2-Nonylphenol (BioDeep_00000173402)
human metabolite blood metabolite natural product Volatile Flavor Compounds
代谢物信息卡片
化学式: C15H24O (220.18270539999997)
中文名称: 壬基酚
谱图信息:
最多检出来源 Homo sapiens(blood) 66.67%
分子结构信息
SMILES: CCCCCCCCCC1=CC=CC=C1O
InChI: InChI=1S/C15H24O/c1-2-3-4-5-6-7-8-11-14-12-9-10-13-15(14)16/h9-10,12-13,16H,2-8,11H2,1H3
数据库引用编号
10 个数据库交叉引用编号
- PubChem: 67296
- HMDB: HMDB0245272
- Wikipedia: Nonylphenol
- chemspider: 60628
- CAS: 25154-52-3
- CAS: 136-83-4
- LOTUS: LTS0254950
- KEGG: C14993
- PubChem: 17395990
- KNApSAcK: 79516
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)
10 个相关的物种来源信息
- 2759 - Eukaryota: LTS0254950
- 9606 - Homo sapiens: -
- 3398 - Magnoliopsida: LTS0254950
- 13625 - Paeonia: LTS0254950
- 35924 - Paeonia lactiflora: 10.1271/BBB1961.48.2847
- 35924 - Paeonia lactiflora: LTS0254950
- 24943 - Paeoniaceae: LTS0254950
- 35493 - Streptophyta: LTS0254950
- 58023 - Tracheophyta: LTS0254950
- 33090 - Viridiplantae: LTS0254950
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
- Urmi Mukherjee, Anwesha Samanta, Subhasri Biswas, Soumyajyoti Ghosh, Sriparna Das, Sambuddha Banerjee, Sudipta Maitra. Chronic exposure to nonylphenol induces oxidative stress and liver damage in male zebrafish (Danio rerio): Mechanistic insight into cellular energy sensors, lipid accumulation and immune modulation.
Chemico-biological interactions.
2022 Jan; 351(?):109762. doi:
10.1016/j.cbi.2021.109762
. [PMID: 34843692] - Lin Wang, Mei Guo, Guoli Feng, Pan Wang, Jie Xu, Jie Yu. Effects of chronic exposure to nonylphenol at environmental concentration on thyroid function and thyroid hyperplasia disease in male rats.
Toxicology.
2021 09; 461(?):152918. doi:
10.1016/j.tox.2021.152918
. [PMID: 34464681] - Ya Luo, Weihong Xu, Wei Ou, Ting Wang, Changwei Yang, Songying Xie, Jie Yu, Jie Xu. Hospital-based case control study and animal study on the relationship between nonylphenol exposure and depression.
PeerJ.
2021; 9(?):e11384. doi:
10.7717/peerj.11384
. [PMID: 34046258] - Pål A Olsvik, Liv Søfteland. Mixture toxicity of chlorpyrifos-methyl, pirimiphos-methyl, and nonylphenol in Atlantic salmon (Salmo salar) hepatocytes.
Toxicology reports.
2020; 7(?):547-558. doi:
10.1016/j.toxrep.2020.03.008
. [PMID: 32373476] - Qian-Nan Di, Wei-Xin Cao, Run Xu, Lingeng Lu, Qian Xu, Xiao-Bin Wang. Chronic low-dose exposure of nonylphenol alters energy homeostasis in the reproductive system of female rats.
Toxicology and applied pharmacology.
2018 06; 348(?):67-75. doi:
10.1016/j.taap.2018.04.007
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Aquatic toxicology (Amsterdam, Netherlands).
2017 Apr; 185(?):95-104. doi:
10.1016/j.aquatox.2017.02.007
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Aquatic toxicology (Amsterdam, Netherlands).
2015 Oct; 167(?):257-64. doi:
10.1016/j.aquatox.2015.08.006
. [PMID: 26382854] - Ling-Ling Chang, Wan-Song A Wun, Paulus S Wang. In utero and neonate exposure to nonylphenol develops hyperadrenalism and metabolic syndrome later in life. I. First generation rats (F(1)).
Toxicology.
2012 Nov; 301(1-3):40-9. doi:
10.1016/j.tox.2012.06.017
. [PMID: 22765982] - Lesley K Shelley, Peter S Ross, Kristina M Miller, Karia H Kaukinen, Christopher J Kennedy. Toxicity of atrazine and nonylphenol in juvenile rainbow trout (Oncorhynchus mykiss): effects on general health, disease susceptibility and gene expression.
Aquatic toxicology (Amsterdam, Netherlands).
2012 Nov; 124-125(?):217-26. doi:
10.1016/j.aquatox.2012.08.007
. [PMID: 22982499] - Catherine Pirard, Clémence Sagot, Marine Deville, Nathalie Dubois, Corinne Charlier. Urinary levels of bisphenol A, triclosan and 4-nonylphenol in a general Belgian population.
Environment international.
2012 Nov; 48(?):78-83. doi:
10.1016/j.envint.2012.07.003
. [PMID: 22885664] - Laura S Robertson, Stephen D McCormick. The effect of nonylphenol on gene expression in Atlantic salmon smolts.
Aquatic toxicology (Amsterdam, Netherlands).
2012 Oct; 122-123(?):36-43. doi:
10.1016/j.aquatox.2012.05.009
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Journal of chromatography. A.
2012 Oct; 1258(?):128-35. doi:
10.1016/j.chroma.2012.08.033
. [PMID: 22947482] - R Jubendradass, S C D'Cruz, P P Mathur. Long-term exposure to nonylphenol affects insulin signaling in the liver of adult male rats.
Human & experimental toxicology.
2012 Sep; 31(9):868-76. doi:
10.1177/0960327111426587
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European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2012 Aug; 46(5):455-67. doi:
10.1016/j.ejps.2012.03.009
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Journal of AOAC International.
2012 Jul; 95(4):1195-204. doi:
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Archives of environmental contamination and toxicology.
2012 Jul; 63(1):22-8. doi:
10.1007/s00244-011-9741-4
. [PMID: 22203462] - Hamdy A A Aly, Oscar Domènech, Zainy M Banjar. Effect of nonylphenol on male reproduction: analysis of rat epididymal biochemical markers and antioxidant defense enzymes.
Toxicology and applied pharmacology.
2012 Jun; 261(2):134-41. doi:
10.1016/j.taap.2012.02.015
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Journal of environmental monitoring : JEM.
2012 May; 14(5):1428-36. doi:
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Steroids.
2012 Apr; 77(5):424-32. doi:
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. [PMID: 22230296] - G Del Giudice, M Prisco, M Agnese, M Verderame, L Rosati, E Limatola, P Andreuccetti. Effects of nonylphenol on vitellogenin synthesis in adult males of the spotted ray Torpedo marmorata.
Journal of fish biology.
2012 Apr; 80(5):2112-21. doi:
10.1111/j.1095-8649.2011.03172.x
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Environmental health : a global access science source.
2012 Mar; 11(?):10. doi:
10.1186/1476-069x-11-10
. [PMID: 22394520] - Prakash M Gopalakrishnan Nair, Jinhee Choi. Effects of cadmium chloride and nonylphenol on the expression of StAR-related lipid transfer domain containing protein (START1) gene in aquatic midge, Chironomus riparius.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP.
2012 Mar; 155(2):369-74. doi:
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. [PMID: 22056801] - Anna Capaldo, Flaminia Gay, Salvatore Valiante, Maria De Falco, Rosaria Sciarrillo, Massimo Maddaloni, Vincenza Laforgia. Endocrine-disrupting effects of nonylphenol in the newt, Triturus carnifex (Amphibia, Urodela).
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP.
2012 Mar; 155(2):352-8. doi:
10.1016/j.cbpc.2011.10.004
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Journal of proteome research.
2012 Feb; 11(2):1133-43. doi:
10.1021/pr200840b
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Water science and technology : a journal of the International Association on Water Pollution Research.
2012; 65(7):1290-7. doi:
10.2166/wst.2012.010
. [PMID: 22437028] - Stephen J Genuis, Sanjay Beesoon, Detlef Birkholz, Rebecca A Lobo. Human excretion of bisphenol A: blood, urine, and sweat (BUS) study.
Journal of environmental and public health.
2012; 2012(?):185731. doi:
10.1155/2012/185731
. [PMID: 22253637] - David Melzer, Lorna Harries, Riccardo Cipelli, William Henley, Cathryn Money, Paul McCormack, Anita Young, Jack Guralnik, Luigi Ferrucci, Stefania Bandinelli, Anna Maria Corsi, Tamara Galloway. Bisphenol A exposure is associated with in vivo estrogenic gene expression in adults.
Environmental health perspectives.
2011 Dec; 119(12):1788-93. doi:
10.1289/ehp.1103809
. [PMID: 21831745] - Satyanarayanan Senthil Kumaran, Chokkalingam Kavitha, Mathan Ramesh, Tamara Grummt. Toxicity studies of nonylphenol and octylphenol: hormonal, hematological and biochemical effects in Clarias gariepinus.
Journal of applied toxicology : JAT.
2011 Nov; 31(8):752-61. doi:
10.1002/jat.1629
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Ecotoxicology and environmental safety.
2011 Nov; 74(8):2175-81. doi:
10.1016/j.ecoenv.2011.07.036
. [PMID: 21880369] - Minkyu Choi, Edward T Furlong, Hyo-Bang Moon, Jun Yu, Hee-Gu Choi. Contamination of nonylphenolic compounds in creek water, wastewater treatment plant effluents, and sediments from Lake Shihwa and vicinity, Korea: comparison with fecal pollution.
Chemosphere.
2011 Nov; 85(8):1406-13. doi:
10.1016/j.chemosphere.2011.08.016
. [PMID: 21890169] - Yen-Jui Chang, Wei-Ju Huang, Han-Wei Lin, Ling-Ling Chang, Full-Young Chang, Paulus S Wang. A radioimmunoassay for rat ghrelin: evaluation of method and effects of nonylphenol on ghrelin secretion in force-fed young rats.
The Chinese journal of physiology.
2011 Oct; 54(5):324-31. doi:
10.4077/cjp.2011.amm088
. [PMID: 22135911] - Valentina Pomatto, Francesco Palermo, Gilberto Mosconi, Erika Cottone, Paolo Cocci, Massimo Nabissi, Luca Borgio, Alberta M Polzonetti-Magni, Maria Fosca Franzoni. Xenoestrogens elicit a modulation of endocannabinoid system and estrogen receptors in 4NP treated goldfish, Carassius auratus.
General and comparative endocrinology.
2011 Oct; 174(1):30-5. doi:
10.1016/j.ygcen.2011.08.001
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Environmental toxicology and chemistry.
2011 Oct; 30(10):2335-41. doi:
10.1002/etc.634
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Talanta.
2011 Sep; 85(4):1825-34. doi:
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. [PMID: 21872026] - Po-Ling Yu, Han-Wei Lin, Shyi-Wu Wang, Paulus S Wang. Effects of nonylphenol on the production of progesterone on the rats granulosa cells.
Journal of cellular biochemistry.
2011 Sep; 112(9):2627-36. doi:
10.1002/jcb.23189
. [PMID: 21598305] - Chang-Lun Liu, Hung-Hung Sung. Genes are differentially expressed at transcriptional level of Neocaridina denticulata following short-term exposure to nonylphenol.
Bulletin of environmental contamination and toxicology.
2011 Sep; 87(3):220-5. doi:
10.1007/s00128-011-0338-4
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Journal of chromatography. A.
2011 Aug; 1218(31):5248-53. doi:
10.1016/j.chroma.2011.06.005
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Environmental science and pollution research international.
2011 Aug; 19(7):2570-80. doi:
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Environmental toxicology.
2011 Aug; 26(4):325-37. doi:
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Environmental science & technology.
2011 Aug; 45(15):6524-30. doi:
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Chemical research in toxicology.
2011 Jul; 24(7):1134-43. doi:
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2011 Jun; 103(3-4):213-21. doi:
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Toxicology and applied pharmacology.
2011 May; 252(3):259-67. doi:
10.1016/j.taap.2011.02.017
. [PMID: 21376070] - Mariailaria Verderame, Marina Prisco, Piero Andreuccetti, Francesco Aniello, Ermelinda Limatola. Experimentally nonylphenol-polluted diet induces the expression of silent genes VTG and ERα in the liver of male lizard Podarcis sicula.
