3-Hydroxycotinine (BioDeep_00001875379)

   


代谢物信息卡片


3-Hydroxycotinine

化学式: C10H12N2O2 (192.0898732)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CN1C(CC(C1=O)O)C2=CN=CC=C2
InChI: InChI=1S/C10H12N2O2/c1-12-8(5-9(13)10(12)14)7-3-2-4-11-6-7/h2-4,6,8-9,13H,5H2,1H3/t8-,9?/m0/s1

描述信息

同义名列表

1 个代谢物同义名

3-Hydroxycotinine



数据库引用编号

3 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。



文献列表

  • Connie S Sosnoff, Kevin Caron, J Ricky Akins, Kristin Dortch, Ronald E Hunter, Brittany N Pine, June Feng, Benjamin C Blount, Yao Li, Dana M van Bemmel, Heather L Kimmel, Kathryn C Edwards, Maciej L Goniewicz, Dorothy K Hatsukami, B Rey de Castro, John T Bernert, Stephen Arnstein, Nicolette Borek, Ying Deng-Bryant, Elena Mishina, Charles Lawrence, Andrew Hyland, Stephen S Hecht, Kevin P Conway, James L Pirkle, Lanqing Wang. Serum Concentrations of Cotinine and Trans-3'-Hydroxycotinine in US Adults: Results From Wave 1 (2013-2014) of the Population Assessment of Tobacco and Health Study. Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco. 2022 03; 24(5):736-744. doi: 10.1093/ntr/ntab240. [PMID: 34897512]
  • Jongwon Oh, Min-Seung Park, Mi-Ryung Chun, Jung Hye Hwang, Jin-Young Lee, Jae Hwan Jee, Soo-Youn Lee. A Simple and High-Throughput LC-MS-MS Method for Simultaneous Measurement of Nicotine, Cotinine, 3-OH Cotinine, Nornicotine and Anabasine in Urine and Its Application in the General Korean Population. Journal of analytical toxicology. 2022 Feb; 46(1):25-36. doi: 10.1093/jat/bkaa177. [PMID: 33231618]
  • Jacek Baj, Wojciech Flieger, Dominika Przygodzka, Grzegorz Buszewicz, Grzegorz Teresiński, Magdalena Pizoń, Ryszard Maciejewski, Jolanta Flieger. Application of HPLC-QQQ-MS/MS and New RP-HPLC-DAD System Utilizing the Chaotropic Effect for Determination of Nicotine and Its Major Metabolites Cotinine, and trans-3'-Hydroxycotinine in Human Plasma Samples. Molecules (Basel, Switzerland). 2022 Jan; 27(3):. doi: 10.3390/molecules27030682. [PMID: 35163947]
  • Kerti Ausmees, Nele Reimets, Indrek Reile. Parahydrogen hyperpolarization of minimally altered urine samples for sensitivity enhanced NMR metabolomics. Chemical communications (Cambridge, England). 2022 Jan; 58(3):463-466. doi: 10.1039/d1cc05665d. [PMID: 34908034]
  • Jiyeon Yang, Shervin Hashemi, Wonseok Han, Chaelin Lee, Yoojin Song, Youngwook Lim. Study on the daily Ad Libitum smoking habits of active Korean smokers and their effect on urinary smoking exposure and impact biomarkers. Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals. 2021 Dec; 26(8):691-702. doi: 10.1080/1354750x.2021.1981448. [PMID: 34530669]
  • Nadja Mallock, Andrea Rabenstein, Peter Laux, Tobias Rüther, Christoph Hutzler, Maria Kristina Parr, Andreas Luch. Rapid, sensitive, and reliable quantitation of nicotine and its main metabolites cotinine and trans-3'-hydroxycotinine by LC-MS/MS: Method development and validation for human plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2021 Aug; 1179(?):122736. doi: 10.1016/j.jchromb.2021.122736. [PMID: 34246168]
  • Ram B Jain. Concentrations of serum hydroxycotinine for US adult smokers aged ≥ 20 years by type of smoker. Environmental science and pollution research international. 2021 Aug; 28(32):43948-43955. doi: 10.1007/s11356-021-13848-z. [PMID: 33840034]
  • Kathryn C Edwards, Tasmia Naz, Cassandra A Stanton, Maciej L Goniewicz, Dorothy K Hatsukami, Danielle M Smith, Lanqing Wang, Andrea Villanti, Jennifer Pearson, Benjamin C Blount, Maansi Bansal-Travers, June Feng, Raymond Niaura, Michelle T Bover Manderski, Connie S Sosnoff, Cristine D Delnevo, Kara Duffy, Arseima Y Del Valle-Pinero, Brian L Rostron, Colm Everard, Heather L Kimmel, Dana M van Bemmel, Andrew Hyland. Urinary Cotinine and Cotinine + Trans-3'-Hydroxycotinine (TNE-2) Cut-points for Distinguishing Tobacco Use from Nonuse in the United States: PATH Study (2013-2014). 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):1175-1184. doi: 10.1158/1055-9965.epi-20-0997. [PMID: 33827982]
