NP-MRD: Showing NP-Card for trifloxystrobin (NP0234875)

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Record Information

Version

2.0

Created at

2022-09-06 17:11:13 UTC

Updated at

2022-09-06 17:11:13 UTC

NP-MRD ID

NP0234875

Secondary Accession Numbers

None

Natural Product Identification

Common Name

trifloxystrobin

Description

Trifloxystrobin, also known as cga 279202, 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. Metabolites are excreted in the feces. Trifloxystrobin is a moderately basic compound (based on its pKa). Trifloxystrobin is a potentially toxic compound. Occupational exposure to trifloxystrobin may occur through inhalation and dermal contact with this compound at workplaces where trifloxystrobin is produced or used. Trifloxystrobin is a foliar applied fungicide for cereals which is particularly active against Ascomycetes, Deuteromycetes and Oomycetes. 1) Hydrolysis of the methyl ester to he corresponding acid,. It has a broad spectrum of action with preventative and curative action. It is a respiration inhibitor (QoL fungicide). trifloxystrobin is found in Apis cerana. trifloxystrobin was first documented in 2013 (PMID: 23452212). 3) Oxidation of the methyl side chain to a primary alcohol, followed by further oxidation to the carboxylic acid (PMID: 23545189) (PMID: 23554042) (PMID: 23710563) (PMID: 24328546).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 08291403462D          

 29 30  0  0  0  0            999 V2000
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -3.3000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.3046   -3.6020    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.1296   -2.1730    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  7  4  1  0  0  0  0
  8  6  2  0  0  0  0
  9  6  1  0  0  0  0
 10  5  1  0  0  0  0
 13  1  1  0  0  0  0
 14  8  1  0  0  0  0
 14 11  2  0  0  0  0
 14 13  1  0  0  0  0
 15  7  2  0  0  0  0
 15 12  1  0  0  0  0
 16  9  2  0  0  0  0
 16 11  1  0  0  0  0
 17 10  2  0  0  0  0
 17 15  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 16  1  0  0  0  0
 21 20  1  0  0  0  0
 22 20  1  0  0  0  0
 23 20  1  0  0  0  0
 24 13  2  0  0  0  0
 25 18  2  0  0  0  0
 26 19  2  0  0  0  0
 27  2  1  0  0  0  0
 27 19  1  0  0  0  0
 28  3  1  0  0  0  0
 28 25  1  0  0  0  0
 29 12  1  0  0  0  0
 29 24  1  0  0  0  0
M  END

     RDKit          3D

 48 49  0  0  0  0  0  0  0  0999 V2000
   -5.3966   -3.0754    0.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0051   -1.7765   -0.4799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9075   -0.7697    0.4108 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9116    0.0918    0.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0204    1.0971    1.5429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0385    0.9790    2.3382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2502    2.1661    1.8384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4338    3.1230    2.8479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9132    0.1039   -0.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4573   -0.1026   -1.8376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6898    0.0979   -2.9702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3742    0.5143   -2.8744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8801    0.7072   -1.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5972    0.5106   -0.4579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9627    0.5053    0.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3201    0.8468    1.0191 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5523    0.6420    0.7858 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1922   -0.4159    0.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3811   -1.6876    0.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6241   -0.4616    0.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2935   -1.6760    0.3255 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6740   -1.7552    0.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3898   -0.6175   -0.2012 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7031    0.5779   -0.3210 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4251    1.8166   -0.7116 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1001    2.7923    0.2259 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.7919    1.6024   -0.6321 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.0780    2.1930   -1.9783 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.3368    0.6453   -0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2889   -3.8316   -0.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7957   -3.3791    0.8865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4702   -3.0707    0.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5171    3.2952    3.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6641    4.0911    2.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2812    2.8211    3.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4896   -0.3845   -1.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1292   -0.0868   -3.9434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7992    0.6715   -3.7826 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1483    1.0527   -1.4855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0603   -0.6150    1.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5730    0.9843    1.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8064   -1.9331    1.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0391   -2.5075    0.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7292   -1.4669   -0.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8346   -2.5966    0.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2386   -2.6841    0.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4582   -0.5973   -0.3637 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7900    1.5629   -0.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 29  2  0
 29 24  1  0
 24 23  2  0
 23 22  1  0
 22 21  2  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 14  9  1  0
 21 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  8 33  1  0
  8 34  1  0
  8 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 15 40  1  0
 15 41  1  0
 19 42  1  0
 19 43  1  0
 19 44  1  0
 29 48  1  0
 23 47  1  0
 22 46  1  0
 21 45  1  0
M  END


