Record Information
Version1.0
Creation date2011-09-21 00:16:10 UTC
Update date2019-11-26 03:21:04 UTC
Primary IDFDB022574
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameParathion
DescriptionParathion, also known as diethyl parathion or folidol, belongs to the class of organic compounds known as phenyl thiophosphates. These are organothiophosphorus compounds that contain a thiophosphoric acid O-esterified with a phenyl group. Parathion is an extremely weak basic (essentially neutral) compound (based on its pKa). Parathion exists in all living organisms, ranging from bacteria to humans. Parathion has been detected, but not quantified in, asparagus. This could make parathion a potential biomarker for the consumption of these foods. Parathion is a potentially toxic compound.
CAS Number56-38-2
Structure
Thumb
Synonyms
SynonymSource
Diethyl p-nitrophenyl thiophosphateChEBI
Diethyl parathionChEBI
DNTPChEBI
Ethyl parathionChEBI
O,O-Diethyl O-(4-nitrophenyl) thiophosphateChEBI
O,O-Diethyl O-(p-nitrophenyl) thiophosphateChEBI
O,O-Diethyl O-p-nitrophenyl phosphorothioateChEBI
Phosphorothioic acid, O,O-diethyl O-(4-nitrophenyl) esterChEBI
ThiophosChEBI
Diethyl p-nitrophenyl thiophosphoric acidGenerator
O,O-Diethyl O-(4-nitrophenyl) thiophosphoric acidGenerator
O,O-Diethyl O-(p-nitrophenyl) thiophosphoric acidGenerator
O,O-Diethyl O-p-nitrophenyl phosphorothioic acidGenerator
Phosphorothioate, O,O-diethyl O-(4-nitrophenyl) esterGenerator
AlkronHMDB
AlleronHMDB
American cyanamid 3422HMDB
AphamiteHMDB
Aqua 9-parathionHMDB
AraloHMDB
BladanHMDB
BladenHMDB
CorothionHMDB
CorthioneHMDB
DanthionHMDB
Deoxynucleoside 5'-triphosphateHMDB
Diethyl 4-nitrophenyl phosphorothionateHMDB
Diethyl O-p-nitrophenyl phosphorothioateHMDB
Diethyl O-p-nitrophenyl phosphorothioic acidHMDB
Diethyl p-nitrophenyl thionophosphateHMDB
Diethyl para-nitrophenol thiophosphateHMDB
Diethyl-p-nitrophenyl monothiophosphateHMDB
DiethylparathionHMDB
Drexel parathion 8EHMDB
DurathionHMDB
EcatoxHMDB
EthlonHMDB
Ethyl parathion (O,O-diethyl-O-p-nitrophenylthiophosphate)HMDB
EtilonHMDB
FoliclalHMDB
FolidolHMDB
Folidol e e 605HMDB
Folidol e605HMDB
Folidol oilHMDB
FosfermoHMDB
FosfernoHMDB
Fosferno 50HMDB
FosfexHMDB
FosfiveHMDB
FosovaHMDB
FosternHMDB
FostoxHMDB
GearphosHMDB
GenithionHMDB
KolphosHMDB
KypthionHMDB
Lethalaire g-54HMDB
LirothionHMDB
MurfosHMDB
NiranHMDB
NitrostygmineHMDB
Niuif-100HMDB
NourithionHMDB
O,O-Diethyl-O-(p-nitrophenyl)thionophosphateHMDB
Oleofos 20HMDB
OleoparapheneHMDB
OleoparathionHMDB
OMS 19HMDB
OrthophosHMDB
p-Nitrophenol O-ester with O,O-diethylphosphorothioateHMDB
p-Nitrophenol O-ester with O,O-diethylphosphorothioic acidHMDB
PACHMDB
PacolHMDB
PanthionHMDB
ParadustHMDB
ParamarHMDB
Paramar 50HMDB
ParaphosHMDB
ParatheneHMDB
Parathion-eHMDB
ParawetHMDB
ParthionHMDB
Penncap eHMDB
Pestox plusHMDB
PethionHMDB
PhoskilHMDB
PhosphemolHMDB
PhosphenolHMDB
PhosphorothioateHMDB
Phosphorothioic acidHMDB
Phosphorothioic acid O,O-diethyl-O-(4-nitrophenyl) esterHMDB
PhosphostigmineHMDB
RhodiasolHMDB
RhodiatoxHMDB
RhodiatroxHMDB
SelephosHMDB
Sixty-three special e.cHMDB
