Cypermethrin

General

Type : pyrethroid || Insecticide || Phenoxyphenyl || Cyclopropane || Not A\/B H target || Cyanide

Chemical_Nomenclature : [cyano-(3-phenoxyphenyl)methyl] 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate

Canonical SMILES : CC1(C(C1C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)C=C(Cl)Cl)C

InChI : InChI=1S\/C22H19Cl2NO3\/c1-22(2)17(12-19(23)24)20(22)21(26)28-18(13-25)14-7-6-10-16(11-14)27-15-8-4-3-5-9-15\/h3-12,17-18,20H,1-2H3

InChIKey : KAATUXNTWXVJKI-UHFFFAOYSA-N

Other name(s) : cypermethrine, Supercypermethrin, alpha-cypermethrin, Ripcord, Ammo, Beta-cypermethrin, Basathrin, Cymbush, Ustaad, Agrothrin, Creokhin, Cymperator, Cypercopal, Cyperkill, Cypersect, Flectron, Hilcyperin, Neramethrin, Polytrin, Arrivo, Cyperco, Kordon, Mustang, Sherpa, Siperin, Toppel, Ardap, Demon, Excis, Fenom, Colt, cis-Cypermethrin, Ambush C, Nrdc 149, Zeta-cypermethrin, SCHEMBL21972, CHEMBL373204, DB13721, CHEBI:4042, SCHEMBL5421473, SCHEMBL16766514, SCHEMBL8367208, SCHEMBL5322148


MW : 416.3

Formula : C22H19Cl2NO3

CAS_number : 52315-07-8

PubChem :

UniChem :

Iuphar :

References (20)

Title : SlCarE054 in Spodoptera litura (Lepidoptera: Noctuidae) showed direct metabolic activity to beta-cypermethrin with stereoselectivity - Xu_2024_Bull.Entomol.Res__1
Author(s) : Xu L , Liu H , Li B , Li G , Liu R , Li D
Ref : Bull Entomol Res , :1 , 2024
PubMedID: 38708572
Gene_locus related to this paper: spolt-SlCarE054

Title : Enhancement degradation efficiency of pyrethroid-degrading esterase (Est816) through rational design and its application in bioremediation - Fan_2023_Chemosphere_319_138021
Author(s) : Fan X , Zhao M , Wen H , Zhang Y , Zhang J , Liu X
Ref : Chemosphere , 319 :138021 , 2023
PubMedID: 36731665
Gene_locus related to this paper: 9bact-i6yrg4

Title : Resistance to Beta-cypermethrin, Azadirachtin, and Matrine, and Biochemical Characterization of Field Populations of Oedaleus asiaticus (Bey-Bienko) in Inner Mongolia, Northern China - Gao_2022_J.Insect.Sci_22_
Author(s) : Gao S , Tan Y , Han H , Guo N , Gao H , Xu L , Lin K
Ref : J Insect Sci , 22 : , 2022
PubMedID: 36374481

Title : Overexpression of PxalphaE14 Contributing to Detoxification of Multiple Insecticides in Plutella xylostella (L.) - Li_2022_J.Agric.Food.Chem_70_5794
Author(s) : Li R , Zhu B , Hu XP , Shi XY , Qi LL , Liang P , Gao XW
Ref : Journal of Agricultural and Food Chemistry , 70 :5794 , 2022
PubMedID: 35510781
Gene_locus related to this paper: pluxy-PxalphaE14

Title : Enhanced hydrolysis of beta-cypermethrin caused by deletions in the glycin-rich region of carboxylesterase 001G from Helicoverpa armigera - Bai_2021_Pest.Manag.Sci_77_2129
Author(s) : Bai LS , Xu JJ , Zhao CX , Chang YL , Dong YL , Zhang KG , Li YQ , Li YP , Ma ZQ , Liu XL
Ref : Pest Manag Sci , 77 :2129 , 2021
PubMedID: 33336552
Gene_locus related to this paper: helam-d5g3d4

Title : Two single mutations in carboxylesterase 001C improve fenvalerate hydrolase activity in Helicoverpa armigera - Xu_2021_Pestic.Biochem.Physiol_179_104969
Author(s) : Xu JJ , Chang YM , Lu M , Tie Y , Dong YL , Chen GY , Ma ZQ , Liu XL , Li YQ
Ref : Pestic Biochem Physiol , 179 :104969 , 2021
PubMedID: 34802519
Gene_locus related to this paper: helam-d5kx87

Title : Functional Characterization of two Carboxylesterase Genes Involved in Pyrethroid Detoxification in Helicoverpa armigera - Li_2020_J.Agric.Food.Chem_68_3390
Author(s) : Li Y , Bai L , Zhao C , Xu J , Sun Z , Dong Y , Li D , Liu XL , Ma ZQ
Ref : Journal of Agricultural and Food Chemistry , 68 :3390 , 2020
PubMedID: 32096985
Gene_locus related to this paper: helam-d5g3d5 , helam-d9iv61

Title : Functional analysis of a carboxylesterase gene involved in beta-cypermethrin and phoxim resistance in Plutella xylostella (L.) - Li_2020_Pest.Manag.Sci_77_2097
Author(s) : Li R , Zhu B , Shan J , Li L , Liang P , Gao X
Ref : Pest Manag Sci , 77\ :2097 , 2020
PubMedID: 33342080
Gene_locus related to this paper: pluxy-PxalphaE8

Title : Identification of key residues of carboxylesterase PxEst-6 involved in pyrethroid metabolism in Plutella xylostella (L.) - Li_2020_J.Hazard.Mater_407_124612
Author(s) : Li Y , Sun H , Tian Z , Ye X , Li R , Li X , Zheng S , Liu J , Zhang Y
Ref : J Hazard Mater , 407 :124612 , 2020
PubMedID: 33338816
Gene_locus related to this paper: pluxy-f1c4b8

Title : Monitoring and biochemical characterization of beta-cypermethrin resistance in Spodoptera exigua (Lepidoptera: Noctuidae) in Sichuan Province, China - Wang_2018_Pestic.Biochem.Physiol_146_71
Author(s) : Wang X , Xiang X , Yu H , Liu S , Yin Y , Cui P , Wu Y , Yang J , Jiang C , Yang Q
Ref : Pestic Biochem Physiol , 146 :71 , 2018
PubMedID: 29626995

Title : Determination of cypermethrin degradation potential of soil bacteria along with plant growth-promoting characteristics - Akbar_2015_Curr.Microbiol_70_75
Author(s) : Akbar S , Sultan S , Kertesz M
Ref : Curr Microbiol , 70 :75 , 2015
PubMedID: 25194282

Title : Organophosphate and pyrethroid hydrolase activities of mutant Esterases from the cotton bollworm Helicoverpa armigera - Li_2013_PLoS.One_8_e77685
Author(s) : Li Y , Farnsworth CA , Coppin CW , Teese MG , Liu JW , Scott C , Zhang X , Russell RJ , Oakeshott JG
Ref : PLoS ONE , 8 :e77685 , 2013
PubMedID: 24204917
Gene_locus related to this paper: helam-d5g3c9 , helam-d5g3d2 , helam-d5g3d3 , helam-d5g3d4 , helam-d5g3d5 , helam-d5kx87 , helam-d5kx99 , helam-d5kxa9 , helam-d9iv61 , helam-d9iv62 , helam-h9zvh4 , helam-s4wfz6

Title : Molecular cloning, purification and biochemical characterization of a novel pyrethroid-hydrolyzing carboxylesterase gene from Ochrobactrum anthropi YZ-1 - Zhai_2012_J.Hazard.Mater_221-222_206
Author(s) : Zhai Y , Li K , Song J , Shi Y , Yan Y
Ref : J Hazard Mater , 221-222 :206 , 2012
PubMedID: 22579404
Gene_locus related to this paper: 9hyph-h2esq9

Title : Quantitative and qualitative changes of the carboxylesterase associated with beta-cypermethrin resistance in the housefly, Musca domestica (Diptera: Muscidae) - Zhang_2010_Comp.Biochem.Physiol.B.Biochem.Mol.Biol_156_6
Author(s) : Zhang L , Shi J , Shi X , Liang P , Gao J , Gao X
Ref : Comparative Biochemistry & Physiology B Biochem Mol Biol , 156 :6 , 2010
PubMedID: 20117228
Gene_locus related to this paper: musdo-EST23aes07

Title : Beta-cypermethrin resistance associated with high carboxylesterase activities in a strain of house fly, Musca domestica (Diptera: Muscidae) - Zhang_2007_Pestic.Biochem.Physiol_89_65
Author(s) : Zhang L , Gao X , Liang P
Ref : Pesticide Biochemistry and Physiology , 89 :65 , 2007
PubMedID:

Title : Hydrolysis of individual isomers of fluorogenic pyrethroid analogs by mutant carboxylesterases from Lucilia cuprina - Devonshire_2007_Insect.Biochem.Mol.Biol_37_891
Author(s) : Devonshire AL , Heidari R , Huang HZ , Hammock BD , Russell RJ , Oakeshott JG
Ref : Insect Biochemistry & Molecular Biology , 37 :891 , 2007
PubMedID: 17681228
Gene_locus related to this paper: luccu-E3aest7

Title : Characterization of pyrethroid hydrolysis by the human liver carboxylesterases hCE-1 and hCE-2 - Nishi_2006_Arch.Biochem.Biophys_445_115
Author(s) : Nishi K , Huang H , Kamita SG , Kim IH , Morisseau C , Hammock BD
Ref : Archives of Biochemistry & Biophysics , 445 :115 , 2006
PubMedID: 16359636
Gene_locus related to this paper: human-CES1 , human-CES2

Title : Identification, expression, and purification of a pyrethroid-hydrolyzing carboxylesterase from mouse liver microsomes - Stok_2004_J.Biol.Chem_279_29863
Author(s) : Stok JE , Huang H , Jones PD , Wheelock CE , Morisseau C , Hammock BD
Ref : Journal of Biological Chemistry , 279 :29863 , 2004
PubMedID: 15123619
Gene_locus related to this paper: mouse-Ces2a , mouse-Ces2e

Title : A Microsomal Esterase Involved in Cypermethrin Resistance in the German Cockroach, Blattella germanica - Valles_2001_Pestic.Biochem.Physiol_71_56
Author(s) : Valles SM , Strong CA
Ref : Pesticide Biochemistry and Physiology , 71 :56 , 2001
PubMedID:

Title : Clinico-biochemical use of serum acetylcholine esterase following treatment with synthetic pyrethroids, cypermethrin and fenvalerate, in cattle and buffalo experimentally infested with Boophilus microplus - Ansari_1990_Indian.J.Exp.Biol_28_241
Author(s) : Ansari MZ , Kumar A , Prasad RL , Basu A , Sahai BN , Sinha AP
Ref : Indian J Exp Biol , 28 :241 , 1990
PubMedID: 2365420