Basic Info

Common NameDioxathion(F06198)
2D Structure
FRCD IDF06198
CAS Number78-34-2
PubChem CID6531
FormulaC12H26O6P2S4
IUPAC Name

(3-diethoxyphosphinothioylsulfanyl-1,4-dioxan-2-yl)sulfanyl-diethoxy-sulfanylidene-$l^{5}-phosphane

InChI Key

VBKKVDGJXVOLNE-UHFFFAOYSA-N

InChI

InChI=1S/C12H26O6P2S4/c1-5-15-19(21,16-6-2)23-11-12(14-10-9-13-11)24-20(22,17-7-3)18-8-4/h11-12H,5-10H2,1-4H3

Canonical SMILES

CCOP(=S)(OCC)SC1C(OCCO1)SP(=S)(OCC)OCC

Isomeric SMILES

CCOP(=S)(OCC)SC1C(OCCO1)SP(=S)(OCC)OCC

Synonyms
        
            78-34-2
        
            DIOXATHION
        
            Dioxation
        
            Navadel
        
            Deltic
        
            Dioxane phosphate
        
            Delnatex
        
            Delnav
        
            Kavadel
        
            Hercules ac528
        
Classifies
                

                  
                    Pollutant
                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassDioxanes
Subclass1,4-dioxanes
Intermediate Tree NodesNot available
Direct Parent1,4-dioxanes
Alternative Parents
Molecular FrameworkAliphatic heteromonocyclic compounds
SubstituentsDithiophosphate o-ester - Dithiophosphate s-ester - Para-dioxane - Organic dithiophosphate - Oxacycle - Sulfenyl compound - Organothiophosphorus compound - Organic oxygen compound - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Aliphatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as 1,4-dioxanes. These are organic compounds containing 1,4-dioxane, an aliphatic six-member ring with two oxygen atoms in ring positions 1 and 4.

Properties

Property NameProperty Value
Molecular Weight456.522
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count10
Rotatable Bond Count12
Complexity395
Monoisotopic Mass456.009
Exact Mass456.009
XLogP4.3
Formal Charge0
Heavy Atom Count24
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9400
Human Intestinal AbsorptionHIA+0.8424
Caco-2 PermeabilityCaco2-0.5345
P-glycoprotein SubstrateNon-substrate0.7652
P-glycoprotein InhibitorInhibitor0.6676
Non-inhibitor0.9273
Renal Organic Cation TransporterNon-inhibitor0.8851
Distribution
Subcellular localizationMitochondria0.6131
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8577
CYP450 2D6 SubstrateNon-substrate0.8012
CYP450 3A4 SubstrateNon-substrate0.5415
CYP450 1A2 InhibitorNon-inhibitor0.7632
CYP450 2C9 InhibitorNon-inhibitor0.7016
CYP450 2D6 InhibitorNon-inhibitor0.9022
CYP450 2C19 InhibitorNon-inhibitor0.5836
CYP450 3A4 InhibitorNon-inhibitor0.6386
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.5740
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8193
Non-inhibitor0.8942
AMES ToxicityAMES toxic0.9107
CarcinogensNon-carcinogens0.6817
Fish ToxicityHigh FHMT0.5000
Tetrahymena Pyriformis ToxicityHigh TPT0.9828
Honey Bee ToxicityHigh HBT0.8797
BiodegradationNot ready biodegradable0.9934
Acute Oral ToxicityI0.7748
Carcinogenicity (Three-class)Non-required0.6953

Model Value Unit
Absorption
Aqueous solubility-3.8409LogS
Caco-2 Permeability0.8232LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity4.3266LD50, mol/kg
Fish Toxicity1.8608pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.2128pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Hemp SeedBritain0.05mg/kg
Other Leafy BrassicasBritain0.05mg/kg
KumquatsBritain0.05mg/kg
Other Small Fruit & Berries (Other Than Wild)Britain0.05mg/kg
Button MushroomJapan0.05ppm
Lettuce(Including Cos Lettuce And Leaf Lettuce)Japan0.05ppm
Table olives (Chinese black olives, Chinese white olives, Desert dates,)0161030European Union0.01*30/12/2015
Citrus fruits0110000European Union0.01*30/12/2015
Grapefruits (Natsudaidais, Shaddocks/pomelos, Sweeties/oroblancos, Tangelolos, Tangelos (except minneolas)/Ugli®, Other hybrids of Citrus paradisi, not elsewhere mentioned,)0110010European Union0.01*30/12/2015
Oranges (Bergamots, Bitter oranges/sour oranges, Blood oranges, Cara caras, Chinottos, Trifoliate oranges, Other hybrids of Citrus sinensis, not elsewhere mentioned,)0110020European Union0.01*30/12/2015
Lemons (Buddha's hands/Buddha's fingers, Citrons,)0110030European Union0.01*30/12/2015
Limes (Indian sweet limes/Palestine sweet limes, Kaffir limes, Sweet limes/mosambis, Tahiti limes, Limequats,)0110040European Union0.01*30/12/2015
Mandarins (Calamondins, Clementines, Cleopatra mandarins, Minneolas, Satsumas/clausellinas, Tangerines/dancy mandarins, Tangors, Other hybrids of Citrus reticulata, not elsewhere mentioned,)0110050European Union0.01*30/12/2015
Others (2)0110990European Union0.01*30/12/2015
Tree nuts0120000European Union0.02*30/12/2015
Almonds (Apricot kernels, Bitter almonds, Canarium nuts/galip nuts, Pili nuts, Okari nuts,)0120010European Union0.02*30/12/2015
Brazil nuts0120020European Union0.02*30/12/2015
Cashew nuts0120030European Union0.02*30/12/2015
Chestnuts0120040European Union0.02*30/12/2015
Coconuts (Areca nuts/betel nuts,)0120050European Union0.02*30/12/2015