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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:45:34 UTC
Update Date2023-02-21 17:21:19 UTC
HMDB IDHMDB0031803
Secondary Accession Numbers
  • HMDB31803
Metabolite Identification
Common Name(±)-Methamidophos
Description(±)-Methamidophos, also known as metamidophos or monitor, belongs to the class of organic compounds known as phosphoramidothioic-acid-o,s-diesters. These are organooxygen compounds containing a O,S-diester derivative of phosphoroamidothioic acid. They have the general structure RSP(=O)(OR')(NH2), where R,R' are organyl groups. Based on a literature review a significant number of articles have been published on (±)-Methamidophos.
Structure
Data?1677000079
Synonyms
ValueSource
MetamidophosChEBI
Methyl phosphoramidothioateChEBI
O,S-Dimethyl amidothiophosphateChEBI
O,S-Dimethyl phosphoramidothiolateChEBI
Phosphoramidothioic acid, O,S-dimethyl esterChEBI
Thiophosphoramidic acid O,S-dimethyl esterChEBI
Methyl phosphoramidothioic acidGenerator
O,S-Dimethyl amidothiophosphoric acidGenerator
O,S-Dimethyl phosphoramidothiolic acidGenerator
Phosphoramidothioate, O,S-dimethyl esterGenerator
Thiophosphoramidate O,S-dimethyl esterGenerator
Acephate-metHMDB
AmidorHMDB
Chevron 9006HMDB
Chevron ortho 9006HMDB
FilitoxHMDB
HamidopHMDB
Metamidofos estrellaHMDB
MethamidophosHMDB
Methyl phosphoramidothioate ((meo)(mes)p(O)(NH2))HMDB
MonitorHMDB
Monitor (insecticide)HMDB
MTDHMDB
O,S-Dimethyl phosphoramidothioateHMDB
O,S-Dimethyl phosphoroamidothioateHMDB
O,S-DimethylphosphoroamidothioateHMDB
Ortho monitorHMDB
PatroleHMDB
PillaronHMDB
SniperHMDB
TahmabonHMDB
TamanoxHMDB
TamaronHMDB
Chemical FormulaC2H8NO2PS
Average Molecular Weight141.129
Monoisotopic Molecular Weight141.001335707
IUPAC Name[methoxy(methylsulfanyl)phosphoryl]amine
Traditional Nametamaron
CAS Registry Number115182-35-9
SMILES
COP(N)(=O)SC
InChI Identifier
InChI=1S/C2H8NO2PS/c1-5-6(3,4)7-2/h1-2H3,(H2,3,4)
InChI KeyNNKVPIKMPCQWCG-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phosphoramidothioic-acid-o,s-diesters. These are organooxygen compounds containing a O,S-diester derivative of phosphoroamidothioic acid. They have the general structure RSP(=O)(OR')(NH2), where R,R' are organyl groups.
KingdomOrganic compounds
Super ClassOrganophosphorus compounds
ClassOrganothiophosphorus compounds
Sub ClassPhosphoramidothioic-acid-O,S-diesters
Direct ParentPhosphoramidothioic-acid-O,S-diesters
Alternative Parents
Substituents
  • Phosphoramidothioic-acid-o,s-diester
  • Sulfenyl compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility30.6 g/LALOGPS
logP-0.94ALOGPS
logP-0.32ChemAxon
logS-0.66ALOGPS
pKa (Strongest Acidic)15.57ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area52.32 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity31.68 m³·mol⁻¹ChemAxon
Polarizability12.07 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+127.3431661259
DarkChem[M-H]-122.68931661259
DeepCCS[M+H]+121.57930932474
DeepCCS[M-H]-119.49630932474
DeepCCS[M-2H]-155.46130932474
DeepCCS[M+Na]+129.98730932474
AllCCS[M+H]+132.432859911
AllCCS[M+H-H2O]+128.632859911
AllCCS[M+NH4]+136.032859911
AllCCS[M+Na]+137.032859911
AllCCS[M-H]-134.032859911
AllCCS[M+Na-2H]-138.132859911
AllCCS[M+HCOO]-142.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(??)-MethamidophosCOP(N)(=O)SC1811.4Standard polar33892256
(??)-MethamidophosCOP(N)(=O)SC1085.4Standard non polar33892256
(??)-MethamidophosCOP(N)(=O)SC1183.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(±)-Methamidophos,1TMS,isomer #1COP(=O)(N[Si](C)(C)C)SC1338.9Semi standard non polar33892256
(±)-Methamidophos,1TMS,isomer #1COP(=O)(N[Si](C)(C)C)SC1275.6Standard non polar33892256
(±)-Methamidophos,2TMS,isomer #1COP(=O)(SC)N([Si](C)(C)C)[Si](C)(C)C1461.9Semi standard non polar33892256
(±)-Methamidophos,2TMS,isomer #1COP(=O)(SC)N([Si](C)(C)C)[Si](C)(C)C1511.8Standard non polar33892256
(±)-Methamidophos,1TBDMS,isomer #1COP(=O)(N[Si](C)(C)C(C)(C)C)SC1613.0Semi standard non polar33892256
(±)-Methamidophos,1TBDMS,isomer #1COP(=O)(N[Si](C)(C)C(C)(C)C)SC1550.5Standard non polar33892256
(±)-Methamidophos,2TBDMS,isomer #1COP(=O)(SC)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1922.1Semi standard non polar33892256
(±)-Methamidophos,2TBDMS,isomer #1COP(=O)(SC)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1933.7Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (±)-Methamidophos GC-MS (Non-derivatized) - 70eV, Positivesplash10-08i4-9300000000-56d4e3bc363cce7536832017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (±)-Methamidophos GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (±)-Methamidophos GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Methamidophos 10V, Positive-QTOFsplash10-0007-7900000000-32e474674de8c15ed60a2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Methamidophos 20V, Positive-QTOFsplash10-0005-9300000000-b1c907e2fd5c6190ef902016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Methamidophos 40V, Positive-QTOFsplash10-01ot-9000000000-19efb41eb42da7683de12016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Methamidophos 10V, Negative-QTOFsplash10-000f-9700000000-bc4a47915aa2f2d4402f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Methamidophos 20V, Negative-QTOFsplash10-0002-9000000000-d2352d752bc864cb342c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Methamidophos 40V, Negative-QTOFsplash10-0a4j-9500000000-66b182cec233c68169002016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Methamidophos 10V, Negative-QTOFsplash10-01ox-9000000000-ac78ce24adc5437da9cc2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Methamidophos 20V, Negative-QTOFsplash10-01tc-9000000000-e3aebff85244210b523d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Methamidophos 40V, Negative-QTOFsplash10-06r2-9200000000-c0c6e8d9e2352da18aa82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Methamidophos 10V, Positive-QTOFsplash10-0006-6900000000-f28bfe265539729837892021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Methamidophos 20V, Positive-QTOFsplash10-0006-9600000000-551cd5d207c6e8ea8c712021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Methamidophos 40V, Positive-QTOFsplash10-03dj-9000000000-48066750a628bea43a422021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB008476
KNApSAcK IDNot Available
Chemspider ID3954
KEGG Compound IDC18667
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound4096
PDB IDNot Available
ChEBI ID38721
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .