Perfluorohexanoic acid (BioDeep_00000271012)
Industrial Pollutants
代谢物信息卡片
2,2,3,3,4,4,5,5,6,6,6-Undecafluorohexanoic acid
化学式: C6HF11O2 (313.9800898)
中文名称: 全氟己酸
谱图信息:
最多检出来源 Viridiplantae(plant) 98.51%
分子结构信息
SMILES: C(=O)(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)O
InChI: InChI=1S/C6HF11O2/c7-2(8,1(18)19)3(9,10)4(11,12)5(13,14)6(15,16)17/h(H,18,19)
描述信息
CONFIDENCE standard compound; INTERNAL_ID 5946
CONFIDENCE standard compound; INTERNAL_ID 2406
INTERNAL_ID 2406; CONFIDENCE standard compound
CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 8771
CONFIDENCE standard compound; EAWAG_UCHEM_ID 2715
同义名列表
数据库引用编号
22 个数据库交叉引用编号
- ChEBI: CHEBI:83492
- PubChem: 67542
- ChEMBL: CHEMBL3183213
- CAS: 307-24-4
- MoNA: AU594652
- MoNA: AU594651
- MoNA: AU594650
- MoNA: AU240662
- MoNA: AU240659
- MoNA: AU240658
- MoNA: AU240657
- MoNA: SM877154
- MoNA: EA271559
- MoNA: EA271558
- MoNA: EA271557
- MoNA: EA271555
- MoNA: EA271554
- MoNA: EA271553
- MoNA: EA271552
- MoNA: EA271551
- PMhub: MS000001134
- RefMet: Perfluorohexanoic acid
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
- Mark Kreychman, Emma Ivantsova, Austin Lu, Joseph H Bisesi, Christopher J Martyniuk. A comparative review of the toxicity mechanisms of perfluorohexanoic acid (PFHxA) and perfluorohexanesulphonic acid (PFHxS) in fish.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP.
2024 May; 279(?):109874. doi:
10.1016/j.cbpc.2024.109874. [PMID: 38423199] - Emily Marques, Marisa Pfohl, Wei Wei, Giuseppe Tarantola, Lucie Ford, Ogochukwu Amaeze, Jessica Alesio, Sangwoo Ryu, Xuelian Jia, Hao Zhu, Geoffrey D Bothun, Angela Slitt. Replacement per- and polyfluoroalkyl substances (PFAS) are potent modulators of lipogenic and drug metabolizing gene expression signatures in primary human hepatocytes.
Toxicology and applied pharmacology.
2022 05; 442(?):115991. doi:
10.1016/j.taap.2022.115991. [PMID: 35337807] - Davide Palma, Dimitra Papagiannaki, Manuel Lai, Rita Binetti, Mohamad Sleiman, Marco Minella, Claire Richard. PFAS Degradation in Ultrapure and Groundwater Using Non-Thermal Plasma.
Molecules (Basel, Switzerland).
2021 Feb; 26(4):. doi:
10.3390/molecules26040924. [PMID: 33572434] - Anika L Dzierlenga, Veronica G Robinson, Suramya Waidyanatha, Michael J DeVito, Max A Eifrid, Seth T Gibbs, Courtney A Granville, Chad R Blystone. Toxicokinetics of perfluorohexanoic acid (PFHxA), perfluorooctanoic acid (PFOA) and perfluorodecanoic acid (PFDA) in male and female Hsd:Sprague dawley SD rats following intravenous or gavage administration.
Xenobiotica; the fate of foreign compounds in biological systems.
2020 Jun; 50(6):722-732. doi:
10.1080/00498254.2019.1683776. [PMID: 31680603] - Jing-Yi Wu, Wen-Xiu Liu, Wei He, Fu-Liu Xu. Comparisons of tissue distributions and health risks of perfluoroalkyl acids (PFAAs) in two fish species with different trophic levels from Lake Chaohu, China.
Ecotoxicology and environmental safety.
2019 Dec; 185(?):109666. doi:
10.1016/j.ecoenv.2019.109666. [PMID: 31542645] - Natascha Schmidt, Vincent Fauvelle, Javier Castro-Jiménez, Katixa Lajaunie-Salla, Christel Pinazo, Christophe Yohia, Richard Sempéré. Occurrence of perfluoroalkyl substances in the Bay of Marseille (NW Mediterranean Sea) and the Rhône River.
Marine pollution bulletin.
2019 Dec; 149(?):110491. doi:
10.1016/j.marpolbul.2019.110491. [PMID: 31421569] - Yanwei Liu, Xingwang Hou, Weifang Chen, Wenqian Kong, Dingyi Wang, Jiyan Liu, Guibin Jiang. Occurrences of perfluoroalkyl and polyfluoroalkyl substances in tree bark: Interspecies variability related to chain length.
The Science of the total environment.
2019 Nov; 689(?):1388-1395. doi:
10.1016/j.scitotenv.2019.06.454. [PMID: 31466174] - Eriko Yamazaki, Sachi Taniyasu, Kosuke Noborio, Heesoo Eun, Pooja Thaker, Nirmal J I Kumar, Xinhong Wang, Nobuyoshi Yamashita. Accumulation of perfluoroalkyl substances in lysimeter-grown rice in Japan using tap water and simulated contaminated water.
Chemosphere.
2019 Sep; 231(?):502-509. doi:
10.1016/j.chemosphere.2019.05.022. [PMID: 31151010] - Shuyan Zhao, Tiankun Liang, Lingyan Zhu, Liping Yang, Tianqi Liu, Jia Fu, Bohui Wang, Jingjing Zhan, Lifen Liu. Fate of 6:2 fluorotelomer sulfonic acid in pumpkin (Cucurbita maxima L.) based on hydroponic culture: Uptake, translocation and biotransformation.
Environmental pollution (Barking, Essex : 1987).
2019 Sep; 252(Pt A):804-812. doi:
10.1016/j.envpol.2019.06.020. [PMID: 31200206] - Da-Hye Kim, Jong-Hyeon Lee, Jeong-Eun Oh. Perfluoroalkyl acids in paired serum, urine, and hair samples: Correlations with demographic factors and dietary habits.
Environmental pollution (Barking, Essex : 1987).
2019 May; 248(?):175-182. doi:
10.1016/j.envpol.2019.02.017. [PMID: 30784836] - Anthony L Luz, Janet K Anderson, Philip Goodrum, Judi Durda. Perfluorohexanoic acid toxicity, part I: Development of a chronic human health toxicity value for use in risk assessment.
Regulatory toxicology and pharmacology : RTP.
2019 Apr; 103(?):41-55. doi:
10.1016/j.yrtph.2019.01.019. [PMID: 30639337] - Janet K Anderson, Anthony L Luz, Philip Goodrum, Judi Durda. Perfluorohexanoic acid toxicity, part II: Application of human health toxicity value for risk characterization.
Regulatory toxicology and pharmacology : RTP.
2019 Apr; 103(?):10-20. doi:
10.1016/j.yrtph.2019.01.020. [PMID: 30634020] - Anne-Cathrin Behr, Dajana Lichtenstein, Albert Braeuning, Alfonso Lampen, Thorsten Buhrke. Perfluoroalkylated substances (PFAS) affect neither estrogen and androgen receptor activity nor steroidogenesis in human cells in vitro.
Toxicology letters.
2018 Jul; 291(?):51-60. doi:
10.1016/j.toxlet.2018.03.029. [PMID: 29601859] - Diana Sanchez Garcia, Marcus Sjödin, Magnus Hellstrandh, Ulf Norinder, Violetta Nikiforova, Johan Lindberg, Emma Wincent, Åke Bergman, Ian Cotgreave, Vesna Munic Kos. Cellular accumulation and lipid binding of perfluorinated alkylated substances (PFASs) - A comparison with lysosomotropic drugs.
Chemico-biological interactions.
