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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:45:24 UTC

Update Date

2022-03-07 02:53:06 UTC

HMDB ID

HMDB0031778

Secondary Accession Numbers

HMDB31778

Metabolite Identification

Common Name

Diflubenzuron

Description

Diflubenzuron, also known as dimilin or difluron, 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 small amount of articles have been published on Diflubenzuron.

Structure

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

HMDB0031778
     RDKit          3D
Diflubenzuron
 30 31  0  0  0  0  0  0  0  0999 V2000
    1.2184   -0.5510   -2.1767 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6599   -0.2597   -1.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7366   -0.3149   -0.9925 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6102   -0.0613    0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0457    0.2830    1.1722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0445   -0.1270    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7276    0.1737    1.2709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0132    0.5201    2.3649 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0952    0.1383    1.3927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8362   -0.2075    0.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2137   -0.5118   -0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8052   -0.4690   -0.9839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2482   -0.7772   -2.1725 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.5445    0.0814   -0.0081 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9592    0.1211   -0.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7419   -0.4349   -1.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1405   -0.3113   -1.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7832    0.3708   -0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5403    0.5206    0.0077 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.0026    0.9323    0.9691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6303    0.8134    0.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1992   -0.6006   -1.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5854    0.3788    2.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9107   -0.2307    0.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7872   -0.7912   -1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0733    0.3266    0.9145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3001   -0.9919   -1.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7399   -0.7610   -1.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5074    1.4790    1.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0174    1.2619    1.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  2 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 12  6  1  0
 21 15  1  0
  3 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 14 26  1  0
 16 27  1  0
 17 28  1  0
 20 29  1  0
 21 30  1  0
M  END

  Mrv1652305271900092D          

 21 22  0  0  0  0            999 V2000
    0.3296    2.7220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296    2.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296    1.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296    1.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0721    1.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0721    2.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8146    2.7220    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721    1.0721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721    0.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8146   -0.1646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4121   -0.2471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296   -1.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721   -1.4846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0721   -2.7220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8146   -2.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8146   -1.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0721   -1.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296   -1.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296   -2.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296   -2.7220    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.1546   -0.2471    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  8  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 18  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  2  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 21  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031778

> <DATABASE_NAME>
hmdb

> <SMILES>
FC1=CC=CC(F)=C1C(=O)NC(=O)NC1=CC=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H9ClF2N2O2/c15-8-4-6-9(7-5-8)18-14(21)19-13(20)12-10(16)2-1-3-11(12)17/h1-7H,(H2,18,19,20,21)

> <INCHI_KEY>
QQQYTWIFVNKMRW-UHFFFAOYSA-N

> <FORMULA>
C14H9ClF2N2O2

> <MOLECULAR_WEIGHT>
310.683

> <EXACT_MASS>
310.032061659

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
27.85334205687066

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(4-chlorophenyl)-1-(2,6-difluorobenzoyl)urea

> <ALOGPS_LOGP>
3.93

> <JCHEM_LOGP>
3.6096419426666664

> <ALOGPS_LOGS>
-4.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.298904517244438

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.053226826790652

> <JCHEM_PKA_STRONGEST_BASIC>
-8.930734578368822

> <JCHEM_POLAR_SURFACE_AREA>
58.2

> <JCHEM_REFRACTIVITY>
75.07169999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.00e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(4-chlorophenyl)-1-(2,6-difluorobenzoyl)urea

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031778
     RDKit          3D
Diflubenzuron
 30 31  0  0  0  0  0  0  0  0999 V2000
    1.2184   -0.5510   -2.1767 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6599   -0.2597   -1.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7366   -0.3149   -0.9925 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6102   -0.0613    0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0457    0.2830    1.1722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0445   -0.1270    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7276    0.1737    1.2709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0132    0.5201    2.3649 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0952    0.1383    1.3927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8362   -0.2075    0.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2137   -0.5118   -0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8052   -0.4690   -0.9839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2482   -0.7772   -2.1725 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.5445    0.0814   -0.0081 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9592    0.1211   -0.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7419   -0.4349   -1.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1405   -0.3113   -1.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7832    0.3708   -0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5403    0.5206    0.0077 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.0026    0.9323    0.9691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6303    0.8134    0.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1992   -0.6006   -1.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5854    0.3788    2.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9107   -0.2307    0.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7872   -0.7912   -1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0733    0.3266    0.9145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3001   -0.9919   -1.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7399   -0.7610   -1.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5074    1.4790    1.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0174    1.2619    1.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  2 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 12  6  1  0
 21 15  1  0
  3 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 14 26  1  0
 16 27  1  0
 17 28  1  0
 20 29  1  0
 21 30  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0       0.615   5.081   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.615   4.311   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.615   2.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.615   2.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.001   2.771   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.001   4.311   0.000  0.00  0.00           C+0
HETATM    7 Cl   UNK     0       3.387   5.081   0.000  0.00  0.00          Cl+0
HETATM    8  N   UNK     0      -2.001   2.001   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -2.001   0.461   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -3.387  -0.307   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      -0.769  -0.461   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -0.615  -2.001   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.001  -2.771   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.001  -5.081   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.387  -4.311   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.387  -2.771   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.001  -2.001   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.615  -2.771   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.615  -4.311   0.000  0.00  0.00           C+0
HETATM   20  F   UNK     0      -0.615  -5.081   0.000  0.00  0.00           F+0
HETATM   21  F   UNK     0       2.155  -0.461   0.000  0.00  0.00           F+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6                                                            
CONECT    8    3    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12                                                            
CONECT   14   15   19                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   12   17   19                                                  
CONECT   19   14   18   20                                                  
CONECT   20   19                                                            
CONECT   21   17                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0031778
HETATM    1  O1  UNL     1       1.218  -0.551  -2.177  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.660  -0.260  -1.050  1.00  0.00           C  
HETATM    3  N1  UNL     1      -0.737  -0.315  -0.992  1.00  0.00           N  
HETATM    4  C2  UNL     1      -1.610  -0.061   0.059  1.00  0.00           C  
HETATM    5  O2  UNL     1      -1.046   0.283   1.172  1.00  0.00           O  
HETATM    6  C3  UNL     1      -3.044  -0.127   0.086  1.00  0.00           C  
HETATM    7  C4  UNL     1      -3.728   0.174   1.271  1.00  0.00           C  
HETATM    8  F1  UNL     1      -3.013   0.520   2.365  1.00  0.00           F  
HETATM    9  C5  UNL     1      -5.095   0.138   1.393  1.00  0.00           C  
HETATM   10  C6  UNL     1      -5.836  -0.208   0.306  1.00  0.00           C  
HETATM   11  C7  UNL     1      -5.214  -0.512  -0.881  1.00  0.00           C  
HETATM   12  C8  UNL     1      -3.805  -0.469  -0.984  1.00  0.00           C  
HETATM   13  F2  UNL     1      -3.248  -0.777  -2.172  1.00  0.00           F  
HETATM   14  N2  UNL     1       1.544   0.081  -0.008  1.00  0.00           N  
HETATM   15  C9  UNL     1       2.959   0.121  -0.073  1.00  0.00           C  
HETATM   16  C10 UNL     1       3.742  -0.435  -1.049  1.00  0.00           C  
HETATM   17  C11 UNL     1       5.141  -0.311  -1.021  1.00  0.00           C  
HETATM   18  C12 UNL     1       5.783   0.371  -0.016  1.00  0.00           C  
HETATM   19 CL1  UNL     1       7.540   0.521   0.008  1.00  0.00          CL  
HETATM   20  C13 UNL     1       5.003   0.932   0.969  1.00  0.00           C  
HETATM   21  C14 UNL     1       3.630   0.813   0.946  1.00  0.00           C  
HETATM   22  H1  UNL     1      -1.199  -0.601  -1.916  1.00  0.00           H  
HETATM   23  H2  UNL     1      -5.585   0.379   2.330  1.00  0.00           H  
HETATM   24  H3  UNL     1      -6.911  -0.231   0.417  1.00  0.00           H  
HETATM   25  H4  UNL     1      -5.787  -0.791  -1.764  1.00  0.00           H  
HETATM   26  H5  UNL     1       1.073   0.327   0.914  1.00  0.00           H  
HETATM   27  H6  UNL     1       3.300  -0.992  -1.856  1.00  0.00           H  
HETATM   28  H7  UNL     1       5.740  -0.761  -1.807  1.00  0.00           H  
HETATM   29  H8  UNL     1       5.507   1.479   1.776  1.00  0.00           H  
HETATM   30  H9  UNL     1       3.017   1.262   1.730  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   14
CONECT    3    4   22
CONECT    4    5    5    6
CONECT    6    7    7   12
CONECT    7    8    9
CONECT    9   10   10   23
CONECT   10   11   24
CONECT   11   12   12   25
CONECT   12   13
CONECT   14   15   26
CONECT   15   16   16   21
CONECT   16   17   27
CONECT   17   18   18   28
CONECT   18   19   20
CONECT   20   21   21   29
CONECT   21   30
END

HMDB0031778
     RDKit          3D
Diflubenzuron
 30 31  0  0  0  0  0  0  0  0999 V2000
    1.2184   -0.5510   -2.1767 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6599   -0.2597   -1.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7366   -0.3149   -0.9925 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6102   -0.0613    0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0457    0.2830    1.1722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0445   -0.1270    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7276    0.1737    1.2709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0132    0.5201    2.3649 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0952    0.1383    1.3927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8362   -0.2075    0.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2137   -0.5118   -0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8052   -0.4690   -0.9839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2482   -0.7772   -2.1725 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.5445    0.0814   -0.0081 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9592    0.1211   -0.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7419   -0.4349   -1.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1405   -0.3113   -1.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7832    0.3708   -0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5403    0.5206    0.0077 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.0026    0.9323    0.9691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6303    0.8134    0.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1992   -0.6006   -1.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5854    0.3788    2.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9107   -0.2307    0.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7872   -0.7912   -1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0733    0.3266    0.9145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3001   -0.9919   -1.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7399   -0.7610   -1.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5074    1.4790    1.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0174    1.2619    1.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  2 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 12  6  1  0
 21 15  1  0
  3 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 14 26  1  0
 16 27  1  0
 17 28  1  0
 20 29  1  0
 21 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(4-Chlorophenyl)-3-(2,6-difluorobenzoyl)urea	ChEBI
1-(p-Chlorophenyl)-3-(2,6-difluorobenzoyl)urea	ChEBI
Difluron	ChEBI
N-(4-Chlorophenylcarbamoyl)-2,6-difluorobenzamide	ChEBI
N-{[(4-chlorophenyl)amino]carbonyl}-2,6-difluorobenzamide	ChEBI
1-(p-Chlorophenyl)-3-(2,6-difluorobenzoyl)-urea	HMDB
Astonex	HMDB
Dimilin	HMDB
Dimilin g1	HMDB
Dimilin g4	HMDB
Dimilin ODC-45	HMDB
Dimilin wp-25	HMDB
Dioflubenzuron	HMDB
Duphacid	HMDB
Larvakil	HMDB
Micromite	HMDB
N-(((4-Chlorophenyl)amino)carbonyl)-2,6-difluorobenzamide	HMDB
N-(4-Chlorophenyl)-n'-(2,6-difluorobenzoyl)urea	HMDB
N-[(4-Chlorophenyl)carbamoyl]-2,6-difluorobenzamide	HMDB
N-[[(4-Chlorophenyl)amino]carbonyl]-2,6-difluorobenzamide, 9ci	HMDB
N-[[(4-Chlorophenyl)amno]carbonyl]-2,6-difluorobenzamide	HMDB
Philips-duphar PH 60-40	HMDB
Thompson hayward 6040	HMDB
Thompson-hayward 6040	HMDB
Thompson-hayward TH6040	HMDB

Chemical Formula

C₁₄H₉ClF₂N₂O₂

Average Molecular Weight

310.683

Monoisotopic Molecular Weight

310.032061659

IUPAC Name

3-(4-chlorophenyl)-1-(2,6-difluorobenzoyl)urea

Traditional Name

3-(4-chlorophenyl)-1-(2,6-difluorobenzoyl)urea

CAS Registry Number

35367-38-5

SMILES

FC1=CC=CC(F)=C1C(=O)NC(=O)NC1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C14H9ClF2N2O2/c15-8-4-6-9(7-5-8)18-14(21)19-13(20)12-10(16)2-1-3-11(12)17/h1-7H,(H2,18,19,20,21)

InChI Key

QQQYTWIFVNKMRW-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
Benzoyl
Chlorobenzene
Fluorobenzene
Halobenzene
Aryl chloride
Aryl fluoride
Aryl halide
Vinylogous halide
Urea
Carbonic acid derivative
Carboxylic acid derivative
Organic nitrogen compound
Organohalogen compound
Organochloride
Organofluoride
Organonitrogen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monochlorobenzenes (CHEBI:34703 )
benzoylurea insecticide (CHEBI:34703 )
Pesticides (C14427 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0031778)
Cell membrane (HMDB: HMDB0031778)

Source

Endogenous

Endogenous (HMDB: HMDB0031778)

Exogenous

Food

Food (HMDB: HMDB0031778)

Exogenous (HMDB: HMDB0031778)

Process

Not Available

Role

Environmental role

Air pollutant (HMDB: HMDB0031778)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	230 - 232 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	3.88	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.006 g/L	ALOGPS
logP	3.93	ALOGPS
logP	3.61	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	9.05	ChemAxon
pKa (Strongest Basic)	-8.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.2 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	75.07 m³·mol⁻¹	ChemAxon
Polarizability	27.85 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	167.959	30932474
DeepCCS	[M-H]-	165.601	30932474
DeepCCS	[M-2H]-	198.486	30932474
DeepCCS	[M+Na]+	174.052	30932474
AllCCS	[M+H]+	166.0	32859911
AllCCS	[M+H-H2O]+	162.6	32859911
AllCCS	[M+NH4]+	169.2	32859911
AllCCS	[M+Na]+	170.1	32859911
AllCCS	[M-H]-	163.3	32859911
AllCCS	[M+Na-2H]-	162.5	32859911
AllCCS	[M+HCOO]-	161.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Diflubenzuron	FC1=CC=CC(F)=C1C(=O)NC(=O)NC1=CC=C(Cl)C=C1	3729.5	Standard polar	33892256
Diflubenzuron	FC1=CC=CC(F)=C1C(=O)NC(=O)NC1=CC=C(Cl)C=C1	2238.5	Standard non polar	33892256
Diflubenzuron	FC1=CC=CC(F)=C1C(=O)NC(=O)NC1=CC=C(Cl)C=C1	2472.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Diflubenzuron,1TMS,isomer #1	C[Si](C)(C)N(C(=O)NC1=CC=C(Cl)C=C1)C(=O)C1=C(F)C=CC=C1F	2478.8	Semi standard non polar	33892256
Diflubenzuron,1TMS,isomer #1	C[Si](C)(C)N(C(=O)NC1=CC=C(Cl)C=C1)C(=O)C1=C(F)C=CC=C1F	2156.0	Standard non polar	33892256
Diflubenzuron,1TMS,isomer #2	C[Si](C)(C)N(C(=O)NC(=O)C1=C(F)C=CC=C1F)C1=CC=C(Cl)C=C1	2421.8	Semi standard non polar	33892256
Diflubenzuron,1TMS,isomer #2	C[Si](C)(C)N(C(=O)NC(=O)C1=C(F)C=CC=C1F)C1=CC=C(Cl)C=C1	2130.7	Standard non polar	33892256
Diflubenzuron,2TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=C(F)C=CC=C1F)C(=O)N(C1=CC=C(Cl)C=C1)[Si](C)(C)C	2393.3	Semi standard non polar	33892256
Diflubenzuron,2TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=C(F)C=CC=C1F)C(=O)N(C1=CC=C(Cl)C=C1)[Si](C)(C)C	2258.0	Standard non polar	33892256
Diflubenzuron,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)NC1=CC=C(Cl)C=C1)C(=O)C1=C(F)C=CC=C1F	2714.2	Semi standard non polar	33892256
Diflubenzuron,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)NC1=CC=C(Cl)C=C1)C(=O)C1=C(F)C=CC=C1F	2385.8	Standard non polar	33892256
Diflubenzuron,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=O)NC(=O)C1=C(F)C=CC=C1F)C1=CC=C(Cl)C=C1	2673.7	Semi standard non polar	33892256
Diflubenzuron,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=O)NC(=O)C1=C(F)C=CC=C1F)C1=CC=C(Cl)C=C1	2310.5	Standard non polar	33892256
Diflubenzuron,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=C(F)C=CC=C1F)C(=O)N(C1=CC=C(Cl)C=C1)[Si](C)(C)C(C)(C)C	2856.1	Semi standard non polar	33892256
Diflubenzuron,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=C(F)C=CC=C1F)C(=O)N(C1=CC=C(Cl)C=C1)[Si](C)(C)C(C)(C)C	2645.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Diflubenzuron GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-3900000000-b680c2ad28b77e05e503	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diflubenzuron GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0w2c-4900000000-f0884ff1656b3b7f2d35	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 - Diflubenzuron LC-ESI-QFT , negative-QTOF	splash10-0a4r-0962000000-d51ae063ca121dd27bda	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diflubenzuron LC-ESI-QTOF , positive-QTOF	splash10-0bt9-0906000000-0b7a683feaa520611476	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diflubenzuron LC-ESI-QTOF , positive-QTOF	splash10-0a4i-0900000000-9df798aa7bd11cb4cabe	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diflubenzuron LC-ESI-QTOF , positive-QTOF	splash10-0a4l-0900000000-628b33107aaf0a0d1125	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diflubenzuron LC-ESI-QTOF , positive-QTOF	splash10-0006-0900000000-4bf354a6174bfbe77b0f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diflubenzuron LC-ESI-QTOF , positive-QTOF	splash10-0006-0900000000-580323bf304d52f2a7a0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diflubenzuron LC-ESI-QFT , positive-QTOF	splash10-0a4i-0900000000-e2755cab4c400036ab0e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diflubenzuron 10V, Positive-QTOF	splash10-0a4r-0973000000-59b43d9b3fdc5a0df36e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diflubenzuron 20V, Negative-QTOF	splash10-0udi-0900000000-7d99395519cf39ad79f6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diflubenzuron 35V, Negative-QTOF	splash10-0a4r-0962000000-f036463cb6a934705340	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diflubenzuron 35V, Positive-QTOF	splash10-0a4i-0900000000-a671c6d032e157baec46	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diflubenzuron 30V, Negative-QTOF	splash10-0ufr-0900000000-7517166be9d69f58f642	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diflubenzuron 10V, Negative-QTOF	splash10-0a4r-0973000000-5a5b699f42690cfd9ab1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diflubenzuron 50V, Positive-QTOF	splash10-0006-0900000000-580323bf304d52f2a7a0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diflubenzuron 10V, Positive-QTOF	splash10-0bt9-0906000000-0b7a683feaa520611476	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diflubenzuron 20V, Positive-QTOF	splash10-0a4i-0900000000-9df798aa7bd11cb4cabe	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diflubenzuron 40V, Positive-QTOF	splash10-0006-0900000000-4bf354a6174bfbe77b0f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diflubenzuron 40V, Positive-QTOF	splash10-0a4l-0900000000-628b33107aaf0a0d1125	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diflubenzuron 15V, Negative-QTOF	splash10-0a4r-0940000000-c258340c00adb9d006d9	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diflubenzuron 10V, Positive-QTOF	splash10-03di-0908000000-58c6578d7e8cae5e0ef3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diflubenzuron 20V, Positive-QTOF	splash10-054o-0900000000-83f081a44a04f3e658aa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diflubenzuron 40V, Positive-QTOF	splash10-0f6x-1900000000-841a7ed4e9898913cda9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diflubenzuron 10V, Negative-QTOF	splash10-0a4i-0906000000-3ec78cf089d639c9a7e7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diflubenzuron 20V, Negative-QTOF	splash10-056r-0901000000-846cf6d32dfbaf762061	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diflubenzuron 40V, Negative-QTOF	splash10-01t9-2900000000-c53ab8ad51c1beca6352	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB008451

KNApSAcK ID

Not Available

Chemspider ID

34065

KEGG Compound ID

C14427

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Diflubenzuron

METLIN ID

Not Available

PubChem Compound

37123

PDB ID

Not Available

ChEBI ID

34703

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Diflubenzuron (HMDB0031778)

MOL for HMDB0031778 (Diflubenzuron)

3D MOL for HMDB0031778 (Diflubenzuron)

3D SDF for HMDB0031778 (Diflubenzuron)

3D-SDF for HMDB0031778 (Diflubenzuron)

PDB for HMDB0031778 (Diflubenzuron)

3D PDB for HMDB0031778 (Diflubenzuron)

SMILES for HMDB0031778 (Diflubenzuron)

INCHI for HMDB0031778 (Diflubenzuron)

Structure for HMDB0031778 (Diflubenzuron)

3D Structure for HMDB0031778 (Diflubenzuron)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra