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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:06:18 UTC

Update Date

2021-09-26 23:01:24 UTC

HMDB ID

HMDB0250129

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Chloroxuron

Description

chloroxuron, also known as C 1983 or chloroxifenidim, belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group. Based on a literature review a significant number of articles have been published on chloroxuron. This compound has been identified in human blood as reported by (PMID: 31557052 ). Chloroxuron is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Chloroxuron 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

HMDB0250129
     RDKit          3D
Chloroxuron
 35 36  0  0  0  0  0  0  0  0999 V2000
    5.3883   -0.6376    0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6742    0.6095    0.1995 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4126    1.8380    0.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2644    0.6239    0.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7158    1.7551    0.1329 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5758   -0.6125    0.0934 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1878   -0.8121    0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2370    0.1745    0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1428   -0.0767   -0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5818   -1.3804   -0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9442   -1.6225   -0.1543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8897   -0.6090   -0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4350   -0.0940    0.9760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3710    0.9090    0.9562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8119    1.4517   -0.2336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0131    2.7392   -0.2641 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.2748    0.9460   -1.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3344   -0.0618   -1.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6514   -2.3909   -0.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6999   -2.1229   -0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4659   -0.5103    0.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1943   -1.1546   -0.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0211   -1.3420    0.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1613    2.4017   -0.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0455    2.4715    1.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4960    1.7014    0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1783   -1.4983    0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5575    1.2061    0.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8326    0.7813   -0.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1157   -0.4929    1.9350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8131    1.3278    1.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5989    1.3496   -2.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8926   -0.4814   -2.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9614   -3.4357   -0.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3891   -2.9509    0.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 10 19  1  0
 19 20  2  0
 20  7  1  0
 18 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 13 30  1  0
 14 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  1  0
M  END


  Mrv1572004191601192D          

 20 21  0  0  0  0            999 V2000
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    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
    0.0000    0.0000    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
    2.8579   -1.6500    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 11  3  2  0  0  0  0
 11  4  1  0  0  0  0
 12  5  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  2  0  0  0  0
 13  8  1  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 17 15  1  0  0  0  0
 18  1  1  0  0  0  0
 18  2  1  0  0  0  0
 18 15  1  0  0  0  0
 19 15  2  0  0  0  0
 20 13  1  0  0  0  0
 20 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250129

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)C(=O)NC1=CC=C(OC2=CC=C(Cl)C=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H15ClN2O2/c1-18(2)15(19)17-12-5-9-14(10-6-12)20-13-7-3-11(16)4-8-13/h3-10H,1-2H3,(H,17,19)

> <INCHI_KEY>
IVUXTESCPZUGJC-UHFFFAOYSA-N

> <FORMULA>
C15H15ClN2O2

> <MOLECULAR_WEIGHT>
290.75

> <EXACT_MASS>
290.0822054

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
29.917353969611458

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[4-(4-chlorophenoxy)phenyl]-3,3-dimethylurea

> <ALOGPS_LOGP>
3.40

> <JCHEM_LOGP>
3.429094640333333

> <ALOGPS_LOGS>
-4.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.94500979932327

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9799577300417206

> <JCHEM_POLAR_SURFACE_AREA>
41.57000000000001

> <JCHEM_REFRACTIVITY>
80.43670000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.55e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
chloroxuron

