Chlorpyrifos-oxon

Results from the metabolism in vivo of chlorpyrifos (oxygen replaces the sulfur atom)

General

Type : Insecticide, Organophosphate

Chemical_Nomenclature : diethyl (3,5,6-trichloropyridin-2-yl) phosphate

Canonical SMILES : CCOP(=O)(OCC)OC1=NC(=C(C=C1Cl)Cl)Cl

InChI : InChI=1S\/C9H11Cl3NO4P\/c1-3-15-18(14,16-4-2)17-9-7(11)5-6(10)8(12)13-9\/h5H,3-4H2,1-2H3

InChIKey : OTMOUPHCTWPNSL-UHFFFAOYSA-N

Other name(s) : 3,5,6-trichloro-2-pyridyl diethyl phosphate  ||  2,3,5-trichloro-6-diethoxyphosphoryloxy-pyridine  ||  Dursbanoxon  ||  Fospirate-ethyl  ||  Chlorpyrifos oxon  ||  Phospyrat ethyl  ||  Chloropyrifos oxon  ||  Dursban O-analog  ||  Dursban oxygen analog  ||  Chloropyrifos oxygen analog  ||  CCRIS 7774  ||  chlorpyriphos oxon  ||  chlorpyryphos oxon  ||  chlorpyryfos oxon


MW : 334.52

Formula : C9H11Cl3NO4P

CAS_number : 5598-15-2

PubChem : 21804

UniChem : OTMOUPHCTWPNSL-UHFFFAOYSA-N

Target

Families : Chlorpyrifos-oxon ligand of proteins in family
ACHE ACPH_Peptidase_S9

Structure :
7P28 7P89

Protein :
human-APEH

References (11)

Title : Chlorpyrifos oxon promotes tubulin aggregation via isopeptide cross-linking between diethoxyphospho-Lys and Glu or Asp: Implications for neurotoxicity - Schopfer_2018_J.Biol.Chem_293_13566
Author(s) : Schopfer LM , Lockridge O
Ref : Journal of Biological Chemistry , 293 :13566 , 2018
Abstract :
PubMedSearch : Schopfer_2018_J.Biol.Chem_293_13566
PubMedID: 30006344

Title : Mice treated with chlorpyrifos or chlorpyrifos oxon have organophosphorylated tubulin in the brain and disrupted microtubule structures, suggesting a role for tubulin in neurotoxicity associated with exposure to organophosphorus agents - Jiang_2010_Toxicol.Sci_115_183
Author(s) : Jiang W , Duysen EG , Hansen H , Shlyakhtenko L , Schopfer LM , Lockridge O
Ref : Toxicol Sci , 115 :183 , 2010
Abstract :
PubMedSearch : Jiang_2010_Toxicol.Sci_115_183
PubMedID: 20142434

Title : Blood acylpeptide hydrolase activity is a sensitive marker for exposure to some organophosphate toxicants - Quistad_2005_Toxicol.Sci_86_291
Author(s) : Quistad GB , Klintenberg R , Casida JE
Ref : Toxicol Sci , 86 :291 , 2005
Abstract :
PubMedSearch : Quistad_2005_Toxicol.Sci_86_291
PubMedID: 15888665
Gene_locus related to this paper: human-APEH

Title : Inhibition of carboxylesterases in SH-SY5Y human and NB41A3 mouse neuroblastoma cells by organophosphorus esters - Ehrich_1998_J.Toxicol.Environ.Health_53_385
Author(s) : Ehrich M , Correll L
Ref : J Toxicol Environ Health , 53 :385 , 1998
Abstract :
PubMedSearch : Ehrich_1998_J.Toxicol.Environ.Health_53_385
PubMedID: 9515941

Title : Rat brain acetylcholinesterase activity: developmental profile and maturational sensitivity to carbamate and organophosphorus inhibitors - Mortensen_1998_Toxicology_125_13
Author(s) : Mortensen SR , Hooper MJ , Padilla S
Ref : Toxicology , 125 :13 , 1998
Abstract :
PubMedSearch : Mortensen_1998_Toxicology_125_13
PubMedID: 9585096

Title : Identification and isolation of two rat serum proteins with A-esterase activity toward paraoxon and chlorpyrifos-oxon - Pond_1996_Biochem.Pharmacol_52_363
Author(s) : Pond AL , Coyne CP , Chambers HW , Chambers JE
Ref : Biochemical Pharmacology , 52 :363 , 1996
Abstract :
PubMedSearch : Pond_1996_Biochem.Pharmacol_52_363
PubMedID: 8694862

Title : Kinetic analysis of the in vitro inhibition, aging, and reactivation of brain acetylcholinesterase from rat and channel catfish by paraoxon and chlorpyrifos-oxon - Carr_1996_Toxicol.Appl.Pharmacol_139_365
Author(s) : Carr RL , Chambers JE
Ref : Toxicology & Applied Pharmacology , 139 :365 , 1996
Abstract :
PubMedSearch : Carr_1996_Toxicol.Appl.Pharmacol_139_365
PubMedID: 8806854

Title : Inhibition and aging of channel catfish brain acetylcholinesterase following exposure to two phosphorothionate insecticides and their active metabolites - Carr_1995_J.Toxicol.Env.Health_45_325
Author(s) : Carr RL , Straus DL , Chambers JE
Ref : Journal of Toxicology & Environmental Health , 45 :325 , 1995
Abstract :
PubMedSearch : Carr_1995_J.Toxicol.Env.Health_45_325
PubMedID: 7541841

Title : Inhibition patterns of brain acetylcholinesterase and hepatic and plasma aliesterases following exposures to three phosphorothionate insecticides and their oxons in rats - Chambers_1993_Fundam.Appl.Toxicol_21_111
Author(s) : Chambers JE , Carr RL
Ref : Fundamental & Applied Toxicology , 21 :111 , 1993
Abstract :
PubMedSearch : Chambers_1993_Fundam.Appl.Toxicol_21_111
PubMedID: 7689992

Title : Serum paraoxonase status: a major factor in determining resistance to organophosphates - Li_1993_J.Toxicol.Env.Health_40_337
Author(s) : Li WF , Costa LG , Furlong CE
Ref : Journal of Toxicology & Environmental Health , 40 :337 , 1993
Abstract :
PubMedSearch : Li_1993_J.Toxicol.Env.Health_40_337
PubMedID: 7693961

Title : Degradation by rat tissues in vitro of organophosphorus esters which inhibit cholinesterase - Pla_1989_Biochem.Pharmacol_38_1527
Author(s) : Pla A , Johnson MK
Ref : Biochemical Pharmacology , 38 :1527 , 1989
Abstract :
PubMedSearch : Pla_1989_Biochem.Pharmacol_38_1527
PubMedID: 2719724