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MetaCyc Compound: parathion

Synonyms: ethyl parathion, parthion, alkron, Paraphos, Foliclal, Fosferno, Fostox, Rhodiatox, O,O-diethyl O-p-nitrophenyl phosphorothioate, diethyl-p-nitrophenyl monothiophosphate, DNTP, Alleron, Aphamite, Etilon, Folidol, Phoskil, Parathion-E, Aqua 9-Parathion, Bladen, phosphorothioic acid O,O-diethyl-O-(4-nitrophenyl) ester, diethyl p-nitrophenyl thiophosphate, O,O-diethyl-O-(p-nitrophenyl)thionophosphate, diethylparathion, p-nitrophenol O-ester with O,O-diethylphosphorothioate, AATP, acc 3422, american cyanamid 3422, Aralo, bayer e-605, bladan f, corothion, corthione, danthion, ecatox, fosfive, fosova, fostern, genithion, kolphos, kypthion, lirothion, murfos, nitrostygmine, niuif-100, nourithion, oleofos 20, oleoparathion, Orthophos, panthion, Paramar, paramar 50, parathene, Parawet, pestox plus, pethion, phosphemol, phosphenol, phosphostigmine, stathion, strathion, sulfos, thiophos 3422, vapophos, diethyl para-nitrophenol thiophosphate, diethyl 4-nitrophenyl phosphorothionate, diethyl p-nitrophenyl thionophosphate, drexel parathion 8E, E 605 F, e 605 forte, ekatox, ethlon, folidol e605, folidol oil, fosfermo, fosfex, gearphos, lethalaire g-54, oleoparaphene, Paradust, rhodiasol, rhodiatrox, selephos, soprathion, super rodiatox, vitrex, penncap e, thiomex, tiofos, Viran, Durathion, Thionspray No.84, Bladan, Diethyl O-p-nitrophenyl phosphorothioate, Fosferno 50, Niran, Ethyl parathion (O,O-diethyl-O-p-nitrophenylthiophosphate)

Superclasses: a nitrohydrocarbona C-nitro compound
an aromatic compoundan aryl dialkyl phosphate

Parathion is an organic phosphorus compound which is used as an insecticide. Parathion, a cholinesterase inhibitor (see EC, acetylcholinesterase and EC, cholinesterase), is extremely toxic to most animals including humans (in which LD50 is 5 to 10 mg/kg), and may cause death by inducing respiratory failure. Parathion use is banned in many countries due to its toxicity and pollutant properties.

Chemical Formula: C10H14NO5PS

Molecular Weight: 291.26 Daltons

Monoisotopic Molecular Weight: 292.0408547972 Daltons

parathion compound structure

SMILES: CCOP(OC1(C=CC(=CC=1)[N+](=O)[O-]))(OCC)=S

InChI: InChI=1S/C10H14NO5PS/c1-3-14-17(18,15-4-2)16-10-7-5-9(6-8-10)11(12)13/h5-8H,3-4H2,1-2H3


Unification Links: CAS:56-38-2, ChEBI:27928, ChemSpider:13844817, HMDB:HMDB01355, KEGG:C06604, PubChem:991

Standard Gibbs Free Energy of Formation (ΔfG in kcal/mol): 38.155678Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

parathion degradation :
parathion + H2O → diethylthiophosphate + 4-nitrophenol + 2 H+

Not in pathways:
an aryl dialkyl phosphate + H2O → a dialkyl phosphate + a phenol

This compound has been characterized as an alternative substrate of the following enzymes: methyl parathion hydrolase


Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

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Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
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