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250129
     RDKit          3D
Chloroxuron
 35 36  0  0  0  0  0  0  0  0999 V2000
    5.3883   -0.6376    0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6742    0.6095    0.1995 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4126    1.8380    0.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2644    0.6239    0.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7158    1.7551    0.1329 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5758   -0.6125    0.0934 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1878   -0.8121    0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2370    0.1745    0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1428   -0.0767   -0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5818   -1.3804   -0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9442   -1.6225   -0.1543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8897   -0.6090   -0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4350   -0.0940    0.9760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3710    0.9090    0.9562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8119    1.4517   -0.2336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0131    2.7392   -0.2641 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.2748    0.9460   -1.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3344   -0.0618   -1.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6514   -2.3909   -0.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6999   -2.1229   -0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4659   -0.5103    0.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1943   -1.1546   -0.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0211   -1.3420    0.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1613    2.4017   -0.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0455    2.4715    1.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4960    1.7014    0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1783   -1.4983    0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5575    1.2061    0.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8326    0.7813   -0.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1157   -0.4929    1.9350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8131    1.3278    1.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5989    1.3496   -2.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8926   -0.4814   -2.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9614   -3.4357   -0.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3891   -2.9509    0.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 10 19  1  0
 19 20  2  0
 20  7  1  0
 18 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 13 30  1  0
 14 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  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      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   16 Cl   UNK     0       4.001  -6.930   0.000  0.00  0.00          Cl+0
HETATM   17  N   UNK     0      -1.334   2.310   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0      -2.667   4.620   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2   18                                                            
CONECT    3    7   11                                                       
CONECT    4    8   11                                                       
CONECT    5    9   12                                                       
CONECT    6   10   12                                                       
CONECT    7    3   13                                                       
CONECT    8    4   13                                                       
CONECT    9    5   14                                                       
CONECT   10    6   14                                                       
CONECT   11    3    4   16                                                  
CONECT   12    5    6   17                                                  
CONECT   13    7    8   20                                                  
CONECT   14    9   10   20                                                  
CONECT   15   17   18   19                                                  
CONECT   16   11                                                            
CONECT   17   12   15                                                       
CONECT   18    1    2   15                                                  
CONECT   19   15                                                            
CONECT   20   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0250129
HETATM    1  C1  UNL     1       5.388  -0.638   0.212  1.00  0.00           C  
HETATM    2  N1  UNL     1       4.674   0.609   0.199  1.00  0.00           N  
HETATM    3  C2  UNL     1       5.413   1.838   0.248  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.264   0.624   0.140  1.00  0.00           C  
HETATM    5  O1  UNL     1       2.716   1.755   0.133  1.00  0.00           O  
HETATM    6  N2  UNL     1       2.576  -0.612   0.093  1.00  0.00           N  
HETATM    7  C4  UNL     1       1.188  -0.812   0.032  1.00  0.00           C  
HETATM    8  C5  UNL     1       0.237   0.174   0.006  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.143  -0.077  -0.056  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.582  -1.380  -0.093  1.00  0.00           C  
HETATM   11  O2  UNL     1      -2.944  -1.622  -0.154  1.00  0.00           O  
HETATM   12  C8  UNL     1      -3.890  -0.609  -0.180  1.00  0.00           C  
HETATM   13  C9  UNL     1      -4.435  -0.094   0.976  1.00  0.00           C  
HETATM   14  C10 UNL     1      -5.371   0.909   0.956  1.00  0.00           C  
HETATM   15  C11 UNL     1      -5.812   1.452  -0.234  1.00  0.00           C  
HETATM   16 CL1  UNL     1      -7.013   2.739  -0.264  1.00  0.00          CL  
HETATM   17  C12 UNL     1      -5.275   0.946  -1.398  1.00  0.00           C  
HETATM   18  C13 UNL     1      -4.334  -0.062  -1.377  1.00  0.00           C  
HETATM   19  C14 UNL     1      -0.651  -2.391  -0.068  1.00  0.00           C  
HETATM   20  C15 UNL     1       0.700  -2.123  -0.008  1.00  0.00           C  
HETATM   21  H1  UNL     1       6.466  -0.510   0.385  1.00  0.00           H  
HETATM   22  H2  UNL     1       5.194  -1.155  -0.773  1.00  0.00           H  
HETATM   23  H3  UNL     1       5.021  -1.342   0.990  1.00  0.00           H  
HETATM   24  H4  UNL     1       5.161   2.402  -0.697  1.00  0.00           H  
HETATM   25  H5  UNL     1       5.045   2.471   1.077  1.00  0.00           H  
HETATM   26  H6  UNL     1       6.496   1.701   0.241  1.00  0.00           H  
HETATM   27  H7  UNL     1       3.178  -1.498   0.106  1.00  0.00           H  
HETATM   28  H8  UNL     1       0.558   1.206   0.034  1.00  0.00           H  
HETATM   29  H9  UNL     1      -1.833   0.781  -0.073  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.116  -0.493   1.935  1.00  0.00           H  
HETATM   31  H11 UNL     1      -5.813   1.328   1.870  1.00  0.00           H  
HETATM   32  H12 UNL     1      -5.599   1.350  -2.350  1.00  0.00           H  
HETATM   33  H13 UNL     1      -3.893  -0.481  -2.273  1.00  0.00           H  
HETATM   34  H14 UNL     1      -0.961  -3.436  -0.097  1.00  0.00           H  
HETATM   35  H15 UNL     1       1.389  -2.951   0.010  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    4
CONECT    3   24   25   26
CONECT    4    5    5    6
CONECT    6    7   27
CONECT    7    8    8   20
CONECT    8    9   28
CONECT    9   10   10   29
CONECT   10   11   19
CONECT   11   12
CONECT   12   13   13   18
CONECT   13   14   30
CONECT   14   15   15   31
CONECT   15   16   17
CONECT   17   18   18   32
CONECT   18   33
CONECT   19   20   20   34
CONECT   20   35
END

