Basic Info

Common NameFluacrypyrim(F05976)
2D Structure
FRCD IDF05976
CAS Number178813-81-5
PubChem CID9954185
FormulaC20H21F3N2O5
IUPAC Name

methyl (E)-3-methoxy-2-[2-[[2-propan-2-yloxy-6-(trifluoromethyl)pyrimidin-4-yl]oxymethyl]phenyl]prop-2-enoate

InChI Key

MXWAGQASUDSFBG-RVDMUPIBSA-N

InChI

InChI=1S/C20H21F3N2O5/c1-12(2)30-19-24-16(20(21,22)23)9-17(25-19)29-10-13-7-5-6-8-14(13)15(11-27-3)18(26)28-4/h5-9,11-12H,10H2,1-4H3/b15-11+

Canonical SMILES

CC(C)OC1=NC(=CC(=N1)OCC2=CC=CC=C2C(=COC)C(=O)OC)C(F)(F)F

Isomeric SMILES

CC(C)OC1=NC(=CC(=N1)OCC2=CC=CC=C2/C(=C\OC)/C(=O)OC)C(F)(F)F

Synonyms
        
            UNII-FHJ1L9VJTH
        
            methyl (2E)-2-[2-({[2-(propan-2-yl)oxy-6-(trifluoromethyl)pyrimidin-4-yl]oxy}methyl)phenyl]-3-methoxyacrylate
        
            fluacrypyrim
        
            229977-93-9
        
            FHJ1L9VJTH
        
            CHEBI:38591
        
            178813-81-5
        
            methyl (2E)-2-[2-({[2-isopropoxy-6-(trifluoromethyl)pyrimidin-4-yl]oxy}methyl)phenyl]-3-methoxyacrylate
        
            Fluacrypyrim [ISO]
        
            Fluacryppyrim
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassPhenyl-beta-methoxyacrylates
Intermediate Tree NodesNot available
Direct ParentPhenyl-beta-methoxyacrylates
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsPhenyl-beta-methoxyacrylate - Styrene - Alkyl aryl ether - Pyrimidine - Methyl ester - Enoate ester - Alpha,beta-unsaturated carboxylic ester - Vinylogous ester - Heteroaromatic compound - Carboxylic acid ester - Azacycle - Organoheterocyclic compound - Carboxylic acid derivative - Ether - Monocarboxylic acid or derivatives - Organic oxide - Organooxygen compound - Organonitrogen compound - Organofluoride - Organohalogen compound - Organic oxygen compound - Organopnictogen compound - Organic nitrogen compound - Alkyl fluoride - Alkyl halide - Carbonyl group - Hydrocarbon derivative - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as phenyl-beta-methoxyacrylates. These are aromatic compounds containing a methyl-3-methoxyacrylate moiety that carries a benzyl group at the C-alpha carbon.

Properties

Property NameProperty Value
Molecular Weight426.392
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count10
Rotatable Bond Count9
Complexity585
Monoisotopic Mass426.14
Exact Mass426.14
XLogP4.1
Formal Charge0
Heavy Atom Count30
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+0.8789
Human Intestinal AbsorptionHIA+0.9862
Caco-2 PermeabilityCaco2+0.5151
P-glycoprotein SubstrateNon-substrate0.6236
P-glycoprotein InhibitorNon-inhibitor0.5255
Non-inhibitor0.9165
Renal Organic Cation TransporterNon-inhibitor0.8442
Distribution
Subcellular localizationMitochondria0.8221
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7760
CYP450 2D6 SubstrateNon-substrate0.8266
CYP450 3A4 SubstrateSubstrate0.6485
CYP450 1A2 InhibitorInhibitor0.6449
CYP450 2C9 InhibitorInhibitor0.6928
CYP450 2D6 InhibitorNon-inhibitor0.9312
CYP450 2C19 InhibitorInhibitor0.8253
CYP450 3A4 InhibitorNon-inhibitor0.7913
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.8832
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9936
Non-inhibitor0.8875
AMES ToxicityNon AMES toxic0.6527
CarcinogensNon-carcinogens0.8857
Fish ToxicityHigh FHMT0.7841
Tetrahymena Pyriformis ToxicityHigh TPT0.9940
Honey Bee ToxicityHigh HBT0.5111
BiodegradationNot ready biodegradable0.9427
Acute Oral ToxicityIII0.5209
Carcinogenicity (Three-class)Non-required0.6171

Model Value Unit
Absorption
Aqueous solubility-3.9184LogS
Caco-2 Permeability1.4407LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.7765LD50, mol/kg
Fish Toxicity0.2671pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.9083pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Other SpicesJapan0.5ppm
Passion FruitJapan2ppm
MangoJapan2ppm
GuavaJapan2ppm
PineappleJapan2ppm
AvocadoJapan2ppm
PapayaJapan2ppm
BananaJapan2ppm
Japanese PersimmonJapan2ppm
NectarineJapan2ppm
QuinceJapan2ppm
PearJapan2ppm
Japanese PearJapan2ppm
AppleJapan2ppm
Other Citrus FruitsJapan0.5ppm
LimeJapan0.5ppm
GrapefruitJapan0.5ppm
Orange(Including Navel Orange)Japan0.5ppm
LemonJapan0.5ppm
Citrus Natsudaidai,WholeJapan0.5ppm