Sulcotrione

Basic Info

Common NameSulcotrione(F06339)
2D Structure
FRCD IDF06339
CAS Number114680-61-4
PubChem CID91760
FormulaC14H13ClO5S
IUPAC Name

2-(2-chloro-4-methylsulfonylbenzoyl)cyclohexane-1,3-dione

InChI Key

PQTBTIFWAXVEPB-UHFFFAOYSA-N

InChI

InChI=1S/C14H13ClO5S/c1-21(19,20)8-5-6-9(10(15)7-8)14(18)13-11(16)3-2-4-12(13)17/h5-7,13H,2-4H2,1H3

Canonical SMILES

CS(=O)(=O)C1=CC(=C(C=C1)C(=O)C2C(=O)CCCC2=O)Cl

Isomeric SMILES

CS(=O)(=O)C1=CC(=C(C=C1)C(=O)C2C(=O)CCCC2=O)Cl

Synonyms
        
            Chlormesulon
        
            2-(2-Chloro-4-(methylsulfonyl)benzoyl)cyclohexane-1,3-dione
        
            Sulcotrione
        
            99105-77-8
        
            UNII-5UEH9SXW7V
        
            5UEH9SXW7V
        
            114680-61-4
        
            2-(2-chloro-4-methylsulfonylbenzoyl)cyclohexane-1,3-dione
        
            CHEBI:83465
        
            PQTBTIFWAXVEPB-UHFFFAOYSA-N
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 - Benzenesulfonyl group - Aryl alkyl ketone - Benzoyl - 1,3-diketone - Chlorobenzene - Halobenzene - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Benzenoid - 1,3-dicarbonyl compound - Vinylogous halide - Sulfonyl - Sulfone - Cyclic ketone - Hydrocarbon derivative - Organic oxide - Organohalogen compound - Organochloride - 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 Weight328.763
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count3
Complexity546
Monoisotopic Mass328.017
Exact Mass328.017
XLogP1.5
Formal Charge0
Heavy Atom Count21
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+0.8848
Human Intestinal AbsorptionHIA+0.9658
Caco-2 PermeabilityCaco2-0.5399
P-glycoprotein SubstrateNon-substrate0.7552
P-glycoprotein InhibitorNon-inhibitor0.6825
Non-inhibitor0.9782
Renal Organic Cation TransporterNon-inhibitor0.7724
Distribution
Subcellular localizationMitochondria0.6749
Metabolism
CYP450 2C9 SubstrateNon-substrate0.6130
CYP450 2D6 SubstrateNon-substrate0.7897
CYP450 3A4 SubstrateSubstrate0.5151
CYP450 1A2 InhibitorInhibitor0.5084
CYP450 2C9 InhibitorInhibitor0.5832
CYP450 2D6 InhibitorNon-inhibitor0.9043
CYP450 2C19 InhibitorInhibitor0.6692
CYP450 3A4 InhibitorNon-inhibitor0.5580
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.5167
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8975
Non-inhibitor0.8656
AMES ToxicityNon AMES toxic0.6947
CarcinogensNon-carcinogens0.6355
Fish ToxicityHigh FHMT0.9530
Tetrahymena Pyriformis ToxicityHigh TPT0.9209
Honey Bee ToxicityHigh HBT0.5448
BiodegradationNot ready biodegradable0.8733
Acute Oral ToxicityIII0.4672
Carcinogenicity (Three-class)Non-required0.6536
Model Value Unit
Absorption
Aqueous solubility-3.8784LogS
Caco-2 Permeability0.9541LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.6170LD50, mol/kg
Fish Toxicity1.2138pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.7310pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Muscle1012010European Union0.01*07/05/2017
Citrus fruits0110000European Union0.01*07/05/2017
Grapefruits (Natsudaidais, Shaddocks/pomelos, Sweeties/oroblancos, Tangelolos, Tangelos (except minneolas)/Ugli®, Other hybrids of Citrus paradisi, not elsewhere mentioned,)0110010European Union0.01*07/05/2017
Oranges (Bergamots, Bitter oranges/sour oranges, Blood oranges, Cara caras, Chinottos, Trifoliate oranges, Other hybrids of Citrus sinensis, not elsewhere mentioned,)0110020European Union0.01*07/05/2017
Lemons (Buddha's hands/Buddha's fingers, Citrons,)0110030European Union0.01*07/05/2017
Limes (Indian sweet limes/Palestine sweet limes, Kaffir limes, Sweet limes/mosambis, Tahiti limes, Limequats,)0110040European Union0.01*07/05/2017
Mandarins (Calamondins, Clementines, Cleopatra mandarins, Minneolas, Satsumas/clausellinas, Tangerines/dancy mandarins, Tangors, Other hybrids of Citrus reticulata, not elsewhere mentioned,)0110050European Union0.01*07/05/2017
Others (2)0110990European Union0.01*07/05/2017
Tree nuts0120000European Union0.05*07/05/2017
Almonds (Apricot kernels, Bitter almonds, Canarium nuts/galip nuts, Pili nuts, Okari nuts,)0120010European Union0.05*07/05/2017
Brazil nuts0120020European Union0.05*07/05/2017
Cashew nuts0120030European Union0.05*07/05/2017
Chestnuts0120040European Union0.05*07/05/2017
Coconuts (Areca nuts/betel nuts,)0120050European Union0.05*07/05/2017
Hazelnuts/cobnuts (Acorns, Filberts,)0120060European Union0.05*07/05/2017
Macadamias0120070European Union0.05*07/05/2017
Pistachios0120100European Union0.05*07/05/2017
Walnuts0120110European Union0.05*07/05/2017
Others (2)0120990European Union0.05*07/05/2017
Pome fruits0130000European Union0.01*07/05/2017

References

TitleJournalDatePubmed ID
Inhibition of herbicide photodegradation by plant products.J Agric Food Chem2011 May 1121425875
Glyphosate adsorption in soils compared to herbicides replaced with theintroduction of glyphosate resistant crops.Chemosphere2005 Nov15951002
Characterization of transplastomic tobacco plants with a plastid localized barley4-hydroxyphenylpyruvate dioxygenase.J Plant Physiol2005 Jul16008097