4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol (BioDeep_00001868474)

Main id: BioDeep_00000012929

 

Volatile Flavor Compounds


代谢物信息卡片


4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol

化学式: C10H15N3O2 (209.116421)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CN(CCCC(C1=CN=CC=C1)O)N=O
InChI: InChI=1S/C10H15N3O2/c1-13(12-15)7-3-5-10(14)9-4-2-6-11-8-9/h2,4,6,8,10,14H,3,5,7H2,1H3

描述信息

A member of the class of nitrosamines that is butan-1-ol substituted by a pyridin-3-yl group at position 1 and by a methyl(nitroso)amino group at position 4. It is a major metabolite of nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK), which is a carcinogen found in tobacco and responsible for inducing lung cancer in smokers.

同义名列表

2 个代谢物同义名

4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol; 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol



数据库引用编号

9 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)

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。



文献列表

  • Sampada S Nikam, Murari Gurjar, Hitesh Singhavi, Anand Patil, Arjun Singh, Peter Villalta, Pankaj Chaturvedi, Samir S Khariwala, Vikram Gota, Irina Stepanov. Simultaneous analysis of urinary total 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol, N'-nitrosonornicotine, and cotinine by liquid chromatography-tandem mass-spectrometry. Scientific reports. 2021 10; 11(1):20007. doi: 10.1038/s41598-021-99259-z. [PMID: 34625573]
  • Caroline O Cobb, Jonathan Foulds, Miao-Shan Yen, Susan Veldheer, Alexa A Lopez, Jessica M Yingst, Christopher Bullen, Le Kang, Thomas Eissenberg. Effect of an electronic nicotine delivery system with 0, 8, or 36 mg/mL liquid nicotine versus a cigarette substitute on tobacco-related toxicant exposure: a four-arm, parallel-group, randomised, controlled trial. The Lancet. Respiratory medicine. 2021 08; 9(8):840-850. doi: 10.1016/s2213-2600(21)00022-9. [PMID: 33857436]
  • Daniela S Gutiérrez-Torres, Lanqing Wang, Benjamin C Blount, Baoyun Xia, Connie S Sosnoff, Meredith S Shiels, Maki Inoue-Choi, Arash Etemadi, Neal D Freedman. Concentrations of Cotinine and 4-(Methylnitrosamino)-1-(3-Pyridyl)-1-Butanol (NNAL) in U.S. Non-Daily Cigarette Smokers. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology. 2021 06; 30(6):1165-1174. doi: 10.1158/1055-9965.epi-20-1601. [PMID: 33737303]
  • Hyo Sun You, Jae Woo Lee, Ye Seul Kim, Yonghwan Kim, Hyeong Cheol Lee, Jin Young Hwang, Woojung Yang, Hee Taik Kang. Association between Second-hand Smoke Exposure and Urinary NNAL Level in Korean Adolescents. Journal of Korean medical science. 2021 Apr; 36(13):e82. doi: 10.3346/jkms.2021.36.e82. [PMID: 33821591]
  • Jong Weon Choi, Tatsuyoshi Fujii, Noriyoshi Fujii. Association of a Tobacco-specific Nitrosamine Carcinogen with Urinary Cotinine, Urinary Sodium Excretion, and Total Energy Intake in Adolescents and Children. Current medical science. 2021 Apr; 41(2):270-278. doi: 10.1007/s11596-021-2343-0. [PMID: 33877542]
  • 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]
  • Weixin Li, Bian Liu. Comparing cotinine and NNAL verification of self-reported smoking status among lung cancer screening eligible population from the 2007-2014 National Health and Nutrition Examination Survey (NHANES). Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals. 2021 Feb; 26(1):45-54. doi: 10.1080/1354750x.2020.1853810. [PMID: 33210550]
  • Myung-Bae Park, Tae Sic Lee, Jee Eun Oh, Do Hoon Lee. Does the implementation of smoke-free laws and smoking culture affect exposure to tobacco smoking? Results from 3 hospitality settings in South Korea. International journal of occupational medicine and environmental health. 2021 Jan; 34(1):53-67. doi: 10.13075/ijomeh.1896.01561. [PMID: 33324012]
  • Kim Pulvers, Nicole L Nollen, Myra Rice, Christopher H Schmid, Kexin Qu, Neal L Benowitz, Jasjit S Ahluwalia. Effect of Pod e-Cigarettes vs Cigarettes on Carcinogen Exposure Among African American and Latinx Smokers: A Randomized Clinical Trial. JAMA network open. 2020 11; 3(11):e2026324. doi: 10.1001/jamanetworkopen.2020.26324. [PMID: 33206193]
  • Myung-Bae Park. Living with parents who smoke predicts levels of toxicant exposure in children. Scientific reports. 2020 07; 10(1):11173. doi: 10.1038/s41598-020-66920-y. [PMID: 32636401]
  • Peyton Jacob, Gideon St Helen, Lisa Yu, Natalie Nardone, Christopher Havel, Polly Cheung, Neal L Benowitz. Biomarkers of Exposure for Dual Use of Electronic Cigarettes and Combustible Cigarettes: Nicotelline, NNAL, and Total Nicotine Equivalents. Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco. 2020 06; 22(7):1107-1113. doi: 10.1093/ntr/ntz235. [PMID: 31833541]
  • Gary A Giovino, Gary E Swan, Ben Blount, Stephanie O'Malley, Darigg C Brown, Tabitha P Hendershot. PhenX: Host: Biobehavioral measures for tobacco regulatory research. Tobacco control. 2020 01; 29(Suppl 1):s13-s19. doi: 10.1136/tobaccocontrol-2019-054975. [PMID: 31992659]
  • Shannon Kozlovich, Gang Chen, Christy J W Watson, William J Blot, Philip Lazarus. Role of l- and d-Menthol in the Glucuronidation and Detoxification of the Major Lung Carcinogen, NNAL. Drug metabolism and disposition: the biological fate of chemicals. 2019 12; 47(12):1388-1396. doi: 10.1124/dmd.119.088351. [PMID: 31578206]
  • Steven A Branstetter, Russell T Nye, Joshua E Muscat. Time to first cigarette of the day and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) in adult regular and non-daily smokers: (NHANES) 2007-10. Regulatory toxicology and pharmacology : RTP. 2019 Nov; 108(?):104454. doi: 10.1016/j.yrtph.2019.104454. [PMID: 31470076]
  • Gideon St Helen, Neal L Benowitz, Jasjit S Ahluwalia, Rachel F Tyndale, Newton Addo, Steven E Gregorich, Eliseo J Pérez-Stable, Lisa Sanderson Cox. Black Light Smokers: How Nicotine Intake and Carcinogen Exposure Differ Across Various Biobehavioral Factors. Journal of the National Medical Association. 2019 Oct; 111(5):509-520. doi: 10.1016/j.jnma.2019.04.004. [PMID: 31084916]
  • Neal L Benowitz, Christie A Flanagan, Timothy K Thomas, Kathryn R Koller, Abbie W Wolfe, Caroline C Renner, Christine Hughes, Paul A Decker, Dorothy K Hatsukami, Neil J Murphy, Christi Patten. Urine 4-(methylnitrosamino)-1-(3) pyridyl-1-butanol and cotinine in Alaska native postpartum women and neonates comparing smokers and smokeless tobacco users. International journal of circumpolar health. 2018 12; 77(1):1528125. doi: 10.1080/22423982.2018.1528125. [PMID: 30325719]
  • Mu-Rong Chao, Marcus S Cooke, Chung-Yih Kuo, Chih-Hong Pan, Hung-Hsin Liu, Hao-Jan Yang, Szu-Chieh Chen, Yi-Chen Chiang, Chiung-Wen Hu. Children are particularly vulnerable to environmental tobacco smoke exposure: Evidence from biomarkers of tobacco-specific nitrosamines, and oxidative stress. Environment international. 2018 11; 120(?):238-245. doi: 10.1016/j.envint.2018.08.006. [PMID: 30103123]
  • Neal L Benowitz, Natalie Nardone, Shonul Jain, Delia A Dempsey, Newton Addo, Gideon St Helen, Peyton Jacob. Comparison of Urine 4-(Methylnitrosamino)-1-(3)Pyridyl-1-Butanol and Cotinine for Assessment of Active and Passive Smoke Exposure in Urban Adolescents. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology. 2018 03; 27(3):254-261. doi: 10.1158/1055-9965.epi-17-0671. [PMID: 29475963]
  • Christine D Czoli, David Hammond. Carcinogen Exposure among Canadian Tobacco Users: Changes in NNK Exposure from 2007-2009 through 2012-2013. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology. 2018 03; 27(3):262-267. doi: 10.1158/1055-9965.epi-17-0715. [PMID: 29358222]
  • Si Won Lee, You Jung Han, Dong Hee Cho, Ho-Seok Kwak, Kinarm Ko, Mi Hye Park, Jung Yeol Han. Smoking Exposure in Early Pregnancy and Adverse Pregnancy Outcomes: Usefulness of Urinary Tobacco-Specific Nitrosamine Metabolite 4-(Methylnitrosamino)-1-(3-Pyridyl)-1-Butanol Levels. Gynecologic and obstetric investigation. 2018; 83(4):365-374. doi: 10.1159/000485617. [PMID: 29739005]
  • Nada O F Kassem, Noura O Kassem, Sandy Liles, Sheila R Jackson, Dale A Chatfield, Peyton Jacob, Neal L Benowitz, Melbourne F Hovell. Urinary NNAL in hookah smokers and non-smokers after attending a hookah social event in a hookah lounge or a private home. Regulatory toxicology and pharmacology : RTP. 2017 Oct; 89(?):74-82. doi: 10.1016/j.yrtph.2017.07.009. [PMID: 28716579]
  • Wei Xiong, Jiajia Zhao, Ling Wang, Xuehua Jiang. UPLC-MS/MS method for the determination of tobacco-specific biomarker NNAL, tamoxifen and its main metabolites in rat plasma. Biomedical chromatography : BMC. 2017 Jun; 31(6):. doi: 10.1002/bmc.3890. [PMID: 27862094]
  • Sophia I Allen, Jonathan Foulds, Gladys N Pachas, Susan Veldheer, Corinne Cather, Nour Azzouz, Shari Hrabovsky, Ahmad Hameed, Jessica Yingst, Erin Hammett, Jennifer Modesto, Nicolle M Krebs, Junjia Zhu, Jason Liao, Joshua E Muscat, John Richie, A Eden Evins. A two-site, two-arm, 34-week, double-blind, parallel-group, randomized controlled trial of reduced nicotine cigarettes in smokers with mood and/or anxiety disorders: trial design and protocol. BMC public health. 2017 01; 17(1):100. doi: 10.1186/s12889-016-3946-4. [PMID: 28103841]
  • Wenying Lu, Stuart G Ferguson, David S Nichols, Rahul Patel, Glenn A Jacobson. Application of an assay for 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) in urine for the assessment of tobacco-related harm. Journal of pharmaceutical and biomedical analysis. 2016 Nov; 131(?):327-332. doi: 10.1016/j.jpba.2016.08.013. [PMID: 27632782]
  • Jeonghoon Kim, Kiyoung Lee, Ho-Jang Kwon, Do Hoon Lee, KyooSang Kim. Association between Secondhand Smoke in Hospitality Venues and Urinary 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol Concentrations in Non-Smoking Staff. International journal of environmental research and public health. 2016 11; 13(11):. doi: 10.3390/ijerph13111101. [PMID: 27834821]
  • Christie A Flanagan, Kathryn R Koller, Abbie W Wolfe, Timothy K Thomas, Neal L Benowitz, Caroline C Renner, Christine Hughes, Dorothy K Hatsukami, Carrie Bronars, Neil J Murphy, Gretchen Day, Paul A Decker, Christi A Patten. Fetal Exposure to Carcinogens With Tobacco Use in Pregnancy: Phase 1 MAW Study Findings. Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco. 2016 11; 18(11):2162-2168. doi: 10.1093/ntr/ntw134. [PMID: 27190400]
  • Thomas F Northrup, Amir M Khan, Peyton Jacob, Neal L Benowitz, Eunha Hoh, Melbourne F Hovell, Georg E Matt, Angela L Stotts. Thirdhand smoke contamination in hospital settings: assessing exposure risk for vulnerable paediatric patients. Tobacco control. 2016 11; 25(6):619-623. doi: 10.1136/tobaccocontrol-2015-052506. [PMID: 26635031]
  • Melissa D Blank, Alison B Breland, Paul T Enlow, Christina Duncan, Aaron Metzger, Caroline O Cobb. Measurement of smoking behavior: Comparison of self-reports, returned cigarette butts, and toxicant levels. Experimental and clinical psychopharmacology. 2016 10; 24(5):348-355. doi: 10.1037/pha0000083. [PMID: 27347741]
  • Gang Chen, Shaman Luo, Shannon Kozlovich, Philip Lazarus. Association between Glucuronidation Genotypes and Urinary NNAL Metabolic Phenotypes in Smokers. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology. 2016 07; 25(7):1175-1184. doi: 10.1158/1055-9965.epi-15-1245. [PMID: 27197298]
  • Elizabeth M Martin, Phillip W Clapp, Meghan E Rebuli, Erica A Pawlak, Ellen Glista-Baker, Neal L Benowitz, Rebecca C Fry, Ilona Jaspers. E-cigarette use results in suppression of immune and inflammatory-response genes in nasal epithelial cells similar to cigarette smoke. American journal of physiology. Lung cellular and molecular physiology. 2016 07; 311(1):L135-44. doi: 10.1152/ajplung.00170.2016. [PMID: 27288488]
  • Dorothy K Hatsukami, Herbert Severson, Amanda Anderson, Rachael Isaksson Vogel, Joni Jensen, Berry Broadbent, Sharon E Murphy, Steven Carmella, Stephen S Hecht. Randomised clinical trial of snus versus medicinal nicotine among smokers interested in product switching. Tobacco control. 2016 May; 25(3):267-74. doi: 10.1136/tobaccocontrol-2014-052080. [PMID: 25991608]
  • Thomas A Baillie, Deepak Dalvie, Ivonne M C M Rietjens, S Cyrus Khojasteh. Biotransformation and bioactivation reactions - 2015 literature highlights. Drug metabolism reviews. 2016 05; 48(2):113-38. doi: 10.1080/03602532.2016.1195404. [PMID: 27362326]
  • Binnian Wei, Benjamin C Blount, Baoyun Xia, Lanqing Wang. Assessing exposure to tobacco-specific carcinogen NNK using its urinary metabolite NNAL measured in US population: 2011-2012. Journal of exposure science & environmental epidemiology. 2016 May; 26(3):249-56. doi: 10.1038/jes.2014.88. [PMID: 25564369]
  • Eun Young Park, E Hwa Yun, Min Kyung Lim, Do-Hoon Lee, Wonho Yang, Bo Yoon Jeong, Sang-Hyun Hwang. Consequences of Incomplete Smoke-Free Legislation in the Republic of Korea: Results from Environmental and Biochemical Monitoring: Community Based Study. Cancer research and treatment. 2016 Jan; 48(1):376-83. doi: 10.4143/crt.2014.269. [PMID: 25943320]
  • Delshanee Kotandeniya, Steven G Carmella, Makenzie E Pillsbury, Stephen S Hecht. Combined analysis of N'-nitrosonornicotine and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol in the urine of cigarette smokers and e-cigarette users. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2015 Dec; 1007(?):121-6. doi: 10.1016/j.jchromb.2015.10.012. [PMID: 26595795]
  • Carolyn S Calfee, Michael A Matthay, Kirsten N Kangelaris, Edward D Siew, David R Janz, Gordon R Bernard, Addison K May, Peyton Jacob, Christopher Havel, Neal L Benowitz, Lorraine B Ware. Cigarette Smoke Exposure and the Acute Respiratory Distress Syndrome. Critical care medicine. 2015 Sep; 43(9):1790-7. doi: 10.1097/ccm.0000000000001089. [PMID: 26010690]
  • Jun-Young Yang, Hyun-Kyong Ahn, Si-Won Lee, You-Jung Han, Young-Jun Oh, E Yadira Velázquez-Armenta, Alejandro A Nava-Ocampo. Simple high-throughput analytical method using ultra-performance liquid chromatography coupled with tandem mass spectrometry to quantify total 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol in urine. Clinical chemistry and laboratory medicine. 2015 Jul; 53(8):1249-57. doi: 10.1515/cclm-2014-0829. [PMID: 25720081]
  • Christine D Czoli, David Hammond. TSNA Exposure: Levels of NNAL Among Canadian Tobacco Users. Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco. 2015 Jul; 17(7):825-30. doi: 10.1093/ntr/ntu251. [PMID: 25481919]
  • Stephen S Hecht, Steven G Carmella, Delshanee Kotandeniya, Makenzie E Pillsbury, Menglan Chen, Benjamin W S Ransom, Rachel Isaksson Vogel, Elizabeth Thompson, Sharon E Murphy, Dorothy K Hatsukami. Evaluation of toxicant and carcinogen metabolites in the urine of e-cigarette users versus cigarette smokers. Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco. 2015 Jun; 17(6):704-9. doi: 10.1093/ntr/ntu218. [PMID: 25335945]
  • Delshanee Kotandeniya, Steven G Carmella, Xun Ming, Sharon E Murphy, Stephen S Hecht. Combined analysis of the tobacco metabolites cotinine and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol in human urine. Analytical chemistry. 2015 Feb; 87(3):1514-7. doi: 10.1021/ac504047j. [PMID: 25544129]
  • Ram B Jain. Serum cotinine and urinary 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanonol levels among non-Hispanic Asian American smokers and nonsmokers as compared to other race/ethnicities: data from NHANES 2011-2012. Chemosphere. 2015 Feb; 120(?):584-91. doi: 10.1016/j.chemosphere.2014.09.069. [PMID: 25462301]
  • Silvia Balbo, Charles S Johnson, Ramesh C Kovi, Sandra A James-Yi, M Gerard O'Sullivan, Mingyao Wang, Chap T Le, Samir S Khariwala, Pramod Upadhyaya, Stephen S Hecht. Carcinogenicity and DNA adduct formation of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and enantiomers of its metabolite 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol in F-344 rats. Carcinogenesis. 2014 Dec; 35(12):2798-806. doi: 10.1093/carcin/bgu204. [PMID: 25269804]
  • Constantine I Vardavas, Maria Karabela, Israel T Agaku, Yuko Matsunaga, Antonis Myridakis, Antonis Kouvarakis, Euripides G Stephanou, Maria Lymperi, Panagiotis K Behrakis. Secondhand smoke exposure within semi-open air cafes and tobacco specific 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) concentrations among nonsmoking employees. International journal of occupational medicine and environmental health. 2014 Oct; 27(5):875-81. doi: 10.2478/s13382-014-0294-4. [PMID: 25218107]
  • Yang Xia, Lee-Yang Wong, Brandon C Bunker, John T Bernert. Comparison of creatinine and specific gravity for hydration corrections on measurement of the tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) in urine. Journal of clinical laboratory analysis. 2014 Sep; 28(5):353-63. doi: 10.1002/jcla.21693. [PMID: 24648246]
  • S Jean Hsieh, Hanjing Zhuo, Neal L Benowitz, B Taylor Thompson, Kathleen D Liu, Michael A Matthay, Carolyn S Calfee. Prevalence and impact of active and passive cigarette smoking in acute respiratory distress syndrome. Critical care medicine. 2014 Sep; 42(9):2058-68. doi: 10.1097/ccm.0000000000000418. [PMID: 24942512]
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  • Diana L McKinney, Kimberly Frost-Pineda, Michael J Oldham, Michael T Fisher, Jingzhu Wang, Maria Gogova, Gerd Kobal. Cigarettes with different nicotine levels affect sensory perception and levels of biomarkers of exposure in adult smokers. Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco. 2014 Jul; 16(7):948-60. doi: 10.1093/ntr/ntu009. [PMID: 24638852]
  • Nada O F Kassem, Reem M Daffa, Sandy Liles, Sheila R Jackson, Noura O Kassem, Maram A Younis, Setoo Mehta, Menglan Chen, Peyton Jacob, Steve G Carmella, Dale A Chatfield, Neal L Benowitz, Georg E Matt, Stephen S Hecht, Melbourne F Hovell. Children's exposure to secondhand and thirdhand smoke carcinogens and toxicants in homes of hookah smokers. Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco. 2014 Jul; 16(7):961-75. doi: 10.1093/ntr/ntu016. [PMID: 24590387]
  • Steven A Branstetter, Melissa Mercincavage, Joshua E Muscat. Time to first cigarette predicts 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) in adolescent regular and intermittent smokers, National Health and Nutrition and Examination Survey (NHANES) 2007-10. Addiction (Abingdon, England). 2014 Jun; 109(6):1005-12. doi: 10.1111/add.12515. [PMID: 24521204]
  • Scott Appleton, Raquel M Olegario, Peter J Lipowicz. TSNA exposure from cigarette smoking: 18 years of urinary NNAL excretion data. Regulatory toxicology and pharmacology : RTP. 2014 Mar; 68(2):269-74. doi: 10.1016/j.yrtph.2013.07.013. [PMID: 23920111]
  • Chiung-Wen Hu, Yu-Wen Hsu, Jian-Lian Chen, Lai-Man Tam, Mu-Rong Chao. Direct analysis of tobacco-specific nitrosamine NNK and its metabolite NNAL in human urine by LC-MS/MS: evidence of linkage to methylated DNA lesions. Archives of toxicology. 2014 Feb; 88(2):291-9. doi: 10.1007/s00204-013-1137-y. [PMID: 24057573]
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  • Manuela Martins-Green, Neema Adhami, Michael Frankos, Mathew Valdez, Benjamin Goodwin, Julia Lyubovitsky, Sandeep Dhall, Monika Garcia, Ivie Egiebor, Bethanne Martinez, Harry W Green, Christopher Havel, Lisa Yu, Sandy Liles, Georg Matt, Hugo Destaillats, Mohammed Sleiman, Laura A Gundel, Neal Benowitz, Peyton Jacob, Melbourne Hovell, Jonathan P Winickoff, Margarita Curras-Collazo. Cigarette smoke toxins deposited on surfaces: implications for human health. PloS one. 2014; 9(1):e86391. doi: 10.1371/journal.pone.0086391. [PMID: 24489722]
  • Minghuo Wu, Yichao Qian, Jessica M Boyd, Shannon Leavey, Steve E Hrudey, Stuart W Krasner, Xing-Fang Li. Identification of tobacco-specific nitrosamines as disinfection byproducts in chloraminated water. Environmental science & technology. 2014; 48(3):1828-34. doi: 10.1021/es405075g. [PMID: 24422428]
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  • Israel T Agaku, Constantine I Vardavas, Gregory Connolly. Proposed cutoff for identifying adult smokeless tobacco users with urinary total 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanonol: an aggregated analysis of NHANES 2007-2010 data. Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco. 2013 Nov; 15(11):1956-61. doi: 10.1093/ntr/ntt083. [PMID: 23956252]
  • Steven G Carmella, Xun Ming, Natalie Olvera, Claire Brookmeyer, Andrea Yoder, Stephen S Hecht. High throughput liquid and gas chromatography-tandem mass spectrometry assays for tobacco-specific nitrosamine and polycyclic aromatic hydrocarbon metabolites associated with lung cancer in smokers. Chemical research in toxicology. 2013 Aug; 26(8):1209-17. doi: 10.1021/tx400121n. [PMID: 23837805]
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