Basic Info

Common NameTrinexapac-Ethyl(F05787)
2D Structure
FRCD IDF05787
CAS Number95266-40-3
PubChem CID92421
FormulaC13H16O5
IUPAC Name

ethyl 4-[cyclopropyl(hydroxy)methylidene]-3,5-dioxocyclohexane-1-carboxylate

InChI Key

RVKCCVTVZORVGD-UHFFFAOYSA-N

InChI

InChI=1S/C13H16O5/c1-2-18-13(17)8-5-9(14)11(10(15)6-8)12(16)7-3-4-7/h7-8,16H,2-6H2,1H3

Canonical SMILES

CCOC(=O)C1CC(=O)C(=C(C2CC2)O)C(=O)C1

Isomeric SMILES

CCOC(=O)C1CC(=O)C(=C(C2CC2)O)C(=O)C1

Synonyms
        
            Ethyl 4-(cyclopropyl(hydroxy)methylene)-3,5-dioxocyclohexanecarboxylate
        
            Trinexapac-ethyl
        
            95266-40-3
        
            Cimectacarb
        
            Moddus
        
            Primo
        
            Trinexapac-ethyl [ISO]
        
            UNII-Q89W563T9J
        
            CHEBI:81817
        
            Q89W563T9J
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganic acids and derivatives
ClassVinylogous acids
SubclassNot available
Intermediate Tree NodesNot available
Direct ParentVinylogous acids
Alternative Parents
Molecular FrameworkAliphatic homomonocyclic compounds
SubstituentsVinylogous acid - Cyclic ketone - Ketone - Carboxylic acid ester - Monocarboxylic acid or derivatives - Enol - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as vinylogous acids. These are organic compounds containing a hydroxyl group, which is indirectly attached to a carbonyl via an intervening vinyl (>C=C<) moiety.

Properties

Property NameProperty Value
Molecular Weight252.266
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Complexity411
Monoisotopic Mass252.1
Exact Mass252.1
XLogP0.9
Formal Charge0
Heavy Atom Count18
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+0.6375
Human Intestinal AbsorptionHIA+0.9734
Caco-2 PermeabilityCaco2-0.5201
P-glycoprotein SubstrateNon-substrate0.5607
P-glycoprotein InhibitorNon-inhibitor0.7433
Non-inhibitor0.9529
Renal Organic Cation TransporterNon-inhibitor0.8121
Distribution
Subcellular localizationMitochondria0.9320
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8303
CYP450 2D6 SubstrateNon-substrate0.8909
CYP450 3A4 SubstrateNon-substrate0.5115
CYP450 1A2 InhibitorNon-inhibitor0.8309
CYP450 2C9 InhibitorNon-inhibitor0.7678
CYP450 2D6 InhibitorNon-inhibitor0.8270
CYP450 2C19 InhibitorNon-inhibitor0.7262
CYP450 3A4 InhibitorNon-inhibitor0.9519
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.8654
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8814
Non-inhibitor0.9562
AMES ToxicityNon AMES toxic0.5871
CarcinogensNon-carcinogens0.9032
Fish ToxicityHigh FHMT0.7973
Tetrahymena Pyriformis ToxicityHigh TPT0.9813
Honey Bee ToxicityHigh HBT0.8658
BiodegradationReady biodegradable0.9364
Acute Oral ToxicityIII0.6878
Carcinogenicity (Three-class)Non-required0.7016

Model Value Unit
Absorption
Aqueous solubility-2.2236LogS
Caco-2 Permeability0.7845LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity1.9540LD50, mol/kg
Fish Toxicity0.5964pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.5589pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
PecanJapan0.02ppm
ChestnutJapan0.02ppm
Ginkgo NutJapan0.02ppm
AppleJapan0.02ppm
Other Citrus FruitsJapan0.02ppm
LimeJapan0.02ppm
GrapefruitJapan0.02ppm
Orange(Including Navel Orange)Japan0.02ppm
LemonJapan0.02ppm
Citrus Natsudaidai,WholeJapan0.02ppm
Unshu Orange,PulpJapan0.02ppm
Other VegetablesJapan0.02ppm
Other MushroomsJapan0.02ppm
Shiitake MushroomJapan0.02ppm
Button MushroomJapan0.02ppm
Green SoybeansJapan0.02ppm
Kidney Beans,Immature(With Pods)Japan0.02ppm
Peas,Immature(With Pods)Japan0.02ppm
GingerJapan0.02ppm
OkraJapan0.02ppm