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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 21:42:05 UTC

Update Date

2022-11-23 22:29:21 UTC

HMDB ID

HMDB0259211

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Trifluralin

Description

Trifluralin belongs to the class of organic compounds known as dinitroanilines. These are organic compounds containing an aniline moiety, which is substituted at 2 positions by a nitro group. Based on a literature review a significant number of articles have been published on Trifluralin. This compound has been identified in human blood as reported by (PMID: 31557052 ). Trifluralin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Trifluralin is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0259211
     RDKit          3D
trifluralin
 39 39  0  0  0  0  0  0  0  0999 V2000
   -1.9178    3.4939    0.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0265    2.2699    0.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6845    1.0938   -0.3187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9220   -0.1044   -0.4357 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5033   -1.2969   -0.9778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6054   -1.9857   -0.2524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3412   -2.5138    1.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4803   -0.1280   -0.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0626   -0.3601    1.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3470   -0.6036    2.2178 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.9116   -1.3856    3.0701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8527   -0.1617    2.6089 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.4556   -0.4132    1.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2549   -0.2357    0.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7433   -0.3181    0.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3370   -0.9758   -0.8548 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.2746    0.9542    0.3885 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.0602   -1.0470    1.3337 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.6611   -0.0075   -1.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2782    0.0595   -1.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7760    0.2767   -2.6115 N   0  0  0  0  0  4  0  0  0  0  0  0
    1.5061   -0.1566   -3.5762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3547    0.8944   -2.9747 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.3798    4.1961   -0.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9323    4.0175    1.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9289    3.2169   -0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0390    2.0579    1.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0090    2.4884   -0.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1449    1.4106   -1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6463    0.8995    0.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9393   -1.0683   -2.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6953   -2.0590   -1.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5039   -1.2637   -0.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9581   -2.8768   -0.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2448   -2.5740    1.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8681   -3.4966    1.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8031   -1.8253    1.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8791   -0.6000    2.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2732    0.1282   -2.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 14 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
 13 38  1  0
 19 39  1  0
M  CHG  4  10   1  12  -1  21   1  23  -1
M  END

  Mrv0541 02241205472D          

 23 23  0  0  0  0            999 V2000
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.0125    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395   -6.1875    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -6.1875    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
M  CHG  4  14   1  15  -1  21   1  22  -1
M  END
> <DATABASE_ID>
HMDB0259211

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCN(CCC)C1=C(C=C(C=C1[N+]([O-])=O)C(F)(F)F)[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H16F3N3O4/c1-3-5-17(6-4-2)12-10(18(20)21)7-9(13(14,15)16)8-11(12)19(22)23/h7-8H,3-6H2,1-2H3

> <INCHI_KEY>
ZSDSQXJSNMTJDA-UHFFFAOYSA-N

> <FORMULA>
C13H16F3N3O4

> <MOLECULAR_WEIGHT>
335.279

> <EXACT_MASS>
335.10929063

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
28.84409118209

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)aniline

> <ALOGPS_LOGP>
5.09

> <JCHEM_LOGP>
4.597767234333333

> <ALOGPS_LOGS>
-5.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0108048960657507

> <JCHEM_POLAR_SURFACE_AREA>
94.88

> <JCHEM_REFRACTIVITY>
79.6549

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.71e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tristar

