CHEBI:27827 - paraoxon

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ChEBI Name paraoxon
Definition An aryl dialkyl phosphate where both the alkyl groups are ethyl and the aryl group is 4-nitrophenyl.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:7924, CHEBI:25855
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Formula C10H14NO6P
Net Charge 0
Average Mass 275.19500
Monoisotopic Mass 275.05587
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
SMILES CCOP(=O)(OCC)Oc1ccc(cc1)[N+]([O-])=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Roles Classification
Biological Role(s): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
EC (acetylcholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC, which helps breaking down of acetylcholine into choline and acetic acid.
Application(s): insecticide
Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.
(via organophosphorus insecticide )
Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.
(via organophosphorus pesticide )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing paraoxon (CHEBI:27827) has role EC (acetylcholinesterase) inhibitor (CHEBI:38462)
paraoxon (CHEBI:27827) has role mouse metabolite (CHEBI:75771)
paraoxon (CHEBI:27827) is a aryl dialkyl phosphate (CHEBI:37558)
paraoxon (CHEBI:27827) is a organophosphate insecticide (CHEBI:25708)
diethyl 4-nitrophenyl phosphate
Synonyms Sources
diethyl p-nitrophenyl phosphate ChemIDplus
diethyl paraoxon UM-BBD
ethyl paraoxon ChemIDplus
O,O-diethyl O-p-nitrophenyl phosphate ChemIDplus
p-nitrophenyl diethyl phosphate ChemIDplus
paraoxon UniProt
phosphacol ChemIDplus
phosphoric acid diethyl 4-nitrophenyl ester ChemIDplus
Manual Xrefs Databases
4683 DrugCentral
c0088 UM-BBD
Paraoxon Wikipedia
View more database links
Registry Numbers Types Sources
1915526 Reaxys Registry Number Reaxys
1915526 Beilstein Registry Number Beilstein
311-45-5 CAS Registry Number KEGG COMPOUND
311-45-5 CAS Registry Number ChemIDplus
51821 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
24149933 PubMed citation Europe PMC
24220671 PubMed citation Europe PMC
24357355 PubMed citation Europe PMC
24384224 PubMed citation Europe PMC
24413757 PubMed citation Europe PMC
24486155 PubMed citation Europe PMC
24598740 PubMed citation Europe PMC
Last Modified
11 April 2018