Tembotrione

Basic Info

Common NameTembotrione(F06342)
2D Structure
FRCD IDF06342
CAS Number335104-84-2
PubChem CID11556911
FormulaC17H16ClF3O6S
IUPAC Name

2-[2-chloro-4-methylsulfonyl-3-(2,2,2-trifluoroethoxymethyl)benzoyl]cyclohexane-1,3-dione

InChI Key

IUQAXCIUEPFPSF-UHFFFAOYSA-N

InChI

InChI=1S/C17H16ClF3O6S/c1-28(25,26)13-6-5-9(15(18)10(13)7-27-8-17(19,20)21)16(24)14-11(22)3-2-4-12(14)23/h5-6,14H,2-4,7-8H2,1H3

Canonical SMILES

CS(=O)(=O)C1=C(C(=C(C=C1)C(=O)C2C(=O)CCCC2=O)Cl)COCC(F)(F)F

Isomeric SMILES

CS(=O)(=O)C1=C(C(=C(C=C1)C(=O)C2C(=O)CCCC2=O)Cl)COCC(F)(F)F

Synonyms
        
            2-{2-Chloro-4-mesyl-3-[(2,2,2-trifluoroethoxy)methyl]benzoyl}cyclohexane-1,3-dione
        
            Tembotrione
        
            335104-84-2
        
            UNII-WA5UZ202KS
        
            WA5UZ202KS
        
            2-[2-chloro-4-(methylsulfonyl)-3-[(2,2,2-trifluoroethoxy)methyl]benzoyl]-1,3-cyclohexanedione
        
            Tembotrione [ISO]
        
            HSDB 7881
        
            2-{2-Chloro-4-(methylsulfonyl)-3-[(2,2,2-trifluoroethoxy)methyl]benzoyl}-1,3-cyclohexanedione
        
            DSSTox_CID_27037
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganic oxygen compounds
ClassOrganooxygen compounds
SubclassCarbonyl compounds
Intermediate Tree NodesKetones - Aryl ketones - Phenylketones - Alkyl-phenylketones
Direct ParentBenzoylcyclohexane-1,3-diones
Alternative Parents
Molecular FrameworkAromatic homomonocyclic compounds
SubstituentsBenzoylcyclohexane-1,3-dione - Benzylether - Benzenesulfonyl group - Benzoyl - Aryl alkyl ketone - 1,3-diketone - Chlorobenzene - Halobenzene - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Benzenoid - 1,3-dicarbonyl compound - Sulfone - Sulfonyl - Vinylogous halide - Cyclic ketone - Ether - Dialkyl ether - Organofluoride - Organochloride - Organohalogen compound - Hydrocarbon derivative - Alkyl halide - Organic oxide - Alkyl fluoride - Organosulfur compound - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as benzoylcyclohexane-1,3-diones. These are alkyl-phenylketones where the alkyl group is a cyclohexane 1,3-dione.

Properties

Property NameProperty Value
Molecular Weight440.814
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count9
Rotatable Bond Count6
Complexity714
Monoisotopic Mass440.031
Exact Mass440.031
XLogP2.2
Formal Charge0
Heavy Atom Count28
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+0.9383
Human Intestinal AbsorptionHIA+0.9948
Caco-2 PermeabilityCaco2-0.5703
P-glycoprotein SubstrateNon-substrate0.6204
P-glycoprotein InhibitorInhibitor0.7181
Non-inhibitor0.6769
Renal Organic Cation TransporterNon-inhibitor0.6375
Distribution
Subcellular localizationMitochondria0.6450
Metabolism
CYP450 2C9 SubstrateNon-substrate0.6821
CYP450 2D6 SubstrateNon-substrate0.8006
CYP450 3A4 SubstrateSubstrate0.5908
CYP450 1A2 InhibitorNon-inhibitor0.5346
CYP450 2C9 InhibitorNon-inhibitor0.6163
CYP450 2D6 InhibitorNon-inhibitor0.8505
CYP450 2C19 InhibitorInhibitor0.6258
CYP450 3A4 InhibitorNon-inhibitor0.6274
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.7062
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.6130
Non-inhibitor0.6306
AMES ToxicityNon AMES toxic0.5870
CarcinogensNon-carcinogens0.6047
Fish ToxicityHigh FHMT0.9742
Tetrahymena Pyriformis ToxicityHigh TPT0.9684
Honey Bee ToxicityHigh HBT0.5885
BiodegradationNot ready biodegradable0.9398
Acute Oral ToxicityIII0.4969
Carcinogenicity (Three-class)Non-required0.6064
Model Value Unit
Absorption
Aqueous solubility-4.0095LogS
Caco-2 Permeability0.7816LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.7259LD50, mol/kg
Fish Toxicity1.1205pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.5728pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
FRUITS, FRESH or FROZEN; TREE NUTS0100000European Union0.02*28/03/2013
Citrus fruits0110000European Union0.02*28/03/2013
Spring onions/green onions and Welsh onions (Tree onions/Egyptian walking onions, Green garlic,)0220040European Union0.02*28/03/2013
Grapefruits (Natsudaidais, Shaddocks/pomelos, Sweeties/oroblancos, Tangelolos, Tangelos (except minneolas)/Ugli®, Other hybrids of Citrus paradisi, not elsewhere mentioned,)0110010European Union0.02*28/03/2013
Oranges (Bergamots, Bitter oranges/sour oranges, Blood oranges, Cara caras, Chinottos, Trifoliate oranges, Other hybrids of Citrus sinensis, not elsewhere mentioned,)0110020European Union0.02*28/03/2013
Lemons (Buddha's hands/Buddha's fingers, Citrons,)0110030European Union0.02*28/03/2013
Limes (Indian sweet limes/Palestine sweet limes, Kaffir limes, Sweet limes/mosambis, Tahiti limes, Limequats,)0110040European Union0.02*28/03/2013
Mandarins (Calamondins, Clementines, Cleopatra mandarins, Minneolas, Satsumas/clausellinas, Tangerines/dancy mandarins, Tangors, Other hybrids of Citrus reticulata, not elsewhere mentioned,)0110050European Union0.02*28/03/2013
Others (2)0110990European Union0.02*28/03/2013
Tree nuts0120000European Union0.02*28/03/2013
Almonds (Apricot kernels, Bitter almonds, Canarium nuts/galip nuts, Pili nuts, Okari nuts,)0120010European Union0.02*28/03/2013
Brazil nuts0120020European Union0.02*28/03/2013
Cashew nuts0120030European Union0.02*28/03/2013
Chestnuts0120040European Union0.02*28/03/2013
Hazelnuts/cobnuts (Acorns, Filberts,)0120060European Union0.02*28/03/2013
Macadamias0120070European Union0.02*28/03/2013
Pecans (Hickory nuts,)0120080European Union0.02*28/03/2013
Pistachios0120100European Union0.02*28/03/2013
Walnuts0120110European Union0.02*28/03/2013
Others (2)0120990European Union0.02*28/03/2013