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259211
     RDKit          3D
trifluralin
 39 39  0  0  0  0  0  0  0  0999 V2000
   -1.9178    3.4939    0.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0265    2.2699    0.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6845    1.0938   -0.3187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9220   -0.1044   -0.4357 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5033   -1.2969   -0.9778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6054   -1.9857   -0.2524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3412   -2.5138    1.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4803   -0.1280   -0.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0626   -0.3601    1.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3470   -0.6036    2.2178 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.9116   -1.3856    3.0701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8527   -0.1617    2.6089 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.4556   -0.4132    1.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2549   -0.2357    0.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7433   -0.3181    0.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3370   -0.9758   -0.8548 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.2746    0.9542    0.3885 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.0602   -1.0470    1.3337 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.6611   -0.0075   -1.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2782    0.0595   -1.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7760    0.2767   -2.6115 N   0  0  0  0  0  4  0  0  0  0  0  0
    1.5061   -0.1566   -3.5762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3547    0.8944   -2.9747 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.3798    4.1961   -0.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9323    4.0175    1.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9289    3.2169   -0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0390    2.0579    1.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0090    2.4884   -0.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1449    1.4106   -1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6463    0.8995    0.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9393   -1.0683   -2.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6953   -2.0590   -1.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5039   -1.2637   -0.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9581   -2.8768   -0.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2448   -2.5740    1.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8681   -3.4966    1.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8031   -1.8253    1.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8791   -0.6000    2.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2732    0.1282   -2.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 14 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
 13 38  1  0
 19 39  1  0
M  CHG  4  10   1  12  -1  21   1  23  -1
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -1.334  -5.390   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -4.001  -6.930   0.000  0.00  0.00           N+1
HETATM   15  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O-1
HETATM   16  O   UNK     0      -5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   18  F   UNK     0      -1.334 -13.090   0.000  0.00  0.00           F+0
HETATM   19  F   UNK     0      -2.874 -11.550   0.000  0.00  0.00           F+0
HETATM   20  F   UNK     0       0.206 -11.550   0.000  0.00  0.00           F+0
HETATM   21  N   UNK     0       1.334  -6.930   0.000  0.00  0.00           N+1
HETATM   22  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O-1
HETATM   23  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    4    9   13                                                  
CONECT    9    8   10   21                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   11   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17                                                            
CONECT   21    9   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

COMPND    HMDB0259211
HETATM    1  C1  UNL     1      -1.918   3.494   0.168  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.026   2.270   0.312  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.685   1.094  -0.319  1.00  0.00           C  
HETATM    4  N1  UNL     1      -0.922  -0.104  -0.436  1.00  0.00           N  
HETATM    5  C4  UNL     1      -1.503  -1.297  -0.978  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.605  -1.986  -0.252  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.341  -2.514   1.092  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.480  -0.128  -0.172  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.063  -0.360   1.026  1.00  0.00           C  
HETATM   10  N2  UNL     1       0.347  -0.604   2.218  1.00  0.00           N1+
HETATM   11  O1  UNL     1       0.912  -1.386   3.070  1.00  0.00           O  
HETATM   12  O2  UNL     1      -0.853  -0.162   2.609  1.00  0.00           O1-
HETATM   13  C9  UNL     1       2.456  -0.413   1.138  1.00  0.00           C  
HETATM   14  C10 UNL     1       3.255  -0.236   0.049  1.00  0.00           C  
HETATM   15  C11 UNL     1       4.743  -0.318   0.207  1.00  0.00           C  
HETATM   16  F1  UNL     1       5.337  -0.976  -0.855  1.00  0.00           F  
HETATM   17  F2  UNL     1       5.275   0.954   0.389  1.00  0.00           F  
HETATM   18  F3  UNL     1       5.060  -1.047   1.334  1.00  0.00           F  
HETATM   19  C12 UNL     1       2.661  -0.007  -1.146  1.00  0.00           C  
HETATM   20  C13 UNL     1       1.278   0.059  -1.318  1.00  0.00           C  
HETATM   21  N3  UNL     1       0.776   0.277  -2.611  1.00  0.00           N1+
HETATM   22  O3  UNL     1       1.506  -0.157  -3.576  1.00  0.00           O  
HETATM   23  O4  UNL     1      -0.355   0.894  -2.975  1.00  0.00           O1-
HETATM   24  H1  UNL     1      -1.380   4.196  -0.538  1.00  0.00           H  
HETATM   25  H2  UNL     1      -1.932   4.017   1.124  1.00  0.00           H  
HETATM   26  H3  UNL     1      -2.929   3.217  -0.184  1.00  0.00           H  
HETATM   27  H4  UNL     1      -1.039   2.058   1.439  1.00  0.00           H  
HETATM   28  H5  UNL     1      -0.009   2.488  -0.010  1.00  0.00           H  
HETATM   29  H6  UNL     1      -2.145   1.411  -1.312  1.00  0.00           H  
HETATM   30  H7  UNL     1      -2.646   0.900   0.291  1.00  0.00           H  
HETATM   31  H8  UNL     1      -1.939  -1.068  -2.023  1.00  0.00           H  
HETATM   32  H9  UNL     1      -0.695  -2.059  -1.210  1.00  0.00           H  
HETATM   33  H10 UNL     1      -3.504  -1.264  -0.269  1.00  0.00           H  
HETATM   34  H11 UNL     1      -2.958  -2.877  -0.874  1.00  0.00           H  
HETATM   35  H12 UNL     1      -1.245  -2.574   1.334  1.00  0.00           H  
HETATM   36  H13 UNL     1      -2.868  -3.497   1.299  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.803  -1.825   1.851  1.00  0.00           H  
HETATM   38  H15 UNL     1       2.879  -0.600   2.140  1.00  0.00           H  
HETATM   39  H16 UNL     1       3.273   0.128  -2.029  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   29   30
CONECT    4    5    8
CONECT    5    6   31   32
CONECT    6    7   33   34
CONECT    7   35   36   37
CONECT    8    9    9   20
CONECT    9   10   13
CONECT   10   11   11   12
CONECT   13   14   14   38
CONECT   14   15   19
CONECT   15   16   17   18
CONECT   19   20   20   39
CONECT   20   21
CONECT   21   22   22   23
END

HMDB0259211
     RDKit          3D
trifluralin
 39 39  0  0  0  0  0  0  0  0999 V2000
   -1.9178    3.4939    0.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0265    2.2699    0.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6845    1.0938   -0.3187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9220   -0.1044   -0.4357 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5033   -1.2969   -0.9778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6054   -1.9857   -0.2524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3412   -2.5138    1.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4803   -0.1280   -0.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0626   -0.3601    1.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3470   -0.6036    2.2178 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.9116   -1.3856    3.0701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8527   -0.1617    2.6089 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.4556   -0.4132    1.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2549   -0.2357    0.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7433   -0.3181    0.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3370   -0.9758   -0.8548 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.2746    0.9542    0.3885 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.0602   -1.0470    1.3337 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.6611   -0.0075   -1.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2782    0.0595   -1.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7760    0.2767   -2.6115 N   0  0  0  0  0  4  0  0  0  0  0  0
    1.5061   -0.1566   -3.5762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3547    0.8944   -2.9747 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.3798    4.1961   -0.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9323    4.0175    1.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9289    3.2169   -0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0390    2.0579    1.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0090    2.4884   -0.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1449    1.4106   -1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6463    0.8995    0.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9393   -1.0683   -2.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6953   -2.0590   -1.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5039   -1.2637   -0.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9581   -2.8768   -0.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2448   -2.5740    1.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8681   -3.4966    1.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8031   -1.8253    1.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8791   -0.6000    2.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2732    0.1282   -2.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 14 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
 13 38  1  0
 19 39  1  0
M  CHG  4  10   1  12  -1  21   1  23  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,6-Dinitro-N,N-dipropyl-4-(trifluoromethyl)benzenamine	ChEBI
alpha,alpha,alpha-Trifluoro-2,6-dinitro-N,N-dipropyl-p-toluidine	ChEBI
2,6-Dinitro-N,N-dipropyl-4-trifluoromethylaniline	Kegg
a,a,a-Trifluoro-2,6-dinitro-N,N-dipropyl-p-toluidine	Generator
Α,α,α-trifluoro-2,6-dinitro-N,N-dipropyl-p-toluidine	Generator
Treflan	MeSH

Chemical Formula

C₁₃H₁₆F₃N₃O₄

Average Molecular Weight

335.279

Monoisotopic Molecular Weight

335.10929063

IUPAC Name

2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)aniline

Traditional Name

tristar

CAS Registry Number

Not Available

SMILES

CCCN(CCC)C1=C(C=C(C=C1[N+]([O-])=O)C(F)(F)F)[N+]([O-])=O

InChI Identifier

InChI=1S/C13H16F3N3O4/c1-3-5-17(6-4-2)12-10(18(20)21)7-9(13(14,15)16)8-11(12)19(22)23/h7-8H,3-6H2,1-2H3

InChI Key

ZSDSQXJSNMTJDA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dinitroanilines. These are organic compounds containing an aniline moiety, which is substituted at 2 positions by a nitro group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Aniline and substituted anilines

Direct Parent

Dinitroanilines

Alternative Parents

Substituents

Dinitroaniline
Trifluoromethylbenzene
Nitrobenzene
Nitroaromatic compound
Tertiary aliphatic/aromatic amine
Dialkylarylamine
C-nitro compound
Tertiary amine
Organic nitro compound
Organic oxoazanium
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Alkyl fluoride
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Organofluoride
Organopnictogen compound
Organohalogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Alkyl halide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

C-nitro compound (CHEBI:35027 )
substituted aniline (CHEBI:35027 )
(trifluoromethyl)benzenes (CHEBI:35027 )
Dinitroaniline herbicides (C14343 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Macromolecular complex

Cytoskeleton (HMDB: HMDB0259211)

Organelle

Mitochondrion (HMDB: HMDB0259211)
Endoplasmic reticulum (HMDB: HMDB0259211)
Golgi apparatus (HMDB: HMDB0259211)

Biofluid or Excreta

Biofluid and excreta (HMDB: HMDB0259211)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Metabolic Pathways (HMDB: HMDB0259211)
Atrazine Degradation (HMDB: HMDB0259211)

Disease pathway

Antiviral Agents (HMDB: HMDB0259211)

Biochemical process

Cell cycle (HMDB: HMDB0259211)

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.09	ALOGPS
logP	4.6	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Basic)	-1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	94.88 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	79.65 m³·mol⁻¹	ChemAxon
Polarizability	28.84 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	175.146	30932474
DeepCCS	[M-H]-	172.788	30932474
DeepCCS	[M-2H]-	205.672	30932474
DeepCCS	[M+Na]+	181.862	30932474
AllCCS	[M+H]+	172.9	32859911
AllCCS	[M+H-H2O]+	169.9	32859911
AllCCS	[M+NH4]+	175.7	32859911
AllCCS	[M+Na]+	176.5	32859911
AllCCS	[M-H]-	170.1	32859911
AllCCS	[M+Na-2H]-	169.8	32859911
AllCCS	[M+HCOO]-	169.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
trifluralin	CCCN(CCC)C1=C(C=C(C=C1[N+]([O-])=O)C(F)(F)F)[N+]([O-])=O	2140.9	Standard polar	33892256
trifluralin	CCCN(CCC)C1=C(C=C(C=C1[N+]([O-])=O)C(F)(F)F)[N+]([O-])=O	1726.6	Standard non polar	33892256
trifluralin	CCCN(CCC)C1=C(C=C(C=C1[N+]([O-])=O)C(F)(F)F)[N+]([O-])=O	1637.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Trifluralin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-4495000000-81ecefe7acc38f41bdaa	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trifluralin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-052f-9553000000-7d3f6b0947d6139a59f3	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trifluralin 15V, Positive-QTOF	splash10-000i-0009000000-1a0dbd7e9d14b3c0201e	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifluralin 10V, Positive-QTOF	splash10-000i-1009000000-03893c173582856d32d0	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifluralin 20V, Positive-QTOF	splash10-01tc-3019000000-dad90b5f5376f3664485	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifluralin 40V, Positive-QTOF	splash10-0006-9000000000-5a6bbbd1fd5a76548f1f	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifluralin 10V, Negative-QTOF	splash10-001i-0009000000-b8d26be90ed7d94c1b29	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifluralin 20V, Negative-QTOF	splash10-001i-0009000000-132594f08e5baf68c8e1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifluralin 40V, Negative-QTOF	splash10-0006-9065000000-be1fec204ac45ff3ed97	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5368

KEGG Compound ID

C14343

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Trifluralin

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

35027

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1310531

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Trifluralin (HMDB0259211)

MOL for HMDB0259211 (Trifluralin)

3D MOL for HMDB0259211 (Trifluralin)

3D SDF for HMDB0259211 (Trifluralin)

3D-SDF for HMDB0259211 (Trifluralin)

PDB for HMDB0259211 (Trifluralin)

3D PDB for HMDB0259211 (Trifluralin)

SMILES for HMDB0259211 (Trifluralin)

INCHI for HMDB0259211 (Trifluralin)

Structure for HMDB0259211 (Trifluralin)

3D Structure for HMDB0259211 (Trifluralin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra