perfluorolauric acid (BioDeep_00000271314)
Industrial Pollutants
代谢物信息卡片
Perfluorododecanoic acid (PFDoDA)
化学式: C12HF23O2 (613.9609281999999)
中文名称: 全氟十二烷酸, 全氟十二酸
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C(=O)(C(C(C(C(C(C(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)O
InChI: InChI=1S/C12HF23O2/c13-2(14,1(36)37)3(15,16)4(17,18)5(19,20)6(21,22)7(23,24)8(25,26)9(27,28)10(29,30)11(31,32)12(33,34)35/h(H,36,37)
描述信息
CONFIDENCE standard compound; INTERNAL_ID 5952
同义名列表
数据库引用编号
9 个数据库交叉引用编号
- ChEBI: CHEBI:90633
- PubChem: 67545
- CAS: 307-55-1
- MoNA: AU595254
- MoNA: AU595253
- MoNA: AU595252
- MoNA: AU595251
- MoNA: AU595250
- PMhub: MS000002075
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
- 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] - Randi Grønnestad, Silje Modahl Johanson, Mette H B Müller, Daniel Schlenk, Philip Tanabe, Åse Krøkje, Veerle L B Jaspers, Bjørn Munro Jenssen, Erik M Ræder, Jan L Lyche, Qingyang Shi, Augustine Arukwe. Effects of an environmentally relevant PFAS mixture on dopamine and steroid hormone levels in exposed mice.
Toxicology and applied pharmacology.
2021 10; 428(?):115670. doi:
10.1016/j.taap.2021.115670. [PMID: 34371090] - Yanqiu Ou, Xiaowen Zeng, Shao Lin, Michael S Bloom, Fengzhen Han, Xiaohua Xiao, Hui Wang, Rosemary Matala, Xiaohong Li, Yanji Qu, Zhiqiang Nie, Guanghui Dong, Xiaoqing Liu. Gestational exposure to perfluoroalkyl substances and congenital heart defects: A nested case-control pilot study.
Environment international.
2021 09; 154(?):106567. doi:
10.1016/j.envint.2021.106567. [PMID: 33882431] - Julia R Varshavsky, Joshua F Robinson, Yan Zhou, Kenisha A Puckett, Elaine Kwan, Sirirak Buarpung, Rayyan Aburajab, Stephanie L Gaw, Saunak Sen, Songmei Gao, Sabrina Crispo Smith, June-Soo Park, Igor Zakharevich, Roy R Gerona, Susan J Fisher, Tracey J Woodruff. Organophosphate Flame Retardants, Highly Fluorinated Chemicals, and Biomarkers of Placental Development and Disease During Mid-Gestation.
Toxicological sciences : an official journal of the Society of Toxicology.
2021 05; 181(2):215-228. doi:
10.1093/toxsci/kfab028. [PMID: 33677611] - Huitao Li, Zina Wen, Chaobo Ni, Xianwu Chen, Yong Cheng, Yuxin Liu, Xiaoheng Li, Qiqi Zhu, Ren-Shan Ge. Perfluorododecanoic acid delays Leydig cell regeneration from stem cells in adult rats.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2021 May; 151(?):112152. doi:
10.1016/j.fct.2021.112152. [PMID: 33774092] - Huangfang Xu, Qiongjie Zhou, Jiming Zhang, Xinning Chen, Huanqiang Zhao, Huiqing Lu, Bo Ma, Zheng Wang, Chunhua Wu, Chunmei Ying, Yu Xiong, Zhijun Zhou, Xiaotian Li. Exposure to elevated per- and polyfluoroalkyl substances in early pregnancy is related to increased risk of gestational diabetes mellitus: A nested case-control study in Shanghai, China.
Environment international.