  • Ram B Jain. Comparative analysis of the concentrations of serum cotinine and hydroxycotinine for US children, adolescents, and adults: impact of exposure to environmental tobacco smoke at home and other indoor environments. Environmental science and pollution research international. 2021 Apr; 28(14):17627-17635. doi: 10.1007/s11356-020-11838-1. [PMID: 33403628]
  • Hongxuan Kuang, Zhilin Li, Xuejing Lv, Peiqiong Wu, Jianhua Tan, Qiurong Wu, Yonghong Li, Wenhui Jiang, Qihua Pang, Yaru Wang, Ruifang Fan. Exposure to volatile organic compounds may be associated with oxidative DNA damage-mediated childhood asthma. Ecotoxicology and environmental safety. 2021 Mar; 210(?):111864. doi: 10.1016/j.ecoenv.2020.111864. [PMID: 33412282]
  • Walter Roberts, Phillip L Marotta, Terril L Verplaetse, MacKenzie R Peltier, Catherine Burke, Vijay A Ramchandani, Sherry A McKee. A prospective study of the association between rate of nicotine metabolism and alcohol use in tobacco users in the United States. Drug and alcohol dependence. 2020 11; 216(?):108210. doi: 10.1016/j.drugalcdep.2020.108210. [PMID: 32805549]
  • Richard Bade, Jason M White, Benjamin J Tscharke, Maulik Ghetia, Ahmed Abdelaziz, Cobus Gerber. Anabasine-based measurement of cigarette consumption using wastewater analysis. Drug testing and analysis. 2020 Sep; 12(9):1393-1398. doi: 10.1002/dta.2874. [PMID: 32506745]
  • Christopher J Sipe, Joseph S Koopmeiners, Eric C Donny, Dorothy K Hatsukami, Sharon E Murphy. UGT2B10 Genotype Influences Serum Cotinine Levels and Is a Primary Determinant of Higher Cotinine in African American Smokers. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology. 2020 08; 29(8):1673-1678. doi: 10.1158/1055-9965.epi-20-0203. [PMID: 32532831]
  • Junhee Kim, Hyun-Deok Cho, Joon Hyuk Suh, Ji-Youn Lee, Eunyoung Lee, Chang Hwa Jin, Yu Wang, Sangwon Cha, Hosub Im, Sang Beom Han. Analysis of Nicotine Metabolites in Hair and Nails Using QuEChERS Method Followed by Liquid Chromatography-Tandem Mass Spectrometry. Molecules (Basel, Switzerland). 2020 Apr; 25(8):. doi: 10.3390/molecules25081763. [PMID: 32290380]
  • Ram Baboo Jain. Estimates of cutoffs with specificities and sensitivities for urine cotinine and hydroxycotinine for US adults aged ≥ 20 years to classify smokers and nonsmokers. Environmental science and pollution research international. 2020 Apr; 27(10):10882-10887. doi: 10.1007/s11356-020-07710-x. [PMID: 31953760]
  • Dana M Carroll, Sharon E Murphy, Neal L Benowitz, Andrew A Strasser, Michael Kotlyar, Stephen S Hecht, Steve G Carmella, Francis J McClernon, Lauren R Pacek, Sarah S Dermody, Ryan G Vandrey, Eric C Donny, Dorothy K Hatsukami. Relationships between the Nicotine Metabolite Ratio and a Panel of Exposure and Effect Biomarkers: Findings from Two Studies of U.S. Commercial Cigarette Smokers. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology. 2020 04; 29(4):871-879. doi: 10.1158/1055-9965.epi-19-0644. [PMID: 32051195]
  • Scott D Siegel, Caryn Lerman, Alex Flitter, Robert A Schnoll. The Use of the Nicotine Metabolite Ratio as a Biomarker to Personalize Smoking Cessation Treatment: Current Evidence and Future Directions. Cancer prevention research (Philadelphia, Pa.). 2020 03; 13(3):261-272. doi: 10.1158/1940-6207.capr-19-0259. [PMID: 32132120]
  • Neal L Benowitz, Gideon St Helen, Natalie Nardone, Lisa Sanderson Cox, Peyton Jacob. Urine Metabolites for Estimating Daily Intake of Nicotine From Cigarette Smoking. Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco. 2020 02; 22(2):288-292. doi: 10.1093/ntr/ntz034. [PMID: 30852610]
  • Ram B Jain. Nicotine metabolite ratios in serum and urine among US adults: variations across smoking status, gender and race/ethnicity. Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals. 2020 Feb; 25(1):27-33. doi: 10.1080/1354750x.2019.1688866. [PMID: 31686544]
  • Ram Baboo Jain. Concentrations of urine cotinine and hydroxycotinine among US children, adolescents, and adults: data from NHANES 2013-2014. Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals. 2019 Dec; 24(8):757-763. doi: 10.1080/1354750x.2019.1684563. [PMID: 31640434]
