2-Naphthol (BioDeep_00000002692)

 

Secondary id: BioDeep_00000858343

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite


代谢物信息卡片


2-Naphthol, 1,4,5,8-(14)C4-labeled

化学式: C10H8O (144.0575118)
中文名称: 2-萘酚
谱图信息: 最多检出来源 Homo sapiens(blood) 0.24%

分子结构信息

SMILES: C1=CC=C2C=C(C=CC2=C1)O
InChI: InChI=1S/C10H8O/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7,11H

描述信息

2-Naphthol is a colorless crystalline solid and an isomer of 1-naphthol, differing by the location of the hydroxyl group on naphthalene. The naphthols are naphthalene homologues of phenol, with the hydroxyl group being more reactive than in the phenols. 2-Naphthol has several different uses including dyes, pigments, fats, oils, insecticides, pharmaceuticals, perfumes, antiseptics, synthesis of fungicides, and antioxidants for rubber. Detection of 2-Naphthol in urine usually results from long-term persistent exposure to pesticides such as chlorpyrifos, but also due to exposure to naphthalene in older types of mothballs, fires that produce polyaromatic hydrocarbons (PAHs), and tobacco smoke.
CONFIDENCE standard compound; INTERNAL_ID 877; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4804; ORIGINAL_PRECURSOR_SCAN_NO 4799
CONFIDENCE standard compound; INTERNAL_ID 877; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8253; ORIGINAL_PRECURSOR_SCAN_NO 8251
CONFIDENCE standard compound; INTERNAL_ID 877; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4807; ORIGINAL_PRECURSOR_SCAN_NO 4806
CONFIDENCE standard compound; INTERNAL_ID 877; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4717; ORIGINAL_PRECURSOR_SCAN_NO 4715
CONFIDENCE standard compound; INTERNAL_ID 877; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8227; ORIGINAL_PRECURSOR_SCAN_NO 8225
CONFIDENCE standard compound; INTERNAL_ID 877; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8267; ORIGINAL_PRECURSOR_SCAN_NO 8265
CONFIDENCE standard compound; INTERNAL_ID 877; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4779; ORIGINAL_PRECURSOR_SCAN_NO 4777
ORIGINAL_ACQUISITION_NO 8267; CONFIDENCE standard compound; INTERNAL_ID 877; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_PRECURSOR_SCAN_NO 8265
CONFIDENCE standard compound; INTERNAL_ID 877; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8261; ORIGINAL_PRECURSOR_SCAN_NO 8259
ORIGINAL_PRECURSOR_SCAN_NO 4731; CONFIDENCE standard compound; INTERNAL_ID 877; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4732
CONFIDENCE standard compound; INTERNAL_ID 877; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4732; ORIGINAL_PRECURSOR_SCAN_NO 4731
CONFIDENCE standard compound; INTERNAL_ID 877; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8211; ORIGINAL_PRECURSOR_SCAN_NO 8209
CONFIDENCE standard compound; INTERNAL_ID 877; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8287; ORIGINAL_PRECURSOR_SCAN_NO 8285
CONFIDENCE standard compound; INTERNAL_ID 877; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4771; ORIGINAL_PRECURSOR_SCAN_NO 4767
C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C250 - Antihelminthic Agent
Trace constituent of essential oils
2-Naphthol is a metabolite of naphthalene, catalyzed by cytochrome P450 (CYP) isozymes (CYP 1A1, CYP 1A2, CYP 2A1, CYP 2E1 and CYP 2F2).

同义名列表

62 个代谢物同义名

2-Naphthol, 1,4,5,8-(14)C4-labeled; C.I. azoic coupling component 1; 2-Naphthol, titanium(4+) salt; 2-Naphthol, 8-(14)C-labeled; 2-Naphthol, 7-(14)C-labeled; 2-Naphthol, potassium salt; 2-Naphthol, magnesium salt; β-hydroxynaphthalene; β-naphthyl hydroxide; Beta.-hydroxynaphthalene; 2-Naphthol, bismuth salt; β-monoxynaphthalene; 2-Naphthol, sodium salt; beta-Hydroxynaphthalene; beta-Naphthyl hydroxide; β-naphthyl alcohol; beta-Monoxynaphthalene; beta-Naphthyl alcohol; Β-hydroxynaphthalene; b-Naphthyl hydroxide; b-Hydroxynaphthalene; Β-naphthyl hydroxide; 2-Hydroxynaphthalene; Azogen developer a; b-Naphthyl alcohol; Β-naphthyl alcohol; C.I. developer 5; 2-Naphthol, (1+); naphthalen-2-ol; β-naphthol; Antioxygene BN; β-naftolo; β-naphtol; β-napthol; 2-Naphthalenol; Developer ams; β-naftol; beta-Naphthol; Hydronaphthol; beta-Naphtol; Developer BN; beta-Naftolo; Betanaphthol; beta-Napthol; beta-Naftol; Isonaphthol; Developer a; β naphthol; Β-naphthol; Naphthol b; b-Naphthol; 2-NAPHTHOL; 2-Naftolo; b-Naphtol; b-Naftolo; Β-naftolo; 2-Naphtol; Β-naphtol; Β-naftol; 2-Naftol; b-Naftol; Trimetin



数据库引用编号

31 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(0)

代谢反应

64 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(2)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(61)

COVID-19 Disease Map(0)

PathBank(1)

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

  • Xi Zhang, Zhan Hu, Shuai Wang, Fengman Yin, Yuyang Wei, Jia Xie, Ranfeng Sun. Discovery of 2-Naphthol from the Leaves of Actephila merrilliana as a Natural Nematicide Candidate. Journal of agricultural and food chemistry. 2023 Aug; ?(?):. doi: 10.1021/acs.jafc.3c02580. [PMID: 37643159]
  • Xuan Yu, Chunlan Mao, Simin Zong, Aman Khan, Wenxue Wang, Hui Yun, Peng Zhang, Toshiro Shigaki, Yitian Fang, Huawen Han, Xiangkai Li. Transcriptome analysis reveals self-redox mineralization mechanism of azo dyes and novel decolorizing hydrolases in Aspergillus tabacinus LZ-M. Environmental pollution (Barking, Essex : 1987). 2023 May; 325(?):121459. doi: 10.1016/j.envpol.2023.121459. [PMID: 36934962]
  • Asia Bright, Fenfen Li, Miranda Movahed, Hang Shi, Bingzhong Xue. Chronic Exposure to Low-Molecular-Weight Polycyclic Aromatic Hydrocarbons Promotes Lipid Accumulation and Metabolic Inflammation. Biomolecules. 2023 Jan; 13(2):. doi: 10.3390/biom13020196. [PMID: 36830566]
  • Q Li, G S Liu, S S Chang, D P Guo, F Yang. [Association among urinary polycyclic aromatic hydrocarbons metabolites, SAHH activity and H19 expression in coke oven workers]. Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases. 2022 Nov; 40(11):801-806. doi: 10.3760/cma.j.cn121094-20210910-00451. [PMID: 36510712]
  • Zhiping Che, Song Zhang, Jiaxuan He, Di Sun, Xiaolong Guo, Yuanhao Li, Lina Zhu, Yihao Guo, Yibo Liu, Yuee Tian, Xiaobo Huang, Shengming Liu, Genqiang Chen. Combinatorial Synthesis of Sulfonate Derivatives of α/β-Naphthol as Anti- Oomycete Agents. Combinatorial chemistry & high throughput screening. 2022; 25(12):2026-2032. doi: 10.2174/1386207325666220128120208. [PMID: 35088660]
  • Limin Cao, Dongming Wang, Yuhan Wen, Heng He, Ailian Chen, Dan Hu, Aijun Tan, Tingming Shi, Kejing Zhu, Jixuan Ma, Yun Zhou, Weihong Chen. Effects of environmental and lifestyle exposures on urinary levels of polycyclic aromatic hydrocarbon metabolites: A cross-sectional study of urban adults in China. Chemosphere. 2020 Feb; 240(?):124898. doi: 10.1016/j.chemosphere.2019.124898. [PMID: 31557644]
  • Akito Takeuchi, Sadao Nakamura, Akira Namera, Tomoaki Kondo, Hiroyuki Onuki, Shinobu Yamamoto, Shingo Okamura, Osamu Nishinoiri, Yoko Endo, Hiroyuki Miyauchi, Ginji Endo. Simple and reliable method to simultaneously determine urinary 1- and 2-naphthol using in situ derivatization and gas chromatography-mass spectrometry for biological monitoring of naphthalene exposure in occupational health practice. Journal of occupational health. 2020 Jan; 62(1):e12144. doi: 10.1002/1348-9585.12144. [PMID: 32713100]
  • Yifeng Dai, Xia Huo, Zhiheng Cheng, Qihua Wang, Yuling Zhang, Xijin Xu. Alterations in platelet indices link polycyclic aromatic hydrocarbons toxicity to low-grade inflammation in preschool children. Environment international. 2019 10; 131(?):105043. doi: 10.1016/j.envint.2019.105043. [PMID: 31352259]
  • Katrin Klotz, Tobias Weiß, Melanie Zobel, Daniel Bury, Dietmar Breuer, Silke Werner, Kirsten Sucker, Wolfgang Zschiesche, Thomas Göen, Thomas Brüning, Hans Drexler. Validity of different biomonitoring parameters in human urine for the assessment of occupational exposure to naphthalene. Archives of toxicology. 2019 08; 93(8):2185-2195. doi: 10.1007/s00204-019-02468-9. [PMID: 31222524]
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  • Nicholas A Lentini, Benjamin J Foust, Chia-Hung Christine Hsiao, Andrew J Wiemer, David F Wiemer. Phosphonamidate Prodrugs of a Butyrophilin Ligand Display Plasma Stability and Potent Vγ9 Vδ2 T Cell Stimulation. Journal of medicinal chemistry. 2018 10; 61(19):8658-8669. doi: 10.1021/acs.jmedchem.8b00655. [PMID: 30199251]
  • William M Penny, Christopher P Palmer. Sphingomyelin ability to act as chiral selector using nanodisc electrokinetic chromatography. Chemistry and physics of lipids. 2018 08; 214(?):11-14. doi: 10.1016/j.chemphyslip.2018.05.002. [PMID: 29753650]
  • Tien-Jen Lin, Yueliang Leon Guo, Jiin-Chyr Hsu, I-Jen Wang. 2-Naphthol Levels and Allergic Disorders in Children. International journal of environmental research and public health. 2018 07; 15(7):. doi: 10.3390/ijerph15071449. [PMID: 29987264]
  • J Yang, H Zhang, H Zhang, B Pan, W Wang, Y Fan, Y Liu. S phase arrest in lymphocytes induced by urinary 1-hydroxypyrene and alcohol drinking in coke oven workers. Human & experimental toxicology. 2018 Mar; 37(3):229-239. doi: 10.1177/0960327116678296. [PMID: 29357763]
  • Pan Yang, Ya-Jie Gong, Wen-Cheng Cao, Rui-Xin Wang, Yi-Xin Wang, Chong Liu, Ying-Jun Chen, Li-Li Huang, Song-Hua Ai, Wen-Qing Lu, Qiang Zeng. Prenatal urinary polycyclic aromatic hydrocarbon metabolites, global DNA methylation in cord blood, and birth outcomes: A cohort study in China. Environmental pollution (Barking, Essex : 1987). 2018 Mar; 234(?):396-405. doi: 10.1016/j.envpol.2017.11.082. [PMID: 29202418]
  • Kristin J Heaton, Alexis L Maule, Kristen W Smith, Ema G Rodrigues, Michael D McClean, Susan P Proctor. JP8 exposure and neurocognitive performance among US Air Force personnel. Neurotoxicology. 2017 Sep; 62(?):170-180. doi: 10.1016/j.neuro.2017.07.001. [PMID: 28687449]
  • Parinaz Poursafa, Mohammad Mehdi Amin, Yaghoub Hajizadeh, Marjan Mansourian, Hamidreza Pourzamani, Karim Ebrahim, Babak Sadeghian, Roya Kelishadi. Association of atmospheric concentrations of polycyclic aromatic hydrocarbons with their urinary metabolites in children and adolescents. Environmental science and pollution research international. 2017 Jul; 24(20):17136-17144. doi: 10.1007/s11356-017-9315-8. [PMID: 28585013]
  • Zheng Li, Adwoa Commodore, Stella Hartinger, Michael Lewin, Andreas Sjödin, Erin Pittman, Debra Trinidad, Kendra Hubbard, Claudio F Lanata, Ana I Gil, Daniel Mäusezahl, Luke P Naeher. Biomonitoring Human Exposure to Household Air Pollution and Association with Self-reported Health Symptoms - A Stove Intervention Study in Peru. Environment international. 2016 Dec; 97(?):195-203. doi: 10.1016/j.envint.2016.09.011. [PMID: 27680405]
  • B L Pan, H T Zhang, H J Zhang, W T Chen, J Yang. [Relationship between urinary polycyclic aromatic hydrocarbon metabolite and cell cycle of lymphocyte in coke oven workers]. Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases. 2016 Nov; 34(11):814-818. doi: 10.3760/cma.j.issn.1001-9391.2016.11.004. [PMID: 28043266]
  • Xiaoyan Zhu, Jun Li, Siyun Deng, Kuai Yu, Xuezhen Liu, Qifei Deng, Huizhen Sun, Xiaomin Zhang, Meian He, Huan Guo, Weihong Chen, Jing Yuan, Bing Zhang, Dan Kuang, Xiaosheng He, Yansen Bai, Xu Han, Bing Liu, Xiaoliang Li, Liangle Yang, Haijing Jiang, Yizhi Zhang, Jie Hu, Longxian Cheng, Xiaoting Luo, Wenhua Mei, Zhiming Zhou, Shunchang Sun, Liyun Zhang, Chuanyao Liu, Yanjun Guo, Zhihong Zhang, Frank B Hu, Liming Liang, Tangchun Wu. Genome-Wide Analysis of DNA Methylation and Cigarette Smoking in a Chinese Population. Environmental health perspectives. 2016 07; 124(7):966-73. doi: 10.1289/ehp.1509834. [PMID: 26756918]
  • Xiaofeng Qi, Wei Lin, Miaolian Ma, Chengyuan Wang, Yang He, Nisha He, Jing Gao, Hu Zhou, Youli Xiao, Yong Wang, Peng Zhang. Structural basis of rifampin inactivation by rifampin phosphotransferase. Proceedings of the National Academy of Sciences of the United States of America. 2016 Apr; 113(14):3803-8. doi: 10.1073/pnas.1523614113. [PMID: 27001859]
  • Omayma Alshaarawy, Hosam A Elbaz, Michael E Andrew. The association of urinary polycyclic aromatic hydrocarbon biomarkers and cardiovascular disease in the US population. Environment international. 2016 Apr; 89-90(?):174-8. doi: 10.1016/j.envint.2016.02.006. [PMID: 26878282]
  • Young-Sun Min, Hyun-Sul Lim, Heon Kim. Biomarkers for polycyclic aromatic hydrocarbons and serum liver enzymes. American journal of industrial medicine. 2015 Jul; 58(7):764-72. doi: 10.1002/ajim.22463. [PMID: 25940037]
  • M E Perla, Tessa Rue, Allen Cheadle, James Krieger, Catherine J Karr, C K Karr. Population-based comparison of biomarker concentrations for chemicals of concern among Latino-American and non-Hispanic white children. Journal of immigrant and minority health. 2015 Jun; 17(3):802-19. doi: 10.1007/s10903-014-0002-2. [PMID: 24668388]
  • Xiao Zhang, Huawei Duan, Feng Gao, Yuanyuan Li, Chuanfeng Huang, Yong Niu, Weimin Gao, Shanfa Yu, Yuxin Zheng. Increased micronucleus, nucleoplasmic bridge, and nuclear bud frequencies in the peripheral blood lymphocytes of diesel engine exhaust-exposed workers. Toxicological sciences : an official journal of the Society of Toxicology. 2015 Feb; 143(2):408-17. doi: 10.1093/toxsci/kfu239. [PMID: 25370840]
  • Kwan Lee, Hyun-Sul Lim, Heon Kim. A study of the status of exposure to polycyclic aromatic hydrocarbons (PAHs) in relation to its metabolites among workers in a Korean chemical factory. Ciencia & saude coletiva. 2014 Dec; 19(12):4809-18. doi: 10.1590/1413-812320141912.19322013. [PMID: 25388189]
  • YongMin Cho, Geun-Bae Kim, Yong-Sung Cho, Min Seok Choi, Seung-Hun Ryu, Seung Hyun Choi, Young-Koo Park, Jae Wook Choi. Polycyclic aromatic hydrocarbons exposure in residents living near a cement factory with kilns. International archives of occupational and environmental health. 2014 Nov; 87(8):889-96. doi: 10.1007/s00420-014-0931-z. [PMID: 24526112]
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  • Wen Q Yin, Li Wang, Rui R Li, Shu Y Cao, Yu T Ye, Lei Li. Personal exposure levels of PAHs in the general population in northern rural area of Jiangsu Province, China. Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering. 2014; 49(3):281-6. doi: 10.1080/10934529.2014.846604. [PMID: 24279619]
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  • Yin Li, Ruofan Cao, Xiaofei Wu, Jianhan Huang, Shuguang Deng, Xiuyang Lu. Hypercrosslinked poly(styrene-co-divinylbenzene) resin as a specific polymeric adsorbent for purification of berberine hydrochloride from aqueous solutions. Journal of colloid and interface science. 2013 Jun; 400(?):78-87. doi: 10.1016/j.jcis.2013.03.011. [PMID: 23582901]
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  • Gaston Knobel, Korina Calimag-Williams, Andres D Campiglia. Solid-phase extraction, sample stacking and capillary zone electrophoresis for the analysis of urinary polycyclic aromatic hydrocarbon metabolites. The Analyst. 2012 Dec; 137(23):5639-47. doi: 10.1039/c2an36265a. [PMID: 23086075]
  • Yun-feng He, Wang-zhen Zhang, Dan Kuang, Hua-xin Deng, Xiao-hai Li, Da-feng Lin, Qi-fei Deng, Kun Huang, Tang-chun Wu. [Effects of smoking on the concentrations of urinary 10 metabolites of polycyclic aromatic hydrocarbons in coke oven workers]. Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases. 2012 Dec; 30(12):888-92. doi: NULL. [PMID: 23290639]
  • Donggeun Sul, Ryoungme Ahn, Hosub Im, Eunha Oh, Jae Hyoun Kim, Jin Gyoung Kim, PanGyi Kim, Hyoung-Ah Kim, Won Yeul Park, Bu Soon Son, Daeyewn Shin, Ae-Sug Shim, Wonho Yang, Seung-Do Yu, Kyoung-Ho Lee, Kee Jae Lee, Sun-dong Lee, Jong Wha Lee, Chae Kwan Lee, Bong-Ki Jang, Kyungho Choi, Don-Hee Han, Moon-Young Hwang, Jin Heon Lee. Korea National Survey for Environmental Pollutants in the human body 2008: 1-hydroxypyrene, 2-naphthol, and cotinine in urine of the Korean population. Environmental research. 2012 Oct; 118(?):25-30. doi: 10.1016/j.envres.2012.07.010. [PMID: 22939007]
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