Chlorfenvinphos

Basic Info

Common NameChlorfenvinphos(F05899)
2D Structure
FRCD IDF05899
CAS Number
PubChem CID5377784
FormulaC12H14Cl3O4P
IUPAC Name

[(Z)-2-chloro-1-(2,4-dichlorophenyl)ethenyl] diethyl phosphate

InChI Key

FSAVDKDHPDSCTO-WQLSENKSSA-N

InChI

InChI=1S/C12H14Cl3O4P/c1-3-17-20(16,18-4-2)19-12(8-13)10-6-5-9(14)7-11(10)15/h5-8H,3-4H2,1-2H3/b12-8-

Canonical SMILES

CCOP(=O)(OCC)OC(=CCl)C1=C(C=C(C=C1)Cl)Cl

Isomeric SMILES

CCOP(=O)(OCC)O/C(=C\Cl)/C1=C(C=C(C=C1)Cl)Cl

Synonyms
        
            Chlorfenvinphos
        
            Chlorphenvinphos
        
            Clofenvinfos
        
            cis-Chlorfenvinphos
        
            Clorfenvinfos
        
            Enolofos
        
            Haptarax
        
            Haptasol
        
            Sapecron
        
            Tarene
Classifies
                

                  
                    Pollutant
                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassHalobenzenes
Intermediate Tree NodesChlorobenzenes
Direct ParentDichlorobenzenes
Alternative Parents
Molecular FrameworkAromatic homomonocyclic compounds
Substituents1,3-dichlorobenzene - Styrene - Dialkyl phosphate - Alkyl phosphate - Phosphoric acid ester - Organic phosphoric acid derivative - Aryl halide - Aryl chloride - Chloroalkene - Haloalkene - Vinyl halide - Vinyl chloride - Organic oxide - Organooxygen compound - Organochloride - Organohalogen compound - Organic oxygen compound - Hydrocarbon derivative - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as dichlorobenzenes. These are compounds containing a benzene with exactly two chlorine atoms attached to it.

Properties

Property NameProperty Value
Molecular Weight359.564
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count7
Complexity368
Monoisotopic Mass357.97
Exact Mass357.97
XLogP3.1
Formal Charge0
Heavy Atom Count20
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+0.9412
Human Intestinal AbsorptionHIA+0.9937
Caco-2 PermeabilityCaco2+0.5352
P-glycoprotein SubstrateNon-substrate0.6659
P-glycoprotein InhibitorNon-inhibitor0.5362
Non-inhibitor0.9121
Renal Organic Cation TransporterNon-inhibitor0.8602
Distribution
Subcellular localizationMitochondria0.8810
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8663
CYP450 2D6 SubstrateNon-substrate0.7937
CYP450 3A4 SubstrateSubstrate0.5301
CYP450 1A2 InhibitorNon-inhibitor0.5697
CYP450 2C9 InhibitorNon-inhibitor0.6738
CYP450 2D6 InhibitorNon-inhibitor0.8983
CYP450 2C19 InhibitorInhibitor0.5295
CYP450 3A4 InhibitorNon-inhibitor0.8579
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.7090
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.5000
Non-inhibitor0.8348
AMES ToxicityNon AMES toxic0.7574
CarcinogensCarcinogens 0.5961
Fish ToxicityHigh FHMT0.9668
Tetrahymena Pyriformis ToxicityHigh TPT0.9998
Honey Bee ToxicityHigh HBT0.8770
BiodegradationNot ready biodegradable0.8957
Acute Oral ToxicityI0.7886
Carcinogenicity (Three-class)Non-required0.5721
Model Value Unit
Absorption
Aqueous solubility-4.5694LogS
Caco-2 Permeability0.8146LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity4.0432LD50, mol/kg
Fish Toxicity0.8117pLC50, mg/L
Tetrahymena Pyriformis Toxicity1.0371pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Blueberries (Aronia berries/chokeberries (black, purple and red), Aronia berries/chokeberries (black, purple and red), Aronia berries/chokeberries (black, purple and red), Bearberries, Bilberries/E...0154010European Union0.01*06/06/2014
Durians0163100European Union0.01*06/06/2014
Cassava roots/manioc (Blue taros/blue tannias, Canna, Chayotes/christophines roots, Dasheen taros, Eddoe taros, Konjac roots, Tannias/arrowleaf elephant ears/tajer,)0212010European Union0.01*06/06/2014
(b) head brassica0242000European Union0.01*06/06/2014
Head cabbages (Pointed head cabbages, Red cabbages, Savoy cabbages, White cabbage,)0242020European Union0.01*06/06/2014
Cresses and other sprouts and shoots (Alfalfa/lucerne sprouts, Chinese chives/oriental garlic/garlic chives sprouts, Broccoli sprouts, Daikon/Japanese radish sprouts, Ginger shoots, Mung bean sprou...0251040European Union0.01*06/06/2014
Beans (with pods) (Azuki beans, Black eyed peas/cowpeas, Broad beans/fava beans/horse beans/tic beans, Borlotti beans/cannelini beans/common beans/flageolets/French beans/slicing beans/snap beans, ...0260010European Union0.01*06/06/2014
Cultivated fungi (Common mushrooms/button mushrooms/champignons mushrooms, Corn smuts/ Mexican truffles, Enokitake/winter mushrooms, Fusarium venenatum, Horse mushrooms, Jew's ears/hirneola, Nameko...0280010European Union0.01*06/06/2014
Olives for oil production0402010European Union0.02*06/06/2014
Oil palms kernels (Argan nuts, Babassu palm nuts, Jojoba nuts, Shea nuts,)0402020European Union0.02*06/06/2014
Rose (Almond, Bee balm, Bitter orange/sour orange, Black locust, Cat’s foot, Chrysanthemum, Cinnamon, Clary sage, Cornflower, Cowslip/primrose, Daisy, Dyer’s broom, Elder, Field poppy, Great mullei...0631030European Union0.05*06/06/2014
KonjacJapan0.5ppm
Citrus fruits0110000European Union0.01*06/06/2014
Grapefruits (Natsudaidais, Shaddocks/pomelos, Sweeties/oroblancos, Tangelolos, Tangelos (except minneolas)/Ugli®, Other hybrids of Citrus paradisi, not elsewhere mentioned,)0110010European Union0.01*06/06/2014
Oranges (Bergamots, Bitter oranges/sour oranges, Blood oranges, Cara caras, Chinottos, Trifoliate oranges, Other hybrids of Citrus sinensis, not elsewhere mentioned,)0110020European Union0.01*06/06/2014
Lemons (Buddha's hands/Buddha's fingers, Citrons,)0110030European Union0.01*06/06/2014
Limes (Indian sweet limes/Palestine sweet limes, Kaffir limes, Sweet limes/mosambis, Tahiti limes, Limequats,)0110040European Union0.01*06/06/2014
Mandarins (Calamondins, Clementines, Cleopatra mandarins, Minneolas, Satsumas/clausellinas, Tangerines/dancy mandarins, Tangors, Other hybrids of Citrus reticulata, not elsewhere mentioned,)0110050European Union0.01*06/06/2014
Others (2)0110990European Union0.01*06/06/2014
Tree nuts0120000European Union0.02*06/06/2014