1.0 2011-09-21 01:52:48 UTC 2015-07-21 06:59:40 UTC FDB029261 Paraoxon Paraoxon is an acetylcholinesterase inhibitor. It is an organophosphate oxon, and the active metabolite of the insecticide parathion. It is also used as an opthamological drug against glaucoma. Paraoxon is one of the most potent acetylcholinesterase-inhibiting insecticides available, around 70% as potent as the nerve agent sarin, and so is now rarely used as an insecticide due to the risk of poisoning to humans and other animals. It is easily absorbed through skin, and was used as an assassination weapon by the apartheid-era South African chemical weapons program Project Coast. [HMDB] Acol Diethyl P-nitrophenyl ate Diethyl P-nitrophenyl ic acid Diethyl paraoxon Ethyl paraoxon O,O-Diethyl O-P-nitrophenyl ate O,O-Diethyl O-P-nitrophenyl ic acid O,O-Diethyl-O-P-nitrophenyloric acid O,O-Diethyl-O-p-nitrophenylphosphoric acid Orate diethyl 4-nitrophenyl ester oric acid Diethyl 4-nitrophenyl ester P-Nitrophenyl diethyl ate P-Nitrophenyl diethyl ic acid C10H14NO6P 275.195 275.055873697 diethyl 4-nitrophenyl phosphate paraoxon 311-45-5 CCOP(=O)(OCC)OC1=CC=C(C=C1)[N+]([O-])=O 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 WYMSBXTXOHUIGT-UHFFFAOYSA-N belongs to the class of organic compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group. Nitrobenzenes Organic compounds Benzenoids Benzene and substituted derivatives Nitrobenzenes Aromatic homomonocyclic compounds Dialkyl phosphates Hydrocarbon derivatives Nitroaromatic compounds Organic oxides Organic oxoazanium compounds Organonitrogen compounds Organooxygen compounds Organopnictogen compounds Phenoxy compounds Propargyl-type 1,3-dipolar organic compounds Alkyl phosphate Allyl-type 1,3-dipolar organic compound Aromatic homomonocyclic compound C-nitro compound Dialkyl phosphate Hydrocarbon derivative Nitroaromatic compound Nitrobenzene Organic 1,3-dipolar compound Organic nitro compound Organic nitrogen compound Organic oxide Organic oxoazanium Organic oxygen compound Organic phosphoric acid derivative Organonitrogen compound Organooxygen compound Organopnictogen compound Phenoxy compound Phosphoric acid ester Propargyl-type 1,3-dipolar organic compound a small molecule aryl dialkyl phosphate organophosphate insecticide Solid logp 2.05 ALOGPS logs -2.28 ALOGPS solubility 1.44e+00 g/l ALOGPS logp 2.43 ChemAxon pka_strongest_basic -9.2 ChemAxon iupac diethyl 4-nitrophenyl phosphate ChemAxon average_mass 275.195 ChemAxon mono_mass 275.055873697 ChemAxon smiles CCOP(=O)(OCC)OC1=CC=C(C=C1)[N+]([O-])=O ChemAxon formula C10H14NO6P ChemAxon 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 ChemAxon inchikey WYMSBXTXOHUIGT-UHFFFAOYSA-N ChemAxon polar_surface_area 90.58 ChemAxon refractivity 64.7 ChemAxon polarizability 24.97 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 3 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 702 Specdb::CMs 26352 Specdb::CMs 32206 Specdb::CMs 100034 Specdb::CMs 151275 Specdb::MsMs 108303 Specdb::MsMs 108304 Specdb::MsMs 108305 Specdb::MsMs 175485 Specdb::MsMs 175486 Specdb::MsMs 175487 Specdb::MsMs 2226962 Specdb::MsMs 3054200 Specdb::MsMs 3054201 Specdb::MsMs 3054202 Specdb::MsMs 3115686 Specdb::MsMs 3115687 Specdb::MsMs 3115688 HMDB13035 27827 Serum paraoxonase/arylesterase 1 P27169 PON1 Serum paraoxonase/arylesterase 2 Q15165 PON2 Serum paraoxonase/lactonase 3 Q15166 PON3