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EPN

EPN-oxon (Oxygen replaces the sulfur atom)

General

Type : Insecticide,Organophosphate,Sulfur Compound,Organothiophosphate,pNP

Chemical_Nomenclature : ethoxy-(4-nitrophenoxy)-phenyl-sulfanylidene-phosphorane

Canonical SMILES : CCOP(=S)(C1=CC=CC=C1)OC2=CC=C(C=C2)[N+](=O)[O-]

InChI : InChI=1S\/C14H14NO4PS\/c1-2-18-20(21,14-6-4-3-5-7-14)19-13-10-8-12(9-11-13)15(16)17\/h3-11H,2H2,1H3

InChIKey : AIGRXSNSLVJMEA-UHFFFAOYSA-N

Other name(s) : Santox,Tsumaphos,Kasutop Dust,Meidon 15 Dust,MAPJ,Caswell No. 454,EPN 300,OMS 219,ENT 17,798,HSDB 4049,ethyl p-nitrophenol thio-benzene phosphonate,O'ethyl-O-p-nitrophenyl phenyl phosphonothioate

MW : 323.305

Formula : C14H14NO4PS

CAS_number : 2012-00-2

PubChem : 16421

UniChem : AIGRXSNSLVJMEA-UHFFFAOYSA-N

Wikipedia : EPN_(insecticide)

Target

Families : EPN ligand of proteins in family
ACHE

References (10)

Title : Variable response of cholinesterase activities following human exposure to different types of organophosphates - Moon_2015_Hum.Exp.Toxicol_34_698
Author(s) : Moon J , Chun B , Lee S
Ref : Hum Exp Toxicol , 34 :698 , 2015
Abstract : Moon_2015_Hum.Exp.Toxicol_34_698
ESTHER : Moon_2015_Hum.Exp.Toxicol_34_698
PubMedSearch : Moon_2015_Hum.Exp.Toxicol_34_698
PubMedID: 25712411

Title : Extremely sensitive biomarker of acute organophosphorus insecticide exposure - Fujikawa_2005_Hum.Exp.Toxicol_24_333
Author(s) : Fujikawa Y , Satoh T , Suganuma A , Suzuki S , Niikura Y , Yui S , Yamaura Y
Ref : Hum Exp Toxicol , 24 :333 , 2005
Abstract : Fujikawa_2005_Hum.Exp.Toxicol_24_333
ESTHER : Fujikawa_2005_Hum.Exp.Toxicol_24_333
PubMedSearch : Fujikawa_2005_Hum.Exp.Toxicol_24_333
PubMedID: 16004201
Gene_locus related to this paper: human-CES1 , mouse-Ces1e , ratno-Ces1e

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 : 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 : Pla_1989_Biochem.Pharmacol_38_1527
ESTHER : Pla_1989_Biochem.Pharmacol_38_1527
PubMedSearch : Pla_1989_Biochem.Pharmacol_38_1527
PubMedID: 2719724

Title : Enhancement of the binding of O-ethyl O-p-nitrophenyl phenylphosphonate (EPNoxon) to microsomal carboxylesterase by NAD in vitro - Sugiyama_1985_Jpn.J.Pharmacol_37_39
Author(s) : Sugiyama S , Hosokawa M , Igarashi T , Ueno K , Satoh T , Kitagawa H
Ref : Japanese Journal of Pharmacology , 37 :39 , 1985
Abstract : Sugiyama_1985_Jpn.J.Pharmacol_37_39
ESTHER : Sugiyama_1985_Jpn.J.Pharmacol_37_39
PubMedSearch : Sugiyama_1985_Jpn.J.Pharmacol_37_39
PubMedID: 3990043

Title : Effect of subchronic dermal application of O-ethyl O-4-nitrophenyl phenylphosphonothioate on producing delayed neurotoxicity in hens - Abou-Donia_1983_Neurotoxicol_4_247
Author(s) : Abou-Donia MB , Graham DG , Makkawy HA , Abdo KM
Ref : Neurotoxicology , 4 :247 , 1983
Abstract : Abou-Donia_1983_Neurotoxicol_4_247
ESTHER : Abou-Donia_1983_Neurotoxicol_4_247
PubMedSearch : Abou-Donia_1983_Neurotoxicol_4_247
PubMedID: 6685263

Title : Biochemical interaction of six OP delayed neurotoxicants with several neurotargets - El-Sebae_1981_J.Environ.Sci.Health.B_16_465
Author(s) : El-Sebae AH , Soliman SA , Ahmed NS , Curley A
Ref : J Environ Sci Health B , 16 :465 , 1981
Abstract : El-Sebae_1981_J.Environ.Sci.Health.B_16_465
ESTHER : El-Sebae_1981_J.Environ.Sci.Health.B_16_465
PubMedSearch : El-Sebae_1981_J.Environ.Sci.Health.B_16_465
PubMedID: 6169754

Title : Ecotoxicology of phenylphosphonothioates - Francis_1980_Environ.Health.Perspect_36_187
Author(s) : Francis BM , Hansen LG , Fukuto TR , Lu PY , Metcalf RL
Ref : Environmental Health Perspectives , 36 :187 , 1980
Abstract : Francis_1980_Environ.Health.Perspect_36_187
ESTHER : Francis_1980_Environ.Health.Perspect_36_187
PubMedSearch : Francis_1980_Environ.Health.Perspect_36_187
PubMedID: 6159210

Title : Dislodgable insecticide residues on cotton foliage: fenvalarate, permethrin, sulprofos, chlorpyrifos, methyl parathion, EPN, oxamyl, and profenofos -
Author(s) : Buck NA , Estesen BJ , Ware GW
Ref : Bulletin of Environmental Contamination & Toxicology , 24 :283 , 1980
PubMedID: 6153915

Title : Evaluation of cytotoxic responses caused by selected organophosphorus esters in chick sympathetic ganglia cultures - Obersteiner_1978_Can.J.Comp.Med_42_80
Author(s) : Obersteiner EJ , Sharma RP
Ref : Can J Comp Med , 42 :80 , 1978
Abstract : Obersteiner_1978_Can.J.Comp.Med_42_80
ESTHER : Obersteiner_1978_Can.J.Comp.Med_42_80
PubMedSearch : Obersteiner_1978_Can.J.Comp.Med_42_80
PubMedID: 565668 
Array
(
    [id] => 5112
    [inhibitor] => EPN
    [type] => Array
        (
            [0] => Insecticide
            [1] => Organophosphate
            [2] => Sulfur Compound
            [3] => Organothiophosphate
            [4] => pNP
        )

    [other_name] => Array
        (
            [0] => Santox
            [1] => Tsumaphos
            [2] => Kasutop Dust
            [3] => Meidon 15 Dust
            [4] => MAPJ
            [5] => Caswell No. 454
            [6] => EPN 300
            [7] => OMS 219
            [8] => ENT 17,798
            [9] => HSDB 4049
            [10] => ethyl p-nitrophenol thio-benzene phosphonate
            [11] => O'ethyl-O-p-nitrophenyl phenyl phosphonothioate
        )

    [chemical_nomenclature] => ethoxy-(4-nitrophenoxy)-phenyl-sulfanylidene-phosphorane
    [formula] => C14H14NO4PS
    [cas_number] => 2012-00-2
    [mw] => 323.305
    [pick_me_to_call] => display_script
    [kinetic_parameter] => 
    [paper] => Pla_1989_Biochem.Pharmacol_38_1527 || Obersteiner_1978_Can.J.Comp.Med_42_80 || Francis_1980_Environ.Health.Perspect_36_187 || Moon_2015_Hum.Exp.Toxicol_34_698 || Fujikawa_2005_Hum.Exp.Toxicol_24_333 || Abou-Donia_1983_Neurotoxicol_4_247 || El-Sebae_1981_J.Environ.Sci.Health.B_16_465 || Gopal_2000_Biochem.Biophys.Res.Commun_279_516 || Sugiyama_1985_Jpn.J.Pharmacol_37_39 || Buck_1980_Bull.Environ.Contam.Toxicol_24_283
    [comment] => EPN-oxon  (Oxygen replaces the sulfur atom)
    [gene_locus] => 
    [kin_inhibitor] => 
    [cid] => 16421
    [family] => ACHE
    [inchikey] => AIGRXSNSLVJMEA-UHFFFAOYSA-N
    [canonicalsmiles] => CCOP(=S)(C1=CC=CC=C1)OC2=CC=C(C=C2)[N+](=O)[O-]
    [inchi] => InChI=1S\/C14H14NO4PS\/c1-2-18-20(21,14-6-4-3-5-7-14)19-13-10-8-12(9-11-13)15(16)17\/h3-11H,2H2,1H3
    [wikipedia] => EPN_(insecticide)
    [iupharlig] => 
    [structure] => 
    [substrate] => 
    [interact_gene_locus] => 
    [mutation] => 
    [comment2] => 
    [extoxnet] => 
    [news] => 
    [theoretical_model] => 
)