  • Hongxuan Kuang, Yonghong Li, Wenhui Jiang, Peiqiong Wu, Jianhua Tan, Haibin Zhang, Qihua Pang, Shengtao Ma, Taicheng An, Ruifang Fan. Simultaneous determination of urinary 31 metabolites of VOCs, 8-hydroxy-2'-deoxyguanosine, and trans-3'-hydroxycotinine by UPLC-MS/MS: 13C- and 15N-labeled isotoped internal standards are more effective on reduction of matrix effect. Analytical and bioanalytical chemistry. 2019 Nov; 411(29):7841-7855. doi: 10.1007/s00216-019-02202-5. [PMID: 31748896]
  • 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]
  • Felicia Nordenstam, Bo Lundell, Anna-Karin Edstedt Bonamy, Pauline Raaschou, Ronny Wickström. Snus users had high levels of nicotine, cotinine and 3-hydroxycotinine in their breastmilk, and the clearance was slower than in smoking mothers. Acta paediatrica (Oslo, Norway : 1992). 2019 07; 108(7):1250-1255. doi: 10.1111/apa.14602. [PMID: 30276861]
  • Jona M Johnson, Luke P Naeher, Xiaozhong Yu, Connie Sosnoff, Lanqing Wang, Stephen L Rathbun, Víctor R De Jesús, Baoyun Xia, Cory Holder, Jessica L Muilenburg, Jia-Sheng Wang. A biomonitoring assessment of secondhand exposures to electronic cigarette emissions. International journal of hygiene and environmental health. 2019 06; 222(5):816-823. doi: 10.1016/j.ijheh.2019.04.013. [PMID: 31085112]
  • Yadira X Perez-Paramo, Gang Chen, Joseph H Ashmore, Christy J W Watson, Shamema Nasrin, Jennifer Adams-Haduch, Renwei Wang, Yu-Tang Gao, Woon-Puay Koh, Jian-Min Yuan, Philip Lazarus. Nicotine-N'-Oxidation by Flavin Monooxygenase Enzymes. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology. 2019 02; 28(2):311-320. doi: 10.1158/1055-9965.epi-18-0669. [PMID: 30381441]
  • Lanqing Wang, John T Bernert, Neal L Benowitz, June Feng, Peyton Jacob, Ernest McGahee, Samuel P Caudill, Gerhard Scherer, Max Scherer, Nikola Pluym, Mira V Doig, Kirk Newland, Sharon E Murphy, Nicolas J Caron, Lane C Sander, Makiko Shimizu, Hiroshi Yamazaki, Sung Kim, Loralie J Langman, Jeanita S Pritchett, Lorna T Sniegoski, Yao Li, Benjamin C Blount, James L Pirkle. Collaborative Method Performance Study of the Measurement of Nicotine, Its Metabolites, and Total Nicotine Equivalents in Human Urine. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology. 2018 09; 27(9):1083-1090. doi: 10.1158/1055-9965.epi-17-1127. [PMID: 29853481]
  • Leon Kosmider, Marcin Delijewski, Bartosz Koszowski, Andrzej Sobczak, Neal L Benowitz, Maciej L Goniewicz. Slower nicotine metabolism among postmenopausal Polish smokers. Pharmacological reports : PR. 2018 Jun; 70(3):434-438. doi: 10.1016/j.pharep.2017.11.009. [PMID: 29627689]
  • Sharon E Murphy, Christopher J Sipe, Kwangsoo Choi, Leah M Raddatz, Joseph S Koopmeiners, Eric C Donny, Dorothy K Hatsukami. Low Cotinine Glucuronidation Results in Higher Serum and Saliva Cotinine in African American Compared to White Smokers. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology. 2017 07; 26(7):1093-1099. doi: 10.1158/1055-9965.epi-16-0920. [PMID: 28264876]
  • Stefano Fogli, Alessandro Saba, Marzia Del Re, Francesco Pistelli, Ferruccio Aquilini, Riccardo Zucchi, Antonio Palla, Maria Cristina Breschi, Laura Carrozzi, Romano Danesi. Application of a pharmacokinetic/pharmacogenetic approach to assess the nicotine metabolic profile of smokers in the real-life setting. Journal of pharmaceutical and biomedical analysis. 2016 Nov; 131(?):208-213. doi: 10.1016/j.jpba.2016.08.041. [PMID: 27599351]
  • 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]
  • Ilse P I Van Overmeire, Tom De Smedt, Paul Dendale, Kristiaan Nackaerts, Hilde Vanacker, Jan F A Vanoeteren, Danny M G Van Laethem, Joris Van Loco, Koen A J De Cremer. Nicotine Dependence and Urinary Nicotine, Cotinine and Hydroxycotinine Levels in Daily Smokers. Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco. 2016 09; 18(9):1813-9. doi: 10.1093/ntr/ntw099. [PMID: 27083213]
  • J H P van Wel, E Gracia-Lor, A L N van Nuijs, J Kinyua, S Salvatore, S Castiglioni, J G Bramness, A Covaci, G Van Hal. Investigation of agreement between wastewater-based epidemiology and survey data on alcohol and nicotine use in a community. Drug and alcohol dependence. 2016 May; 162(?):170-5. doi: 10.1016/j.drugalcdep.2016.03.002. [PMID: 26980372]
  • Natalia Liachenko, Audrey Boulamery, Nicolas Simon. Nicotine and metabolites determination in human plasma by ultra performance liquid chromatography-tandem mass spectrometry: a simple approach for solving contamination problem and clinical application. Fundamental & clinical pharmacology. 2015 Oct; 29(5):499-509. doi: 10.1111/fcp.12132. [PMID: 26118829]
  • Julie-Anne Tanner, Maria Novalen, Peter Jatlow, Marilyn A Huestis, Sharon E Murphy, Jaakko Kaprio, Aino Kankaanpää, Laurence Galanti, Cristiana Stefan, Tony P George, Neal L Benowitz, Caryn Lerman, Rachel F Tyndale. Nicotine metabolite ratio (3-hydroxycotinine/cotinine) in plasma and urine by different analytical methods and laboratories: implications for clinical implementation. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology. 2015 Aug; 24(8):1239-46. doi: 10.1158/1055-9965.epi-14-1381. [PMID: 26014804]
  • Roberta Pacifici, Simona Pichini, Silvia Graziano, Manuela Pellegrini, Giuseppina Massaro, Fabio Beatrice. Successful Nicotine Intake in Medical Assisted Use of E-Cigarettes: A Pilot Study. International journal of environmental research and public health. 2015 Jul; 12(7):7638-46. doi: 10.3390/ijerph120707638. [PMID: 26184244]
  • Sara Castiglioni, Ivan Senta, Andrea Borsotti, Enrico Davoli, Ettore Zuccato. A novel approach for monitoring tobacco use in local communities by wastewater analysis. Tobacco control. 2015 Jan; 24(1):38-42. doi: 10.1136/tobaccocontrol-2014-051553. [PMID: 25015371]
  • Glenn A Jacobson, Stuart G Ferguson. Relationship between cotinine and trans-3'-hydroxycotinine glucuronidation and the nicotine metabolite ratio in Caucasian smokers. Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals. 2014 Dec; 19(8):679-83. doi: 10.3109/1354750x.2014.966254. [PMID: 25373622]
  • Tania Rodríguez-Álvarez, Rosario Rodil, María Rico, Rafael Cela, José Benito Quintana. Assessment of local tobacco consumption by liquid chromatography-tandem mass spectrometry sewage analysis of nicotine and its metabolites, cotinine and trans-3'-hydroxycotinine, after enzymatic deconjugation. Analytical chemistry. 2014 Oct; 86(20):10274-81. doi: 10.1021/ac503330c. [PMID: 25263812]
  • Evelyn L Craig, Bin Zhao, Jason Z Cui, Maria Novalen, Sharon Miksys, Rachel F Tyndale. Nicotine pharmacokinetics in rats is altered as a function of age, impacting the interpretation of animal model data. Drug metabolism and disposition: the biological fate of chemicals. 2014 Sep; 42(9):1447-55. doi: 10.1124/dmd.114.058719. [PMID: 24980255]
  • Saul Shiffman, Michael S Dunbar, Neal L Benowitz. A comparison of nicotine biomarkers and smoking patterns in daily and nondaily smokers. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology. 2014 Jul; 23(7):1264-72. doi: 10.1158/1055-9965.epi-13-1014. [PMID: 24740202]
  • Ulrike Kogel, Walter K Schlage, Florian Martin, Yang Xiang, Sam Ansari, Patrice Leroy, Patrick Vanscheeuwijck, Stephan Gebel, Ansgar Buettner, Christoph Wyss, Marco Esposito, Julia Hoeng, Manuel C Peitsch. A 28-day rat inhalation study with an integrated molecular toxicology endpoint demonstrates reduced exposure effects for a prototypic modified risk tobacco product compared with conventional cigarettes. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2014 Jun; 68(?):204-17. doi: 10.1016/j.fct.2014.02.034. [PMID: 24632068]
  • Fouad Chiadmi, Joël Schlatter. Simultaneous determination of cotinine and trans-3-hydroxycotinine in urine by automated solid-phase extraction using gas chromatography-mass spectrometry. Biomedical chromatography : BMC. 2014 Apr; 28(4):453-8. doi: 10.1002/bmc.3159. [PMID: 24616054]
  • Ravinder Earla, Anusha Ande, Carole McArthur, Anil Kumar, Santosh Kumar. Enhanced nicotine metabolism in HIV-1-positive smokers compared with HIV-negative smokers: simultaneous determination of nicotine and its four metabolites in their plasma using a simple and sensitive electrospray ionization liquid chromatography-tandem mass spectrometry technique. Drug metabolism and disposition: the biological fate of chemicals. 2014 Feb; 42(2):282-93. doi: 10.1124/dmd.113.055186. [PMID: 24301609]
  • James E McGuffey, Binnian Wei, John T Bernert, John C Morrow, Baoyun Xia, Lanqing Wang, Benjamin C Blount. Validation of a LC-MS/MS method for quantifying urinary nicotine, six nicotine metabolites and the minor tobacco alkaloids--anatabine and anabasine--in smokers' urine. PloS one. 2014; 9(7):e101816. doi: 10.1371/journal.pone.0101816. [PMID: 25013964]
  • Ian A Jones, Gideon St Helen, Matthew J Meyers, Delia A Dempsey, Christopher Havel, Peyton Jacob, Amanda Northcross, S Katharine Hammond, Neal L Benowitz. Biomarkers of secondhand smoke exposure in automobiles. Tobacco control. 2014 Jan; 23(1):51-7. doi: 10.1136/tobaccocontrol-2012-050724. [PMID: 23349229]
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  • Andy Z X Zhu, Qian Zhou, Lisa Sanderson Cox, Jasjit S Ahluwalia, Neal L Benowitz, Rachel F Tyndale. Variation in trans-3'-hydroxycotinine glucuronidation does not alter the nicotine metabolite ratio or nicotine intake. PloS one. 2013; 8(8):e70938. doi: 10.1371/journal.pone.0070938. [PMID: 23936477]
  • Jill M Williams, Kunal K Gandhi, Shou-En Lu, Marc L Steinberg, Neal L Benowitz. Rapid smoking may not be aversive in schizophrenia. Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco. 2013 Jan; 15(1):262-6. doi: 10.1093/ntr/ntr314. [PMID: 22318691]
  • Jill M Williams, Kunal K Gandhi, Shou-En Lu, Marc L Steinberg, Neal L Benowitz. Nicotine intake and smoking topography in smokers with bipolar disorder. Bipolar disorders. 2012 Sep; 14(6):618-27. doi: 10.1111/j.1399-5618.2012.01047.x. [PMID: 22938167]
  • Karl B Scheidweiler, Diaa M Shakleya, Marilyn A Huestis. Simultaneous quantification of nicotine, cotinine, trans-3'-hydroxycotinine, norcotinine and mecamylamine in human urine by liquid chromatography-tandem mass spectrometry. Clinica chimica acta; international journal of clinical chemistry. 2012 Jun; 413(11-12):978-84. doi: 10.1016/j.cca.2012.02.017. [PMID: 22394455]
  • Matthew J Binnington, Andy Z X Zhu, Caroline C Renner, Anne P Lanier, Dorothy K Hatsukami, Neal L Benowitz, Rachel F Tyndale. CYP2A6 and CYP2B6 genetic variation and its association with nicotine metabolism in South Western Alaska Native people. Pharmacogenetics and genomics. 2012 Jun; 22(6):429-40. doi: 10.1097/fpc.0b013e3283527c1c. [PMID: 22569203]
  • Gideon St Helen, Maciej L Goniewicz, Delia Dempsey, Margaret Wilson, Peyton Jacob, Neal L Benowitz. Exposure and kinetics of polycyclic aromatic hydrocarbons (PAHs) in cigarette smokers. Chemical research in toxicology. 2012 Apr; 25(4):952-64. doi: 10.1021/tx300043k. [PMID: 22428611]
  • Gang Chen, Nino E Giambrone, Philip Lazarus. Glucuronidation of trans-3'-hydroxycotinine by UGT2B17 and UGT2B10. Pharmacogenetics and genomics. 2012 Mar; 22(3):183-90. doi: 10.1097/fpc.0b013e32834ff3a5. [PMID: 22228205]
  • 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]
  • Maria Dobrinas, Eva Choong, Muriel Noetzli, Jacques Cornuz, Nicolas Ansermot, Chin B Eap. Quantification of nicotine, cotinine, trans-3'-hydroxycotinine and varenicline in human plasma by a sensitive and specific UPLC-tandem mass-spectrometry procedure for a clinical study on smoking cessation. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2011 Nov; 879(30):3574-82. doi: 10.1016/j.jchromb.2011.09.046. [PMID: 22014744]
  • Peyton Jacob, Lisa Yu, Minjiang Duan, Lita Ramos, Olivia Yturralde, Neal L Benowitz. Determination of the nicotine metabolites cotinine and trans-3'-hydroxycotinine in biologic fluids of smokers and non-smokers using liquid chromatography-tandem mass spectrometry: biomarkers for tobacco smoke exposure and for phenotyping cytochrome P450 2A6 activity. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2011 Feb; 879(3-4):267-76. doi: 10.1016/j.jchromb.2010.12.012. [PMID: 21208832]