SoprathionHMDB
Stabilized ethyl parathionHMDB
StathionHMDB
StrathionHMDB
SulfosHMDB
Super rodiatoxHMDB
T-47HMDB
ThiomexHMDB
Thionspray no.84HMDB
Thiophos 3422HMDB
TiofosHMDB
VapophosHMDB
ViranHMDB
VitrexHMDB
ThiofosHMDB
Parathion, ethylHMDB
alkronhmdb
american cyanamid 3422hmdb
Aqua 9-Parathionhmdb
corothionhmdb
corthionehmdb
danthionhmdb
Deoxynucleoside 5'-triateHMDB
deoxynucleoside 5'-triphosphatehmdb
Diethyl 4-nitrophenyl orothionateHMDB
diethyl 4-nitrophenyl phosphorothionatehmdb
Diethyl O-P-nitrophenyl orothioateHMDB
Diethyl O-P-nitrophenyl orothioic acidHMDB
Diethyl P-nitrophenyl thioateChEBI
Diethyl P-nitrophenyl thioic acidGenerator
Diethyl P-nitrophenyl thionoateHMDB
diethyl p-nitrophenyl thionophosphatehmdb
diethyl p-nitrophenyl thiophosphatehmdb
Diethyl para-nitrophenol thioateHMDB
diethyl para-nitrophenol thiophosphatehmdb
Diethyl-P-nitrophenyl monothioateHMDB
diethyl-p-nitrophenyl monothiophosphatehmdb
diethylparathionhmdb
drexel parathion 8Ehmdb
ecatoxhmdb
EmolHMDB
ethlonhmdb
Ethyl parathion (O,O-diethyl-O-P-nitrophenylthioate)HMDB
folidol e e 605hmdb
folidol e605hmdb
folidol oilhmdb
fosfermohmdb
fosfexhmdb
fosfivehmdb
fosovahmdb
fosternhmdb
gearphoshmdb
genithionhmdb
kolphoshmdb
kypthionhmdb
lethalaire g-54hmdb
lirothionhmdb
murfoshmdb
nitrostygminehmdb
niuif-100hmdb
nourithionhmdb
O,O-Diethyl O-(4-nitrophenyl) thioateChEBI
O,O-Diethyl O-(4-nitrophenyl) thioic acidGenerator
O,O-Diethyl O-(P-nitrophenyl) thioateChEBI
O,O-Diethyl O-(P-nitrophenyl) thioic acidGenerator
O,O-Diethyl O-P-nitrophenyl orothioateChEBI
O,O-Diethyl O-P-nitrophenyl orothioic acidGenerator
O,O-diethyl O-p-nitrophenyl phosphorothioatehmdb
O,O-diethyl O-p-nitrophenyl phosphorothioic acidhmdb
O,O-Diethyl-O-(P-nitrophenyl)thionoateHMDB
O,O-diethyl-O-(p-nitrophenyl)thionophosphatehmdb
oleofos 20hmdb
oleoparaphenehmdb
oleoparathionhmdb
OrothioateHMDB
Orothioate, O,O-diethyl O-(4-nitrophenyl) esterGenerator
Orothioic acidHMDB
Orothioic acid O,O-diethyl-O-(4-nitrophenyl) esterHMDB
Orothioic acid, O,O-diethyl O-(4-nitrophenyl) esterChEBI
OstigmineHMDB
P-Nitrophenol O-ester with O,O-diethylorothioateHMDB
P-Nitrophenol O-ester with O,O-diethylorothioic acidHMDB
p-nitrophenol O-ester with O,O-diethylphosphorothioatehmdb
p-nitrophenol O-ester with O,O-diethylphosphorothioic acidhmdb
panthionhmdb
paramar 50hmdb
parathenehmdb
Parathion-Ehmdb
parthionhmdb
penncap ehmdb
pestox plushmdb
pethionhmdb
phosphemolhmdb
phosphenolhmdb
phosphostigminehmdb
rhodiasolhmdb
rhodiatroxhmdb
selephoshmdb
sixty-three special e.chmdb
soprathionhmdb
stabilized ethyl parathionhmdb
stathionhmdb
strathionhmdb
sulfoshmdb
super rodiatoxhmdb
thiomexhmdb
Thionspray No.84hmdb
thiophos 3422hmdb
tiofoshmdb
vapophoshmdb
vitrexhmdb
Predicted Properties
PropertyValueSource
Water Solubility0.013 g/LALOGPS
logP3.76ALOGPS
logP3.32ChemAxon
logS-4.4ALOGPS
pKa (Strongest Basic)-9.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area70.83 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity71.69 m³·mol⁻¹ChemAxon
Polarizability26.77 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC10H14NO5PS
IUPAC nameO,O-diethyl O-4-nitrophenyl phosphorothioate
InChI IdentifierInChI=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
InChI KeyLCCNCVORNKJIRZ-UHFFFAOYSA-N
Isomeric SMILESCCOP(=S)(OCC)OC1=CC=C(C=C1)[N+]([O-])=O
Average Molecular Weight291.261
Monoisotopic Molecular Weight291.033029765
Classification
Description belongs to the class of organic compounds known as phenyl thiophosphates. These are organothiophosphorus compounds that contain a thiophosphoric acid O-esterified with a phenyl group.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic thiophosphoric acids and derivatives
Sub ClassThiophosphoric acid esters
Direct ParentPhenyl thiophosphates
Alternative Parents
Substituents
  • Phenyl thiophosphate
  • Nitrobenzene
  • Phenoxy compound
  • Nitroaromatic compound
  • Thiophosphate triester
  • Monocyclic benzene moiety
  • Benzenoid
  • C-nitro compound
  • Organic nitro compound
  • Organic oxoazanium
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Allyl-type 1,3-dipolar organic compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Biological location:

Source:

Role

Industrial application:

Environmental role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03fr-1390000000-256208006a2b1561db1bJSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-01p9-0090000000-fe8742077ddcdaa84280JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-000i-0190000000-af44a385ea22b6326819JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-000l-1940000000-218556da13b43e16e2bfJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-01vo-2910000000-4a40f241595d8b5628d0JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-01vo-4900000000-c58ec980fa6b4210133cJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-01ox-6900000000-80ce5f0f59ebc4a62681JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-1090000000-e7daa1435a3c8202b8dcJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00lr-1090000000-0ee220c0c9ec67d726bbJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004j-9720000000-be163305078ac89a7681JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0390000000-3cdf27289e65564f2028JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0490000000-9b32c86de4c27c33c405JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000f-1940000000-6f5772e73d0e7958d6cbJSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-0a74-8940000000-4bf55c77de23f747eb80JSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableJSpectraViewer
ChemSpider ID13844817
ChEMBL IDCHEMBL261919
KEGG Compound IDC06604
Pubchem Compound ID991
Pubchem Substance IDNot Available
ChEBI ID27928
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB01355
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDParathion
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Cytochrome P450, family 1, subfamily A, polypeptide 1CYP1A1A0N0X8
Cytochrome P450 2D6CYP2D6Q6NWU0
Serum paraoxonase/lactonase 3PON3Q15166
Serum paraoxonase/arylesterase 1PON1P27169
Serum paraoxonase/arylesterase 2PON2Q15165
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference