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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 21:41:13 UTC

Update Date

2021-09-26 23:16:36 UTC

HMDB ID

HMDB0259200

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Triflumuron

Description

triflumuron belongs to the class of organic compounds known as n-benzoyl-n'-phenylureas. These are n-acyl-phenylureas that have the acyl group substituted by a phenyl group. Based on a literature review a significant number of articles have been published on triflumuron. This compound has been identified in human blood as reported by (PMID: 31557052 ). Triflumuron is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Triflumuron 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

HMDB0259200
     RDKit          3D
Triflumuron
 34 35  0  0  0  0  0  0  0  0999 V2000
    0.1426   -0.8080   -1.8448 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4146   -0.8380   -0.5864 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5997   -1.3048   -0.1697 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6305   -1.7095    0.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7854   -3.0715    0.5569 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8486   -0.8931    0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0253   -1.4680    0.7462 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1897   -0.7384    0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2342    0.5993    0.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0723    1.1846    0.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8979    0.4489    0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4350    1.2536   -0.5502 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5502   -0.3743    0.3318 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8125    0.1200   -0.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5309    0.9114    0.9008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7768    1.4013    0.6166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4213    1.1633   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6608    1.6796   -0.8024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8904    1.0840   -0.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0487    0.8028    0.8454 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8799    2.0234   -0.8091 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1767   -0.0411   -1.2132 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7100    0.3918   -1.4688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4489   -0.1180   -1.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0206   -3.5384    1.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0287   -2.5175    0.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1313   -1.1794    1.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1478    1.1733    0.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0539    2.2312   -0.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3089   -0.4020    1.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0177    1.0944    1.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2965    2.0065    1.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1473    0.1653   -2.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9806   -0.7326   -1.9811 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  2 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 17 23  1  0
 23 24  2  0
 11  6  1  0
 24 14  1  0
  5 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 13 30  1  0
 15 31  1  0
 16 32  1  0
 23 33  1  0
 24 34  1  0
M  END


  Mrv1572004191603482D          

 24 25  0  0  0  0            999 V2000
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    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
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    5.7750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    7.8375    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9862    8.9645    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1612    7.5355    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    7.0125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    5.7750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
 10  7  2  0  0  0  0
 10  8  1  0  0  0  0
 11  3  2  0  0  0  0
 12  4  2  0  0  0  0
 12 11  1  0  0  0  0
 13 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 15  1  0  0  0  0
 18 15  1  0  0  0  0
 19 15  1  0  0  0  0
 20  9  1  0  0  0  0
 20 14  1  0  0  0  0
 21 13  2  0  0  0  0
 21 14  1  4  0  0  0
 22 13  1  0  0  0  0
 23 14  2  0  0  0  0
 24 10  1  0  0  0  0
 24 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259200

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=NC(=O)NC1=CC=C(OC(F)(F)F)C=C1)C1=CC=CC=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C15H10ClF3N2O3/c16-12-4-2-1-3-11(12)13(22)21-14(23)20-9-5-7-10(8-6-9)24-15(17,18)19/h1-8H,(H2,20,21,22,23)

> <INCHI_KEY>
XAIPTRIXGHTTNT-UHFFFAOYSA-N

> <FORMULA>
C15H10ClF3N2O3

> <MOLECULAR_WEIGHT>
358.7

> <EXACT_MASS>
358.0332044

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
31.10258504124862

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(2-chlorophenyl)(hydroxy)methylidene]-1-[4-(trifluoromethoxy)phenyl]urea

> <ALOGPS_LOGP>
3.80

> <JCHEM_LOGP>
5.122850460666666

> <ALOGPS_LOGS>
-5.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.916339976005617

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.421897418479835

> <JCHEM_PKA_STRONGEST_BASIC>
-4.847317356328264

> <JCHEM_POLAR_SURFACE_AREA>
70.92

> <JCHEM_REFRACTIVITY>
78.0309

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.83e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(2-chlorophenyl)(hydroxy)methylidene]-1-[4-(trifluoromethoxy)phenyl]urea