Environmental pollution (Barking, Essex : 1987).
2011 May; 159(5):1101-7. doi:
10.1016/j.envpol.2011.02.017
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2011 May; 13(5):1366-73. doi:
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Environmental monitoring and assessment.
2011 Apr; 175(1-4):315-9. doi:
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2011 Mar; 25(2):77-83. doi:
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Analytical and bioanalytical chemistry.
2011 Mar; 399(7):2549-61. doi:
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Biomedical and environmental sciences : BES.
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PloS one.
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Scientia pharmaceutica.
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Environmental science & technology.
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International journal of molecular sciences.
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Journal of hazardous materials.
2010 Nov; 183(1-3):701-11. doi:
10.1016/j.jhazmat.2010.07.083
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Environmental science & technology.
2010 Nov; 44(21):8223-9. doi:
10.1021/es101515x
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Environmental health perspectives.
2010 Nov; 118(11):1603-8. doi:
10.1289/ehp.1002367
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Birth defects research. Part B, Developmental and reproductive toxicology.
2010 Oct; 89(5):418-28. doi:
10.1002/bdrb.20268
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Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2010 Oct; 48(10):2865-71. doi:
10.1016/j.fct.2010.07.019
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Environmental toxicology and chemistry.
2010 Sep; 29(9):2104-11. doi:
10.1002/etc.262
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Environmental health perspectives.
2010 Sep; 118(9):1286-91. doi:
10.1289/ehp.1002037
. [PMID: 20494855] - Emanuele Magi, Carlo Scapolla, Marina Di Carro, Camilla Liscio. Determination of endocrine-disrupting compounds in drinking waters by fast liquid chromatography-tandem mass spectrometry.
Journal of mass spectrometry : JMS.
2010 Sep; 45(9):1003-11. doi:
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Environmental health perspectives.
2010 Aug; 118(8):1055-70. doi:
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Chemosphere.
2010 Jul; 80(5):592-9. doi:
10.1016/j.chemosphere.2010.03.042
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Fish physiology and biochemistry.
2010 Jun; 36(2):237-49. doi:
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Drug and chemical toxicology.
2010 Apr; 33(2):193-203. doi:
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PloS one.
2010 Mar; 5(3):e9678. doi:
10.1371/journal.pone.0009678
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Journal of environmental monitoring : JEM.
2010 Mar; 12(3):614-21. doi:
10.1039/b913229e
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Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine.
2010 Mar; 30(3):312-6. doi:
"
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Environmental health perspectives.
2010 Feb; 118(2):273-7. doi:
10.1289/ehp.0901259
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Toxicology.
2010 Jan; 268(1-2):1-7. doi:
10.1016/j.tox.2009.10.030
. [PMID: 19883722] - David Melzer, Neil E Rice, Ceri Lewis, William E Henley, Tamara S Galloway. Association of urinary bisphenol a concentration with heart disease: evidence from NHANES 2003/06.
PloS one.
2010 Jan; 5(1):e8673. doi:
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Marine pollution bulletin.
2010 Jan; 60(1):103-12. doi:
10.1016/j.marpolbul.2009.08.028
. [PMID: 19786286] - Hai Hoang, Ning Yu, Tadashi Toyama, Daisuke Inoue, Kazunari Sei, Michihiko Ike. Accelerated degradation of a variety of aromatic compounds by Spirodela polyrrhiza-bacterial associations and contribution of root exudates released from S. polyrrhiza.
Journal of environmental sciences (China).
2010; 22(4):494-9. doi:
10.1016/s1001-0742(09)60135-2
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Water science and technology : a journal of the International Association on Water Pollution Research.
2010; 61(7):1663-71. doi:
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Journal of toxicology and environmental health. Part A.
2010; 73(15):1021-31. doi:
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The Science of the total environment.
2010 Jan; 408(3):563-70. doi:
10.1016/j.scitotenv.2009.10.027
. [PMID: 19896162] - Sara Romano, Fabien Aujoulat, Estelle Jumas-Bilak, Agnès Masnou, Jean-Luc Jeannot, Enevold Falsen, Hélène Marchandin, Corinne Teyssier. Multilocus sequence typing supports the hypothesis that Ochrobactrum anthropi displays a human-associated subpopulation.
BMC microbiology.
2009 Dec; 9(?):267. doi:
10.1186/1471-2180-9-267
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Environmental technology.
2009 Dec; 30(13):1415-24. doi:
10.1080/09593330903179765
. [PMID: 20088206] - Trond M Kortner, Anne S Mortensen, Marianne D Hansen, Augustine Arukwe. Neural aromatase transcript and protein levels in Atlantic salmon (Salmo salar) are modulated by the ubiquitous water pollutant, 4-nonylphenol.
General and comparative endocrinology.
2009 Oct; 164(1):91-9. doi:
10.1016/j.ygcen.2009.05.009
. [PMID: 19467236] - Chi-Ying Hsieh, Chang-Ling Miaw, Chien-Cheng Hsieh, Hui-Ching Tseng, Yuan-Han Yang, Chia-Hung Yen. Effects of chronic 4-n-nonylphenol treatment on aortic vasoconstriction and vasorelaxation in rats.
Archives of toxicology.
2009 Oct; 83(10):941-6. doi:
10.1007/s00204-009-0447-6
. [PMID: 19533100] - Yoong K K Koh, Tze Y Chiu, Alan R Boobis, Mark D Scrimshaw, John P Bagnall, Ana Soares, Simon Pollard, Elise Cartmell, John N Lester. Influence of operating parameters on the biodegradation of steroid estrogens and nonylphenolic compounds during biological wastewater treatment processes.
Environmental science & technology.
2009 Sep; 43(17):6646-54. doi:
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. [PMID: 19764230] - Yong Yu, Hongyan Zhai, Shaogang Hou, Hongwen Sun. Nonylphenol ethoxylates and their metabolites in sewage treatment plants and rivers of Tianjin, China.
Chemosphere.
2009 Sep; 77(1):1-7. doi:
10.1016/j.chemosphere.2009.06.036
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Environmental health perspectives.
2009 Sep; 117(9):1454-60. doi:
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. [PMID: 19750113] - Jenny L Carwile, Henry T Luu, Laura S Bassett, Daniel A Driscoll, Caterina Yuan, Jennifer Y Chang, Xiaoyun Ye, Antonia M Calafat, Karin B Michels. Polycarbonate bottle use and urinary bisphenol A concentrations.
Environmental health perspectives.
2009 Sep; 117(9):1368-72. doi:
10.1289/ehp.0900604
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Chemosphere.
2009 Aug; 76(7):927-31. doi:
10.1016/j.chemosphere.2009.04.054
. [PMID: 19476970] - Hubert Cabana, Céline Alexandre, Spiros N Agathos, J Peter Jones. Immobilization of laccase from the white rot fungus Coriolopsis polyzona and use of the immobilized biocatalyst for the continuous elimination of endocrine disrupting chemicals.
Bioresource technology.
2009 Jul; 100(14):3447-58. doi:
10.1016/j.biortech.2009.02.052
. [PMID: 19329308] - Laura Núñez, Susanne K Wiedmer, Jevgeni Parshintsev, Kari Hartonen, Marja-Liisa Riekkola, José L Tadeo, Esther Turiel. Determination of nonylphenol and nonylphenol ethoxylates in wastewater using MEKC.
Journal of separation science.
2009 Jun; 32(12):2109-16. doi:
10.1002/jssc.200900114
. [PMID: 19548214] - Cécile Jolly, Ioanna Katsiadaki, Steve Morris, Nadine Le Belle, Sylvie Dufour, Ian Mayer, Tom G Pottinger, Alexander P Scott. Detection of the anti-androgenic effect of endocrine disrupting environmental contaminants using in vivo and in vitro assays in the three-spined stickleback.
Aquatic toxicology (Amsterdam, Netherlands).
2009 May; 92(4):228-39. doi:
10.1016/j.aquatox.2009.02.006
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The Science of the total environment.
2009 May; 407(10):3301-6. doi:
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