BDE No 99 solution (BioDeep_00001868500)
Main id: BioDeep_00000012136
Volatile Flavor Compounds
代谢物信息卡片
2,2,4,4,5-Pentabromodiphenyl ether
化学式: C12H5Br5O (559.625718)
中文名称: 2,2,4,4,5-五溴联苯醚
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1=CC(=C(C=C1Br)Br)OC2=CC(=C(C=C2Br)Br)Br
InChI: InChI=1S/C12H5Br5O/c13-6-1-2-11(9(16)3-6)18-12-5-8(15)7(14)4-10(12)17/h1-5H
描述信息
同义名列表
数据库引用编号
8 个数据库交叉引用编号
- ChEBI: CHEBI:81582
- KEGG: C18203
- PubChem: 36159
- ChEMBL: CHEMBL374400
- CAS: 60348-60-9
- PubChem: 96024418
- NIKKAJI: J767.355H
- KNApSAcK: 81582
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
0 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Narasimman Lakshminarasimman, Sarah B Gewurtz, Wayne J Parker, Shirley Anne Smyth. Quantifying the removal of polybrominated diphenyl ethers (PBDEs) in physical, chemical, and biological sludge treatment systems.
Chemosphere.
2024 Mar; 351(?):141203. doi:
10.1016/j.chemosphere.2024.141203. [PMID: 38228194] - Mark J La Guardia, Thomas M Mainor, Drew R Luellen, Ellen Harvey, Robert C Hale. Twenty years later: PBDEs in fish from U.S. sites with historically extreme contamination.
Chemosphere.
2024 Mar; 351(?):141126. doi:
10.1016/j.chemosphere.2024.141126. [PMID: 38184081] - Dorothea F K Rawn, Catherine Corrigan, Cathie Ménard, Wing-Fung Sun, François Breton, Tye E Arbuckle. Novel halogenated flame retardants in Canadian human milk from the MIREC study (2008-2011).
Chemosphere.
2024 Feb; 350(?):141065. doi:
10.1016/j.chemosphere.2023.141065. [PMID: 38159732] - Lara G Vidal, Nara De Oliveira-Ferreira, João Paulo M Torres, Alexandre F Azevedo, Ana Carolina O Meirelles, Leonardo Flach, Camila Domit, Ana Bernadete L Fragoso, Flávio J Lima Silva, Vítor Luz Carvalho, Milton Marcondes, Lupércio A Barbosa, Marta J Cremer, Olaf Malm, José Lailson-Brito, Ethel Eljarrat. Brominated flame retardants and natural organobrominated compounds in a vulnerable delphinid species along the Brazilian coast.
The Science of the total environment.
2023 Dec; 905(?):167704. doi:
10.1016/j.scitotenv.2023.167704. [PMID: 37820801] - Erika Schreder, Guomao Zheng, Sheela Sathyanarayana, Navya Gunaje, Min Hu, Amina Salamova. Brominated flame retardants in breast milk from the United States: First detection of bromophenols in U.S. breast milk.
Environmental pollution (Barking, Essex : 1987).
2023 Oct; 334(?):122028. doi:
10.1016/j.envpol.2023.122028. [PMID: 37315884] - Wojciech Jerzy Pietron, Pawel Malagocki, Malgorzata Warenik-Bany. Feed as a source of polybrominated diphenyl ethers (PBDEs).
Environmental research.
2023 08; 231(Pt 3):116257. doi:
10.1016/j.envres.2023.116257. [PMID: 37245570] - Michelle L Berger, Susan D Shaw, Charles B Rolsky, Da Chen, Jiachen Sun, Aqqalu Rosing-Asvid, Sandra Magdalena Granquist, Malene Simon, Britt-Marie Bäcklin, Anna Maria Roos. Alternative and legacy flame retardants in marine mammals from three northern ocean regions.
Environmental pollution (Barking, Essex : 1987).
2023 Jul; 335(?):122255. doi:
10.1016/j.envpol.2023.122255. [PMID: 37517638] - Sobhy M Yakout, Ahmed M Isa, Amel A El-Sayed, Ibrahim M Aziz. Levels and profiles of pentabromodiphenyl ether contaminants in human breast milk from Riyadh, Saudi Arabia.
Saudi medical journal.
2023 May; 44(5):450-455. doi:
10.15537/smj.2023.44.5.20220902. [PMID: 37182922] - Limei Chen, Qitao Yin, Lu Xu, Minyu Hua, Zhen Zhang, Yuqian Xu, Wei Xia, Huizhong Qian, Jun Hong, Jun Jin. Serum polybrominated diphenyl ether exposure and influence factors in blood donors of Wuxi adults from 2013 to 2016.
Environmental science and pollution research international.
2023 May; 30(23):63932-63940. doi:
10.1007/s11356-023-26802-y. [PMID: 37055693] - Bei Li, Juanheng Wang, Guocheng Hu, Xiaolin Liu, Yunjiang Yu, Dan Cai, Ping Ding, Xin Li, Lijuan Zhang, Chongdan Xiang. Bioaccumulation Behavior and Human Health Risk of Polybrominated Diphenyl Ethers in a Freshwater Food Web of Typical Shallow Lake, Yangtze River Delta.
International journal of environmental research and public health.
2023 02; 20(3):. doi:
10.3390/ijerph20032671. [PMID: 36768037] - Farida Ait Lhaj, Hecham Elhamri, Zakaria Ait Lhaj, Rainer Malisch, Karin Kypke, Mohamed Kabriti, Souad El Hajjaji, Abdelkabir Bellaouchou. First WHO/UNEP survey of the current concentrations of persistent organic pollutants in human milk in Morocco.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment.
2023 Feb; 40(2):282-293. doi:
10.1080/19440049.2022.2154852. [PMID: 36520182] - Aalekhya Reddam, Andreas Sjödin, Whitney Cowell, Richard Jones, Shuang Wang, Frederica Perera, Julie B Herbstman, Allison Kupsco. Prenatal exposure to polybrominated diphenyl ethers and birth outcomes.
Environmental research.
2023 01; 216(Pt 4):114830. doi:
10.1016/j.envres.2022.114830. [PMID: 36400221] - Jenna L N Sprowles, Supida Monaikul, Andréa Aguiar, Joseph Gardiner, Natawut Monaikul, Paul Kostyniak, Susan L Schantz. Associations of concurrent PCB and PBDE serum concentrations with executive functioning in adolescents.
Neurotoxicology and teratology.
2022 Jul; 92(?):107092. doi:
10.1016/j.ntt.2022.107092. [PMID: 35472414] - Qidong Ren, Xinni Xie, Chuanfang Zhao, Qing Wen, Ruiying Pan, Yuguo Du. 2,2',4,4'-Tetrabromodiphenyl Ether (PBDE 47) Selectively Stimulates Proatherogenic PPARγ Signatures in Human THP-1 Macrophages to Contribute to Foam Cell Formation.
Chemical research in toxicology.
2022 06; 35(6):1023-1035. doi:
10.1021/acs.chemrestox.2c00043. [PMID: 35575305] - Elena V Kozlova, Maximillian E Denys, Jonathan Benedum, Matthew C Valdez, Dave Enriquez, Anthony E Bishay, Bhuvaneswari D Chinthirla, Edward Truong, Julia M Krum, Nicholas V DiPatrizio, Poonamjot Deol, Manuela Martins-Green, Margarita C Curras-Collazo. Developmental exposure to indoor flame retardants and hypothalamic molecular signatures: Sex-dependent reprogramming of lipid homeostasis.
Frontiers in endocrinology.
2022; 13(?):997304. doi:
10.3389/fendo.2022.997304. [PMID: 36277707] - Svenja Neumann, Mikael Harju, Dorte Herzke, Tycho Anker-Nilssen, Signe Christensen-Dalsgaard, Magdalene Langset, Geir Wing Gabrielsen. Ingested plastics in northern fulmars (Fulmarus glacialis): A pathway for polybrominated diphenyl ether (PBDE) exposure?.
The Science of the total environment.
2021 Jul; 778(?):146313. doi:
10.1016/j.scitotenv.2021.146313. [PMID: 33721646] - Stephanie M Eick, Dana E Goin, Lara Cushing, Erin DeMicco, June-Soo Park, Yunzhu Wang, Sabrina Smith, Amy M Padula, Tracey J Woodruff, Rachel Morello-Frosch. Mixture effects of prenatal exposure to per- and polyfluoroalkyl substances and polybrominated diphenyl ethers on maternal and newborn telomere length.
Environmental health : a global access science source.
2021 06; 20(1):76. doi:
10.1186/s12940-021-00765-4. [PMID: 34193151] - Mark J La Guardia, Ngaio L Richards, Robert C Hale. A noninvasive environmental monitoring tool for brominated flame-retardants (BFRs) assisted by conservation detection dogs.
Chemosphere.
2020 Dec; 260(?):127401. doi:
10.1016/j.chemosphere.2020.127401. [PMID: 32682128] - Yu Ting Jin, Xiao Kai Deng, Ying Ya Zhao, Jia Lin Li, Qi Song, Yun Hui Zhang, Qing Yang, Shang Qin Chen. Concentrations of Polybrominated Diphenyl Ethers in Maternal Blood, Placental Size, and Risk for Fetal Growth Restriction: A Nested Case-control Study.
Biomedical and environmental sciences : BES.
2020 Nov; 33(11):821-828. doi:
10.3967/bes2020.112. [PMID: 33771235] - Elena V Kozlova, Bhuvaneswari D Chinthirla, Pedro A Pérez, Nicholas V DiPatrizio, Donovan A Argueta, Allison L Phillips, Heather M Stapleton, Gwendolyn M González, Julia M Krum, Valeria Carrillo, Anthony E Bishay, Karthik R Basappa, Margarita C Currás-Collazo. Maternal transfer of environmentally relevant polybrominated diphenyl ethers (PBDEs) produces a diabetic phenotype and disrupts glucoregulatory hormones and hepatic endocannabinoids in adult mouse female offspring.
Scientific reports.
2020 10; 10(1):18102. doi:
10.1038/s41598-020-74853-9. [PMID: 33093533] - Dominique Lapointe, Magella Pelletier, Yves Paradis, Alain Armellin, Jonathan Verreault, Louise Champoux, Mélanie Desrosiers. Trophic transfer of polybrominated diphenyl ethers in a recently modified freshwater food web from the St. Lawrence River, Canada.
Chemosphere.
2020 Sep; 255(?):126877. doi:
10.1016/j.chemosphere.2020.126877. [PMID: 32402871] - Julia R Varshavsky, Saunak Sen, Joshua F Robinson, Sabrina Crispo Smith, Julie Frankenfield, Yunzhu Wang, Greg Yeh, June-Soo Park, Susan J Fisher, Tracey J Woodruff. Racial/ethnic and geographic differences in polybrominated diphenyl ether (PBDE) levels across maternal, placental, and fetal tissues during mid-gestation.
Scientific reports.
2020 07; 10(1):12247. doi:
10.1038/s41598-020-69067-y. [PMID: 32699379] - Andreas Sjödin, Jochen F Mueller, Richard Jones, Andre Schütze, Lee-Yang Wong, Samuel P Caudill, Fiona A Harden, Thomas F Webster, Leisa-Maree Toms. Serum elimination half-lives adjusted for ongoing exposure of tri-to hexabrominated diphenyl ethers: Determined in persons moving from North America to Australia.
Chemosphere.
2020 Jun; 248(?):125905. doi:
10.1016/j.chemosphere.2020.125905. [PMID: 32004881] - Laura E Armstrong, Stephen Akinbo, Angela L Slitt. 2,2',4,4',5-Pentabromodiphenyl ether induces lipid accumulation throughout differentiation in 3T3-L1 and human preadipocytes in vitro.
Journal of biochemical and molecular toxicology.
2020 Jun; 34(6):e22485. doi:
10.1002/jbt.22485. [PMID: 32128945] - Ann M Vuong, Kimberly Yolton, Joseph M Braun, Andreas Sjodin, Antonia M Calafat, Yingying Xu, Kim N Dietrich, Bruce P Lanphear, Aimin Chen. Polybrominated diphenyl ether (PBDE) and poly- and perfluoroalkyl substance (PFAS) exposures during pregnancy and maternal depression.
Environment international.
2020 06; 139(?):105694. doi:
10.1016/j.envint.2020.105694. [PMID: 32259757] - Jialin Li, Wenjuan Ma, Yingya Zhao, Yuting Jin, Xirong Xiao, Wenzhen Ge, Huijing Shi, Yunhui Zhang. Lactational exposure of polybrominated diphenyl ethers and its association with infant developmental measurements.
Journal of hazardous materials.
2020 04; 388(?):122031. doi:
10.1016/j.jhazmat.2020.122031. [PMID: 31951989] - Sabrina Gravel, Jérôme Lavoué, Bouchra Bakhiyi, Jacques Lavoie, Brigitte Roberge, Louis Patry, Maryse F Bouchard, Marc-André Verner, Joseph Zayed, France Labrèche. Multi-exposures to suspected endocrine disruptors in electronic waste recycling workers: Associations with thyroid and reproductive hormones.
International journal of hygiene and environmental health.
2020 04; 225(?):113445. doi:
10.1016/j.ijheh.2019.113445. [PMID: 31962273] - June K Dunnick, Keith R Shockley, Daniel L Morgan, Gregory S Travlos, Kevin Gerrish, Thai-Vu T Ton, Ralph Wilson, Sukhdev S Brar, Amy E Brix, Suramya Waidyanatha, Esra Mutlu, Arun Kumar R Pandiri. Hepatic Transcriptomic Patterns in the Neonatal Rat After Pentabromodiphenyl Ether Exposure.
Toxicologic pathology.
2020 02; 48(2):338-349. doi:
10.1177/0192623319888433. [PMID: 31826744] - Ling-Chuan Guo, Shengbing Yu, De Wu, Jinxu Huang, Tao Liu, Jianpeng Xiao, Weixiong Huang, Yanhong Gao, Xing Li, Weilin Zeng, Shannon Rutherford, Wenjun Ma, Yonghui Zhang, Lifeng Lin. Disruption of thyroid hormone regulated proteins and gene expression by polychlorinated biphenyls, polybrominated diphenyl ethers and new flame retardants in residents of an e-waste region.
Environmental pollution (Barking, Essex : 1987).
2019 Nov; 254(Pt B):112925. doi:
10.1016/j.envpol.2019.07.093. [PMID: 31454572] - Kike Oloruntoba, Omotayo Sindiku, Oladele Osibanjo, Simona Balan, Roland Weber. Polybrominated diphenyl ethers (PBDEs) in chicken eggs and cow milk around municipal dumpsites in Abuja, Nigeria.
Ecotoxicology and environmental safety.
2019 Sep; 179(?):282-289. doi:
10.1016/j.ecoenv.2019.04.045. [PMID: 31071566] - Erik de Water, Paul Curtin, Anna Zilverstand, Andreas Sjödin, Anny Bonilla, Julie B Herbstman, Judyth Ramirez, Amy E Margolis, Ravi Bansal, Robin M Whyatt, Bradley S Peterson, Pam Factor-Litvak, Megan K Horton. A preliminary study on prenatal polybrominated diphenyl ether serum concentrations and intrinsic functional network organization and executive functioning in childhood.
Journal of child psychology and psychiatry, and allied disciplines.
2019 09; 60(9):1010-1020. doi:
10.1111/jcpp.13040. [PMID: 30882909] - Gyojin Choo, In-Seok Lee, Jeong-Eun Oh. Species and habitat-dependent accumulation and biomagnification of brominated flame retardants and PBDE metabolites.
Journal of hazardous materials.
2019 06; 371(?):175-182. doi:
10.1016/j.jhazmat.2019.02.106. [PMID: 30849572] - Min Luan, Hong Liang, Fen Yang, Wei Yuan, Aimin Chen, Xiao Liu, Honglei Ji, Sheng Wen, Maohua Miao. Prenatal polybrominated diphenyl ethers exposure and anogenital distance in boys from a Shanghai birth cohort.
International journal of hygiene and environmental health.
2019 04; 222(3):513-523. doi:
10.1016/j.ijheh.2019.01.008. [PMID: 30713057] - Hao-Hao Jia, Xue-Tong Wang, Hang-Xin Cheng, Ying Zhou, Rui Fu. Pine needles as biomonitors of polybrominated diphenyl ethers and emerging flame retardants in the atmosphere of Shanghai, China: occurrence, spatial distributions, and possible sources.
Environmental science and pollution research international.
2019 Apr; 26(12):12171-12180. doi:
10.1007/s11356-019-04558-8. [PMID: 30830665] - Hong Liang, Ann M Vuong, Changchun Xie, Glenys M Webster, Andreas Sjödin, Wei Yuan, Maohua Miao, Joseph M Braun, Kim N Dietrich, Kimberly Yolton, Bruce P Lanphear, Aimin Chen. Childhood polybrominated diphenyl ether (PBDE) serum concentration and reading ability at ages 5 and 8 years: The HOME Study.
Environment international.
2019 01; 122(?):330-339. doi:
10.1016/j.envint.2018.11.026. [PMID: 30503319] - Whitney J Cowell, Andreas Sjödin, Richard Jones, Ya Wang, Shuang Wang, Julie B Herbstman. Temporal trends and developmental patterns of plasma polybrominated diphenyl ether concentrations over a 15-year period between 1998 and 2013.
Journal of exposure science & environmental epidemiology.
2019 01; 29(1):49-60. doi:
10.1038/s41370-018-0031-3. [PMID: 29618764] - Yumei Huang, Muting Yan, Huayue Nie, Wenjing Wang, Jun Wang. Persistent halogenated organic pollutants in follicular fluid of women undergoing in vitro fertilization from China: Occurrence, congener profiles, and possible sources.
Environmental pollution (Barking, Essex : 1987).
2019 Jan; 244(?):1-8. doi:
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Ecotoxicology and environmental safety.
2018 Nov; 163(?):96-103. doi:
10.1016/j.ecoenv.2018.07.052. [PMID: 30041130] - J K Dunnick, K R Shockley, A R Pandiri, G E Kissling, K E Gerrish, T V Ton, R E Wilson, S S Brar, A E Brix, S Waidyanatha, E Mutlu, D L Morgan. PBDE-47 and PBDE mixture (DE-71) toxicities and liver transcriptomic changes at PND 22 after in utero/postnatal exposure in the rat.
Archives of toxicology.
2018 11; 92(11):3415-3433. doi:
10.1007/s00204-018-2292-y. [PMID: 30206662] - Imran Rashid Rajput, Ziyang Xiao, Sun Yajing, Summra Yaqoob, Edmond Sanganyado, Huang Ying, Yu Fei, Wenhua Liu. Establishment of pantropic spotted dolphin (Stenella attenuata) fibroblast cell line and potential influence of polybrominated diphenyl ethers (PBDEs) on cytokines response.
Aquatic toxicology (Amsterdam, Netherlands).
2018 Oct; 203(?):1-9. doi:
10.1016/j.aquatox.2018.07.017. [PMID: 30064049] - Cindy Yanfei Li, Joseph L Dempsey, Dongfang Wang, SooWan Lee, Kris M Weigel, Qiang Fei, Deepak Kumar Bhatt, Bhagwat Prasad, Daniel Raftery, Haiwei Gu, Julia Yue Cui. PBDEs Altered Gut Microbiome and Bile Acid Homeostasis in Male C57BL/6 Mice.
Drug metabolism and disposition: the biological fate of chemicals.
2018 08; 46(8):1226-1240. doi:
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Environmental research.
2018 05; 163(?):108-114. doi:
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Chemosphere.
2018 Mar; 195(?):777-783. doi:
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Hormone research in paediatrics.
2018; 90(2):116-122. doi:
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The Science of the total environment.
2017 Dec; 607-608(?):1320-1338. doi:
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Chemosphere.
2017 Dec; 189(?):186-197. doi:
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The Science of the total environment.
2017 Nov; 598(?):385-392. doi:
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Reviews on environmental health.
2017 Sep; 32(3):279-290. doi:
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Analytical and bioanalytical chemistry.
2017 Sep; 409(22):5307-5317. doi:
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Toxicology and applied pharmacology.
2017 Aug; 329(?):173-189. doi:
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The Science of the total environment.
2017 Jan; 576(?):78-84. doi:
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Journal of hazardous materials.
2017 Jan; 321(?):672-680. doi:
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The Science of the total environment.
2016 Dec; 572(?):9-15. doi:
10.1016/j.scitotenv.2016.07.181. [PMID: 27485910] - Stéphane Ploteau, Jean-Philippe Antignac, Christelle Volteau, Philippe Marchand, Anaïs Vénisseau, Vincent Vacher, Bruno Le Bizec. Distribution of persistent organic pollutants in serum, omental, and parietal adipose tissue of French women with deep infiltrating endometriosis and circulating versus stored ratio as new marker of exposure.
Environment international.
2016 Dec; 97(?):125-136. doi:
10.1016/j.envint.2016.08.011. [PMID: 27575367] - Bita Eslami, Kazem Naddafi, Noushin Rastkari, Batool Hossein Rashidi, Abolghasem Djazayeri, Hossein Malekafzali. Association between serum concentrations of persistent organic pollutants and gestational diabetes mellitus in primiparous women.
Environmental research.
2016 Nov; 151(?):706-712. doi:
10.1016/j.envres.2016.09.002. [PMID: 27640070] - Kim J Fernie, Sarah C Marteinson. Sex-specific changes in thyroid gland function and circulating thyroid hormones in nestling American kestrels (Falco sparverius) following embryonic exposure to polybrominated diphenyl ethers by maternal transfer.
Environmental toxicology and chemistry.
2016 08; 35(8):2084-91. doi:
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The Journal of clinical endocrinology and metabolism.
2016 Feb; 101(2):590-8. doi:
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PloS one.
2016; 11(12):e0167487. doi:
10.1371/journal.pone.0167487. [PMID: 27907097] - Elizabeth F Davis, Claudia K Gunsch, Heather M Stapleton. Fate of flame retardants and the antimicrobial agent triclosan in planted and unplanted biosolid-amended soils.
Environmental toxicology and chemistry.
2015 May; 34(5):968-76. doi:
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