Basic Info

Common NameThiometon(F05920)
2D Structure
FRCD IDF05920
CAS Number640-15-3
PubChem CID12541
FormulaC6H15O2PS3
IUPAC Name

2-ethylsulfanylethylsulfanyl-dimethoxy-sulfanylidene-$l^{5}-phosphane

InChI Key

OPASCBHCTNRLRM-UHFFFAOYSA-N

InChI

InChI=1S/C6H15O2PS3/c1-4-11-5-6-12-9(10,7-2)8-3/h4-6H2,1-3H3

Canonical SMILES

CCSCCSP(=S)(OC)OC

Isomeric SMILES

CCSCCSP(=S)(OC)OC

Synonyms
        
            THIOMETON
        
            Ekatin
        
            Dithiomethon
        
            Intrathion
        
            Intration
        
            Luxistelm
        
            Dithiometasystox
        
            Ekatin aerosol
        
            640-15-3
        
            Ekatin ULV
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganic acids and derivatives
ClassOrganic dithiophosphoric acids and derivatives
SubclassDithiophosphate O-esters
Intermediate Tree NodesNot available
Direct ParentDithiophosphate O-esters
Alternative Parents
Molecular FrameworkAliphatic acyclic compounds
SubstituentsDithiophosphate o-ester - Dithiophosphate s-ester - Dialkylthioether - Sulfenyl compound - Thioether - Organothiophosphorus compound - Organic oxygen compound - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Aliphatic acyclic compound
DescriptionThis compound 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).

Properties

Property NameProperty Value
Molecular Weight246.338
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count7
Complexity146
Monoisotopic Mass245.997
Exact Mass245.997
XLogP2.7
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+0.9759
Human Intestinal AbsorptionHIA+0.9953
Caco-2 PermeabilityCaco2+0.5000
P-glycoprotein SubstrateNon-substrate0.6661
P-glycoprotein InhibitorNon-inhibitor0.7123
Non-inhibitor0.9617
Renal Organic Cation TransporterNon-inhibitor0.8961
Distribution
Subcellular localizationMitochondria0.4666
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7747
CYP450 2D6 SubstrateNon-substrate0.8384
CYP450 3A4 SubstrateNon-substrate0.5829
CYP450 1A2 InhibitorNon-inhibitor0.7988
CYP450 2C9 InhibitorNon-inhibitor0.7652
CYP450 2D6 InhibitorNon-inhibitor0.8996
CYP450 2C19 InhibitorNon-inhibitor0.7121
CYP450 3A4 InhibitorNon-inhibitor0.9084
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.8371
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.6317
Non-inhibitor0.7695
AMES ToxicityNon AMES toxic0.9325
CarcinogensCarcinogens 0.6450
Fish ToxicityHigh FHMT0.6076
Tetrahymena Pyriformis ToxicityLow TPT0.5951
Honey Bee ToxicityHigh HBT0.9308
BiodegradationNot ready biodegradable0.9340
Acute Oral ToxicityI0.7966
Carcinogenicity (Three-class)Non-required0.6765

Model Value Unit
Absorption
Aqueous solubility-3.1525LogS
Caco-2 Permeability0.9661LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity3.8199LD50, mol/kg
Fish Toxicity2.0736pLC50, mg/L
Tetrahymena Pyriformis Toxicity-0.3866pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
AppleJapan0.05ppm
Other Terrestrial Mammals,KidneyJapan0.05ppm
Lettuce(Including Cos Lettuce And Leaf Lettuce)Japan0.10ppm
Other Cruciferous VegetablesJapan0.10ppm
Other Poultry,EggsJapan0.05ppm
Chicken,EggsJapan0.05ppm
Other Poultry Animals,Edible OffalJapan0.05ppm
Chicken,Edible OffalJapan0.05ppm
Other Poultry Animals,KidneyJapan0.05ppm
Chicken,KidneyJapan0.05ppm
Other Poultry Animals,LiverJapan0.05ppm
Chicken,LiverJapan0.05ppm
Other Poultry Animals,FatJapan0.05ppm
Chicken,FatJapan0.05ppm
Other Poultry Animals,MuscleJapan0.05ppm
Chicken,MuscleJapan0.05ppm
MilkJapan0.05ppm
Other Terrestrial Mammals,Edible OffalJapan0.05ppm
Pig,Edible OffalJapan0.05ppm
Cattle,Edible OffalJapan0.05ppm

References

TitleJournalDatePubmed ID
Monitoring of pesticides and heavy metals in cucumber fruits produced fromdifferent farming systems.Chemosphere2009 May19237184
Evaluation of some pollutant levels in conventionally and organically farmedpotato tubers and their risks to human health.Food Chem Toxicol2009 Mar19138717
Reaction of thiometon and disulfoton with reduced sulfur species in simulatednatural environment.J Agric Food Chem2006 Oct 417002449
[Degradation of thiometon in ethyl acetate].Shokuhin Eiseigaku Zasshi2001 Apr11486375
Investigation of the Heterogeneously Catalyzed Hydrolysis of OrganophosphorusPesticides.J Agric Food Chem1998 Jan 1910554241