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259200
     RDKit          3D
Triflumuron
 34 35  0  0  0  0  0  0  0  0999 V2000
    0.1426   -0.8080   -1.8448 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4146   -0.8380   -0.5864 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5997   -1.3048   -0.1697 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6305   -1.7095    0.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7854   -3.0715    0.5569 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8486   -0.8931    0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0253   -1.4680    0.7462 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1897   -0.7384    0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2342    0.5993    0.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0723    1.1846    0.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8979    0.4489    0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4350    1.2536   -0.5502 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5502   -0.3743    0.3318 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8125    0.1200   -0.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5309    0.9114    0.9008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7768    1.4013    0.6166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4213    1.1633   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6608    1.6796   -0.8024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8904    1.0840   -0.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0487    0.8028    0.8454 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8799    2.0234   -0.8091 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1767   -0.0411   -1.2132 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7100    0.3918   -1.4688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4489   -0.1180   -1.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0206   -3.5384    1.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0287   -2.5175    0.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1313   -1.1794    1.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1478    1.1733    0.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0539    2.2312   -0.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3089   -0.4020    1.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0177    1.0944    1.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2965    2.0065    1.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1473    0.1653   -2.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9806   -0.7326   -1.9811 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  2 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 17 23  1  0
 23 24  2  0
 11  6  1  0
 24 14  1  0
  5 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 13 30  1  0
 15 31  1  0
 16 32  1  0
 23 33  1  0
 24 34  1  0
M  END

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -10.669  15.400   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -12.003  13.090   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -12.003  16.170   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -13.337  13.860   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -10.669  13.860   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -13.337  15.400   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.668   8.470   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -8.002   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -9.336  11.550   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -16.004  15.400   0.000  0.00  0.00           C+0
HETATM   16 Cl   UNK     0      -5.335  10.780   0.000  0.00  0.00          Cl+0
HETATM   17  F   UNK     0     -17.338  14.630   0.000  0.00  0.00           F+0
HETATM   18  F   UNK     0     -16.774  16.734   0.000  0.00  0.00           F+0
HETATM   19  F   UNK     0     -15.234  14.066   0.000  0.00  0.00           F+0
HETATM   20  N   UNK     0      -9.336  13.090   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0      -8.002  10.780   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0      -9.336   8.470   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0     -10.669  10.780   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0     -14.670  16.170   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1   11                                                       
CONECT    4    2   12                                                       
CONECT    5    7    9                                                       
CONECT    6    8    9                                                       
CONECT    7    5   10                                                       
CONECT    8    6   10                                                       
CONECT    9    5    6   20                                                  
CONECT   10    7    8   24                                                  
CONECT   11    3   12   13                                                  
CONECT   12    4   11   16                                                  
CONECT   13   11   21   22                                                  
CONECT   14   20   21   23                                                  
CONECT   15   17   18   19   24                                             
CONECT   16   12                                                            
CONECT   17   15                                                            
CONECT   18   15                                                            
CONECT   19   15                                                            
CONECT   20    9   14                                                       
CONECT   21   13   14                                                       
CONECT   22   13                                                            
CONECT   23   14                                                            
CONECT   24   10   15                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    HMDB0259200
HETATM    1  O1  UNL     1       0.143  -0.808  -1.845  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.415  -0.838  -0.586  1.00  0.00           C  
HETATM    3  N1  UNL     1       1.600  -1.305  -0.170  1.00  0.00           N  
HETATM    4  C2  UNL     1       2.630  -1.710   0.192  1.00  0.00           C  
HETATM    5  O2  UNL     1       2.785  -3.072   0.557  1.00  0.00           O  
HETATM    6  C3  UNL     1       3.849  -0.893   0.312  1.00  0.00           C  
HETATM    7  C4  UNL     1       5.025  -1.468   0.746  1.00  0.00           C  
HETATM    8  C5  UNL     1       6.190  -0.738   0.870  1.00  0.00           C  
HETATM    9  C6  UNL     1       6.234   0.599   0.566  1.00  0.00           C  
HETATM   10  C7  UNL     1       5.072   1.185   0.134  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.898   0.449   0.009  1.00  0.00           C  
HETATM   12 CL1  UNL     1       2.435   1.254  -0.550  1.00  0.00          CL  
HETATM   13  N2  UNL     1      -0.550  -0.374   0.332  1.00  0.00           N  
HETATM   14  C9  UNL     1      -1.813   0.120  -0.023  1.00  0.00           C  
HETATM   15  C10 UNL     1      -2.531   0.911   0.901  1.00  0.00           C  
HETATM   16  C11 UNL     1      -3.777   1.401   0.617  1.00  0.00           C  
HETATM   17  C12 UNL     1      -4.421   1.163  -0.581  1.00  0.00           C  
HETATM   18  O3  UNL     1      -5.661   1.680  -0.802  1.00  0.00           O  
HETATM   19  C13 UNL     1      -6.890   1.084  -0.512  1.00  0.00           C  
HETATM   20  F1  UNL     1      -7.049   0.803   0.845  1.00  0.00           F  
HETATM   21  F2  UNL     1      -7.880   2.023  -0.809  1.00  0.00           F  
HETATM   22  F3  UNL     1      -7.177  -0.041  -1.213  1.00  0.00           F  
HETATM   23  C14 UNL     1      -3.710   0.392  -1.469  1.00  0.00           C  
HETATM   24  C15 UNL     1      -2.449  -0.118  -1.210  1.00  0.00           C  
HETATM   25  H1  UNL     1       2.021  -3.538   1.055  1.00  0.00           H  
HETATM   26  H2  UNL     1       5.029  -2.517   0.994  1.00  0.00           H  
HETATM   27  H3  UNL     1       7.131  -1.179   1.213  1.00  0.00           H  
HETATM   28  H4  UNL     1       7.148   1.173   0.663  1.00  0.00           H  
HETATM   29  H5  UNL     1       5.054   2.231  -0.117  1.00  0.00           H  
HETATM   30  H6  UNL     1      -0.309  -0.402   1.362  1.00  0.00           H  
HETATM   31  H7  UNL     1      -2.018   1.094   1.838  1.00  0.00           H  
HETATM   32  H8  UNL     1      -4.297   2.007   1.355  1.00  0.00           H  
HETATM   33  H9  UNL     1      -4.147   0.165  -2.420  1.00  0.00           H  
HETATM   34  H10 UNL     1      -1.981  -0.733  -1.981  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   13
CONECT    3    4    4
CONECT    4    5    6
CONECT    5   25
CONECT    6    7    7   11
CONECT    7    8   26
CONECT    8    9    9   27
CONECT    9   10   28
CONECT   10   11   11   29
CONECT   11   12
CONECT   13   14   30
CONECT   14   15   15   24
CONECT   15   16   31
CONECT   16   17   17   32
CONECT   17   18   23
CONECT   18   19
CONECT   19   20   21   22
CONECT   23   24   24   33
CONECT   24   34
END

HMDB0259200
     RDKit          3D
Triflumuron
 34 35  0  0  0  0  0  0  0  0999 V2000
    0.1426   -0.8080   -1.8448 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4146   -0.8380   -0.5864 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5997   -1.3048   -0.1697 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6305   -1.7095    0.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7854   -3.0715    0.5569 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8486   -0.8931    0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0253   -1.4680    0.7462 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1897   -0.7384    0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2342    0.5993    0.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0723    1.1846    0.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8979    0.4489    0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4350    1.2536   -0.5502 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5502   -0.3743    0.3318 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8125    0.1200   -0.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5309    0.9114    0.9008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7768    1.4013    0.6166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4213    1.1633   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6608    1.6796   -0.8024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8904    1.0840   -0.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0487    0.8028    0.8454 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8799    2.0234   -0.8091 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1767   -0.0411   -1.2132 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7100    0.3918   -1.4688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4489   -0.1180   -1.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0206   -3.5384    1.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0287   -2.5175    0.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1313   -1.1794    1.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1478    1.1733    0.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0539    2.2312   -0.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3089   -0.4020    1.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0177    1.0944    1.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2965    2.0065    1.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1473    0.1653   -2.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9806   -0.7326   -1.9811 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  2 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 17 23  1  0
 23 24  2  0
 11  6  1  0
 24 14  1  0
  5 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 13 30  1  0
 15 31  1  0
 16 32  1  0
 23 33  1  0
 24 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(O-Chlorobenzoyl)-3-(p-(trifluoromethoxy)phenyl)urea	ChEBI
2-Chloro-N-({[4-(trifluoromethoxy)phenyl]amino}carbonyl)benzamide	ChEBI
Trifluron	ChEBI
1-(4-Trifluoromethoxyphenyl)-3-(2-chlorobenzoyl)urea	MeSH
2-chloro-N-(4-(Trifluoromethoxy)phenylaminocarbonyl)benzamide	MeSH
Alsystin	MeSH
BAY sir 8514	MeSH
BAY VI 7533	MeSH
BAY-sir 8514	MeSH
BAY-sir-8514	MeSH
Triflumuron	MeSH

