FLUORODIFEN

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UNII H4154A0WOP
Source Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...

Structure

InChI Key HHMCAJWVGYGUEF-UHFFFAOYSA-N
Smiles [O-][N+](=O)c1ccc(Oc2ccc(cc2[N+](=O)[O-])C(F)(F)F)cc1
InChI
InChI=1S/C13H7F3N2O5/c14-13(15,16)8-1-6-12(11(7-8)18(21)22)23-10-4-2-9(3-5-10)17(19)20/h1-7H

Physicochemical Descriptors

Property Name Value
Molecular Formula C13H7F3N2O5
Molecular Weight 328.2
AlogP 4.12
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 5.0
Polar Surface Area 100.87
Molecular species None
Aromatic Rings 2.0
Heavy Atoms 23.0
Assay Description Organism Bioactivity Reference
Inhibition of desalted triosephosphate isomerase in Lolium multiflorum (Italian ryegrass) shoot assessed as decrease in transformation of GAP to DHAP applied at concentration of 14.4 mg/flat measured after 48 hr by coupled enzyme assay Lolium multiflorum 35.9 %
Inhibition of desalted triosephosphate isomerase in Lolium multiflorum (Italian ryegrass) shoot assessed as transformation of GAP to DHAP applied at concentration of 14.4 mg/flat measured per mg protein after 48 hr by coupled enzyme assay (Rvb = 9.80 +/-0.43 nmol/sec) Lolium multiflorum 6.28 nmol/sec
Drug level in Lolium multiflorum (Italian ryegrass) compound administered at rate of 14 mf/flat measured 24 hr post treatment by HPLC Lolium multiflorum 0.72 ppm
Drug level in Triticum aestivum (wheat) compound administered at rate of 14 mf/flat measured 24 hr post treatment by HPLC Triticum aestivum 0.44 ppm
Drug level in Lolium multiflorum (Italian ryegrass) shoots compound administered at rate of 14 mf/flat measured 144 hr post treatment by HPLC Lolium multiflorum 0.2 ppm
Drug level in Lolium multiflorum (Italian ryegrass) shoots compound administered at rate of 14 mf/flat measured 96 hr post treatment by HPLC Lolium multiflorum 0.36 ppm
Drug level in Lolium multiflorum (Italian ryegrass) shoots compound administered at rate of 14 mf/flat measured 72 hr post treatment by HPLC Lolium multiflorum 0.46 ppm
Drug level in Lolium multiflorum (Italian ryegrass) shoots compound administered at rate of 14 mf/flat measured 48 hr post treatment by HPLC Lolium multiflorum 1.17 ppm
Drug level in Lolium multiflorum (Italian ryegrass) shoots compound administered at rate of 14 mf/flat measured 24 hr post treatment by HPLC Lolium multiflorum 1.4 ppm
Increase in MDA content in Lolium multiflorum (Italian ryegrass) shoots compound administered at rate of 14 mf/flat measured 72 hr post treatment Lolium multiflorum 10.0 %
Increase in MDA content in Lolium multiflorum (Italian ryegrass) shoots compound administered at rate of 14 mf/flat measured 48 hr post treatment Lolium multiflorum 14.0 %
Increase in glutathione S-transferase activity in Lolium multiflorum (Italian ryegrass) compound administered at rate of 14 mf/flat measured 72 hr post treatment Lolium multiflorum 35.0 %
Increase in glutathione S-transferase activity in Lolium multiflorum (Italian ryegrass) compound administered at rate of 14 mf/flat measured 48 hr post treatment Lolium multiflorum 371.0 %
Increase in glutathione S-transferase activity in Lolium multiflorum (Italian ryegrass) compound administered at rate of 14 mf/flat measured 24 hr post treatment Lolium multiflorum 97.0 %
Reduction in glutathione S-transferase activity in Triticum aestivum (wheat) shoots compound administered at rate of 14 mf/flat measured 24 hr post treatment Triticum aestivum 15.0 %
Increase in antioxidant enzyme system in Lolium multiflorum (Italian ryegrass) shoots shoots assessed as increase in glutathione reductase activity compound administered at rate of 14 mf/flat measured 24 hr post treatment Lolium multiflorum 72.0 %
Increase in antioxidant enzyme system in Triticum aestivum (wheat) shoots assessed as increase in glutathione reductase activity compound administered at rate of 14 mf/flat measured 24 hr post treatment Triticum aestivum 36.0 %
Increase in antioxidant enzyme system in Lolium multiflorum (Italian ryegrass) shoots assessed as increase in dehydroascorbate reductase activity compound administered at rate of 14 mf/flat measured 48 hr post treatment Lolium multiflorum 19.0 %
Increase in antioxidant enzyme system in Lolium multiflorum (Italian ryegrass) shoots assessed as increase in dehydroascorbate reductase activity compound administered at rate of 14 mf/flat measured 24 hr post treatment Lolium multiflorum 8.0 %
Increase in antioxidant enzyme system in Triticum aestivum (wheat) shoots assessed as increase in dehydroascorbate reductase activity compound administered at rate of 14 mf/flat measured 72 hr post treatment Triticum aestivum 45.0 %
Increase in antioxidant enzyme system in Triticum aestivum (wheat) shoots assessed as increase in dehydroascorbate reductase activity compound administered at rate of 14 mf/flat measured 48 hr post treatment Triticum aestivum 11.0 %
Increase in antioxidant enzyme system in Triticum aestivum (wheat) shoots assessed as increase in dehydroascorbate reductase activity compound administered at rate of 14 mf/flat measured 24 hr post treatment Triticum aestivum 9.0 %
Increase in antioxidant enzyme system in Lolium multiflorum (Italian ryegrass) shoots assessed as increase in ascorbate peroxidase activity compound administered at rate of 14 mf/flat measured 72 hr post treatment Lolium multiflorum 21.0 %
Increase in antioxidant enzyme system in Lolium multiflorum (Italian ryegrass) shoots assessed as increase in ascorbate peroxidase activity compound administered at rate of 14 mf/flat measured 48 hr post treatment Lolium multiflorum 35.0 %
Increase in antioxidant enzyme system in Lolium multiflorum (Italian ryegrass) shoots assessed as increase in ascorbate peroxidase activity compound administered at rate of 14 mf/flat measured 24 hr post treatment Lolium multiflorum 11.0 %
Increase in antioxidant enzyme system in Triticum aestivum (wheat) shoots assessed as increase in ascorbate peroxidase activity compound administered at rate of 14 mf/flat measured 48 hr post treatment Triticum aestivum 10.0 %
Increase in antioxidant enzyme system in Triticum aestivum (wheat) shoots assessed as increase in ascorbate peroxidase activity compound administered at rate of 14 mf/flat measured 24 hr post treatment Triticum aestivum 46.0 %
Drug level in Triticum aestivum (wheat) shoots compound administered at rate of 14 mf/flat measured 144 hr post treatment by HPLC Triticum aestivum None
Drug level in Triticum aestivum (wheat) shoots compound administered at rate of 14 mf/flat measured 96 hr post treatment by HPLC Triticum aestivum 0.08 ppm
Drug level in Triticum aestivum (wheat) shoots compound administered at rate of 14 mf/flat measured 72 hr post treatment by HPLC Triticum aestivum 0.2 ppm
Drug level in Triticum aestivum (wheat) shoots compound administered at rate of 14 mf/flat measured 48 hr post treatment by HPLC Triticum aestivum 0.27 ppm
Drug level in Triticum aestivum (wheat) shoots compound administered at rate of 14 mf/flat measured 24 hr post treatment by HPLC Triticum aestivum 1.64 ppm
Effect on MDA content in Lolium multiflorum (Italian ryegrass) shoots compound administered at rate of 14 mf/flat measured 72 hr post treatment (Rvb = 0.67 uM/L) Lolium multiflorum 0.74 uM/L
Effect on MDA content in Lolium multiflorum (Italian ryegrass) shoots compound administered at rate of 14 mf/flat measured 48 hr post treatment (Rvb = 0.65 uM/L) Lolium multiflorum 0.74 uM/L
Effect on MDA content in Lolium multiflorum (Italian ryegrass) shoots compound administered at rate of 14 mf/flat measured 24 hr post treatment (Rvb = 0.68 uM/L) Lolium multiflorum 0.64 uM/L
Effect on MDA content in Triticum aestivum (wheat) shoots compound administered at rate of 14 mf/flat measured 72 hr post treatment (Rvb = 0.050 uM/L) Triticum aestivum 0.049 uM/L
Effect on MDA content in Triticum aestivum (wheat) shoots compound administered at rate of 14 mf/flat measured 48 hr post treatment (Rvb = 0.053 uM/L) Triticum aestivum 0.05 uM/L