  Mrv0541 08291403462D          

 29 30  0  0  0  0            999 V2000
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -3.3000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.3046   -3.6020    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.1296   -2.1730    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  7  4  1  0  0  0  0
  8  6  2  0  0  0  0
  9  6  1  0  0  0  0
 10  5  1  0  0  0  0
 13  1  1  0  0  0  0
 14  8  1  0  0  0  0
 14 11  2  0  0  0  0
 14 13  1  0  0  0  0
 15  7  2  0  0  0  0
 15 12  1  0  0  0  0
 16  9  2  0  0  0  0
 16 11  1  0  0  0  0
 17 10  2  0  0  0  0
 17 15  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 16  1  0  0  0  0
 21 20  1  0  0  0  0
 22 20  1  0  0  0  0
 23 20  1  0  0  0  0
 24 13  2  0  0  0  0
 25 18  2  0  0  0  0
 26 19  2  0  0  0  0
 27  2  1  0  0  0  0
 27 19  1  0  0  0  0
 28  3  1  0  0  0  0
 28 25  1  0  0  0  0
 29 12  1  0  0  0  0
 29 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0234875

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO\N=C(\C(=O)OC)C1=CC=CC=C1CO\N=C(/C)C1=CC(=CC=C1)C(F)(F)F

> <INCHI_IDENTIFIER>
InChI=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_KEY>
ONCZDRURRATYFI-TVJDWZFNSA-N

> <FORMULA>
C20H19F3N2O4

> <MOLECULAR_WEIGHT>
408.3711

> <EXACT_MASS>
408.129691721

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
38.28382680638372

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2E)-2-(methoxyimino)-2-[2-({[(E)-{1-[3-(trifluoromethyl)phenyl]ethylidene}amino]oxy}methyl)phenyl]acetate

> <ALOGPS_LOGP>
4.33

> <JCHEM_LOGP>
4.8045650040000005

> <ALOGPS_LOGS>
-5.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
2.3675869897809037

> <JCHEM_POLAR_SURFACE_AREA>
69.48

> <JCHEM_REFRACTIVITY>
100.6219

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.33e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trifloxystrobin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-AUG-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-AUG-14         0                                  
HETATM    1  C   UNK     0      14.670  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.338  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.004  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.672  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.338  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.670  -5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.004  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.672  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      20.005  -5.390   0.000  0.00  0.00           C+0
HETATM   21  F   UNK     0      21.339  -6.160   0.000  0.00  0.00           F+0
HETATM   22  F   UNK     0      19.235  -6.724   0.000  0.00  0.00           F+0
HETATM   23  F   UNK     0      20.775  -4.056   0.000  0.00  0.00           F+0
HETATM   24  N   UNK     0      13.337  -4.620   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0       9.336  -2.310   0.000  0.00  0.00           N+0
HETATM   26  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      10.669  -3.080   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   27                                                            
CONECT    3   28                                                            
CONECT    4    5    7                                                       
CONECT    5    4   10                                                       
CONECT    6    8    9                                                       
CONECT    7    4   15                                                       
CONECT    8    6   14                                                       
CONECT    9    6   16                                                       
CONECT   10    5   17                                                       
CONECT   11   14   16                                                       
CONECT   12   15   29                                                       
CONECT   13    1   14   24                                                  
CONECT   14    8   11   13                                                  
CONECT   15    7   12   17                                                  
CONECT   16    9   11   20                                                  
CONECT   17   10   15   18                                                  
CONECT   18   17   19   25                                                  
CONECT   19   18   26   27                                                  
CONECT   20   16   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20                                                            
CONECT   24   13   29                                                       
CONECT   25   18   28                                                       
CONECT   26   19                                                            
CONECT   27    2   19                                                       
CONECT   28    3   25                                                       
CONECT   29   12   24                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

View in JSmol

Synonyms

Value	Source
CGA 279202	ChEBI
Methyl (alphae)-alpha-(methoxyimino)-2-[[[[(1E)-1-[3-(trifluoromethyl)phenyl]ethylidene]amino]oxy]methyl]benzeneacetate	ChEBI
Methyl (e)-methoxyimino-{(e)-alpha-[1-(alpha,alpha,alpha-trifluoro-m-tolyl)ethylideneaminooxy]-O-tolyl}acetate	ChEBI
Methyl methoxyimino(alpha-(1-(alpha,alpha,alpha-trifluoro-3-tolyl)ethylideneaminooxy)-2-tolyl)acetate	ChEBI
Methyl (alphae)-a-(methoxyimino)-2-[[[[(1E)-1-[3-(trifluoromethyl)phenyl]ethylidene]amino]oxy]methyl]benzeneacetate	Generator
Methyl (alphae)-a-(methoxyimino)-2-[[[[(1E)-1-[3-(trifluoromethyl)phenyl]ethylidene]amino]oxy]methyl]benzeneacetic acid	Generator
Methyl (alphae)-alpha-(methoxyimino)-2-[[[[(1E)-1-[3-(trifluoromethyl)phenyl]ethylidene]amino]oxy]methyl]benzeneacetic acid	Generator
Methyl (alphae)-α-(methoxyimino)-2-[[[[(1E)-1-[3-(trifluoromethyl)phenyl]ethylidene]amino]oxy]methyl]benzeneacetate	Generator
Methyl (alphae)-α-(methoxyimino)-2-[[[[(1E)-1-[3-(trifluoromethyl)phenyl]ethylidene]amino]oxy]methyl]benzeneacetic acid	Generator
Methyl (e)-methoxyimino-{(e)-a-[1-(a,a,a-trifluoro-m-tolyl)ethylideneaminooxy]-O-tolyl}acetate	Generator
Methyl (e)-methoxyimino-{(e)-a-[1-(a,a,a-trifluoro-m-tolyl)ethylideneaminooxy]-O-tolyl}acetic acid	Generator
Methyl (e)-methoxyimino-{(e)-alpha-[1-(alpha,alpha,alpha-trifluoro-m-tolyl)ethylideneaminooxy]-O-tolyl}acetic acid	Generator
Methyl (e)-methoxyimino-{(e)-α-[1-(α,α,α-trifluoro-m-tolyl)ethylideneaminooxy]-O-tolyl}acetate	Generator
Methyl (e)-methoxyimino-{(e)-α-[1-(α,α,α-trifluoro-m-tolyl)ethylideneaminooxy]-O-tolyl}acetic acid	Generator
Methyl methoxyimino(a-(1-(a,a,a-trifluoro-3-tolyl)ethylideneaminooxy)-2-tolyl)acetate	Generator
Methyl methoxyimino(a-(1-(a,a,a-trifluoro-3-tolyl)ethylideneaminooxy)-2-tolyl)acetic acid	Generator
Methyl methoxyimino(alpha-(1-(alpha,alpha,alpha-trifluoro-3-tolyl)ethylideneaminooxy)-2-tolyl)acetic acid	Generator
Methyl methoxyimino(α-(1-(α,α,α-trifluoro-3-tolyl)ethylideneaminooxy)-2-tolyl)acetate	Generator
Methyl methoxyimino(α-(1-(α,α,α-trifluoro-3-tolyl)ethylideneaminooxy)-2-tolyl)acetic acid	Generator
Trifloxy-strobin	MeSH
(e,e)-Methoxyimino-(2-(1-(3-trifluoromethylphenyl)ethylideneaminooxymethyl)phenyl)acetic acid methyl ester	MeSH

