(1R)-trans-Phenothrin (BioDeep_00000001586)

   

human metabolite blood metabolite


代谢物信息卡片


(3-Phenoxyphenyl)methyl cis,trans-(+)-2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate

化学式: C23H26O3 (350.1881846)
中文名称: 右旋苯醚菊酯, 苯醚菊酯
谱图信息: 最多检出来源 Homo sapiens(blood) 50%

分子结构信息

SMILES: CC(=CC1C(C1(C)C)C(=O)OCC2=CC(=CC=C2)OC3=CC=CC=C3)C
InChI: InChI=1S/C23H26O3/c1-16(2)13-20-21(23(20,3)4)22(24)25-15-17-9-8-12-19(14-17)26-18-10-6-5-7-11-18/h5-14,20-21H,15H2,1-4H3

描述信息

Fenugrin a, also known as sumithrin or phenothrin, (1s-cis)-isomer, is a member of the class of compounds known as pyrethroids. Pyrethroids are organic compounds similar to the pyrethrins. Some pyrethroids containing a chrysanthemic acid esterified with a cyclopentenone (pyrethrins), or with a phenoxybenzyl group. Fenugrin a is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Fenugrin a can be found in fenugreek, which makes fenugrin a a potential biomarker for the consumption of this food product. Fenugrin a is a non-carcinogenic (not listed by IARC) potentially toxic compound. Following oral exposure, the treatment is symptomatic and supportive and includes monitoring for the development of hypersensitivity reactions with respiratory distress. Provide adequate airway management when needed. Gastric decontamination is usually not required unless the pyrethrin product is combined with a hydrocarbon. Following inhalation exposure, move patient to fresh air. monitor for respiratory distress. If cough or difficulty breathing develops, evaluate for respiratory tract irritation, bronchitis, or pneumonitis. Administer oxygen and assist ventilation as required. Treat bronchospasm with inhaled beta2 agonist and oral or parenteral corticosteroids. In case of eye exposure, irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes. If irritation, pain, swelling, lacrimation, or photophobia persist, the patient should be seen in a health care facility. If the contamination occurs through dermal exposure, Remove contaminated clothing and wash exposed area thoroughly with soap and water. A physician may need to examine the area if irritation or pain persists. Vitamin E topical application is highly effective in relieving parenthesis (L363) (T3DB).
P - Antiparasitic products, insecticides and repellents > P03 - Ectoparasiticides, incl. scabicides, insecticides and repellents > P03A - Ectoparasiticides, incl. scabicides > P03AC - Pyrethrines, incl. synthetic compounds
D010575 - Pesticides > D007306 - Insecticides > D011722 - Pyrethrins
D016573 - Agrochemicals

同义名列表

17 个代谢物同义名

(3-Phenoxyphenyl)methyl cis,trans-(+)-2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate; 2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid (3-phenoxyphenyl)methyl ester; 2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate (3-phenoxyphenyl)methyl ester; (3-phenoxyphenyl)methyl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate; m-Phenoxybenzyl (1R-cis)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid; Phenothrin, (trans-(+-))-isomer; Phenothrin, (1S-trans)-isomer; Phenothrin, (1R-trans)-isomer; Phenothrin, (cis-(+-))-isomer; Phenothrin, (1R-cis)-isomer; Phenothrin, (1S-cis)-isomer; (1R)-trans-Phenothrin; Hegor antipoux; D-Phenothrin; phenothrin; Fenugrin A; Sumithrin



数据库引用编号

15 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

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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

  • 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]
  • 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]
  • Cláudio E T Parente, Julliana Lestayo, Yago S Guida, Claudio E Azevedo-Silva, João Paulo M Torres, Rodrigo O Meire, Olaf Malm. Pyrethroids in chicken eggs from commercial farms and home production in Rio de Janeiro: Estimated daily intake and diastereomeric selectivity. Chemosphere. 2017 Oct; 184(?):1261-1269. doi: 10.1016/j.chemosphere.2017.06.109. [PMID: 28672725]
  • Enes Atmaca, Abdurrahman Aksoy. d-Phenothrin-induced oxidative DNA damage in rat liver and kidney determined by HPLC-ECD/DAD. Environmental toxicology. 2015 May; 30(5):607-13. doi: 10.1002/tox.21938. [PMID: 24339023]
  • Chia-Wen Hsu, Jinghua Zhao, Ruili Huang, Jui-Hua Hsieh, Jon Hamm, Xiaoqing Chang, Keith Houck, Menghang Xia. Quantitative high-throughput profiling of environmental chemicals and drugs that modulate farnesoid X receptor. Scientific reports. 2014 Sep; 4(?):6437. doi: 10.1038/srep06437. [PMID: 25257666]
  • Yoshie Hata, Stefanie Zimmermann, Melanie Quitschau, Marcel Kaiser, Matthias Hamburger, Michael Adams. Antiplasmodial and antitrypanosomal activity of pyrethrins and pyrethroids. Journal of agricultural and food chemistry. 2011 Sep; 59(17):9172-6. doi: 10.1021/jf201776z. [PMID: 21786822]
  • Chiu-Hwa Lin, Cheing-Tong Yan, Ponnusamy Vinoth Kumar, Hong-Ping Li, Jen-Fon Jen. Determination of pyrethroid metabolites in human urine using liquid phase microextraction coupled in-syringe derivatization followed by gas chromatography/electron capture detection. Analytical and bioanalytical chemistry. 2011 Aug; 401(3):927-37. doi: 10.1007/s00216-011-5122-0. [PMID: 21667061]
  • Marc Tebruegge, Anastasia Pantazidou, Nigel Curtis. What's bugging you? An update on the treatment of head lice infestation. Archives of disease in childhood. Education and practice edition. 2011 Feb; 96(1):2-8. doi: 10.1136/adc.2009.178038. [PMID: 20688849]
  • Peter B Key, Katy W Chung, Jennifer Hoguet, Yelena Sapozhnikova, Marie E Delorenzo. Toxicity of the mosquito control insecticide phenothrin to three life stages of the grass shrimp (Palaemonetes pugio). Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2011; 46(5):426-31. doi: 10.1080/03601234.2011.572519. [PMID: 21614717]
  • Miriam F Cooperband, Frances V Golden, Gary G Clark, William Jany, Sandra A Allan. Prallethrin-induced excitation increases contact between sprayed ultralow volume droplets and flying mosquitoes (Diptera: Culicidae) in a wind tunnel. Journal of medical entomology. 2010 Nov; 47(6):1099-106. doi: 10.1603/me10021. [PMID: 21175059]
  • Han-Young Choi, Young-Cheol Yang, Si Hyeock Lee, J Marshall Clark, Young-Joon Ahn. Efficacy of spray formulations containing binary mixtures of clove and eucalyptus oils against susceptible and pyrethroid/ malathion-resistant head lice (Anoplura: Pediculidae). Journal of medical entomology. 2010 May; 47(3):387-91. doi: 10.1603/me09119. [PMID: 20496586]
  • Edith Berger-Preiss, Wolfgang Koch, Susanne Gerling, Heiko Kock, Klaus E Appel. Use of biocidal products (insect sprays and electro-vaporizer) in indoor areas--exposure scenarios and exposure modeling. International journal of hygiene and environmental health. 2009 Sep; 212(5):505-18. doi: 10.1016/j.ijheh.2009.02.001. [PMID: 19345645]
  • A O J Amoo, Rui-De Xue, W A Qualls, B P Quinn, U R Bernier. Residual efficacy of field-applied permethrin, d-phenothrin, and resmethrin on plant foliage against adult mosquitoes. Journal of the American Mosquito Control Association. 2008 Dec; 24(4):543-9. doi: 10.2987/08-5783.1. [PMID: 19181063]
  • Gabriele Leng, Wolfgang Gries, Sami Selim. Biomarker of pyrethrum exposure. Toxicology letters. 2006 Apr; 162(2-3):195-201. doi: 10.1016/j.toxlet.2005.09.030. [PMID: 16257148]
  • Edith Berger-Preiss, Wolfgang Koch, Susanne Gerling, Heiko Kock, Jutta Klasen, Godehard Hoffmann, Klaus E Appel. Aircraft disinsection: exposure assessment and evaluation of a new pre-embarkation method. International journal of hygiene and environmental health. 2006 Jan; 209(1):41-56. doi: 10.1016/j.ijheh.2005.08.009. [PMID: 16373201]
  • Gabriele Leng, Wolfgang Gries. Simultaneous determination of pyrethroid and pyrethrin metabolites in human urine by gas chromatography-high resolution mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2005 Jan; 814(2):285-94. doi: 10.1016/j.jchromb.2004.10.044. [PMID: 15639450]
  • Bobby L Loper, Kim A Anderson. Determination of pyrethrin and pyrethroid pesticides in urine and water matrixes by liquid chromatography with diode array detection. Journal of AOAC International. 2003 Nov; 86(6):1236-40. doi: . [PMID: 14979708]
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  • Tomoya Yamada, Shinji Ueda, Kaoru Yoshioka, Satoshi Kawamura, Takaki Seki, Yasuyoshi Okuno, Nobuyoshi Mikami. Lack of estrogenic or (anti-)androgenic effects of d-phenothrin in the uterotrophic and Hershberger assays. Toxicology. 2003 Apr; 186(3):227-39. doi: 10.1016/s0300-483x(02)00750-3. [PMID: 12628315]
  • T Satoh, S Suzuki, N Kawai, T Nakamura, M Hosokawa. Toxicological significance in the cleavage of esterase-beta-glucuronidase complex in liver microsomes by organophosphorus compounds. Chemico-biological interactions. 1999 May; 119-120(?):471-8. doi: 10.1016/s0009-2797(99)00060-5. [PMID: 10421485]