2-Biphenylol (BioDeep_00000002400)

 

Secondary id: BioDeep_00001867603

human metabolite Endogenous Volatile Flavor Compounds


代谢物信息卡片


2-phenylphenate tetrahydrate

化学式: C12H10O (170.073161)
中文名称: 2-苯基苯酚
谱图信息: 最多检出来源 Viridiplantae(plant) 0.1%

分子结构信息

SMILES: C1=CC=C(C=C1)C2=CC=CC=C2O
InChI: InChI=1S/C12H10O/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-9,13H

描述信息

2-Biphenylol is found in lemon. It is an antifungal agent and preservative. 2-Biphenylol is used for post-harvest control of storage disease in apples, citrus fruit, stone fruit, tomatoes, cucumber and peppers through the use of impregnated wrapping materials or by direct application in a wax. 2-Biphenylol is used in food seasonings. Inhibitory to a wider range of moulds than Biphenyl HMJ12-A. The practical way of treatment is to immerse citrus fruit in an alkaline aqueous solution of the parent compound or its Na salt
Antifungal agent, preservative. It is used for post-harvest control of storage disease in apples, citrus fruit, stone fruit, tomatoes, cucumber and peppers through the use of impregnated wrapping materials or by direct application in a wax. It is used in food seasonings. Inhibitory to a wider range of moulds than Biphenyl HMJ12-A. The practical way of treatment is to immerse citrus fruit in an alkaline aq. soln. of the parent compound or its Na salt. 2-Biphenylol is found in lemon.
CONFIDENCE standard compound; INTERNAL_ID 1392; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9460; ORIGINAL_PRECURSOR_SCAN_NO 9456
CONFIDENCE standard compound; INTERNAL_ID 1392; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9365; ORIGINAL_PRECURSOR_SCAN_NO 9363
CONFIDENCE standard compound; INTERNAL_ID 1392; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9398; ORIGINAL_PRECURSOR_SCAN_NO 9393
CONFIDENCE standard compound; INTERNAL_ID 1392; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9460; ORIGINAL_PRECURSOR_SCAN_NO 9457
CONFIDENCE standard compound; INTERNAL_ID 1392; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9464; ORIGINAL_PRECURSOR_SCAN_NO 9459
CONFIDENCE standard compound; INTERNAL_ID 1392; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9412; ORIGINAL_PRECURSOR_SCAN_NO 9407
CONFIDENCE standard compound; INTERNAL_ID 970; DATASET 20200303_ENTACT_RP_MIX502; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4368; ORIGINAL_PRECURSOR_SCAN_NO 4365
CONFIDENCE standard compound; INTERNAL_ID 970; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4893; ORIGINAL_PRECURSOR_SCAN_NO 4890
CONFIDENCE standard compound; INTERNAL_ID 970; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4862; ORIGINAL_PRECURSOR_SCAN_NO 4859
CONFIDENCE standard compound; INTERNAL_ID 970; DATASET 20200303_ENTACT_RP_MIX502; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4365; ORIGINAL_PRECURSOR_SCAN_NO 4361
CONFIDENCE standard compound; INTERNAL_ID 970; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4839; ORIGINAL_PRECURSOR_SCAN_NO 4835
CONFIDENCE standard compound; INTERNAL_ID 970; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4882; ORIGINAL_PRECURSOR_SCAN_NO 4877
D - Dermatologicals > D08 - Antiseptics and disinfectants > D08A - Antiseptics and disinfectants > D08AE - Phenol and derivatives
D009676 - Noxae > D002273 - Carcinogens
D000890 - Anti-Infective Agents
D016573 - Agrochemicals
D004202 - Disinfectants
D010575 - Pesticides

同义名列表

54 个代谢物同义名

2-phenylphenate tetrahydrate; Sodium ortho-phenylphenate; 1-Hydroxy-2-phenylbenzene; Sodium ortho-phenylphenol; 2-Phenylphenol, bsi, iso; Hydroxy-2-phenylbenzene; Sodium O-phenylphenoate; 2-Hydroxy-1,1-biphenyl; 2-Phenylphenol sodium; Orthohydroxydipbenyl; Orthohydroxydiphenyl; Ortho-phenylphenate; (1,1-Biphenyl)-2-ol; [1,1-biphenyl]-2-ol; 2-Hydroxy biphenyl; Orthophenyl phenol; ortho-Phenylphenol; 1,1-Biphenyl-2-ol; 2-Hydroxybiphenyl; O-Hydroxybiphenyl; O-Hydroxydiphenyl; Orthophenylphenol; 2-Hydroxydiphenyl; O-Phenyl phenol; Hydroxybiphenyl; O-Phenylphenate; 2-Phenylphenol; O-Phenylphenol; Hydroxdiphenyl; Nipacide OPP; O-Diphenylol; O-Biphenylol; 2-Biphenylol; Phenylphenol; 2-Fenylfenol; Stellisept; Dowicide 1; Biphenylol; Orthoxenol; FEMA 3959; Rotoline; Manusept; Dowicide; Lyorthol; O-Xonal; O-Xenol; Torsite; Nectryl; Amocid; OPP?; e231; HBP; 2-Hydroxybiphenyl; 2-Phenylphenol



数据库引用编号

33 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

6 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(2)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(4)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

5 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

  • Nasreen Nazar, Ajeeshkumar Kizhakkeppurath Kumaran, A S Athira, Megha Sivadas, Satyen Kumar Panda, Kaushik Banerjee, Niladri Sekhar Chatterjee. Untargeted metabolomics reveals potential health risks associated with chronic exposure to environmentally relevant concentrations of 2-Phenylphenol. The Science of the total environment. 2024 Feb; 912(?):169172. doi: 10.1016/j.scitotenv.2023.169172. [PMID: 38101641]
  • René Bérubé, Patrick Bélanger, Jean-François Bienvenu, Pierre Dumas, Gilles Provencher, Éric Gaudreau, Normand Fleury. New approach for the determination of ortho-phenylphenol exposure by measurement of sulfate and glucuronide conjugates in urine using liquid chromatography-tandem mass spectrometry. Analytical and bioanalytical chemistry. 2018 Nov; 410(28):7275-7284. doi: 10.1007/s00216-018-1339-5. [PMID: 30229309]
  • Chiara Perruchon, Sotirios Vasileiadis, Constantina Rousidou, Evangelia S Papadopoulou, Georgia Tanou, Martina Samiotaki, Constantinos Garagounis, Athanasios Molassiotis, Kalliope K Papadopoulou, Dimitrios G Karpouzas. Metabolic pathway and cell adaptation mechanisms revealed through genomic, proteomic and transcription analysis of a Sphingomonas haloaromaticamans strain degrading ortho-phenylphenol. Scientific reports. 2017 07; 7(1):6449. doi: 10.1038/s41598-017-06727-6. [PMID: 28743883]
  • Emma Nixon, James D Brooks, Patricia A Routh, Jason T Chittenden, Ronald E Baynes. Pharmacokinetics of 14 C-ortho-phenylphenol following intravenous administration in pigs. Journal of applied toxicology : JAT. 2017 04; 37(4):508-512. doi: 10.1002/jat.3380. [PMID: 27593710]
  • S Balakrishnan, L Hasegawa, D A Eastmond. The role of urinary pH in o-phenylphenol-induced cytotoxicity and chromosomal damage in the bladders of F344 rats. Environmental and molecular mutagenesis. 2016 Apr; 57(3):210-9. doi: 10.1002/em.22002. [PMID: 26919225]
  • Jinying Zhao, Yun Zhu, Noorie Hyun, Donglin Zeng, Karan Uppal, ViLinh T Tran, Tianwei Yu, Dean Jones, Jiang He, Elisa T Lee, Barbara V Howard. Novel metabolic markers for the risk of diabetes development in American Indians. Diabetes care. 2015 Feb; 38(2):220-7. doi: 10.2337/dc14-2033. [PMID: 25468946]
  • Rebecca K Moos, Jürgen Angerer, Jürgen Wittsiepe, Michael Wilhelm, Thomas Brüning, Holger M Koch. Rapid determination of nine parabens and seven other environmental phenols in urine samples of German children and adults. International journal of hygiene and environmental health. 2014 Nov; 217(8):845-53. doi: 10.1016/j.ijheh.2014.06.003. [PMID: 25008406]
  • Jing Shao, Huijuan Cheng, Changzhong Wang, Yan Wang. A phytoanticipin derivative, sodium houttuyfonate, induces in vitro synergistic effects with levofloxacin against biofilm formation by Pseudomonas aeruginosa. Molecules (Basel, Switzerland). 2012 Sep; 17(9):11242-54. doi: 10.3390/molecules170911242. [PMID: 22996347]
  • Kathryn M Onesios, Edward J Bouwer. Biological removal of pharmaceuticals and personal care products during laboratory soil aquifer treatment simulation with different primary substrate concentrations. Water research. 2012 May; 46(7):2365-75. doi: 10.1016/j.watres.2012.02.001. [PMID: 22374299]
  • Kirtesh Patel, Nicole A Doudican, Peter B Schiff, Seth J Orlow. Albendazole sensitizes cancer cells to ionizing radiation. Radiation oncology (London, England). 2011 Nov; 6(?):160. doi: 10.1186/1748-717x-6-160. [PMID: 22094106]
  • Yiyi Yu, Qiuxin Huang, Zhifang Wang, Kun Zhang, Caiming Tang, Jianlan Cui, Jialiang Feng, Xianzhi Peng. Occurrence and behavior of pharmaceuticals, steroid hormones, and endocrine-disrupting personal care products in wastewater and the recipient river water of the Pearl River Delta, South China. Journal of environmental monitoring : JEM. 2011 Apr; 13(4):871-8. doi: 10.1039/c0em00602e. [PMID: 21424011]
  • Hiroyuki Kojima, Fumihiro Sata, Shinji Takeuchi, Tatsuya Sueyoshi, Tadanori Nagai. Comparative study of human and mouse pregnane X receptor agonistic activity in 200 pesticides using in vitro reporter gene assays. Toxicology. 2011 Feb; 280(3):77-87. doi: 10.1016/j.tox.2010.11.008. [PMID: 21115097]
  • Rosemary Castorina, Asa Bradman, Laura Fenster, Dana Boyd Barr, Roberto Bravo, Michelle G Vedar, Martha E Harnly, Thomas E McKone, Ellen A Eisen, Brenda Eskenazi. Comparison of current-use pesticide and other toxicant urinary metabolite levels among pregnant women in the CHAMACOS cohort and NHANES. Environmental health perspectives. 2010 Jun; 118(6):856-63. doi: 10.1289/ehp.0901568. [PMID: 20129873]
  • N Klamerth, S Malato, M I Maldonado, A Agüera, A R Fernández-Alba. Application of photo-fenton as a tertiary treatment of emerging contaminants in municipal wastewater. Environmental science & technology. 2010 Mar; 44(5):1792-8. doi: 10.1021/es903455p. [PMID: 20131796]
  • John Mitchell. Small molecule immunosensing using surface plasmon resonance. Sensors (Basel, Switzerland). 2010; 10(8):7323-46. doi: 10.3390/s100807323. [PMID: 22163605]
  • N Klamerth, L Rizzo, S Malato, Manuel I Maldonado, A Agüera, A R Fernández-Alba. Degradation of fifteen emerging contaminants at microg L(-1) initial concentrations by mild solar photo-Fenton in MWTP effluents. Water research. 2010 Jan; 44(2):545-54. doi: 10.1016/j.watres.2009.09.059. [PMID: 19853272]
  • Nasrin Akhtar, Muhammad A Ghauri, Munir A Anwar, Kalsoom Akhtar. Analysis of the dibenzothiophene metabolic pathway in a newly isolated Rhodococcus spp. FEMS microbiology letters. 2009 Nov; 301(1):95-102. doi: 10.1111/j.1574-6968.2009.01797.x. [PMID: 19824901]
  • Ceri Lewis, Siham Beggah, Chris Pook, Carlos Guitart, Clare Redshaw, Jan Roelof van der Meer, James W Readman, Tamara Galloway. Novel use of a whole cell E. coli bioreporter as a urinary exposure biomarker. Environmental science & technology. 2009 Jan; 43(2):423-8. doi: 10.1021/es801325u. [PMID: 19238974]
  • Xiaoyun Ye, Lily J Tao, Larry L Needham, Antonia M Calafat. Automated on-line column-switching HPLC-MS/MS method for measuring environmental phenols and parabens in serum. Talanta. 2008 Aug; 76(4):865-71. doi: 10.1016/j.talanta.2008.04.034. [PMID: 18656671]
  • Martin B Oleksiewicz, Jennifer Southgate, Lars Iversen, Frederikke L Egerod. Rat Urinary Bladder Carcinogenesis by Dual-Acting PPARalpha + gamma Agonists. PPAR research. 2008; 2008(?):103167. doi: 10.1155/2008/103167. [PMID: 19197366]
  • Olivier Mazéas, Hélène Budzinski. Solid-phase extraction and purification for the quantification of polycyclic aromatic hydrocarbon metabolites in fish bile. Analytical and bioanalytical chemistry. 2005 Nov; 383(6):985-90. doi: 10.1007/s00216-005-0096-4. [PMID: 16244859]
  • Richard A Fenske, Asa Bradman, Robin M Whyatt, Mary S Wolff, Dana B Barr. Lessons learned for the assessment of children's pesticide exposure: critical sampling and analytical issues for future studies. Environmental health perspectives. 2005 Oct; 113(10):1455-62. doi: 10.1289/ehp.7674. [PMID: 16203262]
  • Xiaoyun Ye, Zsuzsanna Kuklenyik, Larry L Needham, Antonia M Calafat. Automated on-line column-switching HPLC-MS/MS method with peak focusing for the determination of nine environmental phenols in urine. Analytical chemistry. 2005 Aug; 77(16):5407-13. doi: 10.1021/ac050390d. [PMID: 16097788]
  • Roberto Bravo, Lisa M Caltabiano, Carolina Fernandez, Kimberly D Smith, Maribel Gallegos, Ralph D Whitehead, Gayanga Weerasekera, Paula Restrepo, Amanda M Bishop, José J Perez, Larry L Needham, Dana B Barr. Quantification of phenolic metabolites of environmental chemicals in human urine using gas chromatography-tandem mass spectrometry and isotope dilution quantification. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2005 Jun; 820(2):229-36. doi: 10.1016/j.jchromb.2005.03.012. [PMID: 15899376]
  • K Vengatajalabathy Gobi, Hiroyuki Tanaka, Yukihiro Shoyama, Norio Miura. Continuous flow immunosensor for highly selective and real-time detection of sub-ppb levels of 2-hydroxybiphenyl by using surface plasmon resonance imaging. Biosensors & bioelectronics. 2004 Sep; 20(2):350-7. doi: 10.1016/j.bios.2004.02.003. [PMID: 15308241]
  • Asa Bradman, Dana B Barr, Birgit G Claus Henn, Timothy Drumheller, Cynthia Curry, Brenda Eskenazi. Measurement of pesticides and other toxicants in amniotic fluid as a potential biomarker of prenatal exposure: a validation study. Environmental health perspectives. 2003 Nov; 111(14):1779-82. doi: 10.1289/ehp.6259. [PMID: 14594631]
  • Norio Miura, Makoto Sasaki, K Vengatajalabathy Gobi, Chiwa Kataoka, Yukihiro Shoyama. Highly sensitive and selective surface plasmon resonance sensor for detection of sub-ppb levels of benzo[a]pyrene by indirect competitive immunoreaction method. Biosensors & bioelectronics. 2003 Jul; 18(7):953-9. doi: 10.1016/s0956-5663(02)00242-7. [PMID: 12713919]
  • Tomoko Okubo, Itsu Kano. [Studies on estrogenic activities of food additives with human breast cancer MCF-7 cells and mechanism of estrogenicity by BHA and OPP]. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan. 2003 Jun; 123(6):443-52. doi: 10.1248/yakushi.123.443. [PMID: 12822488]
  • Robin M Whyatt, Dana B Barr, David E Camann, Patrick L Kinney, John R Barr, Howard F Andrews, Lori A Hoepner, Robin Garfinkel, Yair Hazi, Andria Reyes, Judyth Ramirez, Yesenia Cosme, Frederica P Perera. Contemporary-use pesticides in personal air samples during pregnancy and blood samples at delivery among urban minority mothers and newborns. Environmental health perspectives. 2003 May; 111(5):749-56. doi: 10.1289/ehp.5768. [PMID: 12727605]
  • Jian-Ying Hu, Takako Aizawa. Quantitative structure-activity relationships for estrogen receptor binding affinity of phenolic chemicals. Water research. 2003 Mar; 37(6):1213-22. doi: 10.1016/s0043-1354(02)00378-0. [PMID: 12598185]
  • Rafael Rodríguez, Jordi Mañes, Yolanda Picó. Off-line solid-phase microextraction and capillary electrophoresis mass spectrometry to determine acidic pesticides in fruits. Analytical chemistry. 2003 Feb; 75(3):452-9. doi: 10.1021/ac025884e. [PMID: 12585470]
  • Yu F Sasaki, Satomi Kawaguchi, Asako Kamaya, Miyuki Ohshita, Kazumi Kabasawa, Kayoko Iwama, Kazuyuki Taniguchi, Shuji Tsuda. The comet assay with 8 mouse organs: results with 39 currently used food additives. Mutation research. 2002 Aug; 519(1-2):103-19. doi: 10.1016/s1383-5718(02)00128-6. [PMID: 12160896]
  • Kaoru Sekihashi, Ayumu Yamamoto, Yukie Matsumura, Shunji Ueno, Mie Watanabe-Akanuma, Fekadu Kassie, Siegfried Knasmüller, Shuji Tsuda, Yu F Sasaki. Comparative investigation of multiple organs of mice and rats in the comet assay. Mutation research. 2002 May; 517(1-2):53-75. doi: 10.1016/s1383-5718(02)00034-7. [PMID: 12034309]
  • N Niho, M Shibutani, K Toyoda, H Sato, A Hirose, K Imaida, M Takahashi, Y Hayashi, M Hirose. Dose- and time-response studies of sodium o-phenylphenate urinary bladder carcinogenicity in rats. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2002 May; 40(5):715-22. doi: 10.1016/s0278-6915(02)00003-0. [PMID: 11955678]
  • Nicole H P Cnubben, Graham R Elliott, Betty C Hakkert, Wim J A Meuling, Johannes J M van de Sandt. Comparative in vitro-in vivo percutaneous penetration of the fungicide ortho-phenylphenol. Regulatory toxicology and pharmacology : RTP. 2002 Apr; 35(2 Pt 1):198-208. doi: 10.1006/rtph.2001.1530. [PMID: 12052004]
  • M Ohnishi, H Yajima, T Takeuchi, M Saito, K Yamazaki, T Kasai, K Nagano, S Yamamoto, T Matsushima, T Ishii. Mechanism of urinary tract crystal formation following biphenyl treatment. Toxicology and applied pharmacology. 2001 Jul; 174(2):122-9. doi: 10.1006/taap.2001.9192. [PMID: 11446827]
