Showing Compound Card for Dimethoate (CDB006232)

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Record Information
Version1.0
Created at2020-07-28 20:21:41 UTC
Updated at2020-11-18 16:40:15 UTC
CannabisDB IDCDB006232
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameDimethoate
DescriptionDimethoate, also known as phosphamide or dimethoic acid, belongs to the class of organic compounds known as dithiophosphate o-esters. These are o-ester derivatives of dithiophosphates, with the general structure RSP(O)(O)=S (R = organyl group). Based on a literature review a significant number of articles have been published on Dimethoate.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-Dimethoxyphosphinothioylthio-N-methylacetamideChEBI
O,O-Dimethyl S-[2-(methylamino)-2-oxoethyl] dithiophosphateChEBI
PhosphamideChEBI
Phosphorodithioic acid, O,O-dimethyl S-(2-(methylamino)-2-oxoethyl) esterChEBI
O,O-Dimethyl S-[2-(methylamino)-2-oxoethyl] dithiophosphoric acidGenerator
Phosphorodithioate, O,O-dimethyl S-(2-(methylamino)-2-oxoethyl) esterGenerator
Dimethoic acidGenerator
Bi 58MeSH
Bi-58MeSH
RogorMeSH
Chemical FormulaC5H12NO3PS2
Average Molecular Weight229.257
Monoisotopic Molecular Weight228.999621147
IUPAC NameO,O-dimethyl {[(methylcarbamoyl)methyl]sulfanyl}phosphonothioate
Traditional Namedimethoate
CAS Registry Number60-51-5
SMILES
CNC(=O)CSP(=S)(OC)OC
InChI Identifier
InChI=1S/C5H12NO3PS2/c1-6-5(7)4-12-10(11,8-2)9-3/h4H2,1-3H3,(H,6,7)
InChI KeyMCWXGJITAZMZEV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dithiophosphate o-esters. These are o-ester derivatives of dithiophosphates, with the general structure RSP(O)(O)=S (R = organyl group).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic dithiophosphoric acids and derivatives
Sub ClassDithiophosphate O-esters
Direct ParentDithiophosphate O-esters
Alternative Parents
Substituents
  • Dithiophosphate s-ester
  • Dithiophosphate o-ester
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Sulfenyl compound
  • Organothiophosphorus compound
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Carbonyl group
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point52°CNot Available
Boiling Point117 °C (390°K) at 10 PaNot Available
Water Solubility25 mg/mL at 21 °C [MARTIN,H & WORTHING,CR (1977)]Not Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.21ALOGPS
logP0.34ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)15.93ChemAxon
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area47.56 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity55.34 m³·mol⁻¹ChemAxon
Polarizability21.4 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-002u-9200000000-cf18e41a937e5d76b8282014-09-20View Spectrum
Predicted GC-MSDimethoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSDimethoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 10V, positivesplash10-0002-0910000000-ed8ec0dde52f74f3a67d2020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 20V, positivesplash10-00di-0900000000-e025ead26ae3e68a1bd32020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 30V, positivesplash10-00di-0900000000-bef9184359bd74d3b4612020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 40V, positivesplash10-00di-0900000000-3604a83f4707c27dddf72020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 50V, positivesplash10-00di-0900000000-cf657743456c790d95832020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 16V, positivesplash10-0002-0900000000-a403532b2a700d0bb90e2020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 6V, positivesplash10-0002-0920000000-d02ded0e6c91c275f5352020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 13V, positivesplash10-00di-0900000000-dc425cd39054cc7d80ba2020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 20V, positivesplash10-00dl-0900000000-6eae390613eea97ecbd12020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 27V, positivesplash10-00dl-1900000000-2f6bff3bd95d96c32e1b2020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 34V, positivesplash10-006x-2900000000-0ee34ba6c3832a6b2d912020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 41V, positivesplash10-006x-4900000000-bf8f93d91440e270a87c2020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 25V, positivesplash10-00di-0900000000-76eec21ed353331cbc722020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 36V, positivesplash10-00dl-2900000000-9c36234a485bc6baec042020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 16V, positivesplash10-0002-0900000000-92b5ec6da125b0d970a12020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - NA , positivesplash10-00di-2900000000-efcc4129b0b2ce4999492020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT 16V, positivesplash10-006y-1900000000-a64e8fc263dddfcc80282020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - NA , positivesplash10-00dl-0900000000-d43550cbd5a4aecf29072020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - NA , positivesplash10-0udi-0390000000-612adcf5756794a5816a2020-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000t-2920000000-008d4aec36ec4daa873a2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00e9-5940000000-cac4e89879d5ca21a2302016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-9200000000-f5ef08d5b522ad4f84062016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-056s-0970000000-7ecf0622179fb1cab2442016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0731-1930000000-e6b9b176d6f431c404a32016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01b9-2900000000-565c86ecd4f189da10962016-08-03View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 100.40 MHz, CDCl3, experimental)Spectrum
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0251379
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID2973
KEGG Compound IDC14326
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkDimethoate
METLIN IDNot Available
PubChem Compound3082
PDB IDNot Available
ChEBI ID34714
References
General References
  1. Moulins JR, Blais M, Montsion K, Tully J, Mohan W, Gagnon M, McRitchie T, Kwong K, Snider N, Blais DR: Multiresidue Method of Analysis of Pesticides in Medical Cannabis. J AOAC Int. 2018 Nov 1;101(6):1948-1960. doi: 10.5740/jaoacint.17-0495. Epub 2018 May 29. [PubMed:29843862 ]