Basic Info

Common NameTetrachlorvinphos(F06187)
2D Structure
FRCD IDF06187
CAS Number22248-79-9
PubChem CID5284462
FormulaC10H9Cl4O4P
IUPAC Name

[(Z)-2-chloro-1-(2,4,5-trichlorophenyl)ethenyl] dimethyl phosphate

InChI Key

UBCKGWBNUIFUST-YHYXMXQVSA-N

InChI

InChI=1S/C10H9Cl4O4P/c1-16-19(15,17-2)18-10(5-11)6-3-8(13)9(14)4-7(6)12/h3-5H,1-2H3/b10-5-

Canonical SMILES

COP(=O)(OC)OC(=CCl)C1=CC(=C(C=C1Cl)Cl)Cl

Isomeric SMILES

COP(=O)(OC)O/C(=C\Cl)/C1=CC(=C(C=C1Cl)Cl)Cl

Synonyms
        
            22248-79-9
        
            Tetrachlorvinphos
        
            STIROFOS
        
            Gardona
        
            Stirophos
        
            Rabon
        
            cis-Gardona
        
            CVMP
        
            Debantic
        
            Dietreen
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassStyrenes
Intermediate Tree NodesNot available
Direct ParentStyrenes
Alternative Parents
Molecular FrameworkAromatic homomonocyclic compounds
SubstituentsStyrene - Chlorobenzene - Halobenzene - Dialkyl phosphate - Aryl chloride - Aryl halide - Organic phosphoric acid derivative - Alkyl phosphate - Phosphoric acid ester - Chloroalkene - Haloalkene - Vinyl halide - Vinyl chloride - Organic oxygen compound - Organohalogen compound - Organochloride - Organooxygen compound - Organic oxide - Hydrocarbon derivative - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety.

Properties

Property NameProperty Value
Molecular Weight365.952
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Complexity371
Monoisotopic Mass363.899
Exact Mass365.896
XLogP3.5
Formal Charge0
Heavy Atom Count19
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9531
Human Intestinal AbsorptionHIA+0.9856
Caco-2 PermeabilityCaco2+0.5805
P-glycoprotein SubstrateNon-substrate0.7347
P-glycoprotein InhibitorNon-inhibitor0.7136
Non-inhibitor0.9826
Renal Organic Cation TransporterNon-inhibitor0.9054
Distribution
Subcellular localizationMitochondria0.8685
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8305
CYP450 2D6 SubstrateNon-substrate0.8315
CYP450 3A4 SubstrateSubstrate0.5414
CYP450 1A2 InhibitorNon-inhibitor0.5278
CYP450 2C9 InhibitorNon-inhibitor0.6853
CYP450 2D6 InhibitorNon-inhibitor0.9161
CYP450 2C19 InhibitorInhibitor0.6517
CYP450 3A4 InhibitorNon-inhibitor0.8309
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.6230
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.6913
Non-inhibitor0.8955
AMES ToxicityNon AMES toxic0.9133
CarcinogensCarcinogens 0.5106
Fish ToxicityHigh FHMT0.8888
Tetrahymena Pyriformis ToxicityHigh TPT0.9942
Honey Bee ToxicityHigh HBT0.8976
BiodegradationNot ready biodegradable0.8933
Acute Oral ToxicityII0.7480
Carcinogenicity (Three-class)Non-required0.4806

Model Value Unit
Absorption
Aqueous solubility-4.5822LogS
Caco-2 Permeability0.9865LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity3.0200LD50, mol/kg
Fish Toxicity0.5535pLC50, mg/L
Tetrahymena Pyriformis Toxicity1.0431pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Chicken,Edible OffalJapan0.8ppm
Japanese Radish,Leaves(Including Radish)Japan0.3ppm
Other Poultry,EggsJapan0.1ppm
Chicken,EggsJapan0.1ppm
Other Poultry Animals,Edible OffalJapan0.8ppm
Other Poultry Animals,KidneyJapan0.8ppm
Chicken,KidneyJapan0.8ppm
Other Poultry Animals,LiverJapan0.8ppm
Chicken,LiverJapan0.8ppm
Other Poultry Animals,FatJapan0.8ppm
Chicken,FatJapan0.8ppm
Other Poultry Animals,MuscleJapan0.8ppm
Chicken,MuscleJapan0.8ppm
MilkJapan0.3ppm
Other Terrestrial Mammals,Edible OffalJapan0.05ppm
Pig,Edible OffalJapan0.8ppm
Cattle,Edible OffalJapan0.8ppm
Other Terrestrial Mammals,KidneyJapan0.05ppm
Pig,KidneyJapan0.8ppm
Cattle,KidneyJapan0.8ppm

References

TitleJournalDatePubmed ID
Evaluation of linear regression statistical approaches for withdrawal timeestimation of veterinary drugs.Food Chem Toxicol2012 Mar22119989
Quantitative determination of amoxicillin in animal feed using liquidchromatography with tandem mass spectrometric detection.Anal Chim Acta2007 Mar 1417386730
Qualitative assessment of human exposure to consumption of injection siteresidues.J Vet Pharmacol Ther2006 Oct16958778
[Europe and medicines: role of the EMEA].Ann Pharm Fr2000 Jul10915977
Residue study of doxycycline and 4-epidoxycycline in pigs medicated via-drinking water.Analyst1998 Dec10435334