  • M K St John, L L Arnold, T Anderson, M Cano, S L Johansson, S M Cohen. Dietary effects of ortho-phenylphenol and sodium ortho-phenylphenate on rat urothelium. Toxicological sciences : an official journal of the Society of Toxicology. 2001 Feb; 59(2):346-51. doi: 10.1093/toxsci/59.2.346. [PMID: 11158728]
  • W Körner, U Bolz, W Süssmuth, G Hiller, W Schuller, V Hanf, H Hagenmaier. Input/output balance of estrogenic active compounds in a major municipal sewage plant in Germany. Chemosphere. 2000 May; 40(9-11):1131-42. doi: 10.1016/s0045-6535(99)00362-8. [PMID: 10739055]
  • K E Appel. The carcinogenicity of the biocide ortho-phenylphenol. Archives of toxicology. 2000 Apr; 74(2):61-71. doi: 10.1007/s002040050654. [PMID: 10839472]
  • P Henschke, E Almstadt, S Lüttgert, K E Appel. Metabolites of the biocide o-phenylphenol generate oxidative DNA lesions in V 79 cells. Archives of toxicology. 2000 Jan; 73(10-11):607-10. doi: 10.1007/s002040050014. [PMID: 10663393]
  • E S Kwok, B A Buchholz, J S Vogel, K W Turteltaub, D A Eastmond. Dose-dependent binding of ortho-phenylphenol to protein but not DNA in the urinary bladder of male F344 rats. Toxicology and applied pharmacology. 1999 Aug; 159(1):18-24. doi: 10.1006/taap.1999.8722. [PMID: 10448121]
  • NULL. ortho-phenylphenol and its sodium salt. IARC monographs on the evaluation of carcinogenic risks to humans. 1999; 73(?):451-80. doi: NULL. [PMID: 10804965]
  • S M Cohen. Calcium phosphate-containing urinary precipitate in rat urinary bladder carcinogenesis. IARC scientific publications. 1999; ?(147):175-89. doi: NULL. [PMID: 10457917]
  • A Freyberger, G H Degen. Inhibition of prostaglandin-H-synthase by o-phenylphenol and its metabolites. Archives of toxicology. 1998 Oct; 72(10):637-44. doi: 10.1007/s002040050554. [PMID: 9851679]
  • C Timchalk, S Selim, G Sangha, M J Bartels. The pharmacokinetics and metabolism of 14C/13C-labeled ortho-phenylphenol formation following dermal application to human volunteers. Human & experimental toxicology. 1998 Aug; 17(8):411-7. doi: 10.1177/096032719801700801. [PMID: 9756132]
  • R A Smith, W R Christenson, M J Bartels, L L Arnold, M K St John, M Cano, E M Garland, S G Lake, B S Wahle, D A McNett, S M Cohen. Urinary physiologic and chemical metabolic effects on the urothelial cytotoxicity and potential DNA adducts of o-phenylphenol in male rats. Toxicology and applied pharmacology. 1998 Jun; 150(2):402-13. doi: 10.1006/taap.1998.8435. [PMID: 9653072]
  • M J Bartels, D A McNett, C Timchalk, A L Mendrala, W R Christenson, G K Sangha, K A Brzak, S N Shabrang. Comparative metabolism of ortho-phenylphenol in mouse, rat and man. Xenobiotica; the fate of foreign compounds in biological systems. 1998 Jun; 28(6):579-94. doi: 10.1080/004982598239335. [PMID: 9667081]
  • Y F Sasaki, A Saga, M Akasaka, K Yoshida, E Nishidate, Y Q Su, N Matsusaka, S Tsuda. In vivo genotoxicity of ortho-phenylphenol, biphenyl, and thiabendazole detected in multiple mouse organs by the alkaline single cell gel electrophoresis assay. Mutation research. 1997 Dec; 395(2-3):189-98. doi: 10.1016/s1383-5718(97)00168-x. [PMID: 9465930]
  • M J Bartels, K A Brzak, G A Bormett. Determination of ortho-phenylphenol in human urine by gas chromatography-mass spectrometry. Journal of chromatography. B, Biomedical sciences and applications. 1997 Dec; 703(1-2):97-104. doi: 10.1016/s0378-4347(97)00405-2. [PMID: 9448066]
  • E S Kwok, D A Eastmond. Effects of pH on nonenzymatic oxidation of phenylhydroquinone: potential role in urinary bladder carcinogenesis induced by o-phenylphenol in Fischer 344 rats. Chemical research in toxicology. 1997 Jul; 10(7):742-9. doi: 10.1021/tx9700331. [PMID: 9250407]
  • M D Green, D J Clarke, E M Oturu, P B Styczynski, M R Jackson, B Burchell, T R Tephly. Cloning and expression of a rat liver phenobarbital-inducible UDP-glucuronosyltransferase (2B12) with specificity for monoterpenoid alcohols. Archives of biochemistry and biophysics. 1995 Oct; 322(2):460-8. doi: 10.1006/abbi.1995.1489. [PMID: 7574722]
  • M A Calori-Domingues, H Fonseca. Laboratory evaluation of chemical control of aflatoxin production in unshelled peanuts (Arachis hypogaea L.). Food additives and contaminants. 1995 May; 12(3):347-50. doi: 10.1080/02652039509374313. [PMID: 7664926]
  • M R Ranzani, H Fonseca. Mycological evaluation of chemically-treated unshelled peanuts. Food additives and contaminants. 1995 May; 12(3):343-6. doi: 10.1080/02652039509374312. [PMID: 7664925]
  • Y Nakagawa, G A Moore. Cytotoxic effects of postharvest fungicides, ortho-phenylphenol, thiabendazole and imazalil, on isolated rat hepatocytes. Life sciences. 1995; 57(15):1433-40. doi: 10.1016/0024-3205(95)02106-s. [PMID: 7674834]
  • S A Sattar, H Jacobsen, H Rahman, T M Cusack, J R Rubino. Interruption of rotavirus spread through chemical disinfection. Infection control and hospital epidemiology. 1994 Dec; 15(12):751-6. doi: 10.1086/646852. [PMID: 7890922]
  • J G Lamb, P Straub, R H Tukey. Cloning and characterization of cDNAs encoding mouse Ugt1.6 and rabbit UGT1.6: differential induction by 2,3,7,8-tetrachlorodibenzo-p-dioxin. Biochemistry. 1994 Aug; 33(34):10513-20. doi: 10.1021/bi00200a037. [PMID: 8068691]
  • S Narayan, D Roy. Changes in protein and nonprotein thiol contents in bladder, kidney and liver of mice by the pesticide sodium-o-phenylphenol and their possible role in cellular toxicity. Biochemistry international. 1992 Feb; 26(1):191-8. doi: NULL. [PMID: 1616494]
  • G M Pacifici, L Vannucci, C Bencini, G Tusini, F Mosca. Sulphation of hydroxybiphenyls in human tissues. Xenobiotica; the fate of foreign compounds in biological systems. 1991 Sep; 21(9):1113-8. doi: 10.3109/00498259109039551. [PMID: 1788979]
  • R Hasegawa, M Fukuoka, T Takahashi, A Yamamoto, S Yamaguchi, M A Shibata, A Tanaka, S Fukushima. Sex differences in o-phenylphenol and sodium o-phenylphenate rat urinary bladder carcinogenesis: urinary metabolites and electrolytes under conditions of aciduria and alkalinuria. Japanese journal of cancer research : Gann. 1991 Jun; 82(6):657-64. doi: 10.1111/j.1349-7006.1991.tb01901.x. [PMID: 1906852]
  • P Kolachana, V V Subrahmanyam, D A Eastmond, M T Smith. Metabolism of phenylhydroquinone by prostaglandin (H) synthase: possible implications in o-phenylphenol carcinogenesis. Carcinogenesis. 1991 Jan; 12(1):145-9. doi: 10.1093/carcin/12.1.145. [PMID: 1899053]
  • R Hasegawa, S Takahashi, M Asamoto, T Shirai, S Fukushima. Species differences in sodium o-phenylphenate induction of urinary bladder lesions. Cancer letters. 1990 Apr; 50(2):87-91. doi: 10.1016/0304-3835(90)90236-q. [PMID: 2328484]
  • F Nagai, K Ushiyama, K Satoh, I Kano. DNA cleavage by phenylhydroquinone: the major metabolite of a fungicide o-phenylphenol. Chemico-biological interactions. 1990; 76(2):163-79. doi: 10.1016/0009-2797(90)90086-3. [PMID: 2171789]
  • M A Shibata, H Tanaka, M Yamada, S Tamano, S Fukushima. Proliferative response of renal pelvic epithelium in rats to oral administration of ortho-phenylphenol, sodium ortho-phenylphenate and diphenyl. Cancer letters. 1989 Nov; 48(1):19-28. doi: 10.1016/0304-3835(89)90198-5. [PMID: 2819693]
  • K Morimoto, M Sato, M Fukuoka, R Hasegawa, T Takahashi, T Tsuchiya, A Tanaka, A Takahashi, Y Hayashi. Correlation between the DNA damage in urinary bladder epithelium and the urinary 2-phenyl-1,4-benzoquinone levels from F344 rats fed sodium o-phenylphenate in the diet. Carcinogenesis. 1989 Oct; 10(10):1823-7. doi: 10.1093/carcin/10.10.1823. [PMID: 2791200]
  • S Fukushima, T Inoue, S Uwagawa, M A Shibata, N Ito. Co-carcinogenic effects of NaHCO3 on o-phenylphenol-induced rat bladder carcinogenesis. Carcinogenesis. 1989 Sep; 10(9):1635-40. doi: 10.1093/carcin/10.9.1635. [PMID: 2548750]
  • Y Nakagawa, K Tayama. Effect of buthionine sulfoximine on orthophenylphenol-induced hepato- and nephrotoxic potential in male rats. Archives of toxicology. 1988; 62(6):452-7. doi: 10.1007/bf00288349. [PMID: 3250375]
  • T Fujii, K Nakamura, K Hiraga. Effects of pH on the carcinogenicity of o-phenylphenol and sodium o-phenylphenate in the rat urinary bladder. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1987 May; 25(5):359-62. doi: 10.1016/0278-6915(87)90169-4. [PMID: 3609975]
  • S Fukushima, M Shibata, Y Kurata, S Tamano, T Masui. Changes in the urine and scanning electron microscopically observed appearance of the rat bladder following treatment with tumor promoters. Japanese journal of cancer research : Gann. 1986 Nov; 77(11):1074-82. doi: NULL. [PMID: 3098716]
  • E Salminen, S Salminen. Urinary excretion of orally administered oxalic acid in saccharin and o-phenylphenol-fed NMRI mice. Urologia internationalis. 1986; 41(2):88-90. doi: 10.1159/000281173. [PMID: 3727196]
  • F O Dorgelo, G Verver, G Wieling, R J Topp, J S Boleij, T M Pal. Urinary hydroxydiphenyl excretion of workers occupationally exposed to a mixture of diphenyl and diphenylether (Dowtherm A). International archives of occupational and environmental health. 1985; 56(2):129-34. doi: 10.1007/bf00379384. [PMID: 4055068]
  • A Hagiwara, M Shibata, M Hirose, S Fukushima, N Ito. Long-term toxicity and carcinogenicity study of sodium o-phenylphenate in B6C3F1 mice. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1984 Oct; 22(10):809-14. doi: 10.1016/0278-6915(84)90119-4. [PMID: 6541619]
  • F Nagai, T Nakao. Changes in enzyme activities in the urine and tissues of rats fed sodium o-phenylphenate. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1984 May; 22(5):361-4. doi: 10.1016/0278-6915(84)90364-8. [PMID: 6144619]
  • R H Reitz, T R Fox, J F Quast, E A Hermann, P G Watanabe. Biochemical factors involved in the effects of orthophenylphenol (OPP) and sodium orthophenylphenate (SOPP) on the urinary tract of male F344 rats. Toxicology and applied pharmacology. 1984 Apr; 73(2):345-9. doi: 10.1016/0041-008x(84)90340-5. [PMID: 6710533]
  • A Nakagawa, T Nakao, M Nakao. Altered levels of cyclic nucleotides in F344 rats fed sodium o-phenylphenate. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1984 Mar; 22(3):217-21. doi: 10.1016/0278-6915(84)90130-3. [PMID: 6323289]
  • T Nakao, K Ushiyama, J Kabashima, F Nagai, A Nakagawa, T Ohno, H Ichikawa, H Kobayashi, K Hiraga. The metabolic profile of sodium o-phenylphenate after subchronic oral administration to rats. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1983 Jun; 21(3):325-9. doi: 10.1016/0278-6915(83)90068-6. [PMID: 6683228]
  • H P Harke, H Klein. [Resorption of 2-phenylphenol from washing hand disinfectants (author's transl)]. Zentralblatt fur Bakteriologie, Mikrobiologie und Hygiene. 1. Abt. Originale B, Hygiene. 1981 Dec; 174(3):274-8. doi: NULL. [PMID: 7331586]
  • K Hiraga, T Fujii. Induction of tumours of the urinary system in F344 rats by dietary administration of sodium o-phenylphenate. Food and cosmetics toxicology. 1981 Jun; 19(3):303-10. doi: 10.1016/0015-6264(81)90389-8. [PMID: 7262742]
  • L L Needham, R H Hill, D C Paschal, S L Sirmans. Determination of three germicidal phenols in serum of infants with hyperbilirubinemia. Clinica chimica acta; international journal of clinical chemistry. 1980 Nov; 107(3):261-6. doi: 10.1016/0009-8981(80)90454-4. [PMID: 7438459]
  • M C Savides, F W Oehme. Urinary metabolism of orally administered ortho-phenyl phenol in dogs and cats. Toxicology. 1980; 17(3):355-63. doi: 10.1016/0300-483x(80)90016-5. [PMID: 6782710]