Paraoxon

General

Type : Organophosphate || Insecticide || Derivative of Paraoxon || pNP

Chemical_Nomenclature : diethyl (4-nitrophenyl) phosphate

Canonical SMILES : CCOP(=O)(OCC)OC1=CC=C(C=C1)[N+](=O)[O-]

InChI : InChI=1S\/C10H14NO6P\/c1-3-15-18(14,16-4-2)17-10-7-5-9(6-8-10)11(12)13\/h5-8H,3-4H2,1-2H3

InChIKey : WYMSBXTXOHUIGT-UHFFFAOYSA-N

Other name(s) : phosphoric acid diethyl 4-nitrophenyl ester, paraoxon-ethyl, Diethyl 4-nitrophenyl phosphate, diethyl p-nitrophenyl phosphate, phosphacol, E600, ester25, eticol, phosphakol, nintacol, miotisal A, solumlaucit, Mintacol, Fosfakol, Ethyl paraoxon, DNP, Diethyl paraoxon, paraoxon ethyl


MW : 275.21

Formula : C10H14NO6P

CAS_number : 311-45-5

PubChem :

UniChem :

Iuphar :

Target

References (14)

Title : Ultrahigh-Throughput Directed Evolution of a Metal-Free alpha\/beta-Hydrolase with a Cys-His-Asp Triad into an Efficient Phosphotriesterase - Schnettler_2022_J.Am.Chem.Soc__
Author(s) : Schnettler JD , Klein OJ , Kaminski TS , Colin PY , Hollfelder F
Ref : Journal of the American Chemical Society , : , 2022
Abstract : Schnettler_2022_J.Am.Chem.Soc__
ESTHER : Schnettler_2022_J.Am.Chem.Soc__
PubMedSearch : Schnettler_2022_J.Am.Chem.Soc__
PubMedID: 36583539
Gene_locus related to this paper: 9bact-KP212148

Title : Structural and dynamic effects of paraoxon binding to human acetylcholinesterase by X-ray crystallography and inelastic neutron scattering - Gerlits_2022_Structure_30_1538
Author(s) : Gerlits O , Fajer M , Cheng X , Blumenthal DK , Radic Z , Kovalevsky A
Ref : Structure , 30 :1538 , 2022
Abstract : Gerlits_2022_Structure_30_1538
ESTHER : Gerlits_2022_Structure_30_1538
PubMedSearch : Gerlits_2022_Structure_30_1538
PubMedID: 36265484
Gene_locus related to this paper: human-ACHE

Title : A Thermophilic Bacterial Esterase for Scavenging Nerve Agents: A Kinetic, Biophysical and Structural Study - Bzdrenga_2021_Molecules_26_657
Author(s) : Bzdrenga J , Trenet E , Chantegreil F , Bernal K , Nachon F , Brazzolotto X
Ref : Molecules , 26 :657 , 2021
Abstract : Bzdrenga_2021_Molecules_26_657
ESTHER : Bzdrenga_2021_Molecules_26_657
PubMedSearch : Bzdrenga_2021_Molecules_26_657
PubMedID: 33513869
Gene_locus related to this paper: 9bact-TtEst2

Title : Positron emission tomography evaluation of oxime countermeasures in live rats using the tracer O-(2-[(18) F]fluoroethyl)-O-(p-nitrophenyl)methylphosphonate [(18) F]-VXS - Hayes_2020_Ann.N.Y.Acad.Sci__
Author(s) : Hayes TR , Blecha JE , Chao CK , Huynh TL , VanBrocklin HD , Zinn KR , Taylor P , Gerdes JM , Thompson CM
Ref : Annals of the New York Academy of Sciences , : , 2020
Abstract : Hayes_2020_Ann.N.Y.Acad.Sci__
ESTHER : Hayes_2020_Ann.N.Y.Acad.Sci__
PubMedSearch : Hayes_2020_Ann.N.Y.Acad.Sci__
PubMedID: 32436233

Title : Crystal Structure of Proteus mirabilis Lipase, a Novel Lipase from the Proteus\/Psychrophilic Subfamily of Lipase Family I.1 - Korman_2012_PLoS.One_7_e52890
Author(s) : Korman TP , Bowie JU
Ref : PLoS ONE , 7 :e52890 , 2012
Abstract : Korman_2012_PLoS.One_7_e52890
ESTHER : Korman_2012_PLoS.One_7_e52890
PubMedSearch : Korman_2012_PLoS.One_7_e52890
PubMedID: 23300806
Gene_locus related to this paper: promi-c2lfd0

Title : A role for His-160 in peroxide inhibition of S. cerevisiae S-formylglutathione hydrolase: evidence for an oxidation sensitive motif - Legler_2012_Arch.Biochem.Biophys_528_7
Author(s) : Legler PM , Leary DH , Hervey WJt , Millard CB
Ref : Archives of Biochemistry & Biophysics , 528 :7 , 2012
Abstract : Legler_2012_Arch.Biochem.Biophys_528_7
ESTHER : Legler_2012_Arch.Biochem.Biophys_528_7
PubMedSearch : Legler_2012_Arch.Biochem.Biophys_528_7
PubMedID: 22906720
Gene_locus related to this paper: yeast-yjg8

Title : Mutagenesis of organophosphorus hydrolase to enhance hydrolysis of the nerve agent VX - Gopal_2000_Biochem.Biophys.Res.Commun_279_516
Author(s) : Gopal S , Rastogi V , Ashman W , Mulbry W
Ref : Biochemical & Biophysical Research Communications , 279 :516 , 2000
Abstract : Gopal_2000_Biochem.Biophys.Res.Commun_279_516
ESTHER : Gopal_2000_Biochem.Biophys.Res.Commun_279_516
PubMedSearch : Gopal_2000_Biochem.Biophys.Res.Commun_279_516
PubMedID: 11118318

Title : Organophosphorus acid anhydride hydrolase activity in human butyrylcholinesterase: synergy results in a somanase - Millard_1998_Biochemistry_37_237
Author(s) : Millard CB , Lockridge O , Broomfield CA
Ref : Biochemistry , 37 :237 , 1998
Abstract : Millard_1998_Biochemistry_37_237
ESTHER : Millard_1998_Biochemistry_37_237
PubMedSearch : Millard_1998_Biochemistry_37_237
PubMedID: 9425044
Gene_locus related to this paper: human-BCHE

Title : A single amino acid substitution, Gly117His, confers phosphotriesterase (organophosphorus acid anhydride hydrolase) activity on human butyrylcholinesterase - Lockridge_1997_Biochemistry_36_786
Author(s) : Lockridge O , Blong RM , Masson P , Froment MT , Millard CB , Broomfield CA
Ref : Biochemistry , 36 :786 , 1997
Abstract : Lockridge_1997_Biochemistry_36_786
ESTHER : Lockridge_1997_Biochemistry_36_786
PubMedSearch : Lockridge_1997_Biochemistry_36_786
PubMedID: 9020776

Title : Design and expression of organophosphorus acid anhydride hydrolase activity in human butyrylcholinesterase - Millard_1995_Biochemistry_34_15925
Author(s) : Millard CB , Lockridge O , Broomfield CA
Ref : Biochemistry , 34 :15925 , 1995
Abstract : Millard_1995_Biochemistry_34_15925
ESTHER : Millard_1995_Biochemistry_34_15925
PubMedSearch : Millard_1995_Biochemistry_34_15925
PubMedID: 8519749

Title : The crystal and molecular structure of the Rhizomucor miehei triacylglyceride lipase at 1.9 A resolution - Derewenda_1992_J.Mol.Biol_227_818
Author(s) : Derewenda ZS , Derewenda U , Dodson GG
Ref : Journal of Molecular Biology , 227 :818 , 1992
Abstract : Derewenda_1992_J.Mol.Biol_227_818
ESTHER : Derewenda_1992_J.Mol.Biol_227_818
PubMedSearch : Derewenda_1992_J.Mol.Biol_227_818
PubMedID: 1404390
Gene_locus related to this paper: rhimi-lipas

Title : Short-term effects of paraoxon and atropine on schedule-controlled behavior in rats - Chambers_1989_Neurotoxicol.Teratol_11_427
Author(s) : Chambers JE , Chambers HW
Ref : Neurotoxicology & Teratology , 11 :427 , 1989
Abstract : Chambers_1989_Neurotoxicol.Teratol_11_427
ESTHER : Chambers_1989_Neurotoxicol.Teratol_11_427
PubMedSearch : Chambers_1989_Neurotoxicol.Teratol_11_427
PubMedID: 2593981

Title : Mintacol (diethyl-p-nitrophenylphosphate) (Paraoxon) -
Author(s) : Augustinsson KB
Ref : Sven Farm Tidskr , 57 :261 , 1953
PubMedID: 13077191

Title : Enzyme studies with diethyl-p-nitrophenylphosphate (mintacol) -
Author(s) : Augustinsson KB
Ref : Acta Pharmacologica et Toxicologica (Copenh) , 9 :245 , 1953
PubMedID: 13123943