Haloxyfop-P (BioDeep_00000002444)

 

Secondary id: BioDeep_00000408793

human metabolite blood metabolite


代谢物信息卡片


2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propionic acid

化学式: C15H11ClF3NO4 (361.03286720000006)
中文名称: 吡氟氯禾灵
谱图信息: 最多检出来源 Viridiplantae(plant) 2.74%

分子结构信息

SMILES: CC(C(=O)O)OC1=CC=C(C=C1)OC2=C(C=C(C=N2)C(F)(F)F)Cl
InChI: InChI=1S/C15H11ClF3NO4/c1-8(14(21)22)23-10-2-4-11(5-3-10)24-13-12(16)6-9(7-20-13)15(17,18)19/h2-8H,1H3,(H,21,22)

描述信息

CONFIDENCE standard compound; INTERNAL_ID 384; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5192; ORIGINAL_PRECURSOR_SCAN_NO 5188
CONFIDENCE standard compound; INTERNAL_ID 384; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9781; ORIGINAL_PRECURSOR_SCAN_NO 9778
CONFIDENCE standard compound; INTERNAL_ID 384; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5197; ORIGINAL_PRECURSOR_SCAN_NO 5195
CONFIDENCE standard compound; INTERNAL_ID 384; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9812; ORIGINAL_PRECURSOR_SCAN_NO 9810
CONFIDENCE standard compound; INTERNAL_ID 384; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9756; ORIGINAL_PRECURSOR_SCAN_NO 9751
CONFIDENCE standard compound; INTERNAL_ID 384; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5211; ORIGINAL_PRECURSOR_SCAN_NO 5206
CONFIDENCE standard compound; INTERNAL_ID 384; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5186; ORIGINAL_PRECURSOR_SCAN_NO 5184
CONFIDENCE standard compound; INTERNAL_ID 384; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5280; ORIGINAL_PRECURSOR_SCAN_NO 5279
CONFIDENCE standard compound; INTERNAL_ID 384; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9776; ORIGINAL_PRECURSOR_SCAN_NO 9774
CONFIDENCE standard compound; INTERNAL_ID 384; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5216; ORIGINAL_PRECURSOR_SCAN_NO 5212
CONFIDENCE standard compound; INTERNAL_ID 384; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9730; ORIGINAL_PRECURSOR_SCAN_NO 9726
CONFIDENCE standard compound; INTERNAL_ID 384; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9784; ORIGINAL_PRECURSOR_SCAN_NO 9781
ORIGINAL_PRECURSOR_SCAN_NO 5195; CONFIDENCE standard compound; INTERNAL_ID 384; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5197
CONFIDENCE standard compound; EAWAG_UCHEM_ID 3562
Haloxyfop is an aryloxyphenoxypropionic acid herbicide and is widely used in grass weeds in broad-leaf crops[2]. Haloxyfop inhibits the acetyl coenzyme A carboxylase (EC 6.4.1.2) from corn seedling chloroplasts with an IC50 of 0.5 μM, but has no effect on this enzyme in pea[2].

同义名列表

11 个代谢物同义名

2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propionic acid; 2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoic acid; 2-(4-((3-Chloro-5-(trifluoromethyl)-2-pyridinyl)oxy)phenoxy)propanoic acid; (RS)-2-[4-(3-Chloro-5-trifluoromethyl-2-pyridyloxy)phenoxy]propionic acid; 2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propionate; 2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoate; (RS)-2-[4-(3-Chloro-5-trifluoromethyl-2-pyridyloxy)phenoxy]propionate; 2-[4-[3-chloro-5-(Trifluoromethyl)pyridin-2-yl]oxyphenoxy]propanoate; Haloxyfop sodium salt; haloxyfop-P; HALOXYFOP



数据库引用编号

42 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

  • Hongqing Wei, Xiangyang Jiang, Lijuan Liu, Yuanqing Ma, Jianlong He, Ning Wang, Chen Gao, Weiyun Wang, Xiukai Song, Jun Wang. Efficiency and ecological safety of herbicide haloxyfop-R-methyl on removal of coastal invasive plant Spartina alterniflora. Marine pollution bulletin. 2023 Dec; 197(?):115662. doi: 10.1016/j.marpolbul.2023.115662. [PMID: 37890313]
  • Raven Bough, Franck E Dayan. Biochemical and structural characterization of quizalofop-resistant wheat acetyl-CoA carboxylase. Scientific reports. 2022 01; 12(1):679. doi: 10.1038/s41598-021-04280-x. [PMID: 35027605]
  • J Kuldeep, S K Sharma, B N Singh, M I Siddiqi. Computational exploration and anti-mycobacterial activity of potential inhibitors of Mycobacterium tuberculosis acetyl coenzyme A carboxylase as anti-tubercular agents. SAR and QSAR in environmental research. 2021 Mar; 32(3):191-205. doi: 10.1080/1062936x.2021.1882563. [PMID: 33612029]
  • Sunwoo Park, Jin-Young Lee, Hahyun Park, Gwonhwa Song, Whasun Lim. Haloxyfop-P-methyl induces developmental defects in zebrafish embryos through oxidative stress and anti-vasculogenesis. Comparative biochemistry and physiology. Toxicology & pharmacology : CBP. 2020 Jul; 233(?):108761. doi: 10.1016/j.cbpc.2020.108761. [PMID: 32289526]
  • Leng Wang, Li Zhang, Rui Rui Feng, Xue Dong, Hui Zhe Lu, Jian Jun Zhang. Unravelling the binding affinity between model transport protein and a prospective tuberculosis therapeutic agent: a spectroscopic and theoretical simulation exploration. Journal of biomolecular structure & dynamics. 2019 10; 37(17):4507-4521. doi: 10.1080/07391102.2018.1552624. [PMID: 30663540]
  • Yurong Yu, Shan Zhao, Ya Yang, Ya Chen, Daimei Qiu, Xingyue Ran, Ping Lu, Deyu Hu. Simultaneous Determination of Rimsulfuron and Haloxyfop-P-methyl and Its Metabolite Haloxyfop in Tobacco Leaf by LC-MS/MS. Journal of AOAC International. 2019 Sep; 102(5):1632-1640. doi: 10.5740/jaoacint.18-0280. [PMID: 30674371]
  • Long Du, Weitang Liu, Guohui Yuan, Wenlei Guo, Qi Li, Jinxin Wang. Cross-resistance patterns to ACCase-inhibitors in American sloughgrass (Beckmannia syzigachne Steud.) homozygous for specific ACCase mutations. Pesticide biochemistry and physiology. 2016 Jan; 126(?):42-8. doi: 10.1016/j.pestbp.2015.07.005. [PMID: 26778433]
  • Ignaz J Buerge, Astrid Bächli, Werner E Heller, Martina Keller, Thomas Poiger. Environmental behavior of the chiral herbicide haloxyfop. 2. Unchanged enantiomer composition in blackgrass (Alopecurus myosuroides) and garden cress (Lepidium sativum). Journal of agricultural and food chemistry. 2015 Mar; 63(10):2591-6. doi: 10.1021/jf505242f. [PMID: 25742180]
  • Thomas Poiger, Markus D Müller, Hans-Rudolf Buser, Ignaz J Buerge. Environmental behavior of the chiral herbicide haloxyfop. 1. Rapid and preferential interconversion of the enantiomers in soil. Journal of agricultural and food chemistry. 2015 Mar; 63(10):2583-90. doi: 10.1021/jf505241t. [PMID: 25742319]
  • Manchi C M Reddy, Ardala Breda, John B Bruning, Mukul Sherekar, Spandana Valluru, Cory Thurman, Hannah Ehrenfeld, James C Sacchettini. Structure, activity, and inhibition of the Carboxyltransferase β-subunit of acetyl coenzyme A carboxylase (AccD6) from Mycobacterium tuberculosis. Antimicrobial agents and chemotherapy. 2014 Oct; 58(10):6122-32. doi: 10.1128/aac.02574-13. [PMID: 25092705]
  • Huaiwu Tang, Jun Li, Liyao Dong, Aibin Dong, Bo Lü, Xudong Zhu. Molecular bases for resistance to acetyl-coenzyme A carboxylase inhibitor in Japanese foxtail (Alopecurus japonicus). Pest management science. 2012 Sep; 68(9):1241-7. doi: 10.1002/ps.3285. [PMID: 22461409]
  • Jin Tao, Guirong Zhang, Aijun Zhang, Liangyu Zheng, Shugui Cao. Study on the enantioselectivity inhibition mechanism of acetyl-coenzyme A carboxylase toward haloxyfop by homology modeling and MM-PBSA analysis. Journal of molecular modeling. 2012 Aug; 18(8):3783-92. doi: 10.1007/s00894-012-1387-2. [PMID: 22395649]
  • Walentyna Banaś, Tomasz Furmanek, Antoni Banaś. Effect of haloxyfop and cerulenin on de novo biosynthesis of lipids in roots of wheat and maize. Acta biochimica Polonica. 2012; 59(4):567-73. doi: . [PMID: 23189275]
  • Laura Scarabel, Silvia Panozzo, Serena Varotto, Maurizio Sattin. Allelic variation of the ACCase gene and response to ACCase-inhibiting herbicides in pinoxaden-resistant Lolium spp. Pest management science. 2011 Aug; 67(8):932-41. doi: 10.1002/ps.2133. [PMID: 21413142]
  • Xiao-Lei Zhu, Wen-Chao Yang, Ning-Xi Yu, Sheng-Gang Yang, Guang-Fu Yang. Computational simulations of structural role of the active-site W374C mutation of acetyl-coenzyme-A carboxylase: multi-drug resistance mechanism. Journal of molecular modeling. 2011 Mar; 17(3):495-503. doi: 10.1007/s00894-010-0742-4. [PMID: 20499260]
  • Qin Yu, Alberto Collavo, Ming-Qi Zheng, Mechelle Owen, Maurizio Sattin, Stephen B Powles. Diversity of acetyl-coenzyme A carboxylase mutations in resistant Lolium populations: evaluation using clethodim. Plant physiology. 2007 Oct; 145(2):547-58. doi: 10.1104/pp.107.105262. [PMID: 17720757]
  • Cordelia Bisanz, Olivier Bastien, Delphine Grando, Juliette Jouhet, Eric Maréchal, Marie-France Cesbron-Delauw. Toxoplasma gondii acyl-lipid metabolism: de novo synthesis from apicoplast-generated fatty acids versus scavenging of host cell precursors. The Biochemical journal. 2006 Feb; 394(Pt 1):197-205. doi: 10.1042/bj20050609. [PMID: 16246004]
  • Abraham J K Koo, Martin Fulda, John Browse, John B Ohlrogge. Identification of a plastid acyl-acyl carrier protein synthetase in Arabidopsis and its role in the activation and elongation of exogenous fatty acids. The Plant journal : for cell and molecular biology. 2005 Nov; 44(4):620-32. doi: 10.1111/j.1365-313x.2005.02553.x. [PMID: 16262711]
  • Paul Neve, Stephen Powles. Recurrent selection with reduced herbicide rates results in the rapid evolution of herbicide resistance in Lolium rigidum. TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik. 2005 Apr; 110(6):1154-66. doi: 10.1007/s00122-005-1947-2. [PMID: 15756534]
  • Rafael Rodríguez, Jordi Mañes, Yolanda Picó. Off-line solid-phase microextraction and capillary electrophoresis mass spectrometry to determine acidic pesticides in fruits. Analytical chemistry. 2003 Feb; 75(3):452-9. doi: 10.1021/ac025884e. [PMID: 12585470]
  • A Banaś, W Banaś, G Stenlid, S Stymne. Selective increase in acyl hydrolase activity by graminicides in wheat. Biochemical Society transactions. 2000 Dec; 28(6):777-9. doi: . [PMID: 11171205]
  • K C Wang, W Q Yang, Z Y Wang. [Chemical weed control of medicinal plant Bupleurum falcatum L]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2000 Apr; 25(4):210-3. doi: ". [PMID: 12512434]
  • P Gornicki, R Haselkorn. Wheat acetyl-CoA carboxylase. Plant molecular biology. 1993 Jun; 22(3):547-52. doi: 10.1007/bf00015984. [PMID: 8101104]
  • W B Parker, L C Marshall, J D Burton, D A Somers, D L Wyse, J W Gronwald, B G Gengenbach. Dominant mutations causing alterations in acetyl-coenzyme A carboxylase confer tolerance to cyclohexanedione and aryloxyphenoxypropionate herbicides in maize. Proceedings of the National Academy of Sciences of the United States of America. 1990 Sep; 87(18):7175-9. doi: 10.1073/pnas.87.18.7175. [PMID: 1976254]
  • M J Bartels, F A Smith. Stereochemical inversion of haloxyfop in the Fischer 344 rat. Drug metabolism and disposition: the biological fate of chemicals. 1989 May; 17(3):286-91. doi: . [PMID: 2568910]
  • A R Rendina, J M Felts, J D Beaudoin, A C Craig-Kennard, L L Look, S L Paraskos, J A Hagenah. Kinetic characterization, stereoselectivity, and species selectivity of the inhibition of plant acetyl-CoA carboxylase by the aryloxyphenoxypropionic acid grass herbicides. Archives of biochemistry and biophysics. 1988 Aug; 265(1):219-25. doi: 10.1016/0003-9861(88)90387-6. [PMID: 2901248]
  • J D Burton, J W Gronwald, D A Somers, J A Connelly, B G Gengenbach, D L Wyse. Inhibition of plant acetyl-coenzyme A carboxylase by the herbicides sethoxydim and haloxyfop. Biochemical and biophysical research communications. 1987 Nov; 148(3):1039-44. doi: 10.1016/s0006-291x(87)80236-x. [PMID: 2891354]