lambda-Cyhalothrin
General
Type : Pyrethroid, Insecticide, Phenoxyphenyl, Cyanide, Cyclopropyl
Chemical_Nomenclature : [(R)-cyano-(3-phenoxyphenyl)methyl] (1S,3S)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate
Canonical SMILES : CC1(C(C1C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)C=C(C(F)(F)F)Cl)C
InChI : InChI=1S\/C23H19ClF3NO3\/c1-22(2)17(12-19(24)23(25,26)27)20(22)21(29)31-18(13-28)14-7-6-10-16(11-14)30-15-8-4-3-5-9-15\/h3-12,17-18,20H,1-2H3\/b19-12-\/t17-,18+,20-\/m1\/s1
InChIKey : ZXQYGBMAQZUVMI-RDDWSQKMSA-N
Other name(s) : Karate || Icon || (1S)-cis-(alphaR)-cyhalothrin || lambda-Cyhalothrin, (-)- || lambdacyhalothrin || CHEBI:39327 || SCHEMBL679697 || CHEMBL2251732 || ZINC2013778
MW : 449.8
Formula : C23H19ClF3NO3
CAS_number : 91465-08-6
PubChem : 6440557
UniChem : ZXQYGBMAQZUVMI-RDDWSQKMSA-N
Target
Structures : No structure
Families : Carb_B_Arthropoda, CarbLipBact_1, 6_AlphaBeta_hydrolase, HNLyase_Bact
References (40)
| 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 |
| Abstract : |
| PubMedSearch : Xu_2024_Bull.Entomol.Res__1 |
| PubMedID: 38708572 |
| Gene_locus related to this paper: spolt-SlCarE054 |
| Title : Heterologous expression, biochemical characterization and prospects for insecticide biosensing potential of carboxylesterase Ha006a from Helicoverpa armigera - Kaur_2024_Pestic.Biochem.Physiol_200_105844 |
| Author(s) : Kaur H , Rode S , Lonare S , Demiwal P , Narasimhappa P , Arun E , Kumar R , Das J , Ramamurthy PC , Sircar D , Sharma AK |
| Ref : Pestic Biochem Physiol , 200 :105844 , 2024 |
| Abstract : |
| PubMedSearch : Kaur_2024_Pestic.Biochem.Physiol_200_105844 |
| PubMedID: 38582571 |
| Gene_locus related to this paper: helam-d5g3e0 |
| Title : Heterologous expression, biochemical characterization and prospects for insecticide biosensing potential of carboxylesterase Ha006a from Helicoverpa armigera - Kaur_2024_Pestic.Biochem.Physiol_200_105844 |
| Author(s) : Kaur H , Rode S , Lonare S , Demiwal P , Narasimhappa P , Arun E , Kumar R , Das J , Ramamurthy PC , Sircar D , Sharma AK |
| Ref : Pestic Biochem Physiol , 200 :105844 , 2024 |
| Abstract : |
| PubMedSearch : Kaur_2024_Pestic.Biochem.Physiol_200_105844 |
| PubMedID: 38582571 |
| Gene_locus related to this paper: helam-d5g3e0 |
| 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 |
| Abstract : |
| PubMedSearch : Xu_2024_Bull.Entomol.Res__1 |
| 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 |
| Abstract : |
| PubMedSearch : Fan_2023_Chemosphere_319_138021 |
| PubMedID: 36731665 |
| Gene_locus related to this paper: 9bact-i6yrg4 |
| Title : A novel thermostable and salt-tolerant carboxylesterase involved in the initial aerobic degradation pathway for pyrethroids in Glycomyces salinus - Liu_2023_J.Hazard.Mater_451_131128 |
| Author(s) : Liu Y , Tang S , Wang X , Tang X , Wu Q , Huang Z , Ding J |
| Ref : J Hazard Mater , 451 :131128 , 2023 |
| Abstract : |
| PubMedSearch : Liu_2023_J.Hazard.Mater_451_131128 |
| PubMedID: 36893599 |
| Gene_locus related to this paper: 9actn-EstGS1 |
| 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 |
| Abstract : |
| PubMedSearch : Fan_2023_Chemosphere_319_138021 |
| PubMedID: 36731665 |
| Gene_locus related to this paper: 9bact-i6yrg4 |
| Title : A novel thermostable and salt-tolerant carboxylesterase involved in the initial aerobic degradation pathway for pyrethroids in Glycomyces salinus - Liu_2023_J.Hazard.Mater_451_131128 |
| Author(s) : Liu Y , Tang S , Wang X , Tang X , Wu Q , Huang Z , Ding J |
| Ref : J Hazard Mater , 451 :131128 , 2023 |
| Abstract : |
| PubMedSearch : Liu_2023_J.Hazard.Mater_451_131128 |
| PubMedID: 36893599 |
| Gene_locus related to this paper: 9actn-EstGS1 |
| Title : Biodegradation of lambda-cyhalothrin through cell surface display of bacterial carboxylesterase - Ding_2021_Chemosphere_289_133130 |
| Author(s) : Ding J , Liu Y , Gao Y , Zhang C , Wang Y , Xu B , Yang Y , Wu Q , Huang Z |
| Ref : Chemosphere , 289 :133130 , 2021 |
| Abstract : |
| PubMedSearch : Ding_2021_Chemosphere_289_133130 |
| PubMedID: 34863720 |
| Gene_locus related to this paper: 9baci-MW588803 |
| Title : Biodegradation of lambda-cyhalothrin through cell surface display of bacterial carboxylesterase - Ding_2021_Chemosphere_289_133130 |
| Author(s) : Ding J , Liu Y , Gao Y , Zhang C , Wang Y , Xu B , Yang Y , Wu Q , Huang Z |
| Ref : Chemosphere , 289 :133130 , 2021 |
| Abstract : |
| PubMedSearch : Ding_2021_Chemosphere_289_133130 |
| PubMedID: 34863720 |
| Gene_locus related to this paper: 9baci-MW588803 |
| Title : Susceptibility of fall armyworm, Spodoptera frugiperda (J.E.Smmith), to eight insecticides in China, with special reference to lambda-cyhalothrin - Zhao_2020_Pestic.Biochem.Physiol_168_104623 |
| Author(s) : Zhao YX , Huang JM , Ni H , Guo D , Yang FX , Wang X , Wu SF , Gao CF |
| Ref : Pestic Biochem Physiol , 168 :104623 , 2020 |
| Abstract : |
| PubMedSearch : Zhao_2020_Pestic.Biochem.Physiol_168_104623 |
| PubMedID: 32711763 |
| Title : Susceptibility of fall armyworm, Spodoptera frugiperda (J.E.Smmith), to eight insecticides in China, with special reference to lambda-cyhalothrin - Zhao_2020_Pestic.Biochem.Physiol_168_104623 |
| Author(s) : Zhao YX , Huang JM , Ni H , Guo D , Yang FX , Wang X , Wu SF , Gao CF |
| Ref : Pestic Biochem Physiol , 168 :104623 , 2020 |
| Abstract : |
| PubMedSearch : Zhao_2020_Pestic.Biochem.Physiol_168_104623 |
| PubMedID: 32711763 |
| Title : A multi-biomarker approach to lambda-cyhalothrin effects on the freshwater teleost matrinxa Brycon amazonicus: single-pulse exposure and recovery - Venturini_2019_Fish.Physiol.Biochem_45_341 |
| Author(s) : Venturini FP , de Moraes FD , Rossi PA , Avilez IM , Shiogiri NS , Moraes G |
| Ref : Fish Physiol Biochem , 45 :341 , 2019 |
| Abstract : |
| PubMedSearch : Venturini_2019_Fish.Physiol.Biochem_45_341 |
| PubMedID: 30269262 |
| Title : A multi-biomarker approach to lambda-cyhalothrin effects on the freshwater teleost matrinxa Brycon amazonicus: single-pulse exposure and recovery - Venturini_2019_Fish.Physiol.Biochem_45_341 |
| Author(s) : Venturini FP , de Moraes FD , Rossi PA , Avilez IM , Shiogiri NS , Moraes G |
| Ref : Fish Physiol Biochem , 45 :341 , 2019 |
| Abstract : |
| PubMedSearch : Venturini_2019_Fish.Physiol.Biochem_45_341 |
| PubMedID: 30269262 |
| Title : The pyrethroid lambda-cyhalothrin induces biochemical, genotoxic, and physiological alterations in the teleost Prochilodus lineatus - Vieira_2018_Chemosphere_210_958 |
| Author(s) : Vieira CED , Dos Reis Martinez CB |
| Ref : Chemosphere , 210 :958 , 2018 |
| Abstract : |
| PubMedSearch : Vieira_2018_Chemosphere_210_958 |
| PubMedID: 30208556 |
