Demeton-S-Methyl

Basic Info

Common NameDemeton-S-Methyl(F05890)
2D Structure
FRCD IDF05890
CAS Number919-86-8
PubChem CID13526
FormulaC6H15O3PS2
IUPAC Name

1-dimethoxyphosphorylsulfanyl-2-ethylsulfanylethane

InChI Key

WEBQKRLKWNIYKK-UHFFFAOYSA-N

InChI

InChI=1S/C6H15O3PS2/c1-4-11-5-6-12-10(7,8-2)9-3/h4-6H2,1-3H3

Canonical SMILES

CCSCCSP(=O)(OC)OC

Isomeric SMILES

CCSCCSP(=O)(OC)OC

Synonyms
        
            Thiometon oxon
        
            DEMETON-S-METHYL
        
            Metaisoseptox
        
            Metaisosystox
        
            Methyl isosystox
        
            Metasystox J
        
            Metasystox 55
        
            919-86-8
        
            Demetox
        
            Duratox
Classifies
                

                  
                    Pollutant
                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganophosphorus compounds
ClassOrganothiophosphorus compounds
SubclassNot available
Intermediate Tree NodesNot available
Direct ParentOrganothiophosphorus compounds
Alternative Parents
Molecular FrameworkAliphatic acyclic compounds
SubstituentsDialkylthioether - Sulfenyl compound - Thioether - Organothiophosphorus compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Aliphatic acyclic compound
DescriptionThis compound belongs to the class of organic compounds known as organothiophosphorus compounds. These are organic derivatives of thiophosphonic acid, thiophosphoric acid, dithiophosphoric acid, or phosphorotrithioic acid, or derivatives thereof. Thiophosphonic acid, dithiophosphoric acid, thiophosphoric acid, and phosphorotrithioic acid are thiophosphorus compounds with the formula OP(O)(=S), OP(S)(=S)O, OP(O)(=S)O, and OP(=S)(S)S, respectively.

Properties

Property NameProperty Value
Molecular Weight230.277
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count7
Complexity146
Monoisotopic Mass230.02
Exact Mass230.02
XLogP1
Formal Charge0
Heavy Atom Count12
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9591
Human Intestinal AbsorptionHIA+0.9919
Caco-2 PermeabilityCaco2-0.5127
P-glycoprotein SubstrateNon-substrate0.6011
P-glycoprotein InhibitorNon-inhibitor0.7218
Non-inhibitor0.9619
Renal Organic Cation TransporterNon-inhibitor0.8984
Distribution
Subcellular localizationMitochondria0.5225
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8031
CYP450 2D6 SubstrateNon-substrate0.8343
CYP450 3A4 SubstrateNon-substrate0.5718
CYP450 1A2 InhibitorNon-inhibitor0.8301
CYP450 2C9 InhibitorNon-inhibitor0.7920
CYP450 2D6 InhibitorNon-inhibitor0.9057
CYP450 2C19 InhibitorNon-inhibitor0.7495
CYP450 3A4 InhibitorNon-inhibitor0.9540
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.8710
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.6909
Non-inhibitor0.8010
AMES ToxicityNon AMES toxic0.9132
CarcinogensCarcinogens 0.6494
Fish ToxicityHigh FHMT0.6580
Tetrahymena Pyriformis ToxicityLow TPT0.6074
Honey Bee ToxicityHigh HBT0.9316
BiodegradationNot ready biodegradable0.7457
Acute Oral ToxicityI0.9115
Carcinogenicity (Three-class)Non-required0.6787
Model Value Unit
Absorption
Aqueous solubility-2.4809LogS
Caco-2 Permeability0.7207LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity3.9883LD50, mol/kg
Fish Toxicity1.8374pLC50, mg/L
Tetrahymena Pyriformis Toxicity-0.2251pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
HopJapan0.05ppm
Beans,DryJapan0.4ppm
Cacao BeansJapan0.05ppm
Other Citrus FruitsJapan0.4ppm
HorseradishJapan0.4ppm
Japanese Radish,Leaves(Including Radish)Japan0.4ppm
Other HerbsJapan0.4ppm
Other SpicesJapan0.4ppm
Coffee BeansJapan0.05ppm
TeaJapan0.05ppm
Other NutsJapan0.4ppm
WalnutJapan0.4ppm
AlmondJapan0.4ppm
PecanJapan0.4ppm
ChestnutJapan0.4ppm
Ginkgo NutJapan0.4ppm
Other Oil SeedsJapan0.05ppm
RapeseedsJapan0.05ppm
Cotton SeedsJapan0.05ppm
Safflower SeedsJapan0.05ppm

References

TitleJournalDatePubmed ID
Effect of bromine oxidation on high-performance thin-layer chromatographymulti-enzyme inhibition assay detection of organophosphates and carbamateinsecticides.J Chromatogr A2011 May 1321397236
[Analysis of demeton-S-methyl, oxydemeton-methyl and demeton-S-methylsulfone inagricultural products by LC-MS].Shokuhin Eiseigaku Zasshi2009 Apr19436153
Evaluation of pesticide residue in grape juices and the effect of naturalantioxidants on their degradation rate.Anal Bioanal Chem2007 Nov17641884
Purification and partial characterization of an acid phosphatase from Spirodelaoligorrhiza and its affinity for selected organophosphate pesticides.J Agric Food Chem2005 Jan 1215631514
Comparative toxicity of selected organophosphate insecticides against resistantand susceptible clones of the greenbug, Schizaphis graminum (Homoptera:aphididae).J Agric Food Chem2000 Oct11052723
Uptake and phytotransformation of organophosphorus pesticides by axenicallycultivated aquatic plants.J Agric Food Chem2000 Dec11312784