HMDB0250129
     RDKit          3D
Chloroxuron
 35 36  0  0  0  0  0  0  0  0999 V2000
    5.3883   -0.6376    0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6742    0.6095    0.1995 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4126    1.8380    0.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2644    0.6239    0.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7158    1.7551    0.1329 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5758   -0.6125    0.0934 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1878   -0.8121    0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2370    0.1745    0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1428   -0.0767   -0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5818   -1.3804   -0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9442   -1.6225   -0.1543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8897   -0.6090   -0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4350   -0.0940    0.9760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3710    0.9090    0.9562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8119    1.4517   -0.2336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0131    2.7392   -0.2641 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.2748    0.9460   -1.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3344   -0.0618   -1.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6514   -2.3909   -0.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6999   -2.1229   -0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4659   -0.5103    0.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1943   -1.1546   -0.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0211   -1.3420    0.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1613    2.4017   -0.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0455    2.4715    1.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4960    1.7014    0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1783   -1.4983    0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5575    1.2061    0.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8326    0.7813   -0.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1157   -0.4929    1.9350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8131    1.3278    1.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5989    1.3496   -2.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8926   -0.4814   -2.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9614   -3.4357   -0.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3891   -2.9509    0.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 10 19  1  0
 19 20  2  0
 20  7  1  0
 18 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 13 30  1  0
 14 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-[p-(p-Chlorophenoxy)phenyl]-1,1-dimethylurea	ChEBI
C 1983	ChEBI
C-1983	ChEBI
Chloroxifenidim	ChEBI
Ciba 1983	ChEBI
Gesamoos	ChEBI
N'-[4-(4-chlorophenoxy)phenyl]-N,N-dimethylurea	ChEBI
Norex	ChEBI
Tenoran	ChEBI
Chloroxuron	MeSH

Chemical Formula

C₁₅H₁₅ClN₂O₂

Average Molecular Weight

290.75

Monoisotopic Molecular Weight

290.0822054

IUPAC Name

1-[4-(4-chlorophenoxy)phenyl]-3,3-dimethylurea

Traditional Name

chloroxuron

CAS Registry Number

Not Available

SMILES

CN(C)C(=O)NC1=CC=C(OC2=CC=C(Cl)C=C2)C=C1

InChI Identifier

InChI=1S/C15H15ClN2O2/c1-18(2)15(19)17-12-5-9-14(10-6-12)20-13-7-3-11(16)4-8-13/h3-10H,1-2H3,(H,17,19)

InChI Key

IVUXTESCPZUGJC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylethers

Direct Parent

Diphenylethers

Alternative Parents

Substituents

Diphenylether
Diaryl ether
N-phenylurea
Phenoxy compound
Phenol ether
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Urea
Carbonic acid derivative
Ether
Organic nitrogen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	3.4	ALOGPS
logP	3.43	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	13.95	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	41.57 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	80.44 m³·mol⁻¹	ChemAxon
Polarizability	29.92 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]+	167.146	30932474
DeepCCS	[M-H]-	164.788	30932474
DeepCCS	[M-2H]-	197.674	30932474
DeepCCS	[M+Na]+	173.239	30932474
AllCCS	[M+H]+	165.4	32859911
AllCCS	[M+H-H2O]+	162.0	32859911
AllCCS	[M+NH4]+	168.5	32859911
AllCCS	[M+Na]+	169.4	32859911
AllCCS	[M-H]-	168.2	32859911
AllCCS	[M+Na-2H]-	167.8	32859911
AllCCS	[M+HCOO]-	167.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Chloroxuron	CN(C)C(=O)NC1=CC=C(OC2=CC=C(Cl)C=C2)C=C1	3546.6	Standard polar	33892256
Chloroxuron	CN(C)C(=O)NC1=CC=C(OC2=CC=C(Cl)C=C2)C=C1	2023.2	Standard non polar	33892256
Chloroxuron	CN(C)C(=O)NC1=CC=C(OC2=CC=C(Cl)C=C2)C=C1	2671.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Chloroxuron,1TMS,isomer #1	CN(C)C(=O)N(C1=CC=C(OC2=CC=C(Cl)C=C2)C=C1)[Si](C)(C)C	2392.7	Semi standard non polar	33892256
Chloroxuron,1TMS,isomer #1	CN(C)C(=O)N(C1=CC=C(OC2=CC=C(Cl)C=C2)C=C1)[Si](C)(C)C	2150.3	Standard non polar	33892256
Chloroxuron,1TMS,isomer #1	CN(C)C(=O)N(C1=CC=C(OC2=CC=C(Cl)C=C2)C=C1)[Si](C)(C)C	3182.8	Standard polar	33892256
Chloroxuron,1TBDMS,isomer #1	CN(C)C(=O)N(C1=CC=C(OC2=CC=C(Cl)C=C2)C=C1)[Si](C)(C)C(C)(C)C	2670.1	Semi standard non polar	33892256
Chloroxuron,1TBDMS,isomer #1	CN(C)C(=O)N(C1=CC=C(OC2=CC=C(Cl)C=C2)C=C1)[Si](C)(C)C(C)(C)C	2293.3	Standard non polar	33892256
Chloroxuron,1TBDMS,isomer #1	CN(C)C(=O)N(C1=CC=C(OC2=CC=C(Cl)C=C2)C=C1)[Si](C)(C)C(C)(C)C	3230.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Chloroxuron GC-MS (Non-derivatized) - 70eV, Positive	splash10-00xu-7490000000-3be6d04d1539d9f95026	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chloroxuron GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chloroxuron 35V, Positive-QTOF	splash10-0006-0390000000-6903e48a6576f52013d3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chloroxuron 30V, Positive-QTOF	splash10-014i-0490000000-d08d664a944d2d461110	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chloroxuron 10V, Positive-QTOF	splash10-0006-0090000000-6c546a48ce61bfd2aba5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chloroxuron 55V, Positive-QTOF	splash10-03dj-0930000000-8888851d5c17bca77c85	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chloroxuron 80V, Positive-QTOF	splash10-00di-9100000000-bf6d8c29272e338bbd43	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chloroxuron 20V, Positive-QTOF	splash10-0006-0190000000-6cd17acd0efe517d7529	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chloroxuron 50V, Positive-QTOF	splash10-01t9-0900000000-3c81a2987dd4b1362fd5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chloroxuron 55V, Positive-QTOF	splash10-00di-9000000000-2e340bf057bf9f1c6d3f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chloroxuron 60V, Positive-QTOF	splash10-00di-9000000000-776e3e891268b26ab046	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chloroxuron 45V, Positive-QTOF	splash10-00di-9000000000-7062694fa8294cd43b92	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chloroxuron 15V, Positive-QTOF	splash10-0006-1090000000-ea1d8f3431fa87992229	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chloroxuron 30V, Positive-QTOF	splash10-00di-9030000000-b3c8a764c25710841d85	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chloroxuron 50V, Positive-QTOF	splash10-01t9-0900000000-24187f66bd02767e7005	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chloroxuron 90V, Positive-QTOF	splash10-00e9-1900000000-cadecb0de5f1e55b8073	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chloroxuron 15V, Negative-QTOF	splash10-000i-0090000000-d869081fc590b9e22200	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chloroxuron 30V, Negative-QTOF	splash10-000l-0290000000-6c93230d4acf804ade79	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chloroxuron 60V, Negative-QTOF	splash10-0089-0900000000-49bc527cd2f0b87c2b35	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chloroxuron 45V, Negative-QTOF	splash10-01zc-0930000000-a159577675fb12d675ba	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chloroxuron 90V, Negative-QTOF	splash10-00e9-1900000000-0545b25e52dc8d7bc673	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloroxuron 10V, Positive-QTOF	splash10-0006-0090000000-c0e82caf038311e8025d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloroxuron 20V, Positive-QTOF	splash10-0005-4090000000-5ad9402a9a96e220ce1c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloroxuron 40V, Positive-QTOF	splash10-01ot-7950000000-befcd0a63ca257382ae0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloroxuron 10V, Negative-QTOF	splash10-000i-0090000000-6ecf142b67e61b25740d	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloroxuron 20V, Negative-QTOF	splash10-000f-0090000000-ab92f7a64d860de4ea13	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloroxuron 40V, Negative-QTOF	splash10-016u-4890000000-01f779164e81a179d449	2016-08-04	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

15299

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Chloroxuron

METLIN ID

Not Available

PubChem Compound

16115

PDB ID

Not Available

ChEBI ID

82200

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

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 Chloroxuron (HMDB0250129)

MOL for HMDB0250129 (Chloroxuron)

3D MOL for HMDB0250129 (Chloroxuron)

3D SDF for HMDB0250129 (Chloroxuron)

3D-SDF for HMDB0250129 (Chloroxuron)

PDB for HMDB0250129 (Chloroxuron)

3D PDB for HMDB0250129 (Chloroxuron)

SMILES for HMDB0250129 (Chloroxuron)

INCHI for HMDB0250129 (Chloroxuron)

Structure for HMDB0250129 (Chloroxuron)

3D Structure for HMDB0250129 (Chloroxuron)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra