o-Cresol (BioDeep_00000004708)

 

Secondary id: BioDeep_00000405504, BioDeep_00000863200

human metabolite blood metabolite


代谢物信息卡片


2-Hydroxy-1-methylbenzene

化学式: C7H8O (108.0575118)
中文名称: 邻甲酚
谱图信息: 最多检出来源 Homo sapiens(blood) 0.27%

分子结构信息

SMILES: CC1=CC=CC=C1O
InChI: InChI=1S/C7H8O/c1-6-4-2-3-5-7(6)8/h2-5,8H,1H3

描述信息

o-Cresol is a minor urinary metabolite of toluene, O-cresol is a cresol that is phenol substituted by a methyl group at position 2. It is a minor urinary metabolite of toluene. It has a role as a human xenobiotic metabolite. It is widely used chemical with neurotoxicological properties (PMID:15687000). o-Cresol is used commercially as a disinfectant. Exposure may occur by inhalation, by cutaneous adsorption or by oral ingestion. o-Cresol denature and precipitate cellular proteins and thus may rapidly cause poisoning. o-Cresol is metabolized by conjugation and oxidation. Ingestion of o-Cresol cause intense burning of mouth and throat, followed by marked abdominal pain and distress. The minimum lethal dose of cresol by mouth is about 2 g (PMID 15040915). o-Cresol is a microbial metabolite that can be found in Pseudomonas. Besides, o-Cresol is one of the chemical compounds found in castoreum. This compound is gathered from the beavers castor glands and found in the white cedar consumed by the beavers. Together with many other compounds, o-cresol is traditionally extracted from coal tar, the volatile materials obtained in the production of coke from coal. A similar source material is petroleum residues. These residue contains a few percent by weight of phenol and isomeric cresols. In addition to the materials derived from these natural sources, about two thirds of the Western worlds supply is produced by methylation of phenol using methanol.
Flavouring ingredient. 2-Methylphenol is found in many foods, some of which are yellow bell pepper, pepper (c. annuum), arabica coffee, and asparagus.

同义名列表

20 个代谢物同义名

2-Hydroxy-1-methylbenzene; 1-Methyl-2-hydroxybenzene; 1-Hydroxy-2-methylbenzene; 2-Cresol, potassium salt; 2-Cresol, ammonium salt; 2-Cresol, sodium salt; 2-Hydroxytoluene; O-Hydroxytoluene; O-Methylphenylol; O-Cresylic acid; 2-Methylphenol; O-Methylphenol; Ortho-cresol; O-Oxytoluene; O-Cresylate; Orthocresol; O-Toluol; O-Kresol; o-cresol; 2-Cresol



数据库引用编号

19 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

3 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(3)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

47 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

  • Pengfei Feng, Yunshuang Li, Kangshuai Li, Weiyan Duan, Ran Guo. Effects of o-cresol on the growth and biochemical compositions in marine microalgae. Marine environmental research. 2023 Sep; 191(?):106164. doi: 10.1016/j.marenvres.2023.106164. [PMID: 37713779]
  • Falko Frenzel, Thorsten Buhrke, Irina Wenzel, Jennifer Andrack, Jan Hielscher, Alfonso Lampen. Use of in silico models for prioritization of heat-induced food contaminants in mutagenicity and carcinogenicity testing. Archives of toxicology. 2017 Sep; 91(9):3157-3174. doi: 10.1007/s00204-016-1924-3. [PMID: 28091709]
  • Muhammad Imran, Hafiz Faisal Usman, Humera Shafi, Muhammad Sarwar, Muhammad Ashraf Tahir. Development of Rapid and Economical Colorimetric Screening Method for p-Phenylenediamine in Variety of Biological Matrices and its Application to Eleven Fatal Cases of p-Phenylenediamine Poisoning. Journal of forensic sciences. 2017 Mar; 62(2):483-487. doi: 10.1111/1556-4029.13297. [PMID: 27957731]
  • Alberto Thalison Silveira, Ana Carolina Campos Albuquerque, José Salvador Lepera, Isarita Martins. Diazepam influences urinary bioindicator of occupational toluene exposure. Environmental toxicology and pharmacology. 2016 Dec; 48(?):191-196. doi: 10.1016/j.etap.2016.10.012. [PMID: 27816004]
  • Axelle Marchand, Rocio Aranda-Rodriguez, Robert Tardif, Andy Nong, Sami Haddad. Evaluation and modeling of the impact of coexposures to VOC mixtures on urinary biomarkers. Inhalation toxicology. 2016; 28(6):260-73. doi: 10.3109/08958378.2016.1162232. [PMID: 27053005]
  • M N Gallucci, M E Carezzano, M M Oliva, M S Demo, R P Pizzolitto, M P Zunino, J A Zygadlo, J S Dambolena. In vitro activity of natural phenolic compounds against fluconazole-resistant Candida species: a quantitative structure-activity relationship analysis. Journal of applied microbiology. 2014 Apr; 116(4):795-804. doi: 10.1111/jam.12432. [PMID: 24387763]
  • Frédéric Cosnier, Benoît Cossec, Manuella Burgart, Hervé Nunge, Céline Brochard, Marie-Josèphe Décret, Aurélie Rémy. Biomarkers of toluene exposure in rats: mercapturic acids versus traditional indicators (urinary hippuric acid and o-cresol and blood toluene). Xenobiotica; the fate of foreign compounds in biological systems. 2013 Aug; 43(8):651-60. doi: 10.3109/00498254.2012.754114. [PMID: 23278281]
  • Mariya S Liyasova, Lawrence M Schopfer, Oksana Lockridge. Cresyl saligenin phosphate makes multiple adducts on free histidine, but does not form an adduct on histidine 438 of human butyrylcholinesterase. Chemico-biological interactions. 2013 Mar; 203(1):103-7. doi: 10.1016/j.cbi.2012.07.006. [PMID: 22898212]
  • Mariya S Liyasova, Lawrence M Schopfer, Oksana Lockridge. Cresyl saligenin phosphate, an organophosphorus toxicant, makes covalent adducts with histidine, lysine, and tyrosine residues of human serum albumin. Chemical research in toxicology. 2012 Aug; 25(8):1752-61. doi: 10.1021/tx300215g. [PMID: 22793878]
  • Zumuretiguli Aibibuli, Yufeng Wang, Haiyang Tu, Xiaoting Huang, Aidong Zhang. Facile synthesis and herbicidal evaluation of 4H-3,1-benzoxazin-4-ones and 3H-quinazolin-4-ones with 2-phenoxymethyl substituents. Molecules (Basel, Switzerland). 2012 Mar; 17(3):3181-201. doi: 10.3390/molecules17033181. [PMID: 22418925]
  • Shangshang Zhang, Xinyu Liu, Shuning Zheng, Minyan Jiang, Changying Xin, Xiumei Lu, Famei Li, Zhili Xiong. [Metabonomic study on protective effect of ethanol extracts of drynariae rhizoma on osteoporosis in rats urine by using UPLC-MS/MS]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2012 Mar; 37(5):658-62. doi: NULL. [PMID: 22693913]
  • Riina Lepik, Toomas Tenno. Determination of biodegradability of phenolic compounds, characteristic to wastewater of the oil-shale chemical industry, on activated sludge by oxygen uptake measurement. Environmental technology. 2012 Jan; 33(1-3):329-39. doi: 10.1080/09593330.2011.572923. [PMID: 22519119]
  • Venugopal Mendu, Anne E Harman-Ware, Mark Crocker, Jungho Jae, Jozsef Stork, Samuel Morton, Andrew Placido, George Huber, Seth Debolt. Identification and thermochemical analysis of high-lignin feedstocks for biofuel and biochemical production. Biotechnology for biofuels. 2011 Oct; 4(?):43. doi: 10.1186/1754-6834-4-43. [PMID: 22018114]
  • Juanjuan Feng, Min Sun, Lili Xu, Jubai Li, Xia Liu, Shengxiang Jiang. Preparation of metal wire supported solid-phase microextraction fiber coated with multi-walled carbon nanotubes. Journal of separation science. 2011 Sep; 34(18):2482-8. doi: 10.1002/jssc.201100375. [PMID: 21739606]
  • Georg E Matt, Penelope J E Quintana, Hugo Destaillats, Lara A Gundel, Mohamad Sleiman, Brett C Singer, Peyton Jacob, Neal Benowitz, Jonathan P Winickoff, Virender Rehan, Prue Talbot, Suzaynn Schick, Jonathan Samet, Yinsheng Wang, Bo Hang, Manuela Martins-Green, James F Pankow, Melbourne F Hovell. Thirdhand tobacco smoke: emerging evidence and arguments for a multidisciplinary research agenda. Environmental health perspectives. 2011 Sep; 119(9):1218-26. doi: 10.1289/ehp.1103500. [PMID: 21628107]
  • Shoetsu Chiba, Toru Ikawa, Hiroshi Takeshita, Kazue Ichiba, Morihisa Sagi, Toshiji Mukai, Naohiro Anzai. Interactions of human organic anion transporter 1 (hOAT1) with substances associated with forensic toxicology. Legal medicine (Tokyo, Japan). 2011 Jul; 13(4):180-5. doi: 10.1016/j.legalmed.2011.04.001. [PMID: 21561794]
  • Jonathan D Bohbot, Joseph C Dickens. Insect repellents: modulators of mosquito odorant receptor activity. PloS one. 2010 Aug; 5(8):e12138. doi: 10.1371/journal.pone.0012138. [PMID: 20725637]
  • Abolfazl Kamkar, Ashkan Jebelli Javan, Farzad Asadi, Mohammad Kamalinejad. The antioxidative effect of Iranian Mentha pulegium extracts and essential oil in sunflower oil. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2010 Jul; 48(7):1796-800. doi: 10.1016/j.fct.2010.04.003. [PMID: 20385193]
  • Sohel Dalal, Munishwar Nath Gupta. Purification and characterization of a peroxidase isozyme from Indian turnip roots. Journal of agricultural and food chemistry. 2010 May; 58(9):5545-52. doi: 10.1021/jf904431t. [PMID: 20405843]
  • Tamer Essam, Magdy Aly Amin, Ossama El Tayeb, Bo Mattiasson, Benoit Guieysse. Kinetics and metabolic versatility of highly tolerant phenol degrading Alcaligenes strain TW1. Journal of hazardous materials. 2010 Jan; 173(1-3):783-8. doi: 10.1016/j.jhazmat.2009.09.006. [PMID: 19783362]
  • Beata Janasik, Marek Jakubowski, Wiktor Wesołowski, Małgorzata Kucharska. Unmetabolized VOCs in urine as biomarkers of low level occupational exposure. International journal of occupational medicine and environmental health. 2010; 23(1):21-6. doi: 10.2478/v10001-010-0003-x. [PMID: 20442059]
  • Irène Sari-Minodier, Ginette Truchon, Ginette Charest-Tardif, Anick Bérubé, Robert Tardif. The effect of workload on biological monitoring of occupational exposure to toluene and n-Hexane: contribution of physiologically based toxicokinetic modeling. Journal of occupational and environmental hygiene. 2009 Jul; 6(7):415-32. doi: 10.1080/15459620902928141. [PMID: 19384711]
  • Silvia Fustinoni, Rosa Mercadante, Laura Campo. Self-collected urine sampling to study the kinetics of urinary toluene (and o-cresol) and define the best sampling time for biomonitoring. International archives of occupational and environmental health. 2009 May; 82(6):703-13. doi: 10.1007/s00420-008-0393-2. [PMID: 19125274]
  • Osamu Inoue, Toshio Kawai, Hirohiko Ukai, Yuki Maejima, Yoshinari Fukui, Fumiko Ohashi, Satoru Okamoto, Shiro Takada, Haruhiko Sakurai, Masayuki Ikeda. Limited validity of o-cresol and benzylmercapturic acid in urine as biomarkers of occupational exposure to toluene at low levels. Industrial health. 2008 Aug; 46(4):318-25. doi: 10.2486/indhealth.46.318. [PMID: 18716379]
  • M Ferrari, S Negri, P Zadra, S Ghittori, M Imbriani. Saliva as an analytical tool to measure occupational exposure to toluene. International archives of occupational and environmental health. 2008 Aug; 81(8):1021-8. doi: 10.1007/s00420-007-0295-8. [PMID: 18172667]
  • Masayuki Ikeda, Hirohiko Ukai, Toshio Kawai, Osamu Inoue, Yuki Maejima, Yoshinari Fukui, Fumiko Ohashi, Satoru Okamoto, Shiro Takada, Haruhiko Sakurai. Changes in correlation coefficients of exposure markers as a function of intensity of occupational exposure to toluene. Toxicology letters. 2008 Jul; 179(3):148-54. doi: 10.1016/j.toxlet.2008.05.003. [PMID: 18583070]
  • Radhouane Chakroun, Fayçal Faidi, Abderrazek Hedhili, Kaouther Charbaji, Habib Nouaigui, Mohamed Ben Laiba. Inhalant abuse detection and evaluation in young Tunisians. Journal of forensic sciences. 2008 Jan; 53(1):232-7. doi: 10.1111/j.1556-4029.2007.00623.x. [PMID: 18279264]
  • P Ducos, M Berode, J M Francin, C Arnoux, C Lefèvre. Biological monitoring of exposure to solvents using the chemical itself in urine: application to toluene. International archives of occupational and environmental health. 2008 Jan; 81(3):273-84. doi: 10.1007/s00420-007-0210-3. [PMID: 17605034]
  • Hirohiko Ukai, Toshio Kawai, Osamu Inoue, Yuki Maejima, Yoshinari Fukui, Fumiko Ohashi, Satoru Okamoto, Shiro Takada, Haruhiko Sakurai, Masayuki Ikeda. Comparative evaluation of biomarkers of occupational exposure to toluene. International archives of occupational and environmental health. 2007 Oct; 81(1):81-93. doi: 10.1007/s00420-007-0193-0. [PMID: 17653568]
  • G Koppen, G Verheyen, A Maes, U Van Gorp, G Schoeters, E Den Hond, J Staessen, T Nawrot, H A Roels, R Vlietinck, L Verschaeve. A battery of DNA effect biomarkers to evaluate environmental exposure of Flemish adolescents. Journal of applied toxicology : JAT. 2007 May; 27(3):238-46. doi: 10.1002/jat.1174. [PMID: 17226746]
  • I Sperlingová, L Dabrowská, V Stránský, J Kucera, M Tichý. Human urine certified reference material CZ 6010: creatinine and toluene metabolites (hippuric acid and o-cresol) and a benzene metabolite (phenol). Analytical and bioanalytical chemistry. 2007 Apr; 387(7):2419-24. doi: 10.1007/s00216-006-0708-7. [PMID: 16953321]
  • Joe MacDaniel, Vikhyat S Bebarta, Harvey A Schwertner, James F Martin. Comparison of urine and serum testing for early detection of acetaminophen ingestion. Military medicine. 2007 Apr; 172(4):399-401. doi: 10.7205/milmed.172.4.399. [PMID: 17484311]
  • María Eugenia Suarez-Ojeda, Albert Guisasola, Juan A Baeza, Azael Fabregat, Frank Stüber, Agustí Fortuny, Josep Font, Julián Carrera. Integrated catalytic wet air oxidation and aerobic biological treatment in a municipal WWTP of a high-strength o-cresol wastewater. Chemosphere. 2007 Feb; 66(11):2096-105. doi: 10.1016/j.chemosphere.2006.09.035. [PMID: 17095041]
  • Silvia Fustinoni, Rosa Mercadante, Laura Campo, Licia Scibetta, Carla Valla, Dario Consonni, Vito Foà. Comparison between urinary o-cresol and toluene as biomarkers of toluene exposure. Journal of occupational and environmental hygiene. 2007 Jan; 4(1):1-9. doi: 10.1080/15459620601044844. [PMID: 17162475]
  • Taozhi Zhang, Xinmiao Chen, Pei Liang, Cuixia Liu. Determination of phenolic compounds in wastewater by liquid-phase microextraction coupled with gas chromatography. Journal of chromatographic science. 2006 Nov; 44(10):619-24. doi: 10.1093/chromsci/44.10.619. [PMID: 17254372]
  • Véronique Nadeau, Ginette Truchon, Martin Brochu, Robert Tardif. Effect of physical exertion on the biological monitoring of exposure of various solvents following exposure by inhalation in human volunteers: I. Toluene. Journal of occupational and environmental hygiene. 2006 Sep; 3(9):481-9. doi: 10.1080/15459620600862782. [PMID: 16857647]
  • Jaya Dasgupta, Sita Subbaram, Kip M Connor, Ana M Rodriguez, Oren Tirosh, Joseph S Beckman, David Jourd'Heuil, J Andrés Melendez. Manganese superoxide dismutase protects from TNF-alpha-induced apoptosis by increasing the steady-state production of H2O2. Antioxidants & redox signaling. 2006 Jul; 8(7-8):1295-305. doi: 10.1089/ars.2006.8.1295. [PMID: 16910777]
  • Ana-Lilia González-Yebra, Carlos Kornhauser, Kazimierz Wrobel, Elva-Leticia Pérez-Luque, Katarzina Wrobel, Gloria Barbosa. Occupational exposure to toluene and its possible causative role in renal damage development in shoe workers. International archives of occupational and environmental health. 2006 Mar; 79(3):259-64. doi: 10.1007/s00420-005-0001-7. [PMID: 16001213]
  • Alan Andersen. Final report on the safety assessment of sodium p-chloro-m-cresol, p-chloro-m-cresol, chlorothymol, mixed cresols, m-cresol, o-cresol, p-cresol, isopropyl cresols, thymol, o-cymen-5-ol, and carvacrol. International journal of toxicology. 2006; 25 Suppl 1(?):29-127. doi: 10.1080/10915810600716653. [PMID: 16835130]
  • Agata Pietrzycka, Marek Stepniewski, Anna M Waszkielewicz, Henryk Marona. Preliminary evaluation of antioxidant activity of some 1-(phenoxyethyl)-piperazine derivatives. Acta poloniae pharmaceutica. 2006 Jan; 63(1):19-24. doi: NULL. [PMID: 17515325]
  • Gertrud Haeseler, Jörg Ahrens, Klaus Krampfl, Johannes Bufler, Reinhard Dengler, Hartmut Hecker, Jeffrey K Aronson, Martin Leuwer. Structural features of phenol derivatives determining potency for activation of chloride currents via alpha(1) homomeric and alpha(1)beta heteromeric glycine receptors. British journal of pharmacology. 2005 Aug; 145(7):916-25. doi: 10.1038/sj.bjp.0706254. [PMID: 15912136]
  • Jeong-Hee Kim, Ja-Kyoung Kim, Byong-Kwan Son, Ji-Eun Oh, Dae-Hyun Lim, Kwan-Hee Lee, Youn-Chol Hong, Sung-Il Cho. Effects of air pollutants on childhood asthma. Yonsei medical journal. 2005 Apr; 46(2):239-44. doi: 10.3349/ymj.2005.46.2.239. [PMID: 15861497]
  • Silvia Fustinoni, Rosa Mercadante, Laura Campo, Licia Scibetta, Carla Valla, Vito Foà. Determination of urinary ortho- and meta-cresol in humans by headspace SPME gas chromatography/mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2005 Mar; 817(2):309-17. doi: 10.1016/j.jchromb.2004.12.029. [PMID: 15687000]
  • David Calderón Guzmán, Gerardo Barragán Mejía, Ivonne Espitia Vázquez, Ernestina Hernández García, Daniel Santamaría del Angel, Hugo Juárez Olguín. Effect of testosterone and steroids homologues on indolamines and lipid peroxidation in rat brain. The Journal of steroid biochemistry and molecular biology. 2005 Mar; 94(4):369-73. doi: 10.1016/j.jsbmb.2004.11.006. [PMID: 15857756]
  • David Calderón-Guzmán, José Luis Hernández-Islas, Ivonne R Espítia Vázquez, Gerardo Barragán-Mejía, Ernestina Hernández-García, Daniel Santamaría Del Angel, Hugo Juárez-Olguín. Effect of toluene and cresols on Na+,K+-ATPase, and serotonin in rat brain. Regulatory toxicology and pharmacology : RTP. 2005 Feb; 41(1):1-5. doi: 10.1016/j.yrtph.2004.09.005. [PMID: 15649823]
  • Crispin Pierce, Yili Chen, William Hurtle, Michael Morgan. Exponential modeling, washout curve reconstruction, and estimation of half-life of toluene and its metabolites. Journal of toxicology and environmental health. Part A. 2004 Jul; 67(14):1131-58. doi: 10.1080/15287390490452344. [PMID: 15205028]
  • Yasumasa Morinaga, Chiaki Fuke, Tomonori Arao, Tetsuji Miyazaki. Quantitative analysis of cresol and its metabolites in biological materials and distribution in rats after oral administration. Legal medicine (Tokyo, Japan). 2004 Mar; 6(1):32-40. doi: 10.1016/j.legalmed.2003.08.005. [PMID: 15177071]
  • O Inoue, E Kanno, K Kasai, H Ukai, S Okamoto, M Ikeda. Benzylmercapturic acid is superior to hippuric acid and o-cresol as a urinary marker of occupational exposure to toluene. Toxicology letters. 2004 Mar; 147(2):177-86. doi: 10.1016/j.toxlet.2003.11.003. [PMID: 14757321]
  • Ismet Cok, Semra Sardaş, Ela Kadioglu, Eren Ozcagli. Assessment of DNA damage in glue sniffers by use of the alkaline comet assay. Mutation research. 2004 Feb; 557(2):131-6. doi: 10.1016/j.mrgentox.2003.10.009. [PMID: 14729367]
  • G Boatto, M Nieddu, A Carta, A Pau, S Lorenzoni, P Manconi, D Serra. Determination of phenol and o-cresol by GC/MS in a fatal poisoning case. Forensic science international. 2004 Jan; 139(2-3):191-4. doi: 10.1016/j.forsciint.2003.10.023. [PMID: 15040915]
  • Tomoo Kuge, Takashi Shibata, Michael S Willett. Wood creosote, the principal active ingredient of seirogan, an herbal antidiarrheal medicine: a single-dose, dose-escalation safety and pharmacokinetic study. Pharmacotherapy. 2003 Nov; 23(11):1391-400. doi: 10.1592/phco.23.14.1391.31940. [PMID: 14620385]
  • Ismet Cok, Ayfer Dagdelen, Esin Gökçe. Determination of urinary hippuric acid and o-cresol levels as biological indicators of toluene exposure in shoe-workers and glue sniffers. Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals. 2003 Mar; 8(2):119-27. doi: 10.1080/1354750031000119398. [PMID: 12775497]
  • Tahar Mechichi, Erko Stackebrandt, Georg Fuchs. Alicycliphilus denitrificans gen. nov., sp. nov., a cyclohexanol-degrading, nitrate-reducing beta-proteobacterium. International journal of systematic and evolutionary microbiology. 2003 Jan; 53(Pt 1):147-152. doi: 10.1099/ijs.0.02276-0. [PMID: 12661531]
  • Klaus Dieter Hammer. Metabolite ratio of toluene-exposed rotogravure printing plant workers reflects individual mutagenic risk by sister chromatid exchanges. Mutation research. 2002 Aug; 519(1-2):171-7. doi: 10.1016/s1383-5718(02)00134-1. [PMID: 12160902]
  • Robert Tardif, Pierre-Olivier Droz, Ginette Charest-Tardif, Guillaume Pierrehumbert, Ginette Truchon. Impact of human variability on the biological monitoring of exposure to toluene: I. Physiologically based toxicokinetic modelling. Toxicology letters. 2002 Aug; 134(1-3):155-63. doi: 10.1016/s0378-4274(02)00185-6. [PMID: 12191874]
  • Osamu Inoue, Etsuko Kanno, Toshiharu Yusa, Masaei Kakizaki, Hirohiko Ukai, Satoru Okamoto, Kae Higashikawa, Masayuki Ikeda. Urinary benzylmercapturic acid as a marker of occupational exposure to toluene. International archives of occupational and environmental health. 2002 Jun; 75(5):341-7. doi: 10.1007/s00420-002-0322-8. [PMID: 11981673]
  • Yaxian Mi, Daili Liu, Zhihua Li, Jianguo Li, Yi Luo, Jian Hu. [Evaluation of urinary ortho-cresol as biological monitoring indicator of occupational exposure to toluene]. Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases. 2002 Jun; 20(3):200-2. doi: NULL. [PMID: 14694640]
  • N Ogata, T Shibata. Binding of alkyl- and alkoxy-substituted simple phenolic compounds to human serum proteins. Research communications in molecular pathology and pharmacology. 2000; 107(1-2):167-73. doi: NULL. [PMID: 11334365]
  • M Ogata, H Michitsuji, Y Fujiki. Estimating amounts of toluene inhaled by workers with protective mask using biological indicators of toluene. Toxicology letters. 1999 Sep; 108(2-3):233-9. doi: 10.1016/s0378-4274(99)00094-6. [PMID: 10511267]
  • C N Ong. Reference values and action levels of biological monitoring in occupational exposure. Toxicology letters. 1999 Sep; 108(2-3):127-35. doi: 10.1016/s0378-4274(99)00081-8. [PMID: 10511254]
  • K Tawfiki Hajji, F Lépine, J G Bisaillon, R Beaudet. Simultaneous removal of phenol, ortho- and para-cresol by mixed anaerobic consortia. Canadian journal of microbiology. 1999 Apr; 45(4):318-25. doi: . [PMID: 10490333]
  • D J Kocks, C E Smith. Biological monitoring standards for industrial toluene exposure recommended for South Africa. Occupational medicine (Oxford, England). 1998 Apr; 48(3):195-7. doi: 10.1093/occmed/48.3.195. [PMID: 9659730]
  • M Zavalić, Z Mandić, R Turk, A Bogadi-Sare, D Plavec. Quantitative assessment of color vision impairment in workers exposed to toluene. American journal of industrial medicine. 1998 Mar; 33(3):297-304. doi: 10.1002/(sici)1097-0274(199803)33:3<297::aid-ajim12>3.0.co;2-v. [PMID: 9481429]
  • J Angerer, M Schildbach, A Krämer. S-p-toluylmercapturic acid in the urine of workers exposed to toluene: a new biomarker for toluene exposure. Archives of toxicology. 1998; 72(2):119-23. doi: 10.1007/s002040050478. [PMID: 9456085]
  • L C Amorim, E M Alvarez-Leite. Determination of o-cresol by gas chromatography and comparison with hippuric acid levels in urine samples of individuals exposed to toluene. Journal of toxicology and environmental health. 1997 Mar; 50(4):401-7. doi: 10.1080/009841097160438. [PMID: 9120876]
  • J Angerer, A Krämer. Occupational chronic exposure to organic solvents. XVI. Ambient and biological monitoring of workers exposed to toluene. International archives of occupational and environmental health. 1997; 69(2):91-6. doi: 10.1007/s004200050121. [PMID: 9001914]
  • M López Carreto, L Lunar, S Rubio, D Pérez-Bendito. Simultaneous spectrophotometric determination of o-cresol and m-cresol in urine by use of the kinetic wavelength-pair method. The Analyst. 1996 Nov; 121(11):1647-52. doi: 10.1039/an9962101647. [PMID: 8952452]
  • G Truchon, R Tardif, J Brodeur. Gas chromatographic determination of urinary o-cresol for the monitoring of toluene exposure. Journal of analytical toxicology. 1996 Sep; 20(5):309-12. doi: 10.1093/jat/20.5.309. [PMID: 8872240]
  • A Vrca, V Karacić, D Bozicević, V Bozikov, M Malinar. Brainstem auditory evoked potentials in individuals exposed to long-term low concentrations of toluene. American journal of industrial medicine. 1996 Jul; 30(1):62-6. doi: 10.1002/(sici)1097-0274(199607)30:1<62::aid-ajim10>3.0.co;2-6. [PMID: 8837684]
  • T Kawamoto, M Koga, T Oyama, Y Kodama. Habitual and genetic factors that affect urinary background levels of biomarkers for organic solvent exposure. Archives of environmental contamination and toxicology. 1996 Jan; 30(1):114-20. doi: 10.1007/s002449900015. [PMID: 8579380]
  • T Kawai, K Mizunuma, Y Okada, S Horiguchi, M Ikeda. Toluene itself as the best urinary marker of toluene exposure. International archives of occupational and environmental health. 1996; 68(5):289-97. doi: 10.1007/bf00409413. [PMID: 8832293]
  • H Uaki, T Kawai, K Mizunuma, C S Moon, Z W Zhang, S Inui, S Takada, M Ikeda. Dose-dependent suppression of toluene metabolism by isopropyl alcohol and methyl ethyl ketone after experimental exposure of rats. Toxicology letters. 1995 Nov; 81(2-3):229-34. doi: 10.1016/0378-4274(95)03445-5. [PMID: 8553379]
  • H Hanioka, M Hamamura, K Kakino, H Ogata, H Jinno, A Takahashi, T Nishimura, M Ando. Dog liver microsomal P450 enzyme-mediated toluene biotransformation. Xenobiotica; the fate of foreign compounds in biological systems. 1995 Nov; 25(11):1207-17. doi: 10.3109/00498259509046677. [PMID: 8592870]
  • J Schlatter, A Astier. Rapid determination of O- and P-cresol isomers in urine from workers exposed to toluene by high-performance liquid chromatography using a graphitized carbon column. Biomedical chromatography : BMC. 1995 Nov; 9(6):302-4. doi: 10.1002/bmc.1130090625. [PMID: 8580703]
  • R Vanholder, R De Smet, M A Waterloos, N Van Landschoot, P Vogeleere, E Hoste, S Ringoir. Mechanisms of uremic inhibition of phagocyte reactive species production: characterization of the role of p-cresol. Kidney international. 1995 Feb; 47(2):510-7. doi: 10.1038/ki.1995.64. [PMID: 7723236]
  • G Bieniek. Concentrations of phenol, o-cresol, and 2,5-xylenol in the urine of workers employed in the distillation of the phenolic fraction of tar. Occupational and environmental medicine. 1994 May; 51(5):354-6. doi: 10.1136/oem.51.5.354. [PMID: 8199688]
  • O Inoue, K Seiji, T Watanabe, Z Chen, M Y Huang, X P Xu, X Qiao, M Ikeda. Effects of smoking and drinking habits on urinary o-cresol excretion after occupational exposure to toluene vapor among Chinese workers. American journal of industrial medicine. 1994 May; 25(5):697-708. doi: 10.1002/ajim.4700250509. [PMID: 8030640]
  • L Skender, V Karacić, B Bosner. A selection of biological indicators in occupational exposure to toluene and xylene. Arhiv za higijenu rada i toksikologiju. 1993 Mar; 44(1):27-33. doi: NULL. [PMID: 8347098]
  • K Yamazaki, E Tanaka, S Misawa. Urinary ortho-cresol concentrations as an indicator of toluene inhalation in glue-sniffers. Journal - Forensic Science Society. 1992 Jul; 32(3):215-23. doi: 10.1016/s0015-7368(92)73074-6. [PMID: 1492880]
  • G Nise. Urinary excretion of o-cresol and hippuric acid after toluene exposure in rotogravure printing. International archives of occupational and environmental health. 1992; 63(6):377-81. doi: 10.1007/bf00386931. [PMID: 1544684]
  • K Yamazaki, E Tanaka, N Shimojo, K Honda, R Yamamoto, S Misawa. [Locomotor activity and urinary excretion of orthocresol in rats exposed to toluene]. Nihon hoigaku zasshi = The Japanese journal of legal medicine. 1990 Jun; 44(3):234-42. doi: NULL. [PMID: 2232334]
  • A Löf, S H Hansen, P Näslund, E Steiner, M Wallén, E W Hjelm. Relationship between uptake and elimination of toluene and debrisoquin hydroxylation polymorphism. Clinical pharmacology and therapeutics. 1990 Mar; 47(3):412-7. doi: 10.1038/clpt.1990.47. [PMID: 2311341]
  • T P Ng, S G Ong, W K Lam, M G Jones, C K Cheung, C N Ong. Urinary levels of proteins and metabolites in workers exposed to toluene. A cross-sectional study. International archives of occupational and environmental health. 1990; 62(1):43-6. doi: 10.1007/bf00397847. [PMID: 2295522]
  • O Inoue, K Seiji, T Watanabe, M Kasahara, H Nakatsuka, S N Yin, G L Li, S X Cai, C Jin, M Ikeda. Mutual metabolic suppression between benzene and toluene in man. International archives of occupational and environmental health. 1988; 60(1):15-20. doi: 10.1007/bf00409373. [PMID: 3350599]
  • J Angerer. Determination of 2-methylphenol in urine by gas chromatography. IARC scientific publications. 1988; ?(85):293-9. doi: NULL. [PMID: 3182052]
  • O Inoue, K Seiji, H Nakatsuka, M Kasahara, T Watanabe, B K Lee, S H Lee, K M Lee, K S Cho, M Ikeda. Relationship between exposure to toluene and excretion of urinary metabolites in Korean female solvent workers. Industrial health. 1988; 26(2):147-52. doi: 10.2486/indhealth.26.147. [PMID: 3403307]
  • E De Rosa, G B Bartolucci, M Sigon, R Callegaro, L Perbellini, F Brugnone. Hippuric acid and ortho-cresol as biological indicators of occupational exposure to toluene. American journal of industrial medicine. 1987; 11(5):529-37. doi: 10.1002/ajim.4700110506. [PMID: 3591803]
  • O Inoue, K Seiji, T Watanabe, M Kasahara, H Nakatsuka, S N Yin, G L Li, S X Cai, C Jin, M Ikeda. Possible ethnic difference in toluene metabolism: a comparative study among Chinese, Turkish and Japanese solvent workers. Toxicology letters. 1986 Dec; 34(2-3):167-74. doi: 10.1016/0378-4274(86)90207-9. [PMID: 3798476]
  • M M Kochetova, B L Lur'e. [Determination of free serum phenol by gas-liquid chromatography in hemosorption]. Voprosy meditsinskoi khimii. 1985 Jan; 31(1):72-4. doi: NULL. [PMID: 3984277]
  • E De Rosa, F Brugnone, G B Bartolucci, L Perbellini, M L Bellomo, G P Gori, M Sigon, P Chiesura Corona. The validity of urinary metabolites as indicators of low exposures to toluene. International archives of occupational and environmental health. 1985; 56(2):135-45. doi: 10.1007/bf00379385. [PMID: 4055069]
  • J Angerer. Occupational chronic exposure to organic solvents. XII. O-cresol excretion after toluene exposure. International archives of occupational and environmental health. 1985; 56(4):323-8. doi: 10.1007/bf00405273. [PMID: 4066055]
  • O Inoue, K Seiji, N Ishihara, M Kumai, M Ikeda. Increased o- and p-cresol/hippuric acid ratios in the urine of four strains of rat exposed to toluene at thousands-ppm levels. Toxicology letters. 1984 Nov; 23(2):249-57. doi: 10.1016/0378-4274(84)90134-6. [PMID: 6506100]
  • M Døssing, J B Aelum, S H Hansen, G R Lundqvist, N T Andersen. Urinary hippuric acid and orthocresol excretion in man during experimental exposure to toluene. British journal of industrial medicine. 1983 Nov; 40(4):470-3. doi: 10.1136/oem.40.4.470. [PMID: 6626478]
  • F Brugnone, L Perbellini, P Apostoli, M Locatelli, P Mariotto. Decline of blood and alveolar toluene concentration following two accidental human poisonings. International archives of occupational and environmental health. 1983; 53(2):157-65. doi: 10.1007/bf00378428. [PMID: 6654512]
  • K Hasegawa, S Shiojima, A Koizumi, M Ikeda. Hippuric acid and o-cresol in the urine of workers exposed to toluene. International archives of occupational and environmental health. 1983; 52(3):197-208. doi: 10.1007/bf00526518. [PMID: 6629508]
  • R Andersson, A Carlsson, M B Nordqvist, J Sollenberg. Urinary excretion of hippuric acid and o-cresol after laboratory exposure of humans to toluene. International archives of occupational and environmental health. 1983; 53(2):101-8. doi: 10.1007/bf00378422. [PMID: 6654507]
  • P Apostoli, F Brugnone, L Perbellini, V Cocheo, M L Bellomo, R Silvestri. Biomonitoring of occupational toluene exposure. International archives of occupational and environmental health. 1982; 50(2):153-68. doi: 10.1007/bf00378077. [PMID: 7118259]
  • P Pfäffli, H Savolainen, P L Kalliomäki, P Kalliokoski. Urinary o-cresol in toluene exposure. Scandinavian journal of work, environment & health. 1979 Sep; 5(3):286-9. doi: 10.5271/sjweh.3103. [PMID: 20120577]
  • S Marklund. Determination of plasma or serum haemoglobin by peroxidase activity employing 2,2'-azino-di-(3-ethyl-benzthiazolinsulphonate-6) as chromogen. Scandinavian journal of clinical and laboratory investigation. 1978 Oct; 38(6):543-7. doi: 10.1080/00365517809108817. [PMID: 30165]