2020 10; 143(?):105952. doi:
10.1016/j.envint.2020.105952. [PMID: 32717645] - Yu Ait Bamai, Houman Goudarzi, Atsuko Araki, Emiko Okada, Ikuko Kashino, Chihiro Miyashita, Reiko Kishi. Effect of prenatal exposure to per- and polyfluoroalkyl substances on childhood allergies and common infectious diseases in children up to age 7 years: The Hokkaido study on environment and children's health.
Environment international.
2020 10; 143(?):105979. doi:
10.1016/j.envint.2020.105979. [PMID: 32717646] - Wei Wang, Wei Zhou, Shaowei Wu, Fan Liang, Yan Li, Jun Zhang, Linlin Cui, Yan Feng, Yan Wang. Perfluoroalkyl substances exposure and risk of polycystic ovarian syndrome related infertility in Chinese women.
Environmental pollution (Barking, Essex : 1987).
2019 Apr; 247(?):824-831. doi:
10.1016/j.envpol.2019.01.039. [PMID: 30731307] - Yong Chen, Huitao Li, Jiaying Mo, Xiuxiu Chen, Keyang Wu, Fei Ge, Leikai Ma, Xiaoheng Li, Xiaoling Guo, Junzhao Zhao, Ren-Shan Ge. Perfluorododecanoic Acid Blocks Rat Leydig Cell Development during Prepuberty.
Chemical research in toxicology.
2019 01; 32(1):146-155. doi:
10.1021/acs.chemrestox.8b00241. [PMID: 30489073] - Kohei Kawabata, Hirokazu Matsuzaki, Sahoko Nukui, Mari Okazaki, Ayako Sakai, Yoichi Kawashima, Naomi Kudo. Perfluorododecanoic Acid Induces Cognitive Deficit in Adult Rats.
Toxicological sciences : an official journal of the Society of Toxicology.
2017 06; 157(2):421-428. doi:
10.1093/toxsci/kfx058. [PMID: 28402547] - Hui Liu, Hongxia Zhang, Ruina Cui, Xuejiang Guo, Dazhi Wang, Jiayin Dai. Activation of peroxisome proliferator-activated receptor α ameliorates perfluorododecanoic acid-induced production of reactive oxygen species in rat liver.
Archives of toxicology.
2016 Jun; 90(6):1383-97. doi:
10.1007/s00204-015-1559-9. [PMID: 26168851] - Katarzyna Góralczyk, Krzysztof A Pachocki, Agnieszka Hernik, Paweł Struciński, Katarzyna Czaja, Christian H Lindh, Bo A G Jönsson, Virissa Lenters, Wojciech Korcz, Maria Minorczyk, Małgorzata Matuszak, Jan K Ludwicki. Perfluorinated chemicals in blood serum of inhabitants in central Poland in relation to gender and age.
The Science of the total environment.
2015 Nov; 532(?):548-55. doi:
10.1016/j.scitotenv.2015.06.050. [PMID: 26100734] - 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] - Lianying Zhang, Xiao-Min Ren, Bin Wan, Liang-Hong Guo. Structure-dependent binding and activation of perfluorinated compounds on human peroxisome proliferator-activated receptor γ.
Toxicology and applied pharmacology.
2014 Sep; 279(3):275-283. doi:
10.1016/j.taap.2014.06.020. [PMID: 24998974] - Emiko Okada, Ikuko Kashino, Hideyuki Matsuura, Seiko Sasaki, Chihiro Miyashita, Jun Yamamoto, Tamiko Ikeno, Yoichi M Ito, Toru Matsumura, Akiko Tamakoshi, Reiko Kishi. Temporal trends of perfluoroalkyl acids in plasma samples of pregnant women in Hokkaido, Japan, 2003-2011.
Environment international.
2013 Oct; 60(?):89-96. doi:
10.1016/j.envint.2013.07.013. [PMID: 24013022] - Hongxia Zhang, Junjie Hou, Ruina Cui, Xuejiang Guo, Zhimin Shi, Fuquan Yang, Jiayin Dai. Phosphoproteome analysis reveals an important role for glycogen synthase kinase-3 in perfluorododecanoic acid-induced rat liver toxicity.
Toxicology letters.
2013 Mar; 218(1):61-9. doi:
10.1016/j.toxlet.2013.01.012. [PMID: 23353032] - 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] - Eva C Bonefeld-Jorgensen, Manhai Long, Rossana Bossi, Pierre Ayotte, Gert Asmund, Tanja Krüger, Mandana Ghisari, Gert Mulvad, Peder Kern, Peter Nzulumiki, Eric Dewailly. Perfluorinated compounds are related to breast cancer risk in Greenlandic Inuit: a case control study.
Environmental health : a global access science source.
2011 Oct; 10(?):88. doi:
10.1186/1476-069x-10-88. [PMID: 21978366] - 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] - Wei Liu, Lei Xu, Xiao Li, Yi He Jin, Kazuaki Sasaki, Norimitsu Saito, Itaru Sato, Shuji Tsuda. Human nails analysis as biomarker of exposure to perfluoroalkyl compounds.
Environmental science & technology.
2011 Oct; 45(19):8144-50. doi:
10.1021/es1036207. [PMID: 21425792] - 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] - 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] - Hongxia Zhang, Lina Ding, Xuemei Fang, Zhimin Shi, Yating Zhang, Hebing Chen, Xianzhong Yan, Jiayin Dai. Biological responses to perfluorododecanoic acid exposure in rat kidneys as determined by integrated proteomic and metabonomic studies.
PloS one.
2011; 6(6):e20862. doi:
10.1371/journal.pone.0020862. [PMID: 21677784] - John W Washington, Hoon Yoo, J Jackson Ellington, Thomas M Jenkins, E Laurence Libelo. Concentrations, distribution, and persistence of perfluoroalkylates in sludge-applied soils near Decatur, Alabama, USA.
Environmental science & technology.
2010 Nov; 44(22):8390-6. doi:
10.1021/es1003846. [PMID: 20949951] - Junfang Wu, Wenxin Xu, Zhenping Ming, Huifen Dong, Huiru Tang, Yulan Wang. Metabolic changes reveal the development of schistosomiasis in mice.
PLoS neglected tropical diseases.
2010 Aug; 4(8):. doi:
10.1371/journal.pntd.0000807. [PMID: 20824219] - Zhimin Shi, Hongxia Zhang, Lina Ding, Yixing Feng, Jianshe Wang, Jiayin Dai. Proteomic analysis for testis of rats chronically exposed to perfluorododecanoic acid.
Toxicology letters.
2010 Feb; 192(2):179-88. doi:
10.1016/j.toxlet.2009.10.016. [PMID: 19854247] - Laura A MacManus-Spencer, Monica L Tse, Paul C Hebert, Heather N Bischel, Richard G Luthy. Binding of perfluorocarboxylates to serum albumin: a comparison of analytical methods.
Analytical chemistry.
2010 Feb; 82(3):974-81. doi:
10.1021/ac902238u. [PMID: 20039637] - 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] - 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] - Zhimin Shi, Lina Ding, Hongxia Zhang, Yixing Feng, Muqi Xu, Jiayin Dai. Chronic exposure to perfluorododecanoic acid disrupts testicular steroidogenesis and the expression of related genes in male rats.
Toxicology letters.
2009 Aug; 188(3):192-200. doi:
10.1016/j.toxlet.2009.04.014. [PMID: 19397962] - Lina Ding, Fuhua Hao, Zhimin Shi, Yulan Wang, Hongxia Zhang, Huiru Tang, Jiayin Dai. Systems biological responses to chronic perfluorododecanoic acid exposure by integrated metabonomic and transcriptomic studies.
Journal of proteome research.
2009 Jun; 8(6):2882-91. doi:
10.1021/pr9000256. [PMID: 19378957] - Zhimin Shi, Hongxia Zhang, Lina Ding, Yixing Feng, Muqi Xu, Jiayin Dai. The effect of perfluorododecanonic acid on endocrine status, sex hormones and expression of steroidogenic genes in pubertal female rats.
Reproductive toxicology (Elmsford, N.Y.).
2009 Jun; 27(3-4):352-359. doi:
10.1016/j.reprotox.2009.02.008. [PMID: 19429406] - Ulla Nordström Joensen, Rossana Bossi, Henrik Leffers, Allan Astrup Jensen, Niels E Skakkebaek, Niels Jørgensen. Do perfluoroalkyl compounds impair human semen quality?.
Environmental health perspectives.
2009 Jun; 117(6):923-7. doi:
10.1289/ehp.0800517. [PMID: 19590684] - Yan-Min Chen, Liang-Hong Guo. Fluorescence study on site-specific binding of perfluoroalkyl acids to human serum albumin.
Archives of toxicology.
2009 Mar; 83(3):255-61. doi:
10.1007/s00204-008-0359-x. [PMID: 18854981] - Yang Liu, Jianshe Wang, Yanhong Wei, Hongxia Zhang, Muqi Xu, Jiayin Dai. Induction of time-dependent oxidative stress and related transcriptional effects of perfluorododecanoic acid in zebrafish liver.
Aquatic toxicology (Amsterdam, Netherlands).
2008 Sep; 89(4):242-50. doi:
10.1016/j.aquatox.2008.07.009. [PMID: 18760846] - Hongxia Zhang, Zhimin Shi, Yang Liu, Yanhong Wei, Jiayin Dai. Lipid homeostasis and oxidative stress in the liver of male rats exposed to perfluorododecanoic acid.
Toxicology and applied pharmacology.
2008 Feb; 227(1):16-25. doi:
10.1016/j.taap.2007.09.026. [PMID: 18028973] - Antonia M Calafat, Lee-Yang Wong, Zsuzsanna Kuklenyik, John A Reidy, Larry L Needham. Polyfluoroalkyl chemicals in the U.S. population: data from the National Health and Nutrition Examination Survey (NHANES) 2003-2004 and comparisons with NHANES 1999-2000.
Environmental health perspectives.
2007 Nov; 115(11):1596-602. doi:
10.1289/ehp.10598. [PMID: 18007991] - Zhimin Shi, Hongxia Zhang, Yang Liu, Muqi Xu, Jiayin Dai. Alterations in gene expression and testosterone synthesis in the testes of male rats exposed to perfluorododecanoic acid.
Toxicological sciences : an official journal of the Society of Toxicology.
2007 Jul; 98(1):206-15. doi:
10.1093/toxsci/kfm070. [PMID: 17400581] - Kristin Inneke Van de Vijver, Ludo Holsbeek, Krishna Das, Ronny Blust, Claude Joiris, Wim De Coen. Occurrence of perfluorooctane sulfonate and other perfluorinated alkylated substances in harbor porpoises from the Black Sea.
Environmental science & technology.
2007 Jan; 41(1):315-20. doi:
10.1021/es060827e. [PMID: 17265965] - Hiromichi Nakahara, Shohei Nakamura, Hideya Kawasaki, Osamu Shibata. Properties of two-component Langmuir monolayer of single chain perfluorinated carboxylic acids with dipalmitoylphosphatidylcholine (DPPC).
Colloids and surfaces. B, Biointerfaces.
2005 Apr; 41(4):285-98. doi:
10.1016/j.colsurfb.2004.06.013. [PMID: 15748824] - 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] - Kurunthachalam Kannan, Simonetta Corsolini, Jerzy Falandysz, Gilberto Fillmann, Kurunthachalam Senthil Kumar, Bommanna G Loganathan, Mustafa Ali Mohd, Jesus Olivero, Nathalie Van Wouwe, Jae Ho Yang, Kenneth M Aldoust. Perfluorooctanesulfonate and related fluorochemicals in human blood from several countries.
Environmental science & technology.
2004 Sep; 38(17):4489-95. doi:
10.1021/es0493446. [PMID: 15461154]