Tri-Allate

Basic Info

Common NameTri-Allate(F06202)
2D Structure
FRCD IDF06202
CAS Number2303-17-5
PubChem CID5543
FormulaC10H16Cl3NOS
IUPAC Name

S-(2,3,3-trichloroprop-2-enyl) N,N-di(propan-2-yl)carbamothioate

InChI Key

MWBPRDONLNQCFV-UHFFFAOYSA-N

InChI

InChI=1S/C10H16Cl3NOS/c1-6(2)14(7(3)4)10(15)16-5-8(11)9(12)13/h6-7H,5H2,1-4H3

Canonical SMILES

CC(C)N(C(C)C)C(=O)SCC(=C(Cl)Cl)Cl

Isomeric SMILES

CC(C)N(C(C)C)C(=O)SCC(=C(Cl)Cl)Cl

Synonyms
        
            Dipthal
        
            Caswell No. 870A
        
            triallate
        
            Tri-allate
        
            2303-17-5
        
            Triallat
        
            Triamyl
        
            Avadex BW
        
            Far-Go
        
            Triallat [German]
Classifies
                

                  
                    Pollutant
                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganosulfur compounds
ClassThiocarbonyl compounds
SubclassThiocarbamic acid derivatives
Intermediate Tree NodesNot available
Direct ParentThiocarbamic acid derivatives
Alternative Parents
Molecular FrameworkAliphatic acyclic compounds
SubstituentsCarbonic acid derivative - Thiocarbamic acid derivative - Vinyl chloride - Vinyl halide - Sulfenyl compound - Chloroalkene - Haloalkene - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organochloride - Organohalogen compound - Organic nitrogen compound - Aliphatic acyclic compound
DescriptionThis compound belongs to the class of organic compounds known as thiocarbamic acid derivatives. These are organic compounds containing a functional group with the general structure OC(=S)NR2 or SC(=O)NR2.

Properties

Property NameProperty Value
Molecular Weight304.654
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count5
Complexity267
Monoisotopic Mass303.002
Exact Mass303.002
XLogP4.4
Formal Charge0
Heavy Atom Count16
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+0.9752
Human Intestinal AbsorptionHIA+0.9925
Caco-2 PermeabilityCaco2+0.5674
P-glycoprotein SubstrateNon-substrate0.9058
P-glycoprotein InhibitorNon-inhibitor0.8211
Non-inhibitor0.9417
Renal Organic Cation TransporterNon-inhibitor0.9062
Distribution
Subcellular localizationMitochondria0.5618
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7541
CYP450 2D6 SubstrateNon-substrate0.8127
CYP450 3A4 SubstrateSubstrate0.5476
CYP450 1A2 InhibitorNon-inhibitor0.5476
CYP450 2C9 InhibitorNon-inhibitor0.6466
CYP450 2D6 InhibitorNon-inhibitor0.9306
CYP450 2C19 InhibitorNon-inhibitor0.5629
CYP450 3A4 InhibitorNon-inhibitor0.9031
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.5918
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9765
Non-inhibitor0.8753
AMES ToxicityAMES toxic0.9107
CarcinogensCarcinogens 0.6708
Fish ToxicityHigh FHMT0.9490
Tetrahymena Pyriformis ToxicityHigh TPT0.9945
Honey Bee ToxicityHigh HBT0.8313
BiodegradationNot ready biodegradable0.9871
Acute Oral ToxicityIII0.8035
Carcinogenicity (Three-class)Non-required0.4902
Model Value Unit
Absorption
Aqueous solubility-4.6080LogS
Caco-2 Permeability1.5677LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.6123LD50, mol/kg
Fish Toxicity1.1257pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.6870pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Green SoybeansJapan0.08ppm
Lettuce(Including Cos Lettuce And Leaf Lettuce)Japan0.1ppm
Welsh(Including Leek)Japan0.1ppm
Japanese Radish,Leaves(Including Radish)Japan0.1ppm
(c) inedible peel, large0163000European Union0.1*01/09/2008
Bananas (Cavendishes/grand nains, Cavendishes/grand nains, Cavendishes/grand nains, Dwarf bananas/lady fingers bananas, Plantains, Plantains, Plantains,)0163020European Union0.1*01/09/2008
Radishes (Black radishes/winter radishes/ 'Gros noir d'hiver', Daikon/japanese radishes, Maca roots, Small radishes, Tigernuts,)0213080European Union0.1*01/09/2008
Tomatoes (Alkekengi/Chinese lanterns/ground cherries, Cape gooseberries, Cherry tomatoes, Dwarf Cape gooseberries/strawberry tomatoes, Gojiberries/wolfberries, Gojiberries/wolfberries, Litchi tomat...0231010European Union0.1*01/09/2008
Baby leaf crops (including brassica species) (Chards/beet leaves, Escaroles/broad-leaved endives, Indian mustards/mustard greens, Lettuces, Spinaches, Other species harvested at baby leaf stage,)0251080European Union0.1*01/09/2008
Fungi, mosses and lichens0280000European Union0.1*01/09/2008
Bud spices0850000European Union0.1*01/09/2008
Cloves (Cassia buds, Cassia buds, Cassia buds,)0850010European Union0.1*01/09/2008
Goat1020030European Union0.05*01/09/2008
Horse (Species listed with code numbers 1015000-xxx,)1020040European Union0.05*01/09/2008
LemonJapan0.1ppm
FRUITS, FRESH or FROZEN; TREE NUTS0100000European Union0.1*01/09/2008
Citrus fruits0110000European Union0.1*01/09/2008
Grapefruits (Natsudaidais, Shaddocks/pomelos, Sweeties/oroblancos, Tangelolos, Tangelos (except minneolas)/Ugli®, Other hybrids of Citrus paradisi, not elsewhere mentioned,)0110010European Union0.1*01/09/2008
Roman rocket/rucola (Wall rocket,)0251060European Union0.1*01/09/2008
Lemons (Buddha's hands/Buddha's fingers, Citrons,)0110030European Union0.1*01/09/2008

References

TitleJournalDatePubmed ID
Can herbicide safeners allow selective control of weedy rice infesting ricecrops?Pest Manag Sci2017 Jan27484802
Occurrence and removal of organic micropollutants: An overview of the watch list of EU Decision 2015/495.Water Res2016 May 126967909