Effect on MDA content in Triticum aestivum (wheat) shoots compound administered at rate of 14 mf/flat measured 24 hr post treatment (Rvb = 0.054 uM/L) Triticum aestivum 0.05 uM/L
Effect on antioxidant enzyme system in Lolium multiflorum (Italian ryegrass) shoots assessed as glutathione S-transferase activity per mg protein compound administered at rate of 14 mf/flat measured 48 hr post treatment (Rvb = 0.37 nmol/s per mg protein) Lolium multiflorum 0.5 nmol/sec
Effect on antioxidant enzyme system in Lolium multiflorum (Italian ryegrass) shoots assessed as glutathione S-transferase activity per mg protein compound administered at rate of 14 mf/flat measured 48 hr post treatment (Rvb = 0.35 nmol/s per mg protein) Lolium multiflorum 1.65 nmol/sec
Effect on antioxidant enzyme system in Lolium multiflorum (Italian ryegrass) shoots assessed as glutathione S-transferase activity per mg protein compound administered at rate of 14 mf/flat measured 24 hr post treatment (Rvb = 0.34 nmol/s per mg protein) Lolium multiflorum 0.67 nmol/sec
Effect on antioxidant enzyme system in Triticum aestivum (wheat) shoots assessed as glutathione S-transferase activity per mg protein compound administered at rate of 14 mf/flat measured 48 hr post treatment (Rvb = 2.4 nmol/s per mg protein) Triticum aestivum 2.3 nmol/sec
Effect on antioxidant enzyme system in Triticum aestivum (wheat) shoots assessed as glutathione S-transferase activity per mg protein compound administered at rate of 14 mf/flat measured 48 hr post treatment (Rvb = 2.3 nmol/s per mg protein) Triticum aestivum 2.2 nmol/sec
Effect on antioxidant enzyme system in Triticum aestivum (wheat) shoots assessed as glutathione S-transferase activity per mg protein compound administered at rate of 14 mf/flat measured 24 hr post treatment (Rvb = 2.7 nmol/s per mg protein) Triticum aestivum 2.3 nmol/sec
Effect on antioxidant enzyme system in Lolium multiflorum (Italian ryegrass) shoots assessed as glutathione reductase activity per mg protein compound administered at rate of 14 mf/flat measured 72 hr post treatment (Rvb = 1.2 nmol/s per mg protein) Lolium multiflorum 1.1 nmol/sec
Effect on antioxidant enzyme system in Lolium multiflorum (Italian ryegrass) shoots assessed as glutathione reductase activity per mg protein compound administered at rate of 14 mf/flat measured 48 hr post treatment (Rvb = 1.1 nmol/s per mg protein) Lolium multiflorum 1.0 nmol/sec
Effect on antioxidant enzyme system in Lolium multiflorum (Italian ryegrass) shoots assessed as glutathione reductase activity per mg protein compound administered at rate of 14 mf/flat measured 24 hr post treatment (Rvb = 1.1 nmol/s per mg protein) Lolium multiflorum 1.9 nmol/sec
Effect on antioxidant enzyme system in Triticum aestivum (wheat) shoots assessed as glutathione reductase activity per mg protein compound administered at rate of 14 mf/flat measured 72 hr post treatment (Rvb = 1.1 nmol/s per mg protein) Triticum aestivum 1.0 nmol/sec
Effect on antioxidant enzyme system in Triticum aestivum (wheat) shoots assessed as glutathione reductase activity per mg protein compound administered at rate of 14 mf/flat measured 48 hr post treatment (Rvb = 1.1 nmol/s per mg protein) Triticum aestivum 1.2 nmol/sec
Effect on antioxidant enzyme system in Triticum aestivum (wheat) shoots assessed as glutathione reductase activity per mg protein compound administered at rate of 14 mf/flat measured 24 hr post treatment (Rvb = 1.1 nmol/s per mg protein) Triticum aestivum 1.5 nmol/sec
Effect on antioxidant enzyme system in Lolium multiflorum (Italian ryegrass) shoots assessed as dehydroascorbate reductase activity per mg protein compound administered at rate of 14 mf/flat measured 48 hr post treatment (Rvb = 3.7 nmol/s per mg protein) Lolium multiflorum 3.7 nmol/sec
Effect on antioxidant enzyme system in Lolium multiflorum (Italian ryegrass) shoots assessed as dehydroascorbate reductase activity per mg protein compound administered at rate of 14 mf/flat measured 48 hr post treatment (Rvb = 3.6 nmol/s per mg protein) Lolium multiflorum 4.3 nmol/sec
Effect on antioxidant enzyme system in Lolium multiflorum (Italian ryegrass) shoots assessed as dehydroascorbate reductase activity per mg protein compound administered at rate of 14 mf/flat measured 24 hr post treatment (Rvb = 3.9 nmol/s per mg protein) Lolium multiflorum 4.2 nmol/sec
Effect on antioxidant enzyme system in Triticum aestivum (wheat) shoots assessed as dehydroascorbate reductase activity per mg protein compound administered at rate of 14 mf/flat measured 72 hr post treatment (Rvb = 4.7 nmol/s per mg protein) Triticum aestivum 6.8 nmol/sec
Effect on antioxidant enzyme system in Triticum aestivum (wheat) shoots assessed as dehydroascorbate reductase activity per mg protein compound administered at rate of 14 mf/flat measured 48 hr post treatment (Rvb = 4.6 nmol/s per mg protein) Triticum aestivum 5.1 nmol/sec
Effect on antioxidant enzyme system in Triticum aestivum (wheat) shoots assessed as dehydroascorbate reductase activity per mg protein compound administered at rate of 14 mf/flat measured 24 hr post treatment (Rvb = 4.6 nmol/s per mg protein) Triticum aestivum 5.0 nmol/sec
Effect on antioxidant enzyme system in Lolium multiflorum (Italian ryegrass) shoots assessed as catalase activity per mg protein compound administered at rate of 14 mf/flat measured 72 hr post treatment (Rvb = 0.12 nmol/s per mg protein) Lolium multiflorum 0.13 nmol/sec
Effect on antioxidant enzyme system in Lolium multiflorum (Italian ryegrass) shoots assessed as catalase activity per mg protein compound administered at rate of 14 mf/flat measured 48 hr post treatment (Rvb = 0.10 nmol/s per mg protein) Lolium multiflorum 0.11 nmol/sec
Effect on antioxidant enzyme system in Lolium multiflorum (Italian ryegrass) shoots assessed as catalase activity per mg protein compound administered at rate of 14 mf/flat measured 24 hr post treatment (Rvb = 0.13 nmol/s per mg protein) Lolium multiflorum 0.11 nmol/sec
Effect on antioxidant enzyme system in Triticum aestivum (wheat) shoots assessed as catalase activity per mg protein compound administered at rate of 14 mf/flat measured 72 hr post treatment (Rvb = 0.13 nmol/s per mg protein) Triticum aestivum 0.14 nmol/sec
Effect on antioxidant enzyme system in Triticum aestivum (wheat) shoots assessed as catalase activity per mg protein compound administered at rate of 14 mf/flat measured 48 hr post treatment (Rvb = 0.12 nmol/s per mg protein) Triticum aestivum 0.12 nmol/sec
Effect on antioxidant enzyme system in Triticum aestivum (wheat) shoots assessed as catalase activity per mg protein compound administered at rate of 14 mf/flat measured 24 hr post treatment (Rvb = 0.1 nmol/s per mg protein) Triticum aestivum 0.11 nmol/sec
Effect on antioxidant enzyme system in Lolium multiflorum (Italian ryegrass) shoots assessed as ascorbate peroxidase activity per mg protein compound administered at rate of 14 mf/flat measured 48 hr post treatment (Rvb = 11.6 nmol/s per mg protein) Lolium multiflorum 14.0 nmol/sec
Effect on antioxidant enzyme system in Lolium multiflorum (Italian ryegrass) shoots assessed as ascorbate peroxidase activity per mg protein compound administered at rate of 14 mf/flat measured 48 hr post treatment (Rvb = 11.3 nmol/s per mg protein) Lolium multiflorum 15.3 nmol/sec
Effect on antioxidant enzyme system in Lolium multiflorum (Italian ryegrass) shoots assessed as ascorbate peroxidase activity per mg protein compound administered at rate of 14 mf/flat measured 24 hr post treatment (Rvb = 12.5 nmol/s per mg protein) Lolium multiflorum 13.9 nmol/sec
Effect on antioxidant enzyme system in Triticum aestivum (wheat) shoots assessed as ascorbate peroxidase activity per mg protein compound administered at rate of 14 mf/flat measured 72 hr post treatment (Rvb = 17.2 nmol/s per mg protein) Triticum aestivum 17.2 nmol/sec
Effect on antioxidant enzyme system in Triticum aestivum (wheat) shoots assessed as ascorbate peroxidase activity per mg protein compound administered at rate of 14 mf/flat measured 48 hr post treatment (Rvb = 18.4 nmol/s per mg protein) Triticum aestivum 20.2 nmol/sec
Effect on antioxidant enzyme system in Triticum aestivum (wheat) shoots assessed as ascorbate peroxidase activity per mg protein compound administered at rate of 14 mf/flat measured 24 hr post treatment (Rvb = 15.7 nmol/s per mg protein) Triticum aestivum 22.9 nmol/sec
Effect on photosynthetic activity in Lolium multiflorum (Italian ryegrass) shoots assessed as dark respiration rate measured by CO2 production compound administered at rate of 14 mf/flat measured 72 hr post treatment (Rvb = -1.32 umol/m2/s) Lolium multiflorum -1.06 micromol/m2/s
Effect on photosynthetic activity in Lolium multiflorum (Italian ryegrass) shoots assessed as dark respiration rate measured by CO2 production compound administered at rate of 14 mf/flat measured 48 hr post treatment (Rvb = -1.68 umol/m2/s) Lolium multiflorum -1.36 micromol/m2/s
Effect on photosynthetic activity in Lolium multiflorum (Italian ryegrass) shoots assessed as dark respiration rate measured by CO2 production compound administered at rate of 14 mf/flat measured 24 hr post treatment (Rvb = -1.51 umol/m2/s) Lolium multiflorum -1.42 micromol/m2/s
Effect on photosynthetic activity in Lolium multiflorum (Italian ryegrass) shoots assessed as leaf net photosynthesis rate measured by CO2 production compound administered at rate of 14 mf/flat measured 72 hr post treatment (Rvb = 4.45 umol/m2/s) Lolium multiflorum 4.05 micromol/m2/s
Effect on photosynthetic activity in Lolium multiflorum (Italian ryegrass) shoots assessed as leaf net photosynthesis rate measured by CO2 production compound administered at rate of 14 mf/flat measured 48 hr post treatment (Rvb = 4.89 umol/m2/s) Lolium multiflorum 4.42 micromol/m2/s
Effect on photosynthetic activity in Lolium multiflorum (Italian ryegrass) shoots assessed as leaf net photosynthesis rate measured by CO2 production compound administered at rate of 14 mf/flat measured 24 hr post treatment (Rvb = 4.55 umol/m2/s) Lolium multiflorum 4.64 micromol/m2/s
Effect on photosynthetic activity in Triticum aestivum (wheat) shoots assessed as dark respiration rate measured by CO2 production compound administered at rate of 14 mf/flat measured 72 hr post treatment (Rvb = -1.07 umol/m2/s) Triticum aestivum -0.94 micromol/m2/s
Effect on photosynthetic activity in Triticum aestivum (wheat) shoots assessed as dark respiration rate measured by CO2 production compound administered at rate of 14 mf/flat measured 48 hr post treatment (Rvb = -1.43 umol/m2/s) Triticum aestivum -0.77 micromol/m2/s
Effect on photosynthetic activity in Triticum aestivum (wheat) shoots assessed as dark respiration rate measured by CO2 production compound administered at rate of 14 mf/flat measured 24 hr post treatment (Rvb = -1.35 umol/m2/s) Triticum aestivum -0.82 micromol/m2/s
Effect on photosynthetic activity in Triticum aestivum (wheat) shoots assessed as leaf net photosynthesis rate measured by CO2 production compound administered at rate of 14 mf/flat measured 72 hr post treatment (Rvb = 1.46 umol/m2/s) Triticum aestivum 1.25 micromol/m2/s
Effect on photosynthetic activity in Triticum aestivum (wheat) shoots assessed as leaf net photosynthesis rate measured by CO2 production compound administered at rate of 14 mf/flat measured 48 hr post treatment (Rvb = 1.92 umol/m2/s) Triticum aestivum 2.13 micromol/m2/s
Effect on photosynthetic activity in Triticum aestivum (wheat) shoots assessed as leaf net photosynthesis rate measured by CO2 production compound administered at rate of 14 mf/flat measured 24 hr post treatment (Rvb = 1.35 umol/m2/s) Triticum aestivum 1.15 micromol/m2/s

Cross References

Resources Reference
ChEMBL CHEMBL1892429
FDA SRS H4154A0WOP
PubChem 27295
SureChEMBL SCHEMBL39283
ZINC ZINC01532140
CONTENTS