Aminomethylphosphonic acid (BioDeep_00000003360)

 

Secondary id: BioDeep_00001871835

human metabolite blood metabolite Exogenous Industrial Pollutants Volatile Flavor Compounds


代谢物信息卡片


aminomethylphosphonic acid

化学式: CH6NO3P (111.0085296)
中文名称: (氨甲基)膦酸
谱图信息: 最多检出来源 Homo sapiens(blood) 25.84%

Reviewed

Last reviewed on 2024-10-30.

Cite this Page

Aminomethylphosphonic acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/aminomethylphosphonic_acid (retrieved 2024-11-22) (BioDeep RN: BioDeep_00000003360). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C(N)P(=O)(O)O
InChI: InChI=1S/CH6NO3P/c2-1-6(3,4)5/h1-2H2,(H2,3,4,5)

描述信息

Aminomethylphosphonic acid, also known as AMPA, belongs to the class of organic compounds known as organic phosphonic acids. These are organic compounds containing phosphonic acid. Based on a literature review a significant number of articles have been published on Aminomethylphosphonic acid.

(aminomethyl)phosphonic acid is a member of the class of phosphonic acids that is phosphonic acid substituted by an aminomethyl group. It is a metabolite of the herbicide glyphosate. It is a one-carbon compound and a member of phosphonic acids. It is functionally related to a phosphonic acid. It is a conjugate acid of an (aminomethyl)phosphonate(1-).

(Aminomethyl)phosphonic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=1066-51-9 (retrieved 2024-10-30) (CAS RN: 1066-51-9). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

同义名列表

18 个代谢物同义名

1-Aminomethylphosphonic acid, potassium salt; 1-Aminomethylphosphonic acid, magnesium salt; 1-Aminomethylphosphonic acid, sulfate (2:1); 1-Aminomethylphosphonic acid, ammonium salt; 1-Aminomethylphosphonic acid, disodium salt; 1-Aminomethylphosphonic acid, hydrochloride; 1-Aminomethylphosphonic acid, calcium salt; 1-Aminomethylphosphonic acid, sodium salt; 1-Aminomethylphosphonic acid, monosulfate; 1-Aminomethylphosphonic acid; (Aminomethyl)phosphonic acid; Aminomethylphosphonic acid; 1-Aminomethylphosphonate; (Aminomethyl)phosphonate; Aminomethylphosphonate; ampa; AMeP; 1-Aminomethylphosphonic acid



数据库引用编号

25 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)

