PHENOXYACETIC ACID (BioDeep_00001868024)

Main id: BioDeep_00000003417

 

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


PHENOXYACETIC ACID

化学式: C8H8O3 (152.0473418)
中文名称: 苯氧乙酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC=C(C=C1)OCC(=O)O
InChI: InChI=1S/C8H8O3/c9-8(10)6-11-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)

描述信息

A monocarboxylic acid that is the O-phenyl derivative of glycolic acid. A metabolite of 2-phenoxyethanol, it is used in the manufacture of pharmaceuticals, pesticides, fungicides and dyes.
COVID info from PDB, Protein Data Bank
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
Phenoxyacetic acid is an endogenous metabolite.

同义名列表

1 个代谢物同义名

PHENOXYACETIC ACID



数据库引用编号

12 个数据库交叉引用编号

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)

8 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

  • F Zhang, M J LeBaron, M S Marty. Prediction of tissue and urine concentrations of 2-phenoxyethanol and its metabolite 2-phenoxyacetic acid in rat and human after oral and dermal exposures via GastroPlusTM physiologically based pharmacokinetic modelling. SAR and QSAR in environmental research. 2022 May; 33(5):323-339. doi: 10.1080/1062936x.2022.2049866. [PMID: 35301938]
  • Mihye Kwon, Jung Bae Park, Miwha Kwon, Jinho Song, Chang Su Yeo, Soo Hyeon Bae. Pharmacokinetics of 2-phenoxyethanol and its major metabolite, phenoxyacetic acid, after dermal and inhaled routes of exposure: application to development PBPK model in rats. Archives of toxicology. 2021 06; 95(6):2019-2036. doi: 10.1007/s00204-021-03041-z. [PMID: 33844041]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Wanwan Wang, Pengyong Zhou, Xiaochang Mo, Lingfei Hu, Nuo Jin, Xia Chen, Zhuoxian Yu, Jinpeng Meng, Matthias Erb, Zhicai Shang, Angharad M R Gatehouse, Jun Wu, Yonggen Lou. Induction of defense in cereals by 4-fluorophenoxyacetic acid suppresses insect pest populations and increases crop yields in the field. Proceedings of the National Academy of Sciences of the United States of America. 2020 06; 117(22):12017-12028. doi: 10.1073/pnas.2003742117. [PMID: 32434917]
  • Anne-Claire Binter, Elise Bannier, Grégory Simon, Dave Saint-Amour, Jean-Christophe Ferré, Christian Barillot, Christine Monfort, Sylvaine Cordier, Cécile Chevrier, Fabienne Pelé. Prenatal exposure to glycol ethers and motor inhibition function evaluated by functional MRI at the age of 10 to 12 years in the PELAGIE mother-child cohort. Environment international. 2019 12; 133(Pt A):105163. doi: 10.1016/j.envint.2019.105163. [PMID: 31518935]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Zheng Li, Chunxia Liu, Jianyong Yang, Jiaqi Zhou, Zhiwen Ye, Dazhi Feng, Na Yue, Jiayi Tong, Wenlong Huang, Hai Qian. Design, synthesis and biological evaluation of novel FFA1/GPR40 agonists: New breakthrough in an old scaffold. European journal of medicinal chemistry. 2019 Oct; 179(?):608-622. doi: 10.1016/j.ejmech.2019.06.087. [PMID: 31279294]
  • Huixiao Duo, Yuhuan Wang, Licheng Wang, Xiaofeng Lu, Xiaojing Liang. Zirconium(IV)-based metal-organic frameworks (UiO-67) as solid-phase extraction adsorbents for extraction of phenoxyacetic acid herbicides from vegetables. Journal of separation science. 2018 Nov; 41(22):4149-4158. doi: 10.1002/jssc.201800784. [PMID: 30194810]
  • Charline Warembourg, Jérémie Botton, Nathalie Lelong, Florence Rouget, Babak Khoshnood, Florent Le Gléau, Christine Monfort, Laurence Labat, Fabrice Pierre, Barbara Heude, Rémy Slama, Luc Multigner, Marie-Aline Charles, Sylvaine Cordier, Ronan Garlantézec. Prenatal exposure to glycol ethers and cryptorchidism and hypospadias: a nested case-control study. Occupational and environmental medicine. 2018 01; 75(1):59-65. doi: 10.1136/oemed-2017-104391. [PMID: 29055888]
  • Shohei Hayashi, Tomoki Sano, Kousuke Suyama, Kazuhito Itoh. 2,4-Dichlorophenoxyacetic acid (2,4-D)- and 2,4,5-trichlorophenoxyacetic acid (2,4,5-T)-degrading gene cluster in the soybean root-nodulating bacterium Bradyrhizobium elkanii USDA94. Microbiological research. 2016 Jul; 188-189(?):62-71. doi: 10.1016/j.micres.2016.04.014. [PMID: 27296963]
  • Tae Hwan Kim, Min Gi Kim, Min Gyu Kim, Beom Soo Shin, Kyu-Bong Kim, Jong Bong Lee, Soo Heui Paik, Sun Dong Yoo. Simultaneous determination of phenoxyethanol and its major metabolite, phenoxyacetic acid, in rat biological matrices by LC-MS/MS with polarity switching: Application to ADME studies. Talanta. 2015 Nov; 144(?):29-38. doi: 10.1016/j.talanta.2015.05.075. [PMID: 26452788]
  • Zhong-Xia Wang, Ai-Ling Wang, Xiao-Yan Wei, Yan-Rong Qu, Bin Yue, Jie Kang, Hai-Bin Chu, Yong-Liang Zhao. Synthesis, crystal structure and fluorescence properties of terbium complexes with phenoxyacetic acid and 2,4,6-tris-(2-pyridyl)-s-triazine. Luminescence : the journal of biological and chemical luminescence. 2015 Sep; 30(6):835-41. doi: 10.1002/bio.2829. [PMID: 25640149]
  • Małgorzata Janicka. Correlations between chromatographic parameters and bioactivity predictors of potential herbicides. Journal of chromatographic science. 2014 Aug; 52(7):676-84. doi: 10.1093/chromsci/bmt098. [PMID: 23872809]
  • Santosh N Mokale, Manjusha C Nevase, Nikhil S Sakle, Pritam N Dube, Vishakha R Shelke, Swati A Bhavale, Afreen Begum. Synthesis and in-vivo hypolipidemic activity of some novel substituted phenyl isoxazol phenoxy acetic acid derivatives. Bioorganic & medicinal chemistry letters. 2014 May; 24(9):2155-8. doi: 10.1016/j.bmcl.2014.03.030. [PMID: 24703232]
  • Ronan Garlantézec, Charline Warembourg, Christine Monfort, Laurence Labat, Juha Pulkkinen, Nathalie Bonvallot, Luc Multigner, Cécile Chevrier, Sylvaine Cordier. Urinary glycol ether metabolites in women and time to pregnancy: the PELAGIE cohort. Environmental health perspectives. 2013 Oct; 121(10):1167-73. doi: 10.1289/ehp.1206103. [PMID: 23838187]
  • Guan-Sheng Jiao, Seongjin Kim, Mahtab Moayeri, Devorah Crown, April Thai, Lynne Cregar-Hernandez, Linda McKasson, Banumathi Sankaran, Axel Lehrer, Teri Wong, Lisa Johns, Stephen A Margosiak, Stephen H Leppla, Alan T Johnson. Antidotes to anthrax lethal factor intoxication. Part 3: Evaluation of core structures and further modifications to the C2-side chain. Bioorganic & medicinal chemistry letters. 2012 Mar; 22(6):2242-6. doi: 10.1016/j.bmcl.2012.01.095. [PMID: 22342144]
  • Ronan Garlantézec, Luc Multigner, Laurence Labat, Nathalie Bonvallot, Juha Pulkkinen, Brigitte Dananché, Christine Monfort, Florence Rouget, Sylvaine Cordier. Urinary biomarkers of exposure to glycol ethers and chlorinated solvents during pregnancy: determinants of exposure and comparison with indirect methods of exposure assessment. Occupational and environmental medicine. 2012 Jan; 69(1):62-70. doi: 10.1136/oem.2010.062315. [PMID: 21705463]
  • Joanna Jurewicz, Wojciech Hanke, Wojciech Sobala, Danuta Ligocka. Exposure to phenoxyacetic acid herbicides and predictors of exposure among spouses of farmers. Annals of agricultural and environmental medicine : AAEM. 2012; 19(1):51-6. doi: NULL. [PMID: 22462445]
  • Tânia R Cabrito, Miguel C Teixeira, Ashutosh Singh, Rajendra Prasad, Isabel Sá-Correia. The yeast ABC transporter Pdr18 (ORF YNR070w) controls plasma membrane sterol composition, playing a role in multidrug resistance. The Biochemical journal. 2011 Dec; 440(2):195-202. doi: 10.1042/bj20110876. [PMID: 21831043]
  • Jerry M Green, Micheal D K Owen. Herbicide-resistant crops: utilities and limitations for herbicide-resistant weed management. Journal of agricultural and food chemistry. 2011 Jun; 59(11):5819-29. doi: 10.1021/jf101286h. [PMID: 20586458]
  • Toshio Fujita. In memoriam professor Corwin Hansch: birth pangs of QSAR before 1961. Journal of computer-aided molecular design. 2011 Jun; 25(6):509-17. doi: 10.1007/s10822-011-9450-0. [PMID: 21695492]
  • Darren M Roberts, Andrew H Dawson, Lalith Senarathna, Fahim Mohamed, Ron Cheng, Geoffrey Eaglesham, Nick A Buckley. Toxicokinetics, including saturable protein binding, of 4-chloro-2-methyl phenoxyacetic acid (MCPA) in patients with acute poisoning. Toxicology letters. 2011 Mar; 201(3):270-6. doi: 10.1016/j.toxlet.2011.01.011. [PMID: 21256202]
  • Eliseo Herrero-Hernández, Rita Carabias-Martínez, Encarnacion Rodríguez-Gonzalo. Behavior of phenols and phenoxyacids on a bisphenol-A imprinted polymer. Application for selective solid-phase extraction from water and urine samples. International journal of molecular sciences. 2011; 12(5):3322-39. doi: 10.3390/ijms12053322. [PMID: 21686187]
  • George Sachs, Jai Moo Shin, Richard Hunt. Novel approaches to inhibition of gastric acid secretion. Current gastroenterology reports. 2010 Dec; 12(6):437-47. doi: 10.1007/s11894-010-0149-5. [PMID: 20924727]
  • Bin Ni, Junren Zhang, Jianjun Zou, Wei Zhao, JianHua Li. A simple and sensitive HPLC method for quantification of the metabolin of meclofenoxate in human plasma. Journal of chromatographic science. 2010 May; 48(5):353-7. doi: 10.1093/chromsci/48.5.353. [PMID: 20515527]
  • Lesa L Aylward, Marsha K Morgan, Tye E Arbuckle, Dana B Barr, Carol J Burns, Bruce H Alexander, Sean M Hays. Biomonitoring data for 2,4-dichlorophenoxyacetic acid in the United States and Canada: interpretation in a public health risk assessment context using Biomonitoring Equivalents. Environmental health perspectives. 2010 Feb; 118(2):177-81. doi: 10.1289/ehp.0900970. [PMID: 20123603]
  • A Maarten J Kootstra, Hendrik H Beeftink, Elinor L Scott, Johan Pm Sanders. Optimization of the dilute maleic acid pretreatment of wheat straw. Biotechnology for biofuels. 2009 Dec; 2(?):31. doi: 10.1186/1754-6834-2-31. [PMID: 20025730]
  • Tomoki Fukuyama, Yukari Tajima, Hideo Ueda, Koichi Hayashi, Yasufumi Shutoh, Takanori Harada, Tadashi Kosaka. Allergic reaction induced by dermal and/or respiratory exposure to low-dose phenoxyacetic acid, organophosphorus, and carbamate pesticides. Toxicology. 2009 Jul; 261(3):152-61. doi: 10.1016/j.tox.2009.05.014. [PMID: 19467290]
  • David H Garabrant, Alfred Franzblau, James Lepkowski, Brenda W Gillespie, Peter Adriaens, Avery Demond, Elizabeth Hedgeman, Kristine Knutson, Lynn Zwica, Kristen Olson, Timothy Towey, Qixuan Chen, Biling Hong, Chiung-Wen Chang, Shih-Yuan Lee, Barbara Ward, Kathy Ladronka, William Luksemburg, Martha Maier. The University of Michigan Dioxin Exposure Study: predictors of human serum dioxin concentrations in Midland and Saginaw, Michigan. Environmental health perspectives. 2009 May; 117(5):818-24. doi: 10.1289/ehp.11779. [PMID: 19479027]
  • Christian H Lindh, Margareta Littorin, Asa Amilon, Bo A G Jönsson. Analysis of phenoxyacetic acid herbicides as biomarkers in human urine using liquid chromatography/triple quadrupole mass spectrometry. Rapid communications in mass spectrometry : RCM. 2008; 22(2):143-50. doi: 10.1002/rcm.3348. [PMID: 18059043]
  • Hiroyuki Miyachi, Yuichi Hashimoto. Structural Development Studies of Subtype-Selective Ligands for Peroxisome Proliferator-Activated Receptors (PPARs) Based on the 3,4-Disubstituted Phenylpropanoic Acid Scaffold as a Versatile Template. PPAR research. 2008; 2008(?):689859. doi: 10.1155/2008/689859. [PMID: 18566690]
  • Renato F de Carvalho, Richard H Bromilow, Richard Greenwood. Uptake of pesticides from water by curly waterweed Lagarosiphon major and lesser duckweed Lemna minor. Pest management science. 2007 Aug; 63(8):789-97. doi: 10.1002/ps.1389. [PMID: 17573680]
  • Giuseppe Fracchiolla, Antonio Laghezza, Luca Piemontese, Giuseppe Carbonara, Antonio Lavecchia, Paolo Tortorella, Maurizio Crestani, Ettore Novellino, Fulvio Loiodice. Synthesis, biological evaluation, and molecular modeling investigation of chiral phenoxyacetic acid analogues with PPARalpha and PPARgamma agonist activity. ChemMedChem. 2007 May; 2(5):641-54. doi: 10.1002/cmdc.200600307. [PMID: 17357171]
  • Maria G Margariti, Andreas K Tsakalof, Aristidis M Tsatsakis. Analytical methods of biological monitoring for exposure to pesticides: recent update. Therapeutic drug monitoring. 2007 Apr; 29(2):150-63. doi: 10.1097/ftd.0b013e31803d3509. [PMID: 17417068]
  • Tye E Arbuckle, Len Ritter. Phenoxyacetic acid herbicide exposure for women on Ontario farms. Journal of toxicology and environmental health. Part A. 2005 Aug; 68(15):1359-70. doi: 10.1080/15287390590953635. [PMID: 16020195]
  • R Neil Dalton, Charles Turner, Moira Dick, Susan E Height, Moji Awogbade, Baba Inusa, Iheanyi Okpala, Sandra O'Driscoll, Swee Lay Thein, David C Rees. The measurement of urinary hydroxyurea in sickle cell anaemia. British journal of haematology. 2005 Jul; 130(1):138-44. doi: 10.1111/j.1365-2141.2005.05583.x. [PMID: 15982356]
  • B van Ravenzwaay, W Mellert, K Deckardt, K Küttler. The comparative toxicology of 4-chloro-2-methylphenoxyacetic acid and its plant metabolite 4-chloro-2-carboxyphenoxyacetic acid in rats. Regulatory toxicology and pharmacology : RTP. 2005 Jun; 42(1):47-54. doi: 10.1016/j.yrtph.2005.01.003. [PMID: 15896442]
  • Charles Timchalk. Comparative inter-species pharmacokinetics of phenoxyacetic acid herbicides and related organic acids. evidence that the dog is not a relevant species for evaluation of human health risk. Toxicology. 2004 Jul; 200(1):1-19. doi: 10.1016/j.tox.2004.03.005. [PMID: 15158559]
  • M Guadalupe Cabral, I Sá-Correia, C A Viegas. Adaptative responses in yeast to the herbicide 2-methyl-4-chlorophenoxyacetic acid at the level of intracellular pH homeostasis. Journal of applied microbiology. 2004; 96(3):603-12. doi: 10.1111/j.1365-2672.2004.02199.x. [PMID: 14962141]
  • Andrzej Starek, Jolanta Jarosz, Wiesław Szymczak. Comparison of the hemolytic activity of isopropoxyethanol and phenoxyethanol. International journal of occupational medicine and environmental health. 2004; 17(3):339-46. doi: . [PMID: 15683154]
  • Vladimir Sidorov, Frank W Kotch, Jennifer L Kuebler, Yiu-Fai Lam, Jeffery T Davis. Chloride transport across lipid bilayers and transmembrane potential induction by an oligophenoxyacetamide. Journal of the American Chemical Society. 2003 Mar; 125(10):2840-1. doi: 10.1021/ja029372t. [PMID: 12617627]
  • Sandra Tenreiro, Patrícia A Nunes, Cristina A Viegas, Mónica S Neves, Miguel C Teixeira, M Guadalupe Cabral, Isabel Sá-Correia. AQR1 gene (ORF YNL065w) encodes a plasma membrane transporter of the major facilitator superfamily that confers resistance to short-chain monocarboxylic acids and quinidine in Saccharomyces cerevisiae. Biochemical and biophysical research communications. 2002 Apr; 292(3):741-8. doi: 10.1006/bbrc.2002.6703. [PMID: 11922628]
  • T Cserháti, E Forgács, Z Deyl, I Miksík. Effect of molecular parameters on the binding of phenoxyacetic acid derivatives to albumins. Journal of chromatography. B, Biomedical sciences and applications. 2001 Mar; 753(1):87-92. doi: 10.1016/s0378-4347(00)00422-9. [PMID: 11302451]
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  • B FALUDI, I GYURJAN, A FALUDI DANIEL, M PACSERY. MOLECULAR STRUCTURE AND TUMOROUS GROWTH INDUCING EFFECT OF CHLOROSUBSTITUTED PHENOXYACETIC ACIDS IN POTATO TISSUE CULTURE. Acta biologica Academiae Scientiarum Hungaricae. 1965; 15(?):321-9. doi: ". [PMID: 14316074]
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