • Malgorzata Lewandowska, Anna Wawrzynska, Grzegorz Moniuszko, Jolanta Lukomska, Katarzyna Zientara, Marta Piecho, Pawel Hodurek, Igor Zhukov, Frantz Liszewska, Victoria Nikiforova, Agnieszka Sirko. A contribution to identification of novel regulators of plant response to sulfur deficiency: characteristics of a tobacco gene UP9C, its protein product and the effects of UP9C silencing. Molecular plant. 2010 Mar; 3(2):347-60. doi: 10.1093/mp/ssq007. [PMID: 20147370]
  • Sandy Liles, Melbourne F Hovell, Georg E Matt, Joy M Zakarian, Jennifer A Jones. Parent quit attempts after counseling to reduce children's secondhand smoke exposure and promote cessation: main and moderating relationships. Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco. 2009 Dec; 11(12):1395-406. doi: 10.1093/ntr/ntp149. [PMID: 19875763]
  • Peng Wang, Jia Zeng, Zhifeng Liang, Zhiqi Miao, Xiaofen Sun, Kexuan Tang. Silencing of PMT expression caused a surge of anatabine accumulation in tobacco. Molecular biology reports. 2009 Nov; 36(8):2285-9. doi: 10.1007/s11033-009-9446-1. [PMID: 19165623]
  • Agnès Millet, Florian Stintzing, Irmgard Merfort. Validation of a GC-FID method for rapid quantification of nicotine in fermented extracts prepared from Nicotiana tabacum fresh leaves and studies of nicotine metabolites. Journal of pharmaceutical and biomedical analysis. 2009 Jul; 49(5):1166-71. doi: 10.1016/j.jpba.2009.02.024. [PMID: 19328641]
  • Kathleen D Deboer, Jessica C Lye, Campbell D Aitken, Angela K-K Su, John D Hamill. The A622 gene in Nicotiana glauca (tree tobacco): evidence for a functional role in pyridine alkaloid synthesis. Plant molecular biology. 2009 Feb; 69(3):299-312. doi: 10.1007/s11103-008-9425-2. [PMID: 19011764]
  • Hiroyuki Kataoka, Reiko Inoue, Katsuharu Yagi, Keita Saito. Determination of nicotine, cotinine, and related alkaloids in human urine and saliva by automated in-tube solid-phase microextraction coupled with liquid chromatography-mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2009 Jan; 49(1):108-14. doi: 10.1016/j.jpba.2008.09.044. [PMID: 19004590]
  • Mirjana V Djordjevic, Kelly A Doran. Nicotine content and delivery across tobacco products. Handbook of experimental pharmacology. 2009; ?(192):61-82. doi: 10.1007/978-3-540-69248-5_3. [PMID: 19184646]
  • Yupyn Chintapakorn, John D Hamill. Antisense-mediated reduction in ADC activity causes minor alterations in the alkaloid profile of cultured hairy roots and regenerated transgenic plants of Nicotiana tabacum. Phytochemistry. 2007 Oct; 68(19):2465-79. doi: 10.1016/j.phytochem.2007.05.025. [PMID: 17612583]
  • Stefan Tyroller, Wolfgang Zwickenpflug, Charlotte Thalheim, Elmar Richter. Acute and subacute effects of tobacco alkaloids, tobacco-specific nitrosamines and phenethyl isothiocyanate on N'-nitrosonornicotine metabolism in rats. Toxicology. 2005 Nov; 215(3):245-53. doi: 10.1016/j.tox.2005.07.011. [PMID: 16118032]
  • Andrzej Sobczak, Władysław Wardas, Wioleta Zielińska-Danch, Izabela Szołtysek-Bołdys. [Biomarkers of tobacco smoke]. Przeglad lekarski. 2005; 62(10):1192-9. doi: NULL. [PMID: 16521990]
  • Suvi T Häkkinen, Heiko Rischer, Into Laakso, Hannu Maaheimo, Tuulikki Seppänen-Laakso, Kirsi-Marja Oksman-Caldentey. Anatalline and other methyl jasmonate-inducible nicotine alkaloids from Nicotiana tabacum cv. By-2 cell cultures. Planta medica. 2004 Oct; 70(10):936-41. doi: 10.1055/s-2004-832620. [PMID: 15490322]
  • Sharon E Murphy, Carrie A Link, Joni Jensen, Chap Le, Susan S Puumala, Stephen S Hecht, Steven G Carmella, London Losey, Dorothy K Hatsukami. A comparison of urinary biomarkers of tobacco and carcinogen exposure in smokers. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology. 2004 Oct; 13(10):1617-23. doi: . [PMID: 15466978]
  • Anke Steppuhn, Klaus Gase, Bernd Krock, Rayko Halitschke, Ian T Baldwin. Nicotine's defensive function in nature. PLoS biology. 2004 Aug; 2(8):E217. doi: 10.1371/journal.pbio.0020217. [PMID: 15314646]
  • Travis T Denton, Xiaodong Zhang, John R Cashman. Nicotine-related alkaloids and metabolites as inhibitors of human cytochrome P-450 2A6. Biochemical pharmacology. 2004 Feb; 67(4):751-6. doi: 10.1016/j.bcp.2003.10.022. [PMID: 14757175]
  • Stephen S Hecht, Sharon E Murphy, Steven G Carmella, Cheryl L Zimmerman, London Losey, Irene Kramarczuk, Mikel R Roe, Susan S Puumala, Y Shelby Li, Chap Le, Joni Jensen, Dorothy K Hatsukami. Effects of reduced cigarette smoking on the uptake of a tobacco-specific lung carcinogen. Journal of the National Cancer Institute. 2004 Jan; 96(2):107-15. doi: 10.1093/jnci/djh016. [PMID: 14734700]
  • Yupynn Chintapakorn, John D Hamill. Antisense-mediated down-regulation of putrescine N-methyltransferase activity in transgenic Nicotiana tabacum L. can lead to elevated levels of anatabine at the expense of nicotine. Plant molecular biology. 2003 Sep; 53(1-2):87-105. doi: 10.1023/b:plan.0000009268.45851.95. [PMID: 14756309]
  • Peyton Jacob, Dorothy Hatsukami, Herbert Severson, Sharon Hall, Lisa Yu, Neal L Benowitz. Anabasine and anatabine as biomarkers for tobacco use during nicotine replacement therapy. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology. 2002 Dec; 11(12):1668-73. doi: NULL. [PMID: 12496059]
  • . . . . doi: . [PMID: 18567891]