Showing Compound Parathion (FDB022574)

Record Information

Version

1.0

Creation date

2011-09-21 00:16:10 UTC

Update date

2019-11-26 03:21:04 UTC

Primary ID

FDB022574

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Parathion

Description

Parathion, 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 Number

56-38-2

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Diethyl p-nitrophenyl thiophosphate	ChEBI
Diethyl parathion	ChEBI
DNTP	ChEBI
Ethyl parathion	ChEBI
O,O-Diethyl O-(4-nitrophenyl) thiophosphate	ChEBI
O,O-Diethyl O-(p-nitrophenyl) thiophosphate	ChEBI
O,O-Diethyl O-p-nitrophenyl phosphorothioate	ChEBI
Phosphorothioic acid, O,O-diethyl O-(4-nitrophenyl) ester	ChEBI
Thiophos	ChEBI
Diethyl p-nitrophenyl thiophosphoric acid	Generator
O,O-Diethyl O-(4-nitrophenyl) thiophosphoric acid	Generator
O,O-Diethyl O-(p-nitrophenyl) thiophosphoric acid	Generator
O,O-Diethyl O-p-nitrophenyl phosphorothioic acid	Generator
Phosphorothioate, O,O-diethyl O-(4-nitrophenyl) ester	Generator
Alkron	HMDB
Alleron	HMDB
American cyanamid 3422	HMDB
Aphamite	HMDB
Aqua 9-parathion	HMDB
Aralo	HMDB
Bladan	HMDB
Bladen	HMDB
Corothion	HMDB
Corthione	HMDB
Danthion	HMDB
Deoxynucleoside 5'-triphosphate	HMDB
Diethyl 4-nitrophenyl phosphorothionate	HMDB
Diethyl O-p-nitrophenyl phosphorothioate	HMDB
Diethyl O-p-nitrophenyl phosphorothioic acid	HMDB
Diethyl p-nitrophenyl thionophosphate	HMDB
Diethyl para-nitrophenol thiophosphate	HMDB
Diethyl-p-nitrophenyl monothiophosphate	HMDB
Diethylparathion	HMDB
Drexel parathion 8E	HMDB
Durathion	HMDB
Ecatox	HMDB
Ethlon	HMDB
Ethyl parathion (O,O-diethyl-O-p-nitrophenylthiophosphate)	HMDB
Etilon	HMDB
Foliclal	HMDB
Folidol	HMDB
Folidol e e 605	HMDB
Folidol e605	HMDB
Folidol oil	HMDB
Fosfermo	HMDB
Fosferno	HMDB
Fosferno 50	HMDB
Fosfex	HMDB
Fosfive	HMDB
Fosova	HMDB
Fostern	HMDB
Fostox	HMDB
Gearphos	HMDB
Genithion	HMDB
Kolphos	HMDB
Kypthion	HMDB
Lethalaire g-54	HMDB
Lirothion	HMDB
Murfos	HMDB
Niran	HMDB
Nitrostygmine	HMDB
Niuif-100	HMDB
Nourithion	HMDB
O,O-Diethyl-O-(p-nitrophenyl)thionophosphate	HMDB
Oleofos 20	HMDB
Oleoparaphene	HMDB
Oleoparathion	HMDB
OMS 19	HMDB
Orthophos	HMDB
p-Nitrophenol O-ester with O,O-diethylphosphorothioate	HMDB
p-Nitrophenol O-ester with O,O-diethylphosphorothioic acid	HMDB
PAC	HMDB
Pacol	HMDB
Panthion	HMDB
Paradust	HMDB
Paramar	HMDB
Paramar 50	HMDB
Paraphos	HMDB
Parathene	HMDB
Parathion-e	HMDB
Parawet	HMDB
Parthion	HMDB
Penncap e	HMDB
Pestox plus	HMDB
Pethion	HMDB
Phoskil	HMDB
Phosphemol	HMDB
Phosphenol	HMDB
Phosphorothioate	HMDB
Phosphorothioic acid	HMDB
Phosphorothioic acid O,O-diethyl-O-(4-nitrophenyl) ester	HMDB
Phosphostigmine	HMDB
Rhodiasol	HMDB
Rhodiatox	HMDB
Rhodiatrox	HMDB
Selephos	HMDB
Sixty-three special e.c	HMDB
Soprathion	HMDB
Stabilized ethyl parathion	HMDB
Stathion	HMDB
Strathion	HMDB
Sulfos	HMDB
Super rodiatox	HMDB
T-47	HMDB
Thiomex	HMDB
Thionspray no.84	HMDB
Thiophos 3422	HMDB
Tiofos	HMDB
Vapophos	HMDB
Viran	HMDB
Vitrex	HMDB
Thiofos	HMDB
Parathion, ethyl	HMDB
alkron	hmdb
american cyanamid 3422	hmdb
Aqua 9-Parathion	hmdb
corothion	hmdb
corthione	hmdb
danthion	hmdb
Deoxynucleoside 5'-triate	HMDB
deoxynucleoside 5'-triphosphate	hmdb
Diethyl 4-nitrophenyl orothionate	HMDB
diethyl 4-nitrophenyl phosphorothionate	hmdb
Diethyl O-P-nitrophenyl orothioate	HMDB
Diethyl O-P-nitrophenyl orothioic acid	HMDB
Diethyl P-nitrophenyl thioate	ChEBI
Diethyl P-nitrophenyl thioic acid	Generator
Diethyl P-nitrophenyl thionoate	HMDB
diethyl p-nitrophenyl thionophosphate	hmdb
diethyl p-nitrophenyl thiophosphate	hmdb
Diethyl para-nitrophenol thioate	HMDB
diethyl para-nitrophenol thiophosphate	hmdb
Diethyl-P-nitrophenyl monothioate	HMDB
diethyl-p-nitrophenyl monothiophosphate	hmdb
diethylparathion	hmdb
drexel parathion 8E	hmdb
ecatox	hmdb
Emol	HMDB
ethlon	hmdb
Ethyl parathion (O,O-diethyl-O-P-nitrophenylthioate)	HMDB
folidol e e 605	hmdb
folidol e605	hmdb
folidol oil	hmdb
fosfermo	hmdb
fosfex	hmdb
fosfive	hmdb
fosova	hmdb
fostern	hmdb
gearphos	hmdb
genithion	hmdb
kolphos	hmdb
kypthion	hmdb
lethalaire g-54	hmdb
lirothion	hmdb
murfos	hmdb
nitrostygmine	hmdb
niuif-100	hmdb
nourithion	hmdb
O,O-Diethyl O-(4-nitrophenyl) thioate	ChEBI
O,O-Diethyl O-(4-nitrophenyl) thioic acid	Generator
O,O-Diethyl O-(P-nitrophenyl) thioate	ChEBI
O,O-Diethyl O-(P-nitrophenyl) thioic acid	Generator
O,O-Diethyl O-P-nitrophenyl orothioate	ChEBI
O,O-Diethyl O-P-nitrophenyl orothioic acid	Generator
O,O-diethyl O-p-nitrophenyl phosphorothioate	hmdb
O,O-diethyl O-p-nitrophenyl phosphorothioic acid	hmdb
O,O-Diethyl-O-(P-nitrophenyl)thionoate	HMDB
O,O-diethyl-O-(p-nitrophenyl)thionophosphate	hmdb
oleofos 20	hmdb
oleoparaphene	hmdb
oleoparathion	hmdb
Orothioate	HMDB
Orothioate, O,O-diethyl O-(4-nitrophenyl) ester	Generator
Orothioic acid	HMDB
Orothioic acid O,O-diethyl-O-(4-nitrophenyl) ester	HMDB
Orothioic acid, O,O-diethyl O-(4-nitrophenyl) ester	ChEBI
Ostigmine	HMDB
P-Nitrophenol O-ester with O,O-diethylorothioate	HMDB
P-Nitrophenol O-ester with O,O-diethylorothioic acid	HMDB
p-nitrophenol O-ester with O,O-diethylphosphorothioate	hmdb
p-nitrophenol O-ester with O,O-diethylphosphorothioic acid	hmdb
panthion	hmdb
paramar 50	hmdb
parathene	hmdb
Parathion-E	hmdb
parthion	hmdb
penncap e	hmdb
pestox plus	hmdb
pethion	hmdb
phosphemol	hmdb
phosphenol	hmdb
phosphostigmine	hmdb
rhodiasol	hmdb
rhodiatrox	hmdb
selephos	hmdb
sixty-three special e.c	hmdb
soprathion	hmdb
stabilized ethyl parathion	hmdb
stathion	hmdb
strathion	hmdb
sulfos	hmdb
super rodiatox	hmdb
thiomex	hmdb
Thionspray No.84	hmdb
thiophos 3422	hmdb
tiofos	hmdb
vapophos	hmdb
vitrex	hmdb

Predicted Properties

Property	Value	Source
Water Solubility	0.012 g/L	ALOGPS
logP	3.76	ALOGPS
logP	3.32	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	-9.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	70.83 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	71.68 m³·mol⁻¹	ChemAxon
Polarizability	26.77 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C10H14NO5PS

IUPAC name

O,O-diethyl O-4-nitrophenyl phosphorothioate

InChI Identifier

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

InChI Key

LCCNCVORNKJIRZ-UHFFFAOYSA-N

Isomeric SMILES

CCOP(=S)(OCC)OC1=CC=C(C=C1)[N+]([O-])=O

Average Molecular Weight

291.261

Monoisotopic Molecular Weight

291.033029765

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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic thiophosphoric acids and derivatives

Sub Class

Thiophosphoric acid esters

Direct Parent

Phenyl 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 Framework

Aromatic homomonocyclic compounds

External Descriptors

C-nitro compound (CHEBI:27928 )
organic thiophosphate (CHEBI:27928 )
organothiophosphate insecticide (CHEBI:27928 )
Organophosphorus insecticides (C06604 )
an aryl dialkyl phosphate (PARATHION )

Ontology

Ingestion

Biological location:

Biofluid and excreta:

Cerebrospinal fluid

Subcellular:

Source:

Role

Industrial application:

Household products:

Pesticide:

Environmental role:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0a74-8940000000-4bf55c77de23f747eb80	2014-09-20	View Spectrum
Predicted GC-MS	Parathion, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-03fr-1390000000-256208006a2b1561db1b	Spectrum
Predicted GC-MS	Parathion, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-01p9-0090000000-fe8742077ddcdaa84280	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-000i-0190000000-af44a385ea22b6326819	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-000l-1940000000-218556da13b43e16e2bf	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-01vo-2910000000-4a40f241595d8b5628d0	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-01vo-4900000000-c58ec980fa6b4210133c	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-01ox-6900000000-80ce5f0f59ebc4a62681	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-01ox-6900000000-0ae225ae5aa0b11161e3	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-01p9-0090000000-699baba652581ceae2be	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-000l-1940000000-15d927af1afee2c09028	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-000i-0190000000-13506519f0e449b52678	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-01vo-2910000000-e81debcb63112f1a8187	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-01vo-4900000000-697208a779d2fefe32fd	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-1090000000-e7daa1435a3c8202b8dc	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00lr-1090000000-0ee220c0c9ec67d726bb	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004j-9720000000-be163305078ac89a7681	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0390000000-3cdf27289e65564f2028	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-0490000000-9b32c86de4c27c33c405	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000f-1940000000-6f5772e73d0e7958d6cb	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0090000000-9585d70a69dd82c677f0	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01pc-0090000000-7f509a774ae9d3a5ac84	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-9340000000-b44b4f76ff61f463d2db	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0090000000-f2d3ba63a2de010595cf	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-0290000000-b84c6ef99ca616492499	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-006t-7910000000-fc58d956a883b5d8b5ca	2021-09-24	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, experimental)		Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)		Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

27928

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB01355

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Parathion

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Name	Gene Name	UniProt ID
Cytochrome P450, family 1, subfamily A, polypeptide 1	CYP1A1	A0N0X8
Cytochrome P450 2D6	CYP2D6	Q6NWU0
Serum paraoxonase/lactonase 3	PON3	Q15166
Serum paraoxonase/arylesterase 1	PON1	P27169
Serum paraoxonase/arylesterase 2	PON2	Q15165