Protein Information

Name cis 3
Synonyms ATOD 4; ATOD4; CIS 3; CIS3; Cish3; Cytokine inducible SH2 protein 3; SOCS 3; SOCS3…

Compound Information

Name deltamethrin
CAS

Reference List

PubMed Abstract RScore(About this table)
12191872 Schettgen T, Heudorf U, Drexler H, Angerer J: Pyrethroid exposure of the general population-is this due to diet. Toxicol Lett. 2002 Aug 5;134(1-3):141-5.

The 95th per thousand for the urinary metabolites of pyrethroids, such as permethrin and cypermethrin, cis and trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylic acid (cis-DCCA and trans-DCCA), was determined to be 0.5 and 1.4 microg/l, respectively. 95th per thousand for cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropane-1-carboxylic acid (DBCA), a specific metabolite of deltamethrin, and 4-fluoro-3-phenoxybenzoic acid (F-PBA), a metabolite of cyfluthrin, were 0.3 and 0.27 microg/l, respectively.
81(1,1,1,1) Details
17576809 Godin SJ, Crow JA, Scollon EJ, Hughes MF, DeVito MJ, Ross MK: Identification of rat and human cytochrome p450 isoforms and a rat serum esterase that metabolize the pyrethroid insecticides deltamethrin and esfenvalerate. Drug Metab Dispos. 2007 Sep;35(9):1664-71. Epub 2007 Jun 18.

The metabolism of (alphaS)-cyano-3-phenoxybenzyl (1R, 3R)-cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropane carboxylate (deltamethrin) and (alphaS)-cyano-3-phenoxybenzyl 2-(4-chlorophenyl)-3-methylbutyrate (esfenvalerate) by rat and human liver microsomes differs with respect to the biotransformation pathway (oxidation versus hydrolysis) responsible for their clearance.
81(1,1,1,1) Details
15929904 Ortiz-Perez MD, Torres-Dosal A, Batres LE, Lopez-Guzman OD, Grimaldo M, Carranza C, Perez-Maldonado IN, Martinez F, Perez-Urizar J, Diaz-Barriga F: Environmental health assessment of deltamethrin in a malarious area of Mexico: environmental persistence, toxicokinetics, and genotoxicity in exposed children. Environ Health Perspect. 2005 Jun;113(6):782-6.

Children's exposure to deltamethrin was assessed using as biomarkers the urinary concentrations of the metabolites 3-phenoxybenzoic acid (3-PBA) and cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropane-1-carboxylic acid (Br2CA).
81(1,1,1,1) Details
15380718 Ding Y, White CA, Muralidhara S, Bruckner JV, Bartlett MG: Determination of deltamethrin and its metabolite 3-phenoxybenzoic acid in male rat plasma by high-performance liquid chromatography. J Chromatogr B Analyt Technol Biomed Life Sci. 2004 Oct 25;810(2):221-7.

The pyrethroid insecticide-deltamethrin [(S)-alpha-cyano-3-phenoxybenzyl-(1R)-cis-3-(2,2-dibromovinyl)-2,2-dimethy lcyclopropane carboxylate] is widely used throughout the world in agricultural applications.
31(0,1,1,1) Details
10894124 Csillik B, Fazakas J, Nemcsok J, Knyihar-Csillik E: Effect of the pesticide Deltamethrin on the Mauthner cells of Lake Balaton fish. Neurotoxicology. 2000 Jun;21(3):343-52.

Deltamethrin, a synthetic pesticide [(S) alpha-cyano-3-phenoxybenzyl-(1R)-cis-3-(2.2-dibromovinyl)-2,2-dim ethylcyclopropane-carboxylate] used for extermination of mosquitoes on the shores of lake Balaton, has been found to induce severe impairments of the nervous system of several Lake Balaton fish, such as carp (Cyprinus carpio), goldfish (Carassius auratus gibelis Bloch), eel (Anguilla anguilla) and wels (Silurus glanis).
31(0,1,1,1) Details
3376130 de Boer SF, van der Gugten J, Slangen JL, Hijzen TH: Changes in plasma corticosterone and catecholamine contents induced by low doses of deltamethrin in rats. Toxicology. 1988 May;49(2-3):263-70.

The effects of low doses of (S)-alpha-cyano-3-phenoxybenzyl (1R)-cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylate (Roussel UCLAF, Paris, France), (deltamethrin) upon sympathetic-adrenomedullary and pituitary-adrenocortical activity were investigated in rats by measuring plasma noradrenaline (NA), adrenaline (A) and corticosterone (CS) concentrations.
6(0,0,1,1) Details
9300857 Angerer J, Ritter A: Determination of metabolites of pyrethroids in human urine using solid-phase extraction and gas chromatography-mass spectrometry. J Chromatogr B Biomed Sci Appl. 1997 Aug 1;695(2):217-26.

The described method permits the determination of the five most important metabolites of the pyrethroids permethrin, cypermethrin, deltamethrin, lambda-cyhalothrin, fenvalerate, phenothrin and beta-cyfluthrin in human urine in one run.
The major urinary metabolites of these substances are cis-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylic acid (cis-Cl2CA), trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylic acid (trans-Cl2CA), cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropane-1-carboxylic acid (Br2CA), fluoro-3-phenoxybenzoic acid (F-PBA) and 3-phenoxybenzoic acid (3-PBA).
1(0,0,0,1) Details
12827372 Hardt J, Angerer J: Biological monitoring of workers after the application of insecticidal pyrethroids. Int Arch Occup Environ Health. 2003 Sep;76(7):492-8. Epub 2003 Jun 24.

METHODS: Thirty-six workers who applied insecticides and other pesticides in Germany collected samples of their urine (24 h) after having used various pyrethroids (alpha-cypermethrin, cypermethrin, cyfluthrin, deltamethrin, tau-fluvalinate, permethrin, lambda-cyhalothrin) in agriculture, greenhouses or indoor pest control.
Biological monitoring was carried out and metabolites were analysed in 61 urine samples by GC-MS: cis-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylic acid and trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylic acid ( cis-Cl (2) CA and trans-Cl (2) CA), cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropane-1-carboxylic acid ( cis-Br (2) CA), 3-phenoxybenzoic acid (3-PBA) and 4-fluoro-3-phenoxybenzoic acid (FPBA).
1(0,0,0,1) Details
12236674 Lee HJ, Shan G, Watanabe T, Stoutamire DW, Gee SJ, Hammock BD: Enzyme-linked immunosorbent assay for the pyrethroid deltamethrin. . J Agric Food Chem. 2002 Sep 25;50(20):5526-32.

Two haptens, cyano [3-(4-aminophenoxy) phenyl] methyl 1R-cis-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropanecarboxylate and 3-[(+/-)-cyano [1R-cis-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropan ecarbonyloxy] methyl] phenoxyacetic acid, were synthesized and conjugated with thyroglobulin as immunogens.
1(0,0,0,1) Details
12708229 Leng G, Ranft U, Sugiri D, Hadnagy W, Berger-Preiss E, Idel H: Pyrethroids used indoors--biological monitoring of exposure to pyrethroids following an indoor pest control operation. Int J Hyg Environ Health. 2003 Mar;206(2):85-92.

Biological monitoring was performed in 57 persons before (T1) as well as 1 day (T2), 3 days (T3), 4-6 months (T4), and 10-12 months (T5) following a pest control operation (PCO) with pyrethroid containing products such as cyfluthrin, cypermethrin, deltamethrin or permethrin.
The respective metabolities cis- and trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane carboxylic acid (DCCA), cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropane carboxylic acid (DBCA), 3-phenoxybenzoic acid (3-PBA) and fluorophenoxybenzoic acid (FPBA) were measured in urine using GC/MS.
1(0,0,0,1) Details
15639450 Leng G, Gries W: Simultaneous determination of pyrethroid and pyrethrin metabolites in human urine by gas chromatography-high resolution mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2005 Jan 25;814(2):285-94.

A new developed gas chromatographic-high resolution mass spectrometric method for the sensitive simultaneous determination of trans-chrysanthemumdicarboxylic acid, cis- and trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane carboxylic acid, cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropane carboxylic acid, 3-phenoxybenzoic acid and 4-fluoro-3-phenoxybenzoic acid in human urine is presented.
These metabolites are biomarkers for an exposure to pyrethrum, allethrin, resmethrin, phenothrin, tetramethrin, cyfluthrin, cypermethrin, deltamethrin or permethrin.
1(0,0,0,1) Details