Chemical Formula

C₂₀H₁₉F₃N₂O₄

Average Mass

408.3711 Da

Monoisotopic Mass

408.12969 Da

IUPAC Name

methyl (2E)-2-(methoxyimino)-2-[2-({[(E)-{1-[3-(trifluoromethyl)phenyl]ethylidene}amino]oxy}methyl)phenyl]acetate

Traditional Name

trifloxystrobin

CAS Registry Number

Not Available

SMILES

CO\N=C(\C(=O)OC)C1=CC=CC=C1CO\N=C(/C)C1=CC(=CC=C1)C(F)(F)F

InChI Identifier

InChI=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 Key

ONCZDRURRATYFI-TVJDWZFNSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Apis cerana	LOTUS Database	35616633

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.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Trifluoromethylbenzenes

Direct Parent

Trifluoromethylbenzenes

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 Framework

Aromatic homomonocyclic compounds

External Descriptors

organofluorine compound (CHEBI:81833 )
oxime O-ether (CHEBI:81833 )
methyl ester (CHEBI:81833 )
methoxyiminoacetate strobilurin antifungal agent (CHEBI:81833 )
Strobilurin fungicides (C18562 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.33	ALOGPS
logP	4.8	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Basic)	2.37	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	69.48 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	100.62 m³·mol⁻¹	ChemAxon
Polarizability	38.28 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C18562

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11664966

PDB ID

Not Available

ChEBI ID

81833

Good Scents ID

Not Available

References

General References

Zhu J, Dai XJ, Fang JJ, Zhu HM: Simultaneous detection and degradation patterns of kresoxim-methyl and trifloxystrobin residues in citrus fruits by HPLC combined with QuEChERS. J Environ Sci Health B. 2013;48(6):470-6. doi: 10.1080/03601234.2013.761877. [PubMed:23452212 ]
Patyal SK, Sharma ID, Chandel RS, Dubey JK: Dissipation kinetics of trifloxystrobin and tebuconazole on apple (Malus domestica) and soil--a multi location study from north western Himalayan region. Chemosphere. 2013 Aug;92(8):949-54. doi: 10.1016/j.chemosphere.2013.02.069. Epub 2013 Mar 29. [PubMed:23545189 ]
Morrison SA, McMurry ST, Smith LM, Belden JB: Acute toxicity of pyraclostrobin and trifloxystrobin to Hyalella azteca. Environ Toxicol Chem. 2013 Jul;32(7):1516-25. doi: 10.1002/etc.2228. Epub 2013 May 23. [PubMed:23554042 ]
Sadlo S, Duda M, Piechowicz B, Jazwa A: Comparative study on disappearance trends of captan and trifloxystrobin residues on fruit and apple tree leaves using internal normalisation method. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2013;30(5):826-32. doi: 10.1080/19440049.2013.790088. Epub 2013 May 28. [PubMed:23710563 ]
Saha S, Purath AS, Jadhav MR, Loganathan M, Banerjee K, Rai AB: Bioefficacy, residue dynamics and safety assessment of the combination fungicide trifloxystrobin 25% + tebuconazole 50%-75 WG in managing early blight of tomato (Lycopersicon esculentum Mill.). J Environ Sci Health B. 2014;49(2):134-41. doi: 10.1080/03601234.2014.847257. [PubMed:24328546 ]
LOTUS database [Link]

Showing NP-Card for trifloxystrobin (NP0234875)

MOL for NP0234875 (trifloxystrobin)

3D MOL for NP0234875 (trifloxystrobin)

3D SDF for NP0234875 (trifloxystrobin)

3D-SDF for NP0234875 (trifloxystrobin)

PDB for NP0234875 (trifloxystrobin)

3D PDB for NP0234875 (trifloxystrobin)

SMILES for NP0234875 (trifloxystrobin)

INCHI for NP0234875 (trifloxystrobin)

Structure for NP0234875 (trifloxystrobin)

3D Structure for NP0234875 (trifloxystrobin)