Aminoparathion (CHEM035248)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 05:36:22 UTC
Update Date2016-11-09 01:21:16 UTC
Accession NumberCHEM035248
Identification
Common NameAminoparathion
ClassSmall Molecule
DescriptionAn organic thiophosphate that is 4-aminophenol in which the hydroxy group is replaced by a (diethoxyphosphorothioyl)oxy group. It is a metabolite of parathion.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
4-AminoparathionChEBI
Amino-parathionChEBI
e 605 ReducedChEBI
O,O-Diethyl O-(4-aminophenyl) phosphorothioateChEBI
p-AminoparathionChEBI
Parathion aminoChEBI
Phosphorothioic acid, O-(4-aminophenyl) O,O-diethyl esterChEBI
Thiophosphoric acid diethyl 4-aminophenyl esterChEBI
Thiophosphoric acid O-(4-aminophenyl) O,O-diethyl esterChEBI
O,O-Diethyl O-(4-aminophenyl) phosphorothioic acidGenerator
Phosphorothioate, O-(4-aminophenyl) O,O-diethyl esterGenerator
Thiophosphate diethyl 4-aminophenyl esterGenerator
Thiophosphate O-(4-aminophenyl) O,O-diethyl esterGenerator
APHMDB
Chemical FormulaC10H16NO3PS
Average Molecular Mass261.278 g/mol
Monoisotopic Mass261.059 g/mol
CAS Registry Number3735-01-1
IUPAC NameO-4-aminophenyl O,O-diethyl phosphorothioate
Traditional NameO-4-aminophenyl O,O-diethyl phosphorothioate
SMILESCCOP(=S)(OCC)OC1=CC=C(N)C=C1
InChI IdentifierInChI=1S/C10H16NO3PS/c1-3-12-15(16,13-4-2)14-10-7-5-9(11)6-8-10/h5-8H,3-4,11H2,1-2H3
InChI KeyXIZOTXGJXSTQDI-UHFFFAOYSA-N
Chemical Taxonomy
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
  • Phenoxy compound
  • Aniline or substituted anilines
  • Thiophosphate triester
  • Benzenoid
  • Monocyclic benzene moiety
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.075 g/LALOGPS
logP2.98ALOGPS
logP2.55ChemAxon
logS-3.5ALOGPS
pKa (Strongest Basic)3.86ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area53.71 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity70.06 m³·mol⁻¹ChemAxon
Polarizability26 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-053r-3590000000-d03ad6e6ed9919f1c63dSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03e9-0090000000-c545df9bf2db240673a7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0bu0-1290000000-ecfc9bd4e21c704d6f94Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-017i-9230000000-0d34427339291f69a22dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03e9-0190000000-3b1135825ef7c95e695fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01q9-1390000000-1067d2108fe36b18e7d6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0f79-0970000000-625ce950eeb267e2a4bfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0090000000-d3a3945fd8a4ffa895a9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0bu0-1290000000-cce2f1cb680508f19d13Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014l-9210000000-f58785b7a936b66d0137Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0190000000-ea30c70ed229458b486bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0089-0790000000-34019406437ef5d82d01Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ab9-0900000000-239d97e2d83e127ce516Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0001504
FooDB IDFDB022660
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDAMINO-PARATHION
METLIN ID6284
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID215
ChEBI ID28055
PubChem Compound ID220
Kegg Compound IDC06605
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=15481093
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=16277414
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=18752016
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=25035914
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=26587344
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=3716649
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=4078230
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=4396637
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=632538
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=6680731
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=7175099
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=7338594
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=7378942
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=8005
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=948750
16. Rung, Bruno; Schwack, Wolfgang. Aminoparathion: A highly reactive metabolite of parathion. 1. Reactions with polyphenols and polyphenol oxidase. Journal of Agricultural and Food Chemistry (2005), 53(23), 9140-9145.
17. Rung, Bruno; Schwack, Wolfgang. Aminoparathion: A highly reactive metabolite of parathion. 1. Reactions with polyphenols and polyphenol oxidase. Journal of Agricultural and Food Chemistry (2005), 53(23), 9140-9145.
18. Katan J, Fuhremann TW, Lichtenstein EP: Binding of (14C) parathion in soil: a reassessment of pesticide persistence. Science. 1976 Sep 3;193(4256):891-4.
19. Gorder GW, Lichtenstein EP: Degradation of parathion in culture by microorganisms found in cranberry bogs. Can J Microbiol. 1980 Apr;26(4):475-81.
20. Lichtenstein EP, Fuhremann TW: Activity of an NADPH-dependent nitroreductase in houseflies. Science. 1971 May 7;172(3983):589-91.
21. Wehr K: [Detection of E 605 several years after burial]. Z Rechtsmed. 1986;96(1):57-66.
22. Houx NW, Dekker A: A test system for the determining of the fate of pesticides in surface water. Protocol and comparison of the performance for parathion of ecocores and micro ecosystems from two sources. Int J Environ Anal Chem. 1987;29(1-2):37-59.
23. Kawar NS, Gunther FA, Iwata Y: Fate of parathion in artificially fortified grape juice processed into wine. J Environ Sci Health B. 1978;13(1):1-9.
24. Jimenez JJ, Bernal JL, del Nozal MJ, Toribio L, Bernal J: Determination of impurities in pesticides and their degradation products formed during the wine-making process by solid-phase extraction and gas chromatography with detection by electron ionization mass spectrometry. II. Bromopropylate, trichlorphon, parathion-methyl and tebuconazole. Rapid Commun Mass Spectrom. 2004;18(22):2629-36.
25. Zhao X, Hwang HM: A study of the degradation of organophosphorus pesticides in river waters and the identification of their degradation products by chromatography coupled with mass spectrometry. Arch Environ Contam Toxicol. 2009 May;56(4):646-53. doi: 10.1007/s00244-008-9220-8. Epub 2008 Aug 28.
26. Banna AA, Kawar NS: Behavior of parathion in apple juice processed into cider and vinegar. J Environ Sci Health B. 1982;17(5):505-14.
27. Muhammad MA, Kawar NS: Behavior of parathion in tomatoes processed into juice and ketchup. J Environ Sci Health B. 1985 Oct;20(5):499-510.
28. Chan LT, Crowley RJ, Geyer R: Detection and analysis of aminoparathion in human postmortem specimens. J Forensic Sci. 1983 Jan;28(1):122-7.
29. Munnecke DM, Hsieh DP: Pathways of microbial metabolism of parathion. Appl Environ Microbiol. 1976 Jan;31(1):63-9.
30. Rung B, Schwack W: Aminoparathion: a highly reactive metabolite of parathion. 1. Reactions with polyphenols and polyphenol oxidase. J Agric Food Chem. 2005 Nov 16;53(23):9140-5.