1 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

  • Spencer R Moller, Adam F Wallace, Rumana Zahir, Abrar Quadery, Deb P Jaisi. Effect of temperature on the degradation of glyphosate by Mn-oxide: Products and pathways of degradation. Journal of hazardous materials. 2023 Sep; 461(?):132467. doi: 10.1016/j.jhazmat.2023.132467. [PMID: 37716266]
  • Marcelo Pedrosa Gomes, Mariana Perez Dos Santos, Patricia Lawane de Freitas, Ana Marta Schafaschek, Emily Nentwing de Barros, Rafael Shinji Akiyama Kitamura, Volnei Paulete, Mario Antônio Navarro-Silva. The aquatic macrophyte Salvinia molesta mitigates herbicides (glyphosate and aminomethylphosphonic acid) effects to aquatic invertebrates. Environmental science and pollution research international. 2023 Jan; 30(5):12348-12361. doi: 10.1007/s11356-022-23012-w. [PMID: 36109480]
  • Monica K Silver, Jennifer Fernandez, Jason Tang, Anna McDade, Jason Sabino, Zaira Rosario, Carmen Vélez Vega, Akram Alshawabkeh, José F Cordero, John D Meeker. Prenatal Exposure to Glyphosate and Its Environmental Degradate, Aminomethylphosphonic Acid (AMPA), and Preterm Birth: A Nested Case-Control Study in the PROTECT Cohort (Puerto Rico). Environmental health perspectives. 2021 05; 129(5):57011. doi: 10.1289/ehp7295. [PMID: 34009015]
  • María-Aránzazu Martínez, José-Luis Rodríguez, Bernardo Lopez-Torres, Marta Martínez, María-Rosa Martínez-Larrañaga, Jorge-Enrique Maximiliano, Arturo Anadón, Irma Ares. Use of human neuroblastoma SH-SY5Y cells to evaluate glyphosate-induced effects on oxidative stress, neuronal development and cell death signaling pathways. Environment international. 2020 02; 135(?):105414. doi: 10.1016/j.envint.2019.105414. [PMID: 31874349]
  • Élise Smedbol, Marc Lucotte, Sophie Maccario, Marcelo Pedrosa Gomes, Serge Paquet, Matthieu Moingt, Lila Lucero Celis Mercier, Millaray Rayen Perez Sobarzo, Marc-André Blouin. Glyphosate and Aminomethylphosphonic Acid Content in Glyphosate-Resistant Soybean Leaves, Stems, and Roots and Associated Phytotoxicity Following a Single Glyphosate-Based Herbicide Application. Journal of agricultural and food chemistry. 2019 Jun; 67(22):6133-6142. doi: 10.1021/acs.jafc.9b00949. [PMID: 31067046]
  • Dawei Chen, Hong Miao, Yunfeng Zhao, Yongning Wu. A simple liquid chromatography-high resolution mass spectrometry method for the determination of glyphosate and aminomethylphosphonic acid in human urine using cold-induced phase separation and hydrophilic pipette tip solid-phase extraction. Journal of chromatography. A. 2019 Feb; 1587(?):73-78. doi: 10.1016/j.chroma.2018.11.030. [PMID: 30471790]
  • Shankani Gunarathna, Buddhika Gunawardana, Mahesh Jayaweera, Jagath Manatunge, Kasun Zoysa. Glyphosate and AMPA of agricultural soil, surface water, groundwater and sediments in areas prevalent with chronic kidney disease of unknown etiology, Sri Lanka. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2018; 53(11):729-737. doi: 10.1080/03601234.2018.1480157. [PMID: 29883246]
  • Leonardo Bianco de Carvalho, Pedro Luis da Costa Aguiar Alves, Fidel González-Torralva, Hugo Enrique Cruz-Hipolito, Antonia María Rojano-Delgado, Rafael De Prado, Javier Gil-Humanes, Francisco Barro, María Dolores Luque de Castro. Pool of resistance mechanisms to glyphosate in Digitaria insularis. Journal of agricultural and food chemistry. 2012 Jan; 60(2):615-22. doi: 10.1021/jf204089d. [PMID: 22175446]
  • Nesma A Z Sarhan, Ezzeldein S El-Denshary, Nabila S Hassan, Ferial M Abu-Salem, Mosaad A Abdel-Wahhab. Isoflavones-Enriched Soy Protein Prevents CCL(4)-Induced Hepatotoxicity in Rats. ISRN pharmacology. 2012; 2012(?):347930. doi: 10.5402/2012/347930. [PMID: 22530140]
  • Naoki Yoshioka, Migiwa Asano, Azumi Kuse, Takao Mitsuhashi, Yasushi Nagasaki, Yasuhiro Ueno. Rapid determination of glyphosate, glufosinate, bialaphos, and their major metabolites in serum by liquid chromatography-tandem mass spectrometry using hydrophilic interaction chromatography. Journal of chromatography. A. 2011 Jun; 1218(23):3675-80. doi: 10.1016/j.chroma.2011.04.021. [PMID: 21530973]
  • Stephen O Duke. Glyphosate degradation in glyphosate-resistant and -susceptible crops and weeds. Journal of agricultural and food chemistry. 2011 Jun; 59(11):5835-41. doi: 10.1021/jf102704x. [PMID: 20919737]
  • N T Litz, A Weigert, B Krause, S Heise, G Grützmacher. Comparative studies on the retardation and reduction of glyphosate during subsurface passage. Water research. 2011 May; 45(10):3047-54. doi: 10.1016/j.watres.2011.02.015. [PMID: 21496859]
  • Wei Ding, Krishna N Reddy, Robert M Zablotowicz, Nacer Bellaloui, H Arnold Bruns. Physiological responses of glyphosate-resistant and glyphosate-sensitive soybean to aminomethylphosphonic acid, a metabolite of glyphosate. Chemosphere. 2011 Apr; 83(4):593-8. doi: 10.1016/j.chemosphere.2010.12.008. [PMID: 21190714]
  • Céline Gasnier, Claire Laurant, Cécile Decroix-Laporte, Robin Mesnage, Emilie Clair, Carine Travert, Gilles-Eric Séralini. Defined plant extracts can protect human cells against combined xenobiotic effects. Journal of occupational medicine and toxicology (London, England). 2011 Jan; 6(1):3. doi: 10.1186/1745-6673-6-3. [PMID: 21251308]
  • J Bernal, J L Bernal, M T Martin, M J Nozal, A Anadón, M R Martínez-Larrañaga, M A Martínez. Development and validation of a liquid chromatography-fluorescence-mass spectrometry method to measure glyphosate and aminomethylphosphonic acid in rat plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Dec; 878(31):3290-6. doi: 10.1016/j.jchromb.2010.10.013. [PMID: 21106459]
  • Céline Gasnier, Nora Benachour, Emilie Clair, Carine Travert, Frédéric Langlois, Claire Laurant, Cécile Decroix-Laporte, Gilles-Eric Séralini. Dig1 protects against cell death provoked by glyphosate-based herbicides in human liver cell lines. Journal of occupational medicine and toxicology (London, England). 2010 Oct; 5(?):29. doi: 10.1186/1745-6673-5-29. [PMID: 20979644]
  • Estérine Evrard, Justine Marchand, Michaël Theron, Karine Pichavant-Rafini, Gaël Durand, Louis Quiniou, Jean Laroche. Impacts of mixtures of herbicides on molecular and physiological responses of the European flounder Platichthys flesus. Comparative biochemistry and physiology. Toxicology & pharmacology : CBP. 2010 Sep; 152(3):321-31. doi: 10.1016/j.cbpc.2010.05.009. [PMID: 20566314]
  • Antonia María Rojano-Delgado, José Ruiz-Jiménez, María Dolores Luque de Castro, Rafael De Prado. Determination of glyphosate and its metabolites in plant material by reversed-polarity CE with indirect absorptiometric detection. Electrophoresis. 2010 Apr; 31(8):1423-30. doi: 10.1002/elps.200900583. [PMID: 20358544]
  • A Anadón, M R Martínez-Larrañaga, M A Martínez, V J Castellano, M Martínez, M T Martin, M J Nozal, J L Bernal. Toxicokinetics of glyphosate and its metabolite aminomethyl phosphonic acid in rats. Toxicology letters. 2009 Oct; 190(1):91-5. doi: 10.1016/j.toxlet.2009.07.008. [PMID: 19607892]
  • Jérémy Doublet, Laure Mamy, Enrique Barriuso. Delayed degradation in soil of foliar herbicides glyphosate and sulcotrione previously absorbed by plants: consequences on herbicide fate and risk assessment. Chemosphere. 2009 Oct; 77(4):582-9. doi: 10.1016/j.chemosphere.2009.06.044. [PMID: 19625069]
  • Fabrizio Botta, Gwenaëlle Lavison, Guillaume Couturier, Fabrice Alliot, Elodie Moreau-Guigon, Nils Fauchon, Bénédicte Guery, Marc Chevreuil, Hélène Blanchoud. Transfer of glyphosate and its degradate AMPA to surface waters through urban sewerage systems. Chemosphere. 2009 Sep; 77(1):133-9. doi: 10.1016/j.chemosphere.2009.05.008. [PMID: 19482331]
  • William A Battaglin, Karen C Rice, Michael J Focazio, Sue Salmons, Robert X Barry. The occurrence of glyphosate, atrazine, and other pesticides in vernal pools and adjacent streams in Washington, DC, Maryland, Iowa, and Wyoming, 2005-2006. Environmental monitoring and assessment. 2009 Aug; 155(1-4):281-307. doi: 10.1007/s10661-008-0435-y. [PMID: 18677547]
  • Zuliang Chen, Wenxiang He, Michael Beer, Mallavarapu Megharaj, Ravendra Naidu. Speciation of glyphosate, phosphate and aminomethylphosphonic acid in soil extracts by ion chromatography with inductively coupled plasma mass spectrometry with an octopole reaction system. Talanta. 2009 May; 78(3):852-6. doi: 10.1016/j.talanta.2008.12.052. [PMID: 19269440]
  • Megumi Motojyuku, Takeshi Saito, Kazuki Akieda, Hiroyuki Otsuka, Isotoshi Yamamoto, Sadaki Inokuchi. Determination of glyphosate, glyphosate metabolites, and glufosinate in human serum by gas chromatography-mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2008 Nov; 875(2):509-14. doi: 10.1016/j.jchromb.2008.10.003. [PMID: 18945648]
  • Maximilian Popp, Stephan Hann, Axel Mentler, Maria Fuerhacker, Gerhard Stingeder, Gunda Koellensperger. Determination of glyphosate and AMPA in surface and waste water using high-performance ion chromatography coupled to inductively coupled plasma dynamic reaction cell mass spectrometry (HPIC-ICP-DRC-MS). Analytical and bioanalytical chemistry. 2008 May; 391(2):695-9. doi: 10.1007/s00216-008-2037-5. [PMID: 18392611]
  • Krishna N Reddy, Agnes M Rimando, Stephen O Duke, Vijay K Nandula. Aminomethylphosphonic acid accumulation in plant species treated with glyphosate. Journal of agricultural and food chemistry. 2008 Mar; 56(6):2125-30. doi: 10.1021/jf072954f. [PMID: 18298069]
  • Bo Li, Xiaojun Deng, Dehua Guo, Shuping Jin. [Determination of glyphosate and aminomethylphosphonic acid residues in foods using high performance liquid chromatography-mass spectrometry/mass spectrometry]. Se pu = Chinese journal of chromatography. 2007 Jul; 25(4):486-90. doi: 10.1016/s1872-2059(07)60017-0. [PMID: 17970103]
  • Tetsuya Ishiwata, Chiho Ishijima, Akira Ohashi, Haruki Okada, Kousaburo Ohashi. Solid phase extraction of phosphorus-containing amino acid-type herbicides and their metabolites from human blood with titania for determination by capillary electrophoresis. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry. 2007 Jun; 23(6):755-8. doi: 10.2116/analsci.23.755. [PMID: 17575364]
  • Zhong-Xian Guo, Qiantao Cai, Zhaoguang Yang. Determination of glyphosate and phosphate in water by ion chromatography--inductively coupled plasma mass spectrometry detection. Journal of chromatography. A. 2005 Dec; 1100(2):160-7. doi: 10.1016/j.chroma.2005.09.034. [PMID: 16185703]
  • Miguel Angel González-Martínez, Eva María Brun, Rosa Puchades, Angel Maquieira, Kristy Ramsey, Fernando Rubio. Glyphosate immunosensor. Application for water and soil analysis. Analytical chemistry. 2005 Jul; 77(13):4219-27. doi: 10.1021/ac048431d. [PMID: 15987130]
  • Rodolfo G Wuilloud, Monika Shah, Sasi S Kannamkumarath, Jorgelina C Altamirano. The potential of inductively coupled plasma-mass spectrometric detection for capillary electrophoretic analysis of pesticides. Electrophoresis. 2005 Apr; 26(7-8):1598-605. doi: 10.1002/elps.200410098. [PMID: 15765486]
  • Baki B M Sadi, Anne P Vonderheide, Joseph A Caruso. Analysis of phosphorus herbicides by ion-pairing reversed-phase liquid chromatography coupled to inductively coupled plasma mass spectrometry with octapole reaction cell. Journal of chromatography. A. 2004 Sep; 1050(1):95-101. doi: 10.1016/s0021-9673(04)01313-5. [PMID: 15503930]
  • Yasushi Hori, Manami Fujisawa, Kenji Shimada, Yasuo Hirose. Determination of the herbicide glyphosate and its metabolite in biological specimens by gas chromatography-mass spectrometry. A case of poisoning by roundup herbicide. Journal of analytical toxicology. 2003 Apr; 27(3):162-6. doi: 10.1093/jat/27.3.162. [PMID: 12731658]
  • K Granby, M Vahl. Investigation of the herbicide glyphosate and the plant growth regulators chlormequat and mepiquat in cereals produced in Denmark. Food additives and contaminants. 2001 Oct; 18(10):898-905. doi: 10.1080/02652030119594. [PMID: 11569770]
  • H Kleszcyńska, J Sarapuk. New aminophosphonates with antioxidative activity. Cellular & molecular biology letters. 2001; 6(1):83-91. doi: ". [PMID: 11544633]
  • Y Y Wigfield, F Deneault, J Fillion. Residues of glyphosate and its principle metabolite in certain cereals, oilseeds, and pulses grown in Canada, 1990-1992. Bulletin of environmental contamination and toxicology. 1994 Oct; 53(4):543-7. doi: 10.1007/bf00199024. [PMID: 8000182]
  • M Tomita, T Okuyama, Y Nigo, B Uno, S Kawai. Determination of glyphosate and its metabolite, (aminomethyl)phosphonic acid, in serum using capillary electrophoresis. Journal of chromatography. 1991 Nov; 571(1-2):324-30. doi: 10.1016/0378-4347(91)80463-m. [PMID: 1810964]
  • M Tomita, T Okuyama, S Watanabe, B Uno, S Kawai. High-performance liquid chromatographic determination of glyphosate and (aminomethyl)phosphonic acid in human serum after conversion into p-toluenesulphonyl derivatives. Journal of chromatography. 1991 May; 566(1):239-43. doi: 10.1016/0378-4347(91)80130-5. [PMID: 1885717]
  • P P Giannousis, P A Bartlett. Phosphorus amino acid analogues as inhibitors of leucine aminopeptidase. Journal of medicinal chemistry. 1987 Sep; 30(9):1603-9. doi: 10.1021/jm00392a014. [PMID: 3625708]