Permethrin

Not an inhibitor. See Permethrin as substrate Permethrin || The target is prolonging sodium channel activation. Only few Pyrethroids interact with carboxylesterases. Pyrethrins are naturally-occurring compounds with insecticidal properties that are found in pyrethrum extract from certain chrysanthemum flowers. The pyrethrins are often used in household insecticides and products to control insects on pets or livestock. Pyrethroids are manufactured chemicals that are very similar in structure to the pyrethrins, but are often more toxic to insects as well as to mammals, and last longer in the environment than the pyrethrins.

General

Type : Pyrethroid, Insecticide, Not A\/B H target, Phenoxyphenyl, Cyclopropyl

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

Canonical SMILES : CC1(C(C1C(=O)OCC2=CC(=CC=C2)OC3=CC=CC=C3)C=C(Cl)Cl)C

InChI : InChI=1S\/C21H20Cl2O3\/c1-21(2)17(12-18(22)23)19(21)20(24)25-13-14-7-6-10-16(11-14)26-15-8-4-3-5-9-15\/h3-12,17,19H,13H2,1-2H3

InChIKey : RLLPVAHGXHCWKJ-UHFFFAOYSA-N

Other name(s) : Transpermethrin, Ambush, Pounce, 1RS,cis-Permethrin, Permethrine, Ambushfog, Chinetrin, Efmethrin, Imperator, Indothrin, Outflank, Permasect, Perthrine, Ectiban, FMC 33297, BW-21-Z, Eksmin, Kafil, Pramex, Talcord, Nix, Dragnet


MW : 391.29

Formula : C21H20Cl2O3

CAS_number : 52645-53-1

PubChem : 40326

UniChem : RLLPVAHGXHCWKJ-UHFFFAOYSA-N

Wikipedia : Permethrin

Target

References (11)

Title : Human carboxylesterases HCE1 and HCE2: ontogenic expression, inter-individual variability and differential hydrolysis of oseltamivir, aspirin, deltamethrin and permethrin - Yang_2009_Biochem.Pharmacol_77_238
Author(s) : Yang D , Pearce RE , Wang X , Gaedigk R , Wan YJ , Yan B
Ref : Biochemical Pharmacology , 77 :238 , 2009
PubMedID: 18983829
Gene_locus related to this paper: human-CES1 , human-CES2

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 pyrethroids by human and rat tissues: examination of intestinal, liver and serum carboxylesterases - Crow_2007_Toxicol.Appl.Pharmacol_221_1
Author(s) : Crow JA , Borazjani A , Potter PM , Ross MK
Ref : Toxicol Appl Pharmacol , 221 :1 , 2007
PubMedID: 17442360

Title : The in vitro metabolism of a pyrethroid insecticide, permethrin, and its hydrolysis products in rats - Nakamura_2007_Toxicology_235_176
Author(s) : Nakamura Y , Sugihara K , Sone T , Isobe M , Ohta S , Kitamura S
Ref : Toxicology , 235 :176 , 2007
PubMedID: 17451859

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 : Hydrolysis of pyrethroids by carboxylesterases from Lucilia cuprina and Drosophila melanogaster with active sites modified by in vitro mutagenesis - Heidari_2005_Insect.Biochem.Mol.Biol_35_597
Author(s) : Heidari R , Devonshire AL , Campbell BE , Dorrian SJ , Oakeshott JG , Russell RJ
Ref : Insect Biochemistry & Molecular Biology , 35 :597 , 2005
PubMedID: 15857765
Gene_locus related to this paper: drome-EST23aes07 , luccu-E3aest7

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 : Isolation and identification of an esterase from a Mexican strain of Boophilus microplus (Acari: Ixodidae) - Pruett_2002_J.Econ.Entomol_95_1001
Author(s) : Pruett JH , Guerrero FD , Hernandez R
Ref : J Econ Entomol , 95 :1001 , 2002
PubMedID: 12403427

Title : Influence of permethrin, diazinon and ivermectin treatments on insecticide resistance in the horn fly (Diptera: Muscidae) - Byford_1999_Int.J.Parasitol_29_125
Author(s) : Byford RL , Craig ME , DeRouen SM , Kimball MD , Morrison DG , Wyatt WE , Foil LD
Ref : International Journal for Parasitology , 29 :125 , 1999
PubMedID: 10048825

Title : Permethrin Carboxylesterase Functions as Nonspecific Sequestration Proteins in the Hemolymph of Colorado Potato Beetle, - Lee_1998_Pestic.Biochem.Physiol_62_51
Author(s) : Lee SH , Clark JM
Ref : Pesticide Biochemistry and Physiology , 62 :51 , 1998
PubMedID:

Title : Insecticide susceptibility in mosquitoes (Diptera: Culicidae) from French Polynesia - Failloux_1994_J.Med.Entomol_31_639
Author(s) : Failloux AB , Ung A , Raymond M , Pasteur N
Ref : Journal of Medical Entomology , 31 :639 , 1994
PubMedID: 7966164