Chemical Formula

C₁₅H₁₀ClF₃N₂O₃

Average Molecular Weight

358.7

Monoisotopic Molecular Weight

358.0332044

IUPAC Name

3-[(2-chlorophenyl)(hydroxy)methylidene]-1-[4-(trifluoromethoxy)phenyl]urea

Traditional Name

3-[(2-chlorophenyl)(hydroxy)methylidene]-1-[4-(trifluoromethoxy)phenyl]urea

CAS Registry Number

Not Available

SMILES

OC(=NC(=O)NC1=CC=C(OC(F)(F)F)C=C1)C1=CC=CC=C1Cl

InChI Identifier

InChI=1S/C15H10ClF3N2O3/c16-12-4-2-1-3-11(12)13(22)21-14(23)20-9-5-7-10(8-6-9)24-15(17,18)19/h1-8H,(H2,20,21,22,23)

InChI Key

XAIPTRIXGHTTNT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-benzoyl-n'-phenylureas. These are n-acyl-phenylureas that have the acyl group substituted by a phenyl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

N-phenylureas

Direct Parent

N-benzoyl-N'-phenylureas

Alternative Parents

Substituents

N-benzoyl-n'-phenylurea
Halobenzoic acid or derivatives
2-halobenzoic acid or derivatives
Benzoic acid or derivatives
Phenoxy compound
Benzoyl
Phenol ether
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Vinylogous halide
Trihalomethane
Urea
Carbonic acid derivative
Carboxylic acid derivative
Alkyl fluoride
Organofluoride
Organochloride
Organohalogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Halomethane
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Alkyl halide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

organofluorine compound (CHEBI:39388 )
aromatic ether (CHEBI:39388 )
monochlorobenzenes (CHEBI:39388 )
benzoylurea insecticide (CHEBI:39388 )
Pesticides (C18615 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

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	3.8	ALOGPS
logP	5.12	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	6.42	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70.92 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	78.03 m³·mol⁻¹	ChemAxon
Polarizability	31.1 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	171.891	30932474
DeepCCS	[M-H]-	169.533	30932474
DeepCCS	[M-2H]-	203.695	30932474
DeepCCS	[M+Na]+	178.883	30932474
AllCCS	[M+H]+	174.1	32859911
AllCCS	[M+H-H2O]+	171.1	32859911
AllCCS	[M+NH4]+	176.9	32859911
AllCCS	[M+Na]+	177.7	32859911
AllCCS	[M-H]-	166.2	32859911
AllCCS	[M+Na-2H]-	164.9	32859911
AllCCS	[M+HCOO]-	163.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.43 minutes	32390414
Predicted by Siyang on May 30, 2022	14.9757 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.17 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2253.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	456.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	179.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	262.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	227.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	656.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	805.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	74.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1181.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	519.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1437.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	500.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	414.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	340.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	109.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	16.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Triflumuron	OC(=NC(=O)NC1=CC=C(OC(F)(F)F)C=C1)C1=CC=CC=C1Cl	3467.8	Standard polar	33892256
Triflumuron	OC(=NC(=O)NC1=CC=C(OC(F)(F)F)C=C1)C1=CC=CC=C1Cl	2293.2	Standard non polar	33892256
Triflumuron	OC(=NC(=O)NC1=CC=C(OC(F)(F)F)C=C1)C1=CC=CC=C1Cl	2416.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Triflumuron,2TMS,isomer #1	C[Si](C)(C)OC(=NC(=O)N(C1=CC=C(OC(F)(F)F)C=C1)[Si](C)(C)C)C1=CC=CC=C1Cl	2269.2	Semi standard non polar	33892256
Triflumuron,2TMS,isomer #1	C[Si](C)(C)OC(=NC(=O)N(C1=CC=C(OC(F)(F)F)C=C1)[Si](C)(C)C)C1=CC=CC=C1Cl	2286.6	Standard non polar	33892256
Triflumuron,2TMS,isomer #1	C[Si](C)(C)OC(=NC(=O)N(C1=CC=C(OC(F)(F)F)C=C1)[Si](C)(C)C)C1=CC=CC=C1Cl	2735.4	Standard polar	33892256
Triflumuron,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=NC(=O)N(C1=CC=C(OC(F)(F)F)C=C1)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1Cl	2657.8	Semi standard non polar	33892256
Triflumuron,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=NC(=O)N(C1=CC=C(OC(F)(F)F)C=C1)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1Cl	2662.8	Standard non polar	33892256
Triflumuron,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=NC(=O)N(C1=CC=C(OC(F)(F)F)C=C1)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1Cl	2899.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Triflumuron GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-2900000000-0b364dde12c324b54858	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Triflumuron GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Triflumuron GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Triflumuron GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Triflumuron GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Triflumuron GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triflumuron 45V, Positive-QTOF	splash10-052r-0900000000-9760c8e815c17d205558	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triflumuron 30V, Positive-QTOF	splash10-0a4i-0900000000-b621808e928bf67d67a8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triflumuron 45V, Negative-QTOF	splash10-003r-9700000000-1bf5136b34284dd5a32d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triflumuron 60V, Negative-QTOF	splash10-001i-9100000000-deb283bb4ac80f88aaae	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triflumuron 30V, Negative-QTOF	splash10-0ufr-0900000000-d7cb99f8da64bf1b785a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triflumuron 15V, Negative-QTOF	splash10-0udi-0900000000-496af779c0ec8a69e054	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triflumuron 75V, Negative-QTOF	splash10-001i-9000000000-576b23620bb7a1b5e127	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triflumuron 90V, Negative-QTOF	splash10-001i-9000000000-841236b4ae1dcd0a394d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triflumuron 45V, Positive-QTOF	splash10-003r-9700000000-5c3f9cc21adb8bc153be	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triflumuron 15V, Negative-QTOF	splash10-0udi-0900000000-586c03afe72835283ee4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triflumuron 15V, Positive-QTOF	splash10-0a4i-0904000000-bcf2ecfc82a81bac7e58	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triflumuron 30V, Negative-QTOF	splash10-0ufr-0900000000-a6af3a4ecbf287557b7a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triflumuron 75V, Positive-QTOF	splash10-000i-0900000000-41ad07bccd76c4634f42	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triflumuron 60V, Positive-QTOF	splash10-000i-0900000000-d5edf36a483040f6fe49	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triflumuron 45V, Negative-QTOF	splash10-003r-9600000000-5c9a4328400243936109	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triflumuron 60V, Negative-QTOF	splash10-001i-9200000000-d99932cbd448fa5a1a92	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triflumuron 75V, Negative-QTOF	splash10-001i-9000000000-0cbe1dd87e24b35c2260	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triflumuron 10V, Positive-QTOF	splash10-0a4i-0729000000-f963db94b7d0c8db37c3	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triflumuron 20V, Positive-QTOF	splash10-0a4i-0901000000-148e38b005ec64d529a3	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triflumuron 40V, Positive-QTOF	splash10-0a4i-1900000000-037128c7317ba0da9576	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triflumuron 10V, Negative-QTOF	splash10-0a6r-0918000000-f396998144119bab7fd0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triflumuron 20V, Negative-QTOF	splash10-0kdi-1921000000-734a647c5190fd12116b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triflumuron 40V, Negative-QTOF	splash10-0a4l-5910000000-07b3d7455f441dcca0de	2016-08-03	Wishart Lab	View Spectrum

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

43172

KEGG Compound ID

C18615

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Triflumuron

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

39388

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1696211

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 Triflumuron (HMDB0259200)

MOL for HMDB0259200 (Triflumuron)

3D MOL for HMDB0259200 (Triflumuron)

3D SDF for HMDB0259200 (Triflumuron)

3D-SDF for HMDB0259200 (Triflumuron)

PDB for HMDB0259200 (Triflumuron)

3D PDB for HMDB0259200 (Triflumuron)

SMILES for HMDB0259200 (Triflumuron)

INCHI for HMDB0259200 (Triflumuron)

Structure for HMDB0259200 (Triflumuron)

3D Structure for HMDB0259200 (Triflumuron)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra