Trifloxystrobin (CHEM003506)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (27)XML
Record Information
Version1.0
Creation Date2014-08-29 06:51:46 UTC
Update Date2026-03-31 19:49:32 UTC
Accession NumberCHEM003506
Identification
Common NameTrifloxystrobin
ClassSmall Molecule
DescriptionTrifloxystrobin is a foliar applied fungicide for cereals which is particularly active against Ascomycetes, Deuteromycetes and Oomycetes. It has a broad spectrum of action with preventative and curative action. It is a respiration inhibitor (QoL fungicide).
Contaminant Sources
  • My Exposome Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Ester
  • Ether
  • Fungicide
  • Organic Compound
  • Organofluoride
  • Pesticide
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
CGA 279202ChEBI
Methyl (alphae)-alpha-(methoxyimino)-2-[[[[(1E)-1-[3-(trifluoromethyl)phenyl]ethylidene]amino]oxy]methyl]benzeneacetateChEBI
Methyl (e)-methoxyimino-{(e)-alpha-[1-(alpha,alpha,alpha-trifluoro-m-tolyl)ethylideneaminooxy]-O-tolyl}acetateChEBI
Methyl methoxyimino(alpha-(1-(alpha,alpha,alpha-trifluoro-3-tolyl)ethylideneaminooxy)-2-tolyl)acetateChEBI
Methyl (alphae)-a-(methoxyimino)-2-[[[[(1E)-1-[3-(trifluoromethyl)phenyl]ethylidene]amino]oxy]methyl]benzeneacetateGenerator
Methyl (alphae)-a-(methoxyimino)-2-[[[[(1E)-1-[3-(trifluoromethyl)phenyl]ethylidene]amino]oxy]methyl]benzeneacetic acidGenerator
Methyl (alphae)-alpha-(methoxyimino)-2-[[[[(1E)-1-[3-(trifluoromethyl)phenyl]ethylidene]amino]oxy]methyl]benzeneacetic acidGenerator
Methyl (alphae)-α-(methoxyimino)-2-[[[[(1E)-1-[3-(trifluoromethyl)phenyl]ethylidene]amino]oxy]methyl]benzeneacetateGenerator
Methyl (alphae)-α-(methoxyimino)-2-[[[[(1E)-1-[3-(trifluoromethyl)phenyl]ethylidene]amino]oxy]methyl]benzeneacetic acidGenerator
Methyl (e)-methoxyimino-{(e)-a-[1-(a,a,a-trifluoro-m-tolyl)ethylideneaminooxy]-O-tolyl}acetateGenerator
Methyl (e)-methoxyimino-{(e)-a-[1-(a,a,a-trifluoro-m-tolyl)ethylideneaminooxy]-O-tolyl}acetic acidGenerator
Methyl (e)-methoxyimino-{(e)-alpha-[1-(alpha,alpha,alpha-trifluoro-m-tolyl)ethylideneaminooxy]-O-tolyl}acetic acidGenerator
Methyl (e)-methoxyimino-{(e)-α-[1-(α,α,α-trifluoro-m-tolyl)ethylideneaminooxy]-O-tolyl}acetateGenerator
Methyl (e)-methoxyimino-{(e)-α-[1-(α,α,α-trifluoro-m-tolyl)ethylideneaminooxy]-O-tolyl}acetic acidGenerator
Methyl methoxyimino(a-(1-(a,a,a-trifluoro-3-tolyl)ethylideneaminooxy)-2-tolyl)acetateGenerator
Methyl methoxyimino(a-(1-(a,a,a-trifluoro-3-tolyl)ethylideneaminooxy)-2-tolyl)acetic acidGenerator
Methyl methoxyimino(alpha-(1-(alpha,alpha,alpha-trifluoro-3-tolyl)ethylideneaminooxy)-2-tolyl)acetic acidGenerator
Methyl methoxyimino(α-(1-(α,α,α-trifluoro-3-tolyl)ethylideneaminooxy)-2-tolyl)acetateGenerator
Methyl methoxyimino(α-(1-(α,α,α-trifluoro-3-tolyl)ethylideneaminooxy)-2-tolyl)acetic acidGenerator
Trifloxy-strobinMeSH
(e,e)-Methoxyimino-(2-(1-(3-trifluoromethylphenyl)ethylideneaminooxymethyl)phenyl)acetic acid methyl esterMeSH
Chemical FormulaC20H19F3N2O4
Average Molecular Mass408.371 g/mol
Monoisotopic Mass408.130 g/mol
CAS Registry Number141517-21-7
IUPAC Namemethyl (2E)-2-(methoxyimino)-2-[2-({[(E)-{1-[3-(trifluoromethyl)phenyl]ethylidene}amino]oxy}methyl)phenyl]acetate
Traditional Nametrifloxystrobin
SMILESCO\N=C(\C(=O)OC)C1=CC=CC=C1CO\N=C(/C)C1=CC(=CC=C1)C(F)(F)F
InChI IdentifierInChI=1S/C20H19F3N2O4/c1-13(14-8-6-9-16(11-14)20(21,22)23)24-29-12-15-7-4-5-10-17(15)18(25-28-3)19(26)27-2/h4-11H,12H2,1-3H3/b24-13+,25-18+
InChI KeyONCZDRURRATYFI-TVJDWZFNSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as trifluoromethylbenzenes. These are organofluorine compounds that contain a benzene ring substituted with one or more trifluoromethyl groups.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassTrifluoromethylbenzenes
Direct ParentTrifluoromethylbenzenes
Alternative Parents
Substituents
  • Trifluoromethylbenzene
  • Methyl ester
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Alkyl fluoride
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organofluoride
  • Organohalogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Alkyl halide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Membrane
  • Mitochondrion
Biofluid LocationsNot Available
Tissue LocationsNot Available
Pathways
NameSMPDB LinkKEGG Link
Abc transportersNot Availablemap02010
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00053 g/LALOGPS
logP4.33ALOGPS
logP4.8ChemAxon
logS-5.9ALOGPS
pKa (Strongest Basic)2.37ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area69.48 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity100.62 m³·mol⁻¹ChemAxon
Polarizability38.28 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0201900000-28c60ef47ba7690b81ccSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0904200000-86093f325d633cbdac8dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-3910000000-ec8aa1f3c9f95e75fb3bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0002900000-b3df3b757d82f3a29456Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0550-2916400000-02a28b9e35fe240aa85cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00ke-1913000000-60da3c45311f4d7293c5Spectrum
Toxicity Profile
Route of ExposureOccupational exposure to trifloxystrobin may occur through inhalation and dermal contact with this compound at workplaces where trifloxystrobin is produced or used.
Mechanism of ToxicityNot Available
MetabolismMajor metabolic pathways of trifloxystrobin included 1) hydrolysis of the methyl ester to he corresponding acid, 2) O-demethylation of the methoxyimino group, and 3) oxidation of the methyl side chain to a primary alcohol, followed by further oxidation to the carboxylic acid. Metabolites are excreted in the feces.
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesThis is a man-made compound that is used as a pesticide.
Minimum Risk LevelNot Available
Health EffectsExposure to Trifloxystrobin might cause hepatocellular hypertrophy.
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider IDNot Available
ChEBI ID81833
PubChem Compound ID11664966
Kegg Compound IDC18562
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=23452212
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23545189
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23554042
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=23710563
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=24328546
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=24376129
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=24444931
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=24624954
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=24737683
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=24762415
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=24813986
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=24874355
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=25086714
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=25158269
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=25240160