Hexyl-dcp
Neuropathy target esterase (NTE) (PNPLA6 not an alpha/beta hydrolase but a patatin fold) is the paraoxon-resistant and mipafox-sensitive phenyl valerate (PV) esterase activity. Some organophosphorus compounds (OPs) induce a organophosphorus-induced delayed neuropathy (OPIDN) related to the covalent inhibition and aging of NTE. HDCP is an OPIDN organophosphate poor substrate of NTE (Warning there is another OP compound called HDCP Hexyl 2,5-dichlorophenylphosphoroamidate CID 53998941 O-hexyl-O-2,5-dichlorophenyl-phosphoramidate)
General
Type : Organophosphate, Not A\/B H target, OPIDN-OP
Chemical_Nomenclature : N-(2,5-dichlorophenyl)-hexoxyphosphonamidic acid
Canonical SMILES : CCCCCCOP(=O)(NC1=C(C=CC(=C1)Cl)Cl)O
InChI : InChI=1S\/C12H18Cl2NO3P\/c1-2-3-4-5-8-18-19(16,17)15-12-9-10(13)6-7-11(12)14\/h6-7,9H,2-5,8H2,1H3,(H2,15,16,17)
InChIKey : KFTDOKAFZCTUQM-UHFFFAOYSA-N
Other name(s) : Hexyl 2,5-dichlorophenylphosphoroamidate || N-(2,5-dichlorophenyl)-hexoxyphosphonamidic acid || O-Hexyl O-2,5-dichlorophenylphosphoroamidate || SCHEMBL6268257 || O-Hexil O-2,5-diclorofenil fosforamidate
Target
References (18)
| Title : DAEH N-terminal sequence of avian serum albumins as catalytic center of Cu (II)-dependent organophosphorus hydrolyzing A-esterase activity - Monroy-Noyola_2021_Chem.Biol.Interact__109524 |
| Author(s) : Monroy-Noyola A , Sogorb MA , Almenares-Lopez D , Vilanova E |
| Ref : Chemico-Biological Interactions , :109524 , 2021 |
| Abstract : |
| PubMedSearch : Monroy-Noyola_2021_Chem.Biol.Interact__109524 |
| PubMedID: 34022193 |
| Title : O-hexyl O-2,5-dichlorophenyl phosphoramidate as a substrate for domestic and sea bird serum A-esterases: Hydrolysis levels, Cu(2+)- and Zn(2+)-dependence and stereoselectivity - Monroy-Noyola_2019_Chem.Biol.Interact_13ChEPon_310_108727 |
| Author(s) : Monroy-Noyola A , Vilanova E , Campos F , Mederos P , Rendon N , Garcia-Hernandez J , Castillo-Guerrero JA , Rios C |
| Ref : Chemico-Biological Interactions , 310 :108727 , 2019 |
| Abstract : |
| PubMedSearch : Monroy-Noyola_2019_Chem.Biol.Interact_13ChEPon_310_108727 |
| PubMedID: 31251899 |
| Title : Albumin, the responsible protein of the Cu(2+)-dependent hydrolysis of O-hexyl O-2,5-dichlorophenyl phosphoramidate (HDCP) by chicken serum antagonistic stereoselectivity - Monroy-Noyola_2018_Food.Chem.Toxicol_120_523 |
| Author(s) : Monroy-Noyola A , Sogorb MA , Vilanova E |
| Ref : Food & Chemical Toxicology , 120 :523 , 2018 |
| Abstract : |
| PubMedSearch : Monroy-Noyola_2018_Food.Chem.Toxicol_120_523 |
| PubMedID: 30056146 |
| Title : Stereospecific hydrolysis of a phosphoramidate used as an OPIDP model by human sera with PON1 192 alloforms - Monroy-Noyola_2015_Arch.Toxicol_89_1801 |
| Author(s) : Monroy-Noyola A , Trujillo B , Yescas P , Martinez-Salazar F , Garcia-Jimenez S , Rios C , Vilanova E |
| Ref : Archives of Toxicology , 89 :1801 , 2015 |
| Abstract : |
| PubMedSearch : Monroy-Noyola_2015_Arch.Toxicol_89_1801 |
| PubMedID: 25112958 |
| Title : Serum albumins and detoxication of anti-cholinesterase agents - Sogorb_2010_Chem.Biol.Interact_187_325 |
| Author(s) : Sogorb MA , Vilanova E |
| Ref : Chemico-Biological Interactions , 187 :325 , 2010 |
| Abstract : |
| PubMedSearch : Sogorb_2010_Chem.Biol.Interact_187_325 |
| PubMedID: 20211614 |
| Title : Comparative hydrolysis of O-hexyl O-2,5-dichlorophenyl phosphoramidate and paraoxon in different tissues of vertebrates - Monroy-Noyola_2007_Arch.Toxicol_81_689 |
| Author(s) : Monroy-Noyola A , Rojas P , Vilanova E , Sogorb MA |
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| Abstract : |
| PubMedSearch : Monroy-Noyola_2007_Arch.Toxicol_81_689 |
| PubMedID: 17396245 |
| Title : Stereospecific hydrolysis of a phosphoramidate as a model to understand the role of biotransformation in the neurotoxicity of chiral organophosphorus compounds - Monroy-Noyola_2007_Toxicol.Lett_170_157 |
| Author(s) : Monroy-Noyola A , Sogorb MA , Vilanova E |
| Ref : Toxicol Lett , 170 :157 , 2007 |
| Abstract : |
| PubMedSearch : Monroy-Noyola_2007_Toxicol.Lett_170_157 |
| PubMedID: 17420104 |
| Title : Recovery of neuropathy target esterase activity after inhibition with mipafox and O-hexyl O-2,5-dichlorophenyl phosphoramidate in bovine chromaffin cell cultures - Quesada_2007_Chem.Biol.Interact_165_99 |
| Author(s) : Quesada E , Sabater E , Sogorb MA , Vilanova E , Carrera V |
| Ref : Chemico-Biological Interactions , 165 :99 , 2007 |
| Abstract : |
| PubMedSearch : Quesada_2007_Chem.Biol.Interact_165_99 |
| PubMedID: 17184757 |
| Title : Dichlorophenyl phosphoramidates as substrates for avian and mammalian liver phosphotriesterases: activity levels, calcium dependence and stereospecificity - Monroy-Noyola_1999_Chem.Biol.Interact_119-120_257 |
| Author(s) : Monroy-Noyola A , Sogorb MA , Diaz-Alejo N , Niguez N , Barril J , Vicedo JL , Escudero MA , Vilanova E |
| Ref : Chemico-Biological Interactions , 119-120 :257 , 1999 |
| Abstract : |
| PubMedSearch : Monroy-Noyola_1999_Chem.Biol.Interact_119-120_257 |
| PubMedID: 10421460 |
| Title : EDTA-resistant and sensitive phosphotriesterase activities associated with albumin and lipoproteins in rabbit serum - Sogorb_1999_Drug.Metab.Dispos_27_53 |
| Author(s) : Sogorb MA , Sanchez I , Lopez-Rivadulla M , Cespedes V , Vilanova E |
| Ref : Drug Metabolism & Disposition: The Biological Fate of Chemicals , 27 :53 , 1999 |
| Abstract : |
| PubMedSearch : Sogorb_1999_Drug.Metab.Dispos_27_53 |
| PubMedID: 9884309 |
| Title : Phosphotriesterase activity identified in purified serum albumins - Sogorb_1998_Arch.Toxicol_72_219 |
| Author(s) : Sogorb MA , Diaz-Alejo N , Escudero MA , Vilanova E |
| Ref : Archives of Toxicology , 72 :219 , 1998 |
| Abstract : |
| PubMedSearch : Sogorb_1998_Arch.Toxicol_72_219 |
| PubMedID: 9587017 |
| Title : A stereospecific phosphotriesterase in hen liver and brain - Diaz-Alejo_1998_Chem.Biol.Interact_108_187 |
| Author(s) : Diaz-Alejo N , Monroy A , Vilanova E , Vicedo JL , Sogorb MA |
| Ref : Chemico-Biological Interactions , 108 :187 , 1998 |
| Abstract : |
| PubMedSearch : Diaz-Alejo_1998_Chem.Biol.Interact_108_187 |
| PubMedID: 9528689 |
| Title : Inhibition and aging of neuropathy target esterase by the stereoisomers of a phosphoramidate related to methamidophos - Sogorb_1997_Toxicol.Lett_93_95 |
| Author(s) : Sogorb MA , Diaz-Alejo N , Pellin MC , Vilanova E |
| Ref : Toxicol Lett , 93 :95 , 1997 |
| Abstract : |
| PubMedSearch : Sogorb_1997_Toxicol.Lett_93_95 |
| PubMedID: 9486944 |
| Title : Non-calcium dependent activity hydrolysing organophosphorus compounds in hen plasma - Diaz-Alejo_1994_Comp.Biochem.Physiol.C.Pharmacol.Toxicol.Endocrinol_107_213 |
| Author(s) : Diaz-Alejo N , Sogorb MA , Vicedo JL , Barril J , Vilanova E |
| Ref : Comparative Biochemistry & Physiology C Pharmacology Toxicology & Endocrinology , 107 :213 , 1994 |
| Abstract : |
| PubMedSearch : Diaz-Alejo_1994_Comp.Biochem.Physiol.C.Pharmacol.Toxicol.Endocrinol_107_213 |
| PubMedID: 7749589 |
| Title : Chiral high-performance liquid chromatography and gas chromatography of the stereoisomers of hexyl 2,5-dichlorophenyl phosphoramidate - Diaz-Alejo_1993_J.Chromatogr_622_179 |
| Author(s) : Diaz-Alejo N , Vilanova E |
| Ref : Journal of Chromatography , 622 :179 , 1993 |
| Abstract : |
| PubMedSearch : Diaz-Alejo_1993_J.Chromatogr_622_179 |
| PubMedID: 8150866 |
| Title : Effect of some metallic cations and organic compounds on the O-hexyl O-2,5-dichlorophenyl phosphoramidate hydrolysing activity in hen plasma - Sogorb_1993_Arch.Toxicol_67_416 |
| Author(s) : Sogorb MA , Diaz-Alejo N , Vilanova E , Vicedo JL , Carrera V |
| Ref : Archives of Toxicology , 67 :416 , 1993 |
| Abstract : |
| PubMedSearch : Sogorb_1993_Arch.Toxicol_67_416 |
| PubMedID: 8215911 |
| Title : The kinetics of O-hexyl O-2,5-dichlorophenyl phosphoramidate hydrolysing activity in hen plasma - Sogorb_1993_Chem.Biol.Interact_87_117 |
| Author(s) : Sogorb MA , Vilanova E , Diaz-Alejo N |
| Ref : Chemico-Biological Interactions , 87 :117 , 1993 |
| Abstract : |
| PubMedSearch : Sogorb_1993_Chem.Biol.Interact_87_117 |
| PubMedID: 8343971 |
| Title : Hen liver and plasma can metabolize hexyl-DCP phosphoramidate at a rate comparable to that of rat - Diaz-Alejo_1990_Neurotoxicol.Teratol_12_615 |
| Author(s) : Diaz-Alejo N , Pellin MC , Vicedo JL , Vilanova E |
| Ref : Neurotoxicology & Teratology , 12 :615 , 1990 |
| Abstract : |
| PubMedSearch : Diaz-Alejo_1990_Neurotoxicol.Teratol_12_615 |
| PubMedID: 2255303 |