2018 Feb; 281(?):1-10. doi:
10.1016/j.cbi.2017.12.021. [PMID: 29248446] - Ruijia Zhang, Qinzhi Wei, Minjie Li, Zihuan Li, Wenting Lin, Ande Ma, Zhifeng Zhou. Exposure of children aged 0-7 years to perfluorinated compounds in Foshan, China.
Environmental science and pollution research international.
2017 Oct; 24(29):23299-23308. doi:
10.1007/s11356-017-9922-4. [PMID: 28836141] - Cecon T Mahapatra, Nur P Damayanti, Samuel C Guffey, Jennifer S Serafin, Joseph Irudayaraj, Maria S Sepúlveda. Comparative in vitro toxicity assessment of perfluorinated carboxylic acids.
Journal of applied toxicology : JAT.
2017 06; 37(6):699-708. doi:
10.1002/jat.3418. [PMID: 27917506] - Katsumi Iwabuchi, Norimasa Senzaki, Daichi Mazawa, Itaru Sato, Michihiro Hara, Fukiko Ueda, Wei Liu, Shuji Tsuda. Tissue toxicokinetics of perfluoro compounds with single and chronic low doses in male rats.
The Journal of toxicological sciences.
2017; 42(3):301-317. doi:
10.2131/jts.42.301. [PMID: 28496036] - Yoko Shiwaku, Pureum Lee, Phayong Thepaksorn, Bo Zheng, Akio Koizumi, Kouji H Harada. Spatial and temporal trends in perfluorooctanoic and perfluorohexanoic acid in well, surface, and tap water around a fluoropolymer plant in Osaka, Japan.
Chemosphere.
2016 Dec; 164(?):603-610. doi:
10.1016/j.chemosphere.2016.09.006. [PMID: 27635642] - E Bizkarguenaga, I Zabaleta, A Prieto, L A Fernández, O Zuloaga. Uptake of 8:2 perfluoroalkyl phosphate diester and its degradation products by carrot and lettuce from compost-amended soil.
Chemosphere.
2016 Jun; 152(?):309-17. doi:
10.1016/j.chemosphere.2016.02.130. [PMID: 26991379] - James E Klaunig, Motoki Shinohara, Hiroyuki Iwai, Christopher P Chengelis, Jeannie B Kirkpatrick, Zemin Wang, Richard H Bruner. Evaluation of the chronic toxicity and carcinogenicity of perfluorohexanoic acid (PFHxA) in Sprague-Dawley rats.
Toxicologic pathology.
2015 Feb; 43(2):209-20. doi:
10.1177/0192623314530532. [PMID: 25377447] - Wouter A Gebbink, Urs Berger, Ian T Cousins. Estimating human exposure to PFOS isomers and PFCA homologues: the relative importance of direct and indirect (precursor) exposure.
Environment international.
2015 Jan; 74(?):160-9. doi:
10.1016/j.envint.2014.10.013. [PMID: 25454233] - Hongmin Fan, Alan Ducatman, Jianjun Zhang. Perfluorocarbons and Gilbert syndrome (phenotype) in the C8 Health Study Population.
Environmental research.
2014 Nov; 135(?):70-5. doi:
10.1016/j.envres.2014.08.011. [PMID: 25262077] - Guoqiang Shan, Mingcui Wei, Lingyan Zhu, Zhengtao Liu, Yahui Zhang. Concentration profiles and spatial distribution of perfluoroalkyl substances in an industrial center with condensed fluorochemical facilities.
The Science of the total environment.
2014 Aug; 490(?):351-9. doi:
10.1016/j.scitotenv.2014.05.005. [PMID: 24867700] - Francisca Pérez, Martí Nadal, Alícia Navarro-Ortega, Francesc Fàbrega, José L Domingo, Damià Barceló, Marinella Farré. Accumulation of perfluoroalkyl substances in human tissues.
Environment international.
2013 Sep; 59(?):354-62. doi:
10.1016/j.envint.2013.06.004. [PMID: 23892228] - Marko Filipovic, Urs Berger, Michael S McLachlan. Mass balance of perfluoroalkyl acids in the Baltic Sea.
Environmental science & technology.
2013 May; 47(9):4088-95. doi:
10.1021/es400174y. [PMID: 23528236] - Geary W Olsen, Cleston C Lange, Mark E Ellefson, David C Mair, Timothy R Church, Corinne L Goldberg, Ross M Herron, Zahra Medhdizadehkashi, John B Nobiletti, Jorge A Rios, William K Reagen, Larry R Zobel. Temporal trends of perfluoroalkyl concentrations in American Red Cross adult blood donors, 2000-2010.
Environmental science & technology.
2012 Jun; 46(11):6330-8. doi:
10.1021/es300604p. [PMID: 22554481] - Cristina G Cassone, Viengtha Vongphachan, Suzanne Chiu, Kim L Williams, Robert J Letcher, Eric Pelletier, Doug Crump, Sean W Kennedy. In ovo effects of perfluorohexane sulfonate and perfluorohexanoate on pipping success, development, mRNA expression, and thyroid hormone levels in chicken embryos.
Toxicological sciences : an official journal of the Society of Toxicology.
2012 May; 127(1):216-24. doi:
10.1093/toxsci/kfs072. [PMID: 22302310] - Marta Llorca, Marinella Farré, Máximo Sebastián Tavano, Bruno Alonso, Gabriel Koremblit, Damià Barceló. Fate of a broad spectrum of perfluorinated compounds in soils and biota from Tierra del Fuego and Antarctica.
Environmental pollution (Barking, Essex : 1987).
2012 Apr; 163(?):158-66. doi:
10.1016/j.envpol.2011.10.027. [PMID: 22325444] - Hiroyuki Iwai. Toxicokinetics of ammonium perfluorohexanoate.
Drug and chemical toxicology.
2011 Oct; 34(4):341-6. doi:
10.3109/01480545.2011.585162. [PMID: 21696261] - Kouji H Harada, Toshiaki Hitomi, Tamon Niisoe, Katsunobu Takanaka, Sigetosi Kamiyama, Takao Watanabe, Chan-seok Moon, Hye-ran Yang, Nguyen Ngoc Hung, Akio Koizumi. Odd-numbered perfluorocarboxylates predominate over perfluorooctanoic acid in serum samples from Japan, Korea and Vietnam.
Environment international.
2011 Oct; 37(7):1183-9. doi:
10.1016/j.envint.2011.04.011. [PMID: 21600654] - Geary W Olsen, Mark E Ellefson, David C Mair, Timothy R Church, Corinne L Goldberg, Ross M Herron, Zahra Medhdizadehkashi, John B Nobiletti, Jorge A Rios, William K Reagen, Larry R Zobel. Analysis of a homologous series of perfluorocarboxylates from American Red Cross adult blood donors, 2000-2001 and 2006.
Environmental science & technology.
2011 Oct; 45(19):8022-9. doi:
10.1021/es1043535. [PMID: 21528903] - Shawn A Gannon, Terry Johnson, Diane L Nabb, Tessa L Serex, Robert C Buck, Scott E Loveless. Absorption, distribution, metabolism, and excretion of [1-¹⁴C]-perfluorohexanoate ([¹⁴C]-PFHx) in rats and mice.
Toxicology.
2011 Apr; 283(1):55-62. doi:
10.1016/j.tox.2011.02.004. [PMID: 21349313] - Chinagarn Kunacheva, Shuhei Tanaka, Shigeo Fujii, Suwanna Kitpati Boontanon, Chanatip Musirat, Thana Wongwattana, Binaya Raj Shivakoti. Mass flows of perfluorinated compounds (PFCs) in central wastewater treatment plants of industrial zones in Thailand.
Chemosphere.
2011 Apr; 83(6):737-44. doi:
10.1016/j.chemosphere.2011.02.059. [PMID: 21439605] - Jessica C D'eon, Scott A Mabury. Exploring indirect sources of human exposure to perfluoroalkyl carboxylates (PFCAs): evaluating uptake, elimination, and biotransformation of polyfluoroalkyl phosphate esters (PAPs) in the rat.
Environmental health perspectives.
2011 Mar; 119(3):344-50. doi:
10.1289/ehp.1002409. [PMID: 21059488] - Jack Thompson, Geoff Eaglesham, Julien Reungoat, Yvan Poussade, Michael Bartkow, Michael Lawrence, Jochen F Mueller. Removal of PFOS, PFOA and other perfluoroalkyl acids at water reclamation plants in South East Queensland Australia.
Chemosphere.
2011 Jan; 82(1):9-17. doi:
10.1016/j.chemosphere.2010.10.040. [PMID: 21051071] - Jessica C D'eon, André J Simpson, Rajeev Kumar, Andrew J Baer, Scott A Mabury. Determining the molecular interactions of perfluorinated carboxylic acids with human sera and isolated human serum albumin using nuclear magnetic resonance spectroscopy.
Environmental toxicology and chemistry.
2010 Aug; 29(8):1678-88. doi:
10.1002/etc.204. [PMID: 20821619] - Angela Yu-Chen Lin, Sri Chandana Panchangam, Pei-Sen Ciou. High levels of perfluorochemicals in Taiwan's wastewater treatment plants and downstream rivers pose great risk to local aquatic ecosystems.
Chemosphere.
2010 Aug; 80(10):1167-74. doi:
10.1016/j.chemosphere.2010.06.018. [PMID: 20643472] - Anna Kärrman, José L Domingo, Xavier Llebaria, Martí Nadal, Esther Bigas, Bert van Bavel, Gunilla Lindström. Biomonitoring perfluorinated compounds in Catalonia, Spain: concentrations and trends in human liver and milk samples.
Environmental science and pollution research international.
2010 Mar; 17(3):750-8. doi:
10.1007/s11356-009-0178-5. [PMID: 19458971] - Yi M Weaver, David J Ehresman, John L Butenhoff, Bruno Hagenbuch. Roles of rat renal organic anion transporters in transporting perfluorinated carboxylates with different chain lengths.
Toxicological sciences : an official journal of the Society of Toxicology.
2010 Feb; 113(2):305-14. doi:
10.1093/toxsci/kfp275. [PMID: 19915082] - Oscar Quiñones, Shane A Snyder. Occurrence of perfluoroalkyl carboxylates and sulfonates in drinking water utilities and related waters from the United States.
Environmental science & technology.
2009 Dec; 43(24):9089-95. doi:
10.1021/es9024707. [PMID: 20000497] - Ching-Hui Yang, Kyle P Glover, Xing Han. Organic anion transporting polypeptide (Oatp) 1a1-mediated perfluorooctanoate transport and evidence for a renal reabsorption mechanism of Oatp1a1 in renal elimination of perfluorocarboxylates in rats.
Toxicology letters.
2009 Oct; 190(2):163-71. doi:
10.1016/j.toxlet.2009.07.011. [PMID: 19616083] - Nathan J Hickey, Doug Crump, Stephanie P Jones, Sean W Kennedy. Effects of 18 perfluoroalkyl compounds on mRNA expression in chicken embryo hepatocyte cultures.
Toxicological sciences : an official journal of the Society of Toxicology.
2009 Oct; 111(2):311-20. doi:
10.1093/toxsci/kfp160. [PMID: 19617454] - Jürgen Hölzer, Thomas Göen, Knut Rauchfuss, Martin Kraft, Jürgen Angerer, Peter Kleeschulte, Michael Wilhelm. One-year follow-up of perfluorinated compounds in plasma of German residents from Arnsberg formerly exposed to PFOA-contaminated drinking water.
International journal of hygiene and environmental health.
2009 Sep; 212(5):499-504. doi:
10.1016/j.ijheh.2009.04.003. [PMID: 19464951] - Christopher P Chengelis, Jeannie B Kirkpatrick, Nichole R Myers, Motoki Shinohara, Philip L Stetson, Daniel W Sved. Comparison of the toxicokinetic behavior of perfluorohexanoic acid (PFHxA) and nonafluorobutane-1-sulfonic acid (PFBS) in cynomolgus monkeys and rats.
Reproductive toxicology (Elmsford, N.Y.).
2009 Jun; 27(3-4):400-406. doi:
10.1016/j.reprotox.2009.01.013. [PMID: 19429410] - Brad L Upham, Joon-Suk Park, Pavel Babica, Iva Sovadinova, Alisa M Rummel, James E Trosko, Akihiko Hirose, Ryuichi Hasegawa, Jun Kanno, Kimie Sai. Structure-activity-dependent regulation of cell communication by perfluorinated fatty acids using in vivo and in vitro model systems.
Environmental health perspectives.
2009 Apr; 117(4):545-51. doi:
10.1289/ehp.11728. [PMID: 19440492] - Michael Wilhelm, Jürgen Hölzer, Lorenz Dobler, Knut Rauchfuss, Oliver Midasch, Martin Kraft, Jürgen Angerer, Gerhard Wiesmüller. Preliminary observations on perfluorinated compounds in plasma samples (1977-2004) of young German adults from an area with perfluorooctanoate-contaminated drinking water.
International journal of hygiene and environmental health.
2009 Mar; 212(2):142-5. doi:
10.1016/j.ijheh.2008.04.008. [PMID: 18550432] - Jürgen Hölzer, Oliver Midasch, Knut Rauchfuss, Martin Kraft, Rolf Reupert, Jürgen Angerer, Peter Kleeschulte, Nina Marschall, Michael Wilhelm. Biomonitoring of perfluorinated compounds in children and adults exposed to perfluorooctanoate-contaminated drinking water.
Environmental health perspectives.
2008 May; 116(5):651-7. doi:
10.1289/ehp.11064. [PMID: 18470314] - Anna Kärrman, Ingrid Ericson, Bert van Bavel, Per Ola Darnerud, Marie Aune, Anders Glynn, Sanna Lignell, Gunilla Lindström. Exposure of perfluorinated chemicals through lactation: levels of matched human milk and serum and a temporal trend, 1996-2004, in Sweden.
Environmental health perspectives.
2007 Feb; 115(2):226-30. doi:
10.1289/ehp.9491. [PMID: 17384769] - Melissa M Schultz, Christopher P Higgins, Carin A Huset, Richard G Luthy, Douglas F Barofsky, Jennifer A Field. Fluorochemical mass flows in a municipal wastewater treatment facility.
Environmental science & technology.
2006 Dec; 40(23):7350-7. doi:
10.1021/es061025m. [PMID: 17180988] - William J Fasano, Stephen C Carpenter, Shawn A Gannon, Timothy A Snow, Judith C Stadler, Gerald L Kennedy, Robert C Buck, Stephen H Korzeniowski, Paul M Hinderliter, Raymond A Kemper. Absorption, distribution, metabolism, and elimination of 8-2 fluorotelomer alcohol in the rat.
Toxicological sciences : an official journal of the Society of Toxicology.
2006 Jun; 91(2):341-55. doi:
10.1093/toxsci/kfj160. [PMID: 16543293] - Ning Wang, Bogdan Szostek, Robert C Buck, Patrick W Folsom, Lisa M Sulecki, Vladimir Capka, William R Berti, John T Gannon. Fluorotelomer alcohol biodegradation-direct evidence that perfluorinated carbon chains breakdown.
Environmental science & technology.
2005 Oct; 39(19):7516-28. doi:
10.1021/es0506760. [PMID: 16245823] - Anna Kärrman, Bert van Bavel, Ulf Järnberg, Lennart Hardell, Gunilla Lindström. Development of a solid-phase extraction-HPLC/single quadrupole MS method for quantification of perfluorochemicals in whole blood.
Analytical chemistry.
2005 Feb; 77(3):864-70. doi:
10.1021/ac049023c. [PMID: 15679355]