  • Andrew A Strasser, Neal L Benowitz, Angela G Pinto, Kathy Z Tang, Stephen S Hecht, Steve G Carmella, Rachel F Tyndale, Caryn E Lerman. Nicotine metabolite ratio predicts smoking topography and carcinogen biomarker level. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology. 2011 Feb; 20(2):234-8. doi: 10.1158/1055-9965.epi-10-0674. [PMID: 21212060]
  • S Jean Hsieh, Lorraine B Ware, Mark D Eisner, Lisa Yu, Peyton Jacob, Christopher Havel, Maciej L Goniewicz, Michael A Matthay, Neal L Benowitz, Carolyn S Calfee. Biomarkers increase detection of active smoking and secondhand smoke exposure in critically ill patients. Critical care medicine. 2011 Jan; 39(1):40-5. doi: 10.1097/ccm.0b013e3181fa4196. [PMID: 20935560]
  • Quan Gan, Wei Lu, Jiying Xu, Xinjian Li, Maciej Goniewicz, Neal L Benowitz, Stanton A Glantz. Chinese 'low-tar' cigarettes do not deliver lower levels of nicotine and carcinogens. Tobacco control. 2010 Oct; 19(5):374-9. doi: 10.1136/tc.2009.033092. [PMID: 20507920]
  • Noel J Aquilina, Juana Mari Delgado-Saborit, Claire Meddings, Stephen Baker, Roy M Harrison, Peyton Jacob, Margaret Wilson, Lisa Yu, Minjiang Duan, Neal L Benowitz. Environmental and biological monitoring of exposures to PAHs and ETS in the general population. Environment international. 2010 Oct; 36(7):763-71. doi: 10.1016/j.envint.2010.05.015. [PMID: 20591483]
  • Joe M Braun, Julie L Daniels, Charles Poole, Andrew F Olshan, Richard Hornung, John T Bernert, Yang Xia, Cynthia Bearer, Dana Boyd Barr, Bruce P Lanphear. A prospective cohort study of biomarkers of prenatal tobacco smoke exposure: the correlation between serum and meconium and their association with infant birth weight. Environmental health : a global access science source. 2010 Aug; 9(?):53. doi: 10.1186/1476-069x-9-53. [PMID: 20799929]
  • Teresa R Gray, Rina D Eiden, Kenneth E Leonard, Gerard Connors, Shannon Shisler, Marilyn A Huestis. Nicotine and metabolites in meconium as evidence of maternal cigarette smoking during pregnancy and predictors of neonatal growth deficits. Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco. 2010 Jun; 12(6):658-64. doi: 10.1093/ntr/ntq068. [PMID: 20427459]
  • Neal L Benowitz, Katherine M Dains, Delia Dempsey, Lisa Yu, Peyton Jacob. Estimation of nicotine dose after low-level exposure using plasma and urine nicotine metabolites. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology. 2010 May; 19(5):1160-6. doi: 10.1158/1055-9965.epi-09-1303. [PMID: 20447913]
  • E Köhler, S Avenarius, A Rabsilber, C Gerloff, G Jorch. Nicotine and its metabolites in amniotic fluid at birth--assessment of prenatal tobacco smoke exposure. Human & experimental toxicology. 2010 May; 29(5):385-91. doi: 10.1177/0960327110363326. [PMID: 20164157]
  • Ki Young Kim, Young-Joo Lee, Bong Chul Chung, Jongki Hong, Byung Hwa Jung. Relations between toxicity and altered tissue distribution and urinary excretion of nicotine, cotinine, and hydroxycotinine after chronic oral administration of nicotine in rats. Drug and chemical toxicology. 2010 Apr; 33(2):166-72. doi: 10.3109/01480540903196832. [PMID: 20307143]
  • Bingfang Yue, Mark M Kushnir, Francis M Urry, Alan L Rockwood. Quantitation of nicotine, its metabolites, and other related alkaloids in urine, serum, and plasma using LC-MS-MS. Methods in molecular biology (Clifton, N.J.). 2010; 603(?):389-98. doi: 10.1007/978-1-60761-459-3_38. [PMID: 20077091]
  • Rafał Rudzińiski. [Effect of tobacco smoking on the course and degree of advancement inflammation in periodontal tissue]. Annales Academiae Medicae Stetinensis. 2010; 56(2):97-105. doi: NULL. [PMID: 21469287]
  • Diaa M Shakleya, Marilyn A Huestis. Simultaneous and sensitive measurement of nicotine, cotinine, trans-3'-hydroxycotinine and norcotinine in human plasma by liquid chromatography-tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2009 Nov; 877(29):3537-42. doi: 10.1016/j.jchromb.2009.08.033. [PMID: 19748838]
  • M K Ho, J C Mwenifumbo, N Al Koudsi, K S Okuyemi, J S Ahluwalia, N L Benowitz, R F Tyndale. Association of nicotine metabolite ratio and CYP2A6 genotype with smoking cessation treatment in African-American light smokers. Clinical pharmacology and therapeutics. 2009 Jun; 85(6):635-43. doi: 10.1038/clpt.2009.19. [PMID: 19279561]
  • Gary E Swan, Christina N Lessov-Schlaggar, Andrew W Bergen, Yungang He, Rachel F Tyndale, Neal L Benowitz. Genetic and environmental influences on the ratio of 3'hydroxycotinine to cotinine in plasma and urine. Pharmacogenetics and genomics. 2009 May; 19(5):388-98. doi: 10.1097/fpc.0b013e32832a404f. [PMID: 19300303]
  • Wojciech Piekoszewski, Ewa Florek, Maksymilian Kulza, Jolanta Wilimowska, Urszula Loba. [Development of analytical method for determination nicotine metabolites in urine]. Przeglad lekarski. 2009; 66(10):593-7. doi: NULL. [PMID: 20301889]
  • Liza U Ljungberg, Karin Persson. Effect of nicotine and nicotine metabolites on angiotensin-converting enzyme in human endothelial cells. Endothelium : journal of endothelial cell research. 2008 Sep; 15(5-6):239-45. doi: 10.1080/10623320802487627. [PMID: 19065315]
  • Hideaki Matsuki, Keiji Hashimoto, Keiichi Arashidani, Yukio Akiyama, Takashi Amagai, Yoshiaki Ishizu, Hidetsuru Matsushita. Studies on a simultaneous analytical method of urinary nicotine and its metabolites, and their half-lives in urine. Journal of UOEH. 2008 Sep; 30(3):235-52. doi: 10.7888/juoeh.30.235. [PMID: 18783007]
  • Marc E Mooney, Zhong-Ze Li, Sharon E Murphy, Paul R Pentel, Chap Le, Dorothy K Hatsukami. Stability of the nicotine metabolite ratio in ad libitum and reducing smokers. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology. 2008 Jun; 17(6):1396-400. doi: 10.1158/1055-9965.epi-08-0242. [PMID: 18559554]
  • J C Mwenifumbo, C N Lessov-Schlaggar, Q Zhou, R E Krasnow, G E Swan, N L Benowitz, R F Tyndale. Identification of novel CYP2A6*1B variants: the CYP2A6*1B allele is associated with faster in vivo nicotine metabolism. Clinical pharmacology and therapeutics. 2008 Jan; 83(1):115-21. doi: 10.1038/sj.clpt.6100246. [PMID: 17522595]
  • Eduardo Lazcano-Ponce, Neal Benowitz, Luisa Maria Sanchez-Zamorano, Larissa Barbosa-Sanchez, Raydel Valdes-Salgado, Peyton Jacob, Rodrigo Diaz, Mauricio Hernandez-Avila. Secondhand smoke exposure in Mexican discotheques. Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco. 2007 Oct; 9(10):1021-6. doi: 10.1080/14622200701495967. [PMID: 17852765]
  • Shixia Feng, Sunil Kapur, Mohamadi Sarkar, Raheema Muhammad, Paul Mendes, Kirk Newland, Hans J Roethig. Respiratory retention of nicotine and urinary excretion of nicotine and its five major metabolites in adult male smokers. Toxicology letters. 2007 Sep; 173(2):101-6. doi: 10.1016/j.toxlet.2007.06.016. [PMID: 17716838]
  • Anna M Lee, Christopher Jepson, Peter G Shields, Neal Benowitz, Caryn Lerman, Rachel F Tyndale. CYP2B6 genotype does not alter nicotine metabolism, plasma levels, or abstinence with nicotine replacement therapy. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology. 2007 Jun; 16(6):1312-4. doi: 10.1158/1055-9965.epi-07-0188. [PMID: 17548706]
  • E Köhler, S Avenarius, A Rabsilber, C Gerloff, G Jorch. Assessment of prenatal tobacco smoke exposure by determining nicotine and its metabolites in meconium. Human & experimental toxicology. 2007 Jun; 26(6):535-44. doi: 10.1177/0960327107072391. [PMID: 17698949]
  • Denise B Kandel, Mei-Chen Hu, Christine Schaffran, J Richard Udry, Neal L Benowitz. Urine nicotine metabolites and smoking behavior in a multiracial/multiethnic national sample of young adults. American journal of epidemiology. 2007 Apr; 165(8):901-10. doi: 10.1093/aje/kwm010. [PMID: 17322544]
  • Ivan Berlin, Maria J Gasior, Eric T Moolchan. Sex-based and hormonal contraception effects on the metabolism of nicotine among adolescent tobacco-dependent smokers. Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco. 2007 Apr; 9(4):493-8. doi: 10.1080/14622200701243193. [PMID: 17454704]
  • Micha Levi, Delia A Dempsey, Neal L Benowitz, Lewis B Sheiner. Population pharmacokinetics of nicotine and its metabolites I. Model development. Journal of pharmacokinetics and pharmacodynamics. 2007 Feb; 34(1):5-21. doi: 10.1007/s10928-006-9027-z. [PMID: 17206524]
  • Hanna Kedziora, Ewa Florek, Wojciech Piekoszewski, Grzegorz H Breborowicz, Andrzej Anholcer, Ewa Gomółka, Maksymilian Kulza, Artur Stanek. [Concentration of cotinine and trans-3'-hydroxycotinine and its glucuronides in urine of smoking pregnant women]. Przeglad lekarski. 2007; 64(10):740-6. doi: NULL. [PMID: 18409299]
  • F K St Charles, G R Krautter, M Dixon, D C Mariner. A comparison of nicotine dose estimates in smokers between filter analysis, salivary cotinine, and urinary excretion of nicotine metabolites. Psychopharmacology. 2006 Dec; 189(3):345-54. doi: 10.1007/s00213-006-0586-x. [PMID: 17028908]
  • Janne Hukkanen, Peyton Jacob, Neal L Benowitz. Effect of grapefruit juice on cytochrome P450 2A6 and nicotine renal clearance. Clinical pharmacology and therapeutics. 2006 Nov; 80(5):522-30. doi: 10.1016/j.clpt.2006.08.006. [PMID: 17112808]
  • Neal L Benowitz, Gary E Swan, Peyton Jacob, Christina N Lessov-Schlaggar, Rachel F Tyndale. CYP2A6 genotype and the metabolism and disposition kinetics of nicotine. Clinical pharmacology and therapeutics. 2006 Nov; 80(5):457-67. doi: 10.1016/j.clpt.2006.08.011. [PMID: 17112802]
  • G E Matt, P J E Quintana, S Liles, M F Hovell, J M Zakarian, P Jacob, N L Benowitz. Evaluation of urinary trans-3'-hydroxycotinine as a biomarker of children's environmental tobacco smoke exposure. Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals. 2006 Nov; 11(6):507-23. doi: 10.1080/13547500600902458. [PMID: 17056471]
  • Viba Malaiyandi, Shari D Goodz, Edward M Sellers, Rachel F Tyndale. CYP2A6 genotype, phenotype, and the use of nicotine metabolites as biomarkers during ad libitum smoking. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology. 2006 Oct; 15(10):1812-9. doi: 10.1158/1055-9965.epi-05-0723. [PMID: 17035386]
  • Yukio Akiyama, Keiichi Arashidani, Wakana Kawano, Naoki Kunugita. Urinary nicotine and its metabolites as a biomarker of exposure to environmental tobacco smoke. Journal of UOEH. 2006 Sep; 28(3):245-52. doi: 10.7888/juoeh.28.245. [PMID: 16981401]
  • Insook Kim, Marilyn A Huestis. A validated method for the determination of nicotine, cotinine, trans-3'-hydroxycotinine, and norcotinine in human plasma using solid-phase extraction and liquid chromatography-atmospheric pressure chemical ionization-mass spectrometry. Journal of mass spectrometry : JMS. 2006 Jun; 41(6):815-21. doi: 10.1002/jms.1039. [PMID: 16705667]
  • Caryn Lerman, Rachel Tyndale, Freda Patterson, E Paul Wileyto, Peter G Shields, Angela Pinto, Neal Benowitz. Nicotine metabolite ratio predicts efficacy of transdermal nicotine for smoking cessation. Clinical pharmacology and therapeutics. 2006 Jun; 79(6):600-8. doi: 10.1016/j.clpt.2006.02.006. [PMID: 16765148]
  • Krystyna Tyrpień, Tomasz Wielkoszyński, Małgorzata Kowalska, Grzegorz Mańka, Cezary Dobosz. [Assessment of occurrence frequency of cotinine and trans-3'-hydroxycotinine in chosen body fluid samples]. Przeglad lekarski. 2006; 63(10):897-9. doi: NULL. [PMID: 17288179]
  • Jill M Williams, Douglas M Ziedonis, Francisca Abanyie, Marc L Steinberg, Jonathan Foulds, Neal L Benowitz. Increased nicotine and cotinine levels in smokers with schizophrenia and schizoaffective disorder is not a metabolic effect. Schizophrenia research. 2005 Nov; 79(2-3):323-35. doi: 10.1016/j.schres.2005.04.016. [PMID: 15961287]
  • Hiroyuki Yamanaka, Miki Nakajima, Miki Katoh, Ayano Kanoh, Osamu Tamura, Hiroyuki Ishibashi, Tsuyoshi Yokoi. Trans-3'-hydroxycotinine O- and N-glucuronidations in human liver microsomes. Drug metabolism and disposition: the biological fate of chemicals. 2005 Jan; 33(1):23-30. doi: 10.1124/dmd.104.001701. [PMID: 15470160]