| Title : The pyrethroid lambda-cyhalothrin induces biochemical, genotoxic, and physiological alterations in the teleost Prochilodus lineatus - Vieira_2018_Chemosphere_210_958 |
| Author(s) : Vieira CED , Dos Reis Martinez CB |
| Ref : Chemosphere , 210 :958 , 2018 |
| Abstract : |
| PubMedSearch : Vieira_2018_Chemosphere_210_958 |
| PubMedID: 30208556 |
| Title : Lethal and sublethal responses in the fish, Odontesthes bonariensis, exposed to chlorpyrifos alone or under mixtures with endosulfan and lambda-cyhalothrin - Lopez_2018_Ecotoxicology_27_968 |
| Author(s) : Lopez Aca V , Gonzalez PV , Carriquiriborde P |
| Ref : Ecotoxicology , 27 :968 , 2018 |
| Abstract : |
| PubMedSearch : Lopez_2018_Ecotoxicology_27_968 |
| PubMedID: 29744622 |
| Title : Lethal and sublethal responses in the fish, Odontesthes bonariensis, exposed to chlorpyrifos alone or under mixtures with endosulfan and lambda-cyhalothrin - Lopez_2018_Ecotoxicology_27_968 |
| Author(s) : Lopez Aca V , Gonzalez PV , Carriquiriborde P |
| Ref : Ecotoxicology , 27 :968 , 2018 |
| Abstract : |
| PubMedSearch : Lopez_2018_Ecotoxicology_27_968 |
| PubMedID: 29744622 |
| Title : Elevated carboxylesterase activity contributes to the lambda-cyhalothrin insensitivity in quercetin fed Helicoverpa armigera (Hubner) - Chen_2017_PLoS.One_12_e0183111 |
| Author(s) : Chen C , Liu Y , Shi X , Desneux N , Han P , Gao X |
| Ref : PLoS ONE , 12 :e0183111 , 2017 |
| Abstract : |
| PubMedSearch : Chen_2017_PLoS.One_12_e0183111 |
| PubMedID: 28817718 |
| Title : Elevated carboxylesterase activity contributes to the lambda-cyhalothrin insensitivity in quercetin fed Helicoverpa armigera (Hubner) - Chen_2017_PLoS.One_12_e0183111 |
| Author(s) : Chen C , Liu Y , Shi X , Desneux N , Han P , Gao X |
| Ref : PLoS ONE , 12 :e0183111 , 2017 |
| Abstract : |
| PubMedSearch : Chen_2017_PLoS.One_12_e0183111 |
| PubMedID: 28817718 |
| Title : Brain cholinergic alterations in rats subjected to repeated immobilization or forced swim stress on lambda-cyhalothrin exposure - Shukla_2016_Neurochem.Int_93_51 |
| Author(s) : Shukla RK , Gupta R , Srivastava P , Dhuriya YK , Singh A , Chandravanshi LP , Kumar A , Siddiqui MH , Parmar D , Pant AB , Khanna VK |
| Ref : Neurochem Int , 93 :51 , 2016 |
| Abstract : |
| PubMedSearch : Shukla_2016_Neurochem.Int_93_51 |
| PubMedID: 26746386 |
| Title : Brain cholinergic alterations in rats subjected to repeated immobilization or forced swim stress on lambda-cyhalothrin exposure - Shukla_2016_Neurochem.Int_93_51 |
| Author(s) : Shukla RK , Gupta R , Srivastava P , Dhuriya YK , Singh A , Chandravanshi LP , Kumar A , Siddiqui MH , Parmar D , Pant AB , Khanna VK |
| Ref : Neurochem Int , 93 :51 , 2016 |
| Abstract : |
| PubMedSearch : Shukla_2016_Neurochem.Int_93_51 |
| PubMedID: 26746386 |
| Title : A point mutation (L1015F) of the voltage-sensitive sodium channel gene associated with lambda-cyhalothrin resistance in Apolygus lucorum (Meyer-Dur) population from the transgenic Bt cotton field of China - Zhen_2016_Pestic.Biochem.Physiol_127_82 |
| Author(s) : Zhen C , Gao X |
| Ref : Pestic Biochem Physiol , 127 :82 , 2016 |
| Abstract : |
| PubMedSearch : Zhen_2016_Pestic.Biochem.Physiol_127_82 |
| PubMedID: 26821662 |
| Title : A point mutation (L1015F) of the voltage-sensitive sodium channel gene associated with lambda-cyhalothrin resistance in Apolygus lucorum (Meyer-Dur) population from the transgenic Bt cotton field of China - Zhen_2016_Pestic.Biochem.Physiol_127_82 |
| Author(s) : Zhen C , Gao X |
| Ref : Pestic Biochem Physiol , 127 :82 , 2016 |
| Abstract : |
| PubMedSearch : Zhen_2016_Pestic.Biochem.Physiol_127_82 |
| PubMedID: 26821662 |
| Title : Identification and functional characterization of esterases in Euschistus heros (Hemiptera, Pentatomidae) and their relationship with thiamethoxam and lambda-cyhalothrin - Hegeto_2015_Genet.Mol.Res_14_11079 |
| Author(s) : Hegeto LA , Ronqui L , Lapenta AS , Albuquerque FA |
| Ref : Genet Mol Res , 14 :11079 , 2015 |
| Abstract : |
| PubMedSearch : Hegeto_2015_Genet.Mol.Res_14_11079 |
| PubMedID: 26400338 |
| Title : Identification and functional characterization of esterases in Euschistus heros (Hemiptera, Pentatomidae) and their relationship with thiamethoxam and lambda-cyhalothrin - Hegeto_2015_Genet.Mol.Res_14_11079 |
| Author(s) : Hegeto LA , Ronqui L , Lapenta AS , Albuquerque FA |
| Ref : Genet Mol Res , 14 :11079 , 2015 |
| Abstract : |
| PubMedSearch : Hegeto_2015_Genet.Mol.Res_14_11079 |
| PubMedID: 26400338 |
| Title : Enzymes mediating resistance to lambda-cyhalothrin in Eriopis connexa (Coleoptera: Coccinellidae) - Rodrigues_2014_Pestic.Biochem.Physiol_110_36 |
| Author(s) : Rodrigues AR , Siqueira HA , Torres JB |
| Ref : Pestic Biochem Physiol , 110 :36 , 2014 |
| Abstract : |
| PubMedSearch : Rodrigues_2014_Pestic.Biochem.Physiol_110_36 |
| PubMedID: 24759049 |
| Title : Enzymes mediating resistance to lambda-cyhalothrin in Eriopis connexa (Coleoptera: Coccinellidae) - Rodrigues_2014_Pestic.Biochem.Physiol_110_36 |
| Author(s) : Rodrigues AR , Siqueira HA , Torres JB |
| Ref : Pestic Biochem Physiol , 110 :36 , 2014 |
| Abstract : |
| PubMedSearch : Rodrigues_2014_Pestic.Biochem.Physiol_110_36 |
| PubMedID: 24759049 |
| Title : Cholinergic dysfunctions and enhanced oxidative stress in the neurobehavioral toxicity of lambda-cyhalothrin in developing rats - Ansari_2012_Neurotox.Res_22_292 |
| Author(s) : Ansari RW , Shukla RK , Yadav RS , Seth K , Pant AB , Singh D , Agrawal AK , Islam F , Khanna VK |
| Ref : Neurotox Res , 22 :292 , 2012 |
| Abstract : |
| PubMedSearch : Ansari_2012_Neurotox.Res_22_292 |
| PubMedID: 22327935 |
| Title : Toxic effects of deltamethrin and lambda-cyhalothrin on Xenopus laevis tadpoles - Aydin-Sinan_2012_J.Environ.Sci.Health.B_47_397 |
| Author(s) : Aydin-Sinan H , Gungordu A , Ozmen M |
| Ref : J Environ Sci Health B , 47 :397 , 2012 |
| Abstract : |
| PubMedSearch : Aydin-Sinan_2012_J.Environ.Sci.Health.B_47_397 |
| PubMedID: 22424064 |
| Title : Cholinergic dysfunctions and enhanced oxidative stress in the neurobehavioral toxicity of lambda-cyhalothrin in developing rats - Ansari_2012_Neurotox.Res_22_292 |
| Author(s) : Ansari RW , Shukla RK , Yadav RS , Seth K , Pant AB , Singh D , Agrawal AK , Islam F , Khanna VK |
| Ref : Neurotox Res , 22 :292 , 2012 |
| Abstract : |
| PubMedSearch : Ansari_2012_Neurotox.Res_22_292 |
| PubMedID: 22327935 |
| Title : Toxic effects of deltamethrin and lambda-cyhalothrin on Xenopus laevis tadpoles - Aydin-Sinan_2012_J.Environ.Sci.Health.B_47_397 |
| Author(s) : Aydin-Sinan H , Gungordu A , Ozmen M |
| Ref : J Environ Sci Health B , 47 :397 , 2012 |
| Abstract : |
| PubMedSearch : Aydin-Sinan_2012_J.Environ.Sci.Health.B_47_397 |
| PubMedID: 22424064 |
| Title : Mixed-function oxidases and esterases associated with cross-resistance between DDT and lambda-cyhalothrin in Anopheles darlingi Root 1926 populations from Colombia - Fonseca-Gonzalez_2009_Mem.Inst.Oswaldo.Cruz_104_18 |
| Author(s) : Fonseca-Gonzalez I , Quinones ML , McAllister J , Brogdon WG |
| Ref : Mem Inst Oswaldo Cruz , 104 :18 , 2009 |
| Abstract : |
| PubMedSearch : Fonseca-Gonzalez_2009_Mem.Inst.Oswaldo.Cruz_104_18 |
| PubMedID: 19274371 |
| Title : Mixed-function oxidases and esterases associated with cross-resistance between DDT and lambda-cyhalothrin in Anopheles darlingi Root 1926 populations from Colombia - Fonseca-Gonzalez_2009_Mem.Inst.Oswaldo.Cruz_104_18 |
| Author(s) : Fonseca-Gonzalez I , Quinones ML , McAllister J , Brogdon WG |
| Ref : Mem Inst Oswaldo Cruz , 104 :18 , 2009 |
| Abstract : |
| PubMedSearch : Fonseca-Gonzalez_2009_Mem.Inst.Oswaldo.Cruz_104_18 |
| PubMedID: 19274371 |
| Title : Lambda-cyhalothrin-induced changes in oxidative stress biomarkers in rabbit erythrocytes and alleviation effect of some antioxidants - El-Demerdash_2007_Toxicol.In.Vitro_21_392 |
| Author(s) : El-Demerdash FM |
| Ref : Toxicol In Vitro , 21 :392 , 2007 |
| Abstract : |
| PubMedSearch : El-Demerdash_2007_Toxicol.In.Vitro_21_392 |
| PubMedID: 17137748 |
| Title : Lambda-cyhalothrin-induced changes in oxidative stress biomarkers in rabbit erythrocytes and alleviation effect of some antioxidants - El-Demerdash_2007_Toxicol.In.Vitro_21_392 |
| Author(s) : El-Demerdash FM |
| Ref : Toxicol In Vitro , 21 :392 , 2007 |
| Abstract : |
| PubMedSearch : El-Demerdash_2007_Toxicol.In.Vitro_21_392 |
| PubMedID: 17137748 |
| Title : Relationship between biochemical biomarkers and pre-copulatory behaviour and mortality in Gammarus pulex following pulse-exposure to lambda-cyhalothrin - Heckmann_2005_Pest.Manag.Sci_61_627 |
| Author(s) : Heckmann L-H , Friberg N , Ravn HW |
| Ref : Pest Manag Sci , 61 :627 , 2005 |
| Abstract : |
| PubMedSearch : Heckmann_2005_Pest.Manag.Sci_61_627 |
| PubMedID: 15825219 |
| Title : Relationship between biochemical biomarkers and pre-copulatory behaviour and mortality in Gammarus pulex following pulse-exposure to lambda-cyhalothrin - Heckmann_2005_Pest.Manag.Sci_61_627 |
| Author(s) : Heckmann L-H , Friberg N , Ravn HW |
| Ref : Pest Manag Sci , 61 :627 , 2005 |
| Abstract : |
| PubMedSearch : Heckmann_2005_Pest.Manag.Sci_61_627 |
| PubMedID: 15825219 |
| Title : Synergism of insecticidal action and effects on detoxifying enzymes in vivo of lambda-cyhalothrin and malathion by some nitrogen heterocycles in resistant and susceptible strains of Tribolium castaneum - Wilkins_1995_Pest.Sci_43_321 |
| Author(s) : Wilkins RM , Saleem MA , Rajendran C |
| Ref : Pest Sci , 43 :321 , 1995 |
| Abstract : |
| PubMedSearch : Wilkins_1995_Pest.Sci_43_321 |
| PubMedID: |
| Title : Synergism of insecticidal action and effects on detoxifying enzymes in vivo of lambda-cyhalothrin and malathion by some nitrogen heterocycles in resistant and susceptible strains of Tribolium castaneum - Wilkins_1995_Pest.Sci_43_321 |
| Author(s) : Wilkins RM , Saleem MA , Rajendran C |
| Ref : Pest Sci , 43 :321 , 1995 |
| Abstract : |
| PubMedSearch : Wilkins_1995_Pest.Sci_43_321 |
| PubMedID: |