Pirimiphos-methyl (BioDeep_00001867854)

Main id: BioDeep_00000001408

 


代谢物信息卡片


Pirimiphos-methyl

化学式: C11H20N3O3PS (305.0963)
中文名称: 甲基嘧啶磷
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCN(CC)C1=NC(=CC(=N1)OP(=S)(OC)OC)C
InChI: InChI=1S/C11H20N3O3PS/c1-6-14(7-2)11-12-9(3)8-10(13-11)17-18(19,15-4)16-5/h8H,6-7H2,1-5H3

描述信息

D010575 - Pesticides > D007306 - Insecticides
D016573 - Agrochemicals

同义名列表

2 个代谢物同义名

Pirimiphos-methyl; Pirimiphos-methyl



数据库引用编号

8 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)

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。

亚细胞结构定位 关联基因列表
Cytoplasm 8 AR, CAT, ESR1, HPGDS, SREBF2, SRF, TIRAP, TPP2
Peripheral membrane protein 3 ACHE, CYP1B1, ESR1
Endoplasmic reticulum membrane 4 CYP1B1, FADS2, SCD, SREBF2
Nucleus 7 ACHE, AR, ESR1, KDR, SREBF2, SRF, TPP2
cytosol 8 AR, CAT, ESR1, HPGDS, SLC22A16, SREBF2, TIRAP, TPP2
nuclear body 1 TPP2
nucleoplasm 6 AR, ESR1, HPGDS, SREBF2, SRF, TPP2
Cell membrane 5 ACHE, ESR1, KDR, SLC22A16, TIRAP
Cytoplasmic side 1 ESR1
ruffle membrane 1 TIRAP
Multi-pass membrane protein 4 FADS2, SCD, SLC22A16, SREBF2
Golgi apparatus membrane 1 SREBF2
Synapse 1 ACHE
cell junction 1 KDR
cell surface 3 ACHE, EPO, TIRAP
Golgi apparatus 3 ACHE, ESR1, KDR
Golgi membrane 1 SREBF2
neuromuscular junction 1 ACHE
endosome 1 KDR
plasma membrane 9 ACHE, AR, BCHE, ESR1, FADS2, INSRR, KDR, SLC22A16, TIRAP
Membrane 10 ACHE, AR, CAT, CYP1B1, ESR1, FADS2, INSRR, SCD, SLC22A16, TIRAP
axon 1 INSRR
extracellular exosome 2 CAT, EPO
endoplasmic reticulum 3 KDR, SCD, SREBF2
extracellular space 6 ACHE, BCHE, EPO, IL10, IL2, IL4
perinuclear region of cytoplasm 1 ACHE
mitochondrion 2 CAT, CYP1B1
protein-containing complex 3 AR, CAT, ESR1
intracellular membrane-bounded organelle 4 CAT, CYP1B1, HPGDS, SREBF2
Microsome membrane 1 CYP1B1
Single-pass type I membrane protein 1 INSRR
Secreted 6 ACHE, BCHE, EPO, IL10, IL2, IL4
extracellular region 8 ACHE, BCHE, CAT, EPO, IL10, IL2, IL4, KDR
[Isoform 2]: Secreted 1 KDR
mitochondrial matrix 1 CAT
Extracellular side 1 ACHE
anchoring junction 1 KDR
transcription regulator complex 1 ESR1
external side of plasma membrane 1 KDR
nucleolus 1 SCD
Early endosome 1 KDR
Membrane raft 1 KDR
focal adhesion 1 CAT
Peroxisome 1 CAT
basement membrane 1 ACHE
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
nuclear speck 1 AR
receptor complex 2 INSRR, KDR
chromatin 4 AR, ESR1, SREBF2, SRF
blood microparticle 1 BCHE
Lipid-anchor, GPI-anchor 1 ACHE
sorting endosome 1 KDR
euchromatin 1 ESR1
cell body 1 EPO
side of membrane 1 ACHE
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, EPO
endoplasmic reticulum lumen 1 BCHE
endocytic vesicle 1 TIRAP
ER to Golgi transport vesicle membrane 1 SREBF2
nuclear envelope lumen 1 BCHE
[Isoform 1]: Nucleus 1 ESR1
extrinsic component of cytoplasmic side of plasma membrane 1 TIRAP
synaptic cleft 1 ACHE
SREBP-SCAP-Insig complex 1 SREBF2
Cytoplasmic vesicle, COPII-coated vesicle membrane 1 SREBF2
catalase complex 1 CAT
insulin receptor complex 1 INSRR
[Isoform H]: Cell membrane 1 ACHE
[Sterol regulatory element-binding protein 2]: Endoplasmic reticulum membrane 1 SREBF2
[Processed sterol regulatory element-binding protein 2]: Nucleus 1 SREBF2


文献列表

  • Tiyyabah Khan, Hafiz Azhar Ali Khan, Muhammad Saleem Haider, Waheed Anwar, Adnan Akhter. Selection for resistance to pirimiphos-methyl, permethrin and spinosad in a field strain of Sitophilus oryzae: resistance risk assessment, cross-resistance potential and synergism of insecticides. Environmental science and pollution research international. 2022 Nov; ?(?):. doi: 10.1007/s11356-022-24325-6. [PMID: 36422779]
  • Marc H G Berntssen, Rudolf Hoogenveen, Grethe Rosenlund, Borja Garlito, Marco J Zeilmaker. Do background levels of the pesticide pirimiphosmethyl in plant-based aquafeeds affect food safety of farmed Atlantic salmon?. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2020 Dec; 37(12):2109-2122. doi: 10.1080/19440049.2020.1829717. [PMID: 33079632]
  • Pål A Olsvik, Liv Søfteland. Mixture toxicity of chlorpyrifos-methyl, pirimiphos-methyl, and nonylphenol in Atlantic salmon (Salmo salar) hepatocytes. Toxicology reports. 2020; 7(?):547-558. doi: 10.1016/j.toxrep.2020.03.008. [PMID: 32373476]
  • Maja Lazarević, Nickolas G Kavallieratos, Erifili P Nika, Maria C Boukouvala, Anna Skourti, Vladimir Žikić, Nikos E Papanikolaou. Does the exposure of parental female adults of the invasive Trogoderma granarium Everts to pirimiphos-methyl on concrete affect the morphology of their adult progeny? A geometric morphometric approach. Environmental science and pollution research international. 2019 Dec; 26(34):35061-35070. doi: 10.1007/s11356-019-06120-y. [PMID: 31667783]
  • Borja Garlito, María Ibáñez, Tania Portolés, Roque Serrano, Heidi Amlund, Anne-Katrine Lundebye, Monica Sanden, Marc H G Berntssen, Félix Hernández. LC-MS/MS method for the determination of organophosphorus pesticides and their metabolites in salmon and zebrafish fed with plant-based feed ingredients. Analytical and bioanalytical chemistry. 2019 Nov; 411(27):7281-7291. doi: 10.1007/s00216-019-02104-6. [PMID: 31608426]
  • Tolulope Oyesola, Bolanle Iranloye, Olufeyi Adegoke. Implantation and pregnancy outcome of Sprague-Dawley rats exposed to pirimiphos-methyl. Endocrine regulations. 2019 Jul; 53(3):139-145. doi: 10.2478/enr-2019-0014. [PMID: 31517635]
  • Lubertus Bijlsma, Marc H G Berntssen, Sylvain Merel. A Refined Nontarget Workflow for the Investigation of Metabolites through the Prioritization by in Silico Prediction Tools. Analytical chemistry. 2019 05; 91(9):6321-6328. doi: 10.1021/acs.analchem.9b01218. [PMID: 30973697]
  • Pål A Olsvik, Marc H G Berntssen, Liv Søfteland. In vitro toxicity of pirimiphos-methyl in Atlantic salmon hepatocytes. Toxicology in vitro : an international journal published in association with BIBRA. 2017 Mar; 39(?):1-14. doi: 10.1016/j.tiv.2016.11.008. [PMID: 27845199]
  • Ju-Hyun Jeon, Min-Gi Kim, Hoi-Seon Lee. Larvicidal activity of naturally occurring naphthalenedione and its structurally related analogs against three mosquito species. Journal of the American Mosquito Control Association. 2015 Mar; 31(1):71-6. doi: 10.2987/14-6438.1. [PMID: 25843178]
  • Stanisław Walorczyk, Dariusz Drożdżyński. Improvement and extension to new analytes of a multi-residue method for the determination of pesticides in cereals and dry animal feed using gas chromatography-tandem quadrupole mass spectrometry revisited. Journal of chromatography. A. 2012 Aug; 1251(?):219-231. doi: 10.1016/j.chroma.2012.06.055. [PMID: 22794797]
  • Marianna Marangi, Vincenzo Morelli, Sandra Pati, Antonio Camarda, Maria Assunta Cafiero, Annunziata Giangaspero. Acaricide residues in laying hens naturally infested by red mite Dermanyssus gallinae. PloS one. 2012; 7(2):e31795. doi: 10.1371/journal.pone.0031795. [PMID: 22363736]
  • Reza Ahmadkhaniha, Nasrin Samadi, Mona Salimi, Parisa Sarkhail, Noushin Rastkari. Simultaneous determination of parathion, malathion, diazinon, and pirimiphos methyl in dried medicinal plants using solid-phase microextraction fibre coated with single-walled carbon nanotubes. TheScientificWorldJournal. 2012; 2012(?):627607. doi: 10.1100/2012/627607. [PMID: 22645439]
  • Luigi Lucini, Gian Pietro Molinari. Performance and matrix effect observed in QuEChERS extraction and tandem mass spectrometry analyses of pesticide residues in different target crops. Journal of chromatographic science. 2011 Oct; 49(9):709-14. doi: 10.1093/chrsci/49.9.709. [PMID: 22586248]
  • Song-Hwa Chae, Soon-Il Kim, Seong-Hum Yeon, Si-Woo Lee, Young-Joon Ahn. Adulticidal activity of phthalides identified in Cnidium officinale rhizome to B- and Q-biotypes of Bemisia tabaci. Journal of agricultural and food chemistry. 2011 Aug; 59(15):8193-8. doi: 10.1021/jf201927t. [PMID: 21728333]
  • Satyender Singh, Vivek Kumar, Sachin Thakur, Basu Dev Banerjee, Sudhir Chandna, Rajender Singh Rautela, Shyam Sunder Grover, Devendra Singh Rawat, Syed Tazeen Pasha, Sudhir Kumar Jain, Rattan Lal Ichhpujani, Arvind Rai. DNA damage and cholinesterase activity in occupational workers exposed to pesticides. Environmental toxicology and pharmacology. 2011 Mar; 31(2):278-85. doi: 10.1016/j.etap.2010.11.005. [PMID: 21787695]
  • Hiroyuki Kojima, Fumihiro Sata, Shinji Takeuchi, Tatsuya Sueyoshi, Tadanori Nagai. Comparative study of human and mouse pregnane X receptor agonistic activity in 200 pesticides using in vitro reporter gene assays. Toxicology. 2011 Feb; 280(3):77-87. doi: 10.1016/j.tox.2010.11.008. [PMID: 21115097]
  • Péter Budai, József Lehel, Judit Tavaszi, Eva Kormos. HET-CAM test for determining the possible eye irritancy of pesticides. Acta veterinaria Hungarica. 2010 Sep; 58(3):369-77. doi: 10.1556/avet.58.2010.3.9. [PMID: 20713327]
  • Sara A Quandt, Haiying Chen, Joseph G Grzywacz, Quirina M Vallejos, Leonardo Galvan, Thomas A Arcury. Cholinesterase depression and its association with pesticide exposure across the agricultural season among Latino farmworkers in North Carolina. Environmental health perspectives. 2010 May; 118(5):635-9. doi: 10.1289/ehp.0901492. [PMID: 20085857]
  • Suttida Suwannayod, Yaowaluk Chanbang, Sawai Buranapanichpan. The life cycle and effectiveness of insecticides against the bed bugs of Thailand. The Southeast Asian journal of tropical medicine and public health. 2010 May; 41(3):548-54. doi: . [PMID: 20578541]
  • Emmanouil Roditakis, Maria Grispou, Evangelia Morou, Jon Bent Kristoffersen, Nikos Roditakis, Ralf Nauen, John Vontas, Anastasia Tsagkarakou. Current status of insecticide resistance in Q biotype Bemisia tabaci populations from Crete. Pest management science. 2009 Mar; 65(3):313-22. doi: 10.1002/ps.1690. [PMID: 19115232]
  • Stanisław Walorczyk. Development of a multi-residue method for the determination of pesticides in cereals and dry animal feed using gas chromatography-tandem quadrupole mass spectrometry II. Improvement and extension to new analytes. Journal of chromatography. A. 2008 Oct; 1208(1-2):202-14. doi: 10.1016/j.chroma.2008.08.068. [PMID: 18778832]
  • Edwar Fuentes, María E Báez, Adalí Quiñones. Suitability of microwave-assisted extraction coupled with solid-phase extraction for organophosphorus pesticide determination in olive oil. Journal of chromatography. A. 2008 Oct; 1207(1-2):38-45. doi: 10.1016/j.chroma.2008.08.051. [PMID: 18774576]
  • Mabruka H Tarhoni, Timothy Lister, David E Ray, Wayne G Carter. Albumin binding as a potential biomarker of exposure to moderately low levels of organophosphorus pesticides. Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals. 2008 Jun; 13(4):343-63. doi: 10.1080/13547500801973563. [PMID: 18484351]
  • Tomomi Tanaka, Tomiyuki Hori, Takashi Asada, Kikuo Oikawa, Kuniaki Kawata. Simple one-step extraction and cleanup by pressurized liquid extraction for gas chromatographic-mass spectrometric determination of pesticides in green leafy vegetables. Journal of chromatography. A. 2007 Dec; 1175(2):181-6. doi: 10.1016/j.chroma.2007.10.060. [PMID: 17996881]
  • Hyung Soo Kim, Juno H Eom, Hye-young Cho, Young Joo Cho, Ji Young Kim, Jong Kwon Lee, Seung-Hee Kim, Kui Lea Park. Evaluation of immunotoxicity induced by pirimiphos-methyl in male Balb/c mice following exposure to for 28 days. Journal of toxicology and environmental health. Part A. 2007 Aug; 70(15-16):1278-87. doi: 10.1080/15287390701434372. [PMID: 17654245]
  • Thomas A Arcury, Joseph G Grzywacz, Dana B Barr, Janeth Tapia, Haiying Chen, Sara A Quandt. Pesticide urinary metabolite levels of children in eastern North Carolina farmworker households. Environmental health perspectives. 2007 Aug; 115(8):1254-60. doi: 10.1289/ehp.9975. [PMID: 17687456]
  • A Balinova, R Mladenova, D Obretenchev. Effect of grain storage and processing on chlorpyrifos-methyl and pirimiphos-methyl residues in post-harvest-treated wheat with regard to baby food safety requirements. Food additives and contaminants. 2006 Apr; 23(4):391-7. doi: 10.1080/02652030500438035. [PMID: 16546885]
  • A Rahman, F A Talukder. Bioefficacy of some plant derivatives that protect grain against the pulse beetle, Callosobruchus maculatus. Journal of insect science (Online). 2006; 6(?):1-10. doi: 10.1673/1536-2442(2006)6[1:bospdt]2.0.co;2. [PMID: 19537990]
  • Young-Su Jang, Ju-Hyun Jeon, Hoi-Seon Lee. Mosquito larvicidal activity of active constituent derived from Chamaecyparis obtusa leaves against 3 mosquito species. Journal of the American Mosquito Control Association. 2005 Dec; 21(4):400-3. doi: 10.2987/8756-971x(2006)21[400:mlaoac]2.0.co;2. [PMID: 16506565]
  • Richard A Fenske, Asa Bradman, Robin M Whyatt, Mary S Wolff, Dana B Barr. Lessons learned for the assessment of children's pesticide exposure: critical sampling and analytical issues for future studies. Environmental health perspectives. 2005 Oct; 113(10):1455-62. doi: 10.1289/ehp.7674. [PMID: 16203262]
  • Emmanouil Roditakis, Nikos E Roditakis, Anastasia Tsagkarakou. Insecticide resistance in Bemisia tabaci (Homoptera: Aleyrodidae) populations from Crete. Pest management science. 2005 Jun; 61(6):577-82. doi: 10.1002/ps.1029. [PMID: 15712366]
  • Alan Gavel, Blahoslav Marsálek. A novel approach for phytotoxicity assessment by CCD fluorescence imaging. Environmental toxicology. 2004 Aug; 19(4):429-32. doi: 10.1002/tox.20043. [PMID: 15269919]
  • Brenda Eskenazi, Kim Harley, Asa Bradman, Erin Weltzien, Nicholas P Jewell, Dana B Barr, Clement E Furlong, Nina T Holland. Association of in utero organophosphate pesticide exposure and fetal growth and length of gestation in an agricultural population. Environmental health perspectives. 2004 Jul; 112(10):1116-24. doi: 10.1289/ehp.6789. [PMID: 15238287]
  • A Garrido-Frenich, F J Arrebola, M J González-Rodríguez, J L Martínez Vidal, N Mora Díez. Rapid pesticide analysis, in post-harvest plants used as animal feed, by low-pressure gas chromatography-tandem mass spectrometry. Analytical and bioanalytical chemistry. 2003 Nov; 377(6):1038-46. doi: 10.1007/s00216-003-2167-8. [PMID: 12955396]
  • Hafez El Kady, Gregor J Devine. Insecticide resistance in Egyptian populations of the cotton whitefly, Bemisia tabaci (Hemiptera: Aleyrodidae). Pest management science. 2003 Aug; 59(8):865-71. doi: 10.1002/ps.687. [PMID: 12916767]
  • A Kavousi, K Talebi. Side-effects of three pesticides on the predatory mite, Phytoseiulus persimilis (Acari: Phytoseiidae). Experimental & applied acarology. 2003; 31(1-2):51-8. doi: 10.1023/b:appa.0000005127.42123.98. [PMID: 14756400]
  • Young-Cheol Yang, Sang-Guei Lee, Hee-Kwon Lee, Moo-Key Kim, Sang-Hyun Lee, Hoi-Seon Lee. A piperidine amide extracted from Piper longum L. fruit shows activity against Aedes aegypti mosquito larvae. Journal of agricultural and food chemistry. 2002 Jun; 50(13):3765-7. doi: 10.1021/jf011708f. [PMID: 12059157]
  • S E Lee. Mosquito larvicidal activity of pipernonaline, a piperidine alkaloid derived from long pepper, Piper longum. Journal of the American Mosquito Control Association. 2000 Sep; 16(3):245-7. doi: ". [PMID: 11081654]
  • D Mantle, M A Saleem, F M Williams, R M Wilkins, A R Shakoori. Effect of pirimiphos-methyl on proteolytic enzyme activities in rat heart, kidney, brain and liver tissues in vivo. Clinica chimica acta; international journal of clinical chemistry. 1997 Jun; 262(1-2):89-97. doi: 10.1016/s0009-8981(97)06541-8. [PMID: 9204212]
  • R B Raizada, M K Srivastava, R A Kaushal, R P Singh, K P Gupta, T S Dikshith. Dermal toxicity of hexachlorocyclohexane and pirimiphos-methyl in female rats. Veterinary and human toxicology. 1994 Apr; 36(2):128-30. doi: . [PMID: 7515208]
  • N A Gorbacheva. [The isolation and detection of actellic by thin-layer chromatography in the forensic chemical study of cadaveric organs]. Sudebno-meditsinskaia ekspertiza. 1994 Jan; 37(1):28-30. doi: NULL. [PMID: 8184454]
  • M J Qureshi, F F Jamil, A Haq, S H Naqvi. Bioavailability and toxicity to rats of bound residues of 14C-pirimiphos-methyl in stored wheat. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 1992 Aug; 27(4):369-75. doi: 10.1080/03601239209372787. [PMID: 1527360]
  • S U Khan, S Kacew, W Matthews. Bioavailability to rats of bound [14C] pirimiphos-methyl in stored wheat. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 1992 Aug; 27(4):355-67. doi: 10.1080/03601239209372786. [PMID: 1527359]
  • P O Yeboah, C B Semanhyia, P T Melfah. Bioavailability and biological activity of bound residues of radiolabelled pirimiphos-methyl in maize grains. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 1992 Aug; 27(4):377-86. doi: 10.1080/03601239209372788. [PMID: 1527361]
  • M T Akay, G Yilmazoğlu, S Yaşacan, H Turk, D Kolanyaka. Bioavailability and toxicological potential of wheat-bound pirimiphos-methyl residues in rats. Xenobiotica; the fate of foreign compounds in biological systems. 1992 Mar; 22(3):293-302. doi: 10.3109/00498259209046641. [PMID: 1496821]
  • P S Rajini, Muralidhara, M K Krishnakumari. Inhibitory pattern of tissue esterases in rats fed dietary pirimiphos-methyl. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 1989 Oct; 24(5):509-24. doi: 10.1080/03601238909372664. [PMID: 2600363]
  • N K Nesković, V Z Karan, V Sabovljević, S L Vitorović. Toxic effects of pirimiphos-methyl residues on rats. Biomedical and environmental sciences : BES. 1989 Jun; 2(2):115-30. doi: . [PMID: 2590497]
  • P S Rajini, M K Krishnakumari. Toxicity of pirimiphos-methyl: II. Effect of dietary feeding on blood and urine constituents in albino rats. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 1988 Apr; 23(2):145-58. doi: 10.1080/03601238809372593. [PMID: 3385134]
  • P S Rajini, M K Krishnakumari. Toxicity of pirimiphos-methyl: I. The acute and subacute oral toxicity in albino rats. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 1988 Apr; 23(2):127-44. doi: 10.1080/03601238809372592. [PMID: 3385133]
  • P S Rajini, M K Krishnakumari. Effect of L-ascorbic acid supplementation on the toxicity of pirimiphos-methyl to albino rats. International journal for vitamin and nutrition research. Internationale Zeitschrift fur Vitamin- und Ernahrungsforschung. Journal international de vitaminologie et de nutrition. 1985; 55(4):421-4. doi: . [PMID: 4086212]
  • C J Brealey, D K Lawrence. High-performance liquid chromatography of pirimiphos methyl and five metabolites. Journal of chromatography. 1979 Jan; 168(2):461-9. doi: 10.1016/0021-9673(79)80017-5. [PMID: 762235]