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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:07:00 UTC

Update Date

2021-09-26 23:01:25 UTC

HMDB ID

HMDB0250141

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Chlorsulfuron

Description

Chlorsulfuron belongs to the class of organic compounds known as s-triazinyl-2-sulfonylureas. These are aromatic heterocyclic compounds containing a s-triazine ring which is substituted with a urea at the ring 2-position. Chlorsulfuron is an extremely weak basic (essentially neutral) compound (based on its pKa). Chlorsulfuron is a potentially toxic compound. This compound has been identified in human blood as reported by (PMID: 31557052 ). Chlorsulfuron is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Chlorsulfuron 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

HMDB0250141
     RDKit          3D
Chlorsulfuron
 35 36  0  0  0  0  0  0  0  0999 V2000
    6.2725   -0.5880   -1.9651 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9203   -0.6953   -2.3823 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9176   -0.5175   -1.4021 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2329   -0.2571   -0.1310 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2831   -0.0824    0.8262 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6515    0.2043    2.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0148   -0.1893    0.4062 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6100   -0.4443   -0.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2698   -0.5595   -1.2656 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8570   -0.4188   -0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9972   -0.5752   -1.0494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8075   -0.1283    0.9075 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2866    0.0174    1.7973 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.1630    1.1377    2.8005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4912   -1.2894    2.5118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6458    0.3049    0.7500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7098   -0.5958    0.6983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7770   -0.3579   -0.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8451    0.7580   -0.9469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7845    1.6402   -0.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6862    1.4274   -0.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3606    2.5702    0.0082 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6296   -0.6091   -1.7437 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8471   -0.0007   -2.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7775   -1.5483   -1.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3060    0.0067   -1.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1587    1.1705    2.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3692   -0.5831    2.6193 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7487    0.0818    2.8746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1303   -0.7786   -2.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0561    0.0065    1.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6954   -1.4698    1.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5953   -1.0657   -0.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7035    0.9131   -1.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7903    2.5156   -1.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
  8 23  2  0
 23  3  1  0
 21 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  6 28  1  0
  6 29  1  0
  9 30  1  0
 12 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  1  0
M  END

 
  Mrv0541 09261217462D          
 
 23 24  0  0  0  0            999 V2000
   13.8036  -10.4155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8036  -11.2520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5147  -11.6703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2676  -11.2520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2676  -10.4155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5147   -9.9972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0925   -9.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5147  -12.5069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8036  -12.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9787   -9.9972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7317  -10.4155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4428   -9.9972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7317  -11.2520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2793   -9.9972    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.1159   -9.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2793   -9.1606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2793  -10.8338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5342  -10.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3708  -10.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7891   -9.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3708   -9.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5342   -9.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1159   -8.5750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 14 17  2  0  0  0  0
 15 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250141

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=NC(NC(=O)NS(=O)(=O)C2=CC=CC=C2Cl)=NC(C)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C12H12ClN5O4S/c1-7-14-10(17-12(15-7)22-2)16-11(19)18-23(20,21)9-6-4-3-5-8(9)13/h3-6H,1-2H3,(H2,14,15,16,17,18,19)

> <INCHI_KEY>
VJYIFXVZLXQVHO-UHFFFAOYSA-N

> <FORMULA>
C12H12ClN5O4S

> <MOLECULAR_WEIGHT>
357.773

> <EXACT_MASS>
357.029852294

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
32.349275122374294

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(2-chlorobenzenesulfonyl)-3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea

> <ALOGPS_LOGP>
1.70

> <JCHEM_LOGP>
2.622033065666667

> <ALOGPS_LOGS>
-4.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.069034700485943

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4566214555020363

> <JCHEM_PKA_STRONGEST_BASIC>
0.3006350982824073

> <JCHEM_POLAR_SURFACE_AREA>
123.16999999999999

> <JCHEM_REFRACTIVITY>
85.1616

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.58e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
chlorsulfuron

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250141
     RDKit          3D
Chlorsulfuron
 35 36  0  0  0  0  0  0  0  0999 V2000
    6.2725   -0.5880   -1.9651 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9203   -0.6953   -2.3823 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9176   -0.5175   -1.4021 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2329   -0.2571   -0.1310 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2831   -0.0824    0.8262 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6515    0.2043    2.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0148   -0.1893    0.4062 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6100   -0.4443   -0.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2698   -0.5595   -1.2656 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8570   -0.4188   -0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9972   -0.5752   -1.0494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8075   -0.1283    0.9075 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2866    0.0174    1.7973 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.1630    1.1377    2.8005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4912   -1.2894    2.5118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6458    0.3049    0.7500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7098   -0.5958    0.6983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7770   -0.3579   -0.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8451    0.7580   -0.9469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7845    1.6402   -0.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6862    1.4274   -0.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3606    2.5702    0.0082 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6296   -0.6091   -1.7437 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8471   -0.0007   -2.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7775   -1.5483   -1.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3060    0.0067   -1.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1587    1.1705    2.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3692   -0.5831    2.6193 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7487    0.0818    2.8746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1303   -0.7786   -2.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0561    0.0065    1.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6954   -1.4698    1.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5953   -1.0657   -0.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7035    0.9131   -1.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7903    2.5156   -1.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
  8 23  2  0
 23  3  1  0
 21 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  6 28  1  0
  6 29  1  0
  9 30  1  0
 12 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  1  0
M  END

HEADER    PROTEIN                                 26-SEP-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-SEP-12         0                                  
HETATM    1  C   UNK     0      25.767 -19.442   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      25.767 -21.004   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      27.094 -21.785   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      28.500 -21.004   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      28.500 -19.442   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      27.094 -18.661   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      24.439 -18.661   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      27.094 -23.346   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      25.767 -24.127   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      29.827 -18.661   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      31.232 -19.442   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      32.560 -18.661   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0      31.232 -21.004   0.000  0.00  0.00           O+0
HETATM   14  S   UNK     0      34.121 -18.661   0.000  0.00  0.00           S+0
HETATM   15  C   UNK     0      35.683 -18.661   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      34.121 -17.100   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      34.121 -20.223   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      36.464 -19.989   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      38.025 -19.989   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      38.806 -18.661   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      38.025 -17.334   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      36.464 -17.334   0.000  0.00  0.00           C+0
HETATM   23 Cl   UNK     0      35.683 -16.007   0.000  0.00  0.00          Cl+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    1                                                       
CONECT    7    1                                                            
CONECT    8    3    9                                                       
CONECT    9    8                                                            
CONECT   10    5   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11   14                                                       
CONECT   13   11                                                            
CONECT   14   12   15   16   17                                             
CONECT   15   14   18   22                                                  
CONECT   16   14                                                            
CONECT   17   14                                                            
CONECT   18   15   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   15   23                                                  
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0250141
HETATM    1  C1  UNL     1       6.273  -0.588  -1.965  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.920  -0.695  -2.382  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.918  -0.518  -1.402  1.00  0.00           C  
HETATM    4  N1  UNL     1       4.233  -0.257  -0.131  1.00  0.00           N  
HETATM    5  C3  UNL     1       3.283  -0.082   0.826  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.652   0.204   2.240  1.00  0.00           C  
HETATM    7  N2  UNL     1       2.015  -0.189   0.406  1.00  0.00           N  
HETATM    8  C5  UNL     1       1.610  -0.444  -0.829  1.00  0.00           C  
HETATM    9  N3  UNL     1       0.270  -0.560  -1.266  1.00  0.00           N  
HETATM   10  C6  UNL     1      -0.857  -0.419  -0.457  1.00  0.00           C  
HETATM   11  O2  UNL     1      -1.997  -0.575  -1.049  1.00  0.00           O  
HETATM   12  N4  UNL     1      -0.807  -0.128   0.908  1.00  0.00           N  
HETATM   13  S1  UNL     1      -2.287   0.017   1.797  1.00  0.00           S  
HETATM   14  O3  UNL     1      -2.163   1.138   2.800  1.00  0.00           O  
HETATM   15  O4  UNL     1      -2.491  -1.289   2.512  1.00  0.00           O  
HETATM   16  C7  UNL     1      -3.646   0.305   0.750  1.00  0.00           C  
HETATM   17  C8  UNL     1      -4.710  -0.596   0.698  1.00  0.00           C  
HETATM   18  C9  UNL     1      -5.777  -0.358  -0.137  1.00  0.00           C  
HETATM   19  C10 UNL     1      -5.845   0.758  -0.947  1.00  0.00           C  
HETATM   20  C11 UNL     1      -4.784   1.640  -0.884  1.00  0.00           C  
HETATM   21  C12 UNL     1      -3.686   1.427  -0.046  1.00  0.00           C  
HETATM   22 CL1  UNL     1      -2.361   2.570   0.008  1.00  0.00          CL  
HETATM   23  N5  UNL     1       2.630  -0.609  -1.744  1.00  0.00           N  
HETATM   24  H1  UNL     1       6.847  -0.001  -2.725  1.00  0.00           H  
HETATM   25  H2  UNL     1       6.778  -1.548  -1.846  1.00  0.00           H  
HETATM   26  H3  UNL     1       6.306   0.007  -1.006  1.00  0.00           H  
HETATM   27  H4  UNL     1       4.159   1.171   2.361  1.00  0.00           H  
HETATM   28  H5  UNL     1       4.369  -0.583   2.619  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.749   0.082   2.875  1.00  0.00           H  
HETATM   30  H7  UNL     1       0.130  -0.779  -2.297  1.00  0.00           H  
HETATM   31  H8  UNL     1       0.056   0.007   1.424  1.00  0.00           H  
HETATM   32  H9  UNL     1      -4.695  -1.470   1.307  1.00  0.00           H  
HETATM   33  H10 UNL     1      -6.595  -1.066  -0.166  1.00  0.00           H  
HETATM   34  H11 UNL     1      -6.704   0.913  -1.594  1.00  0.00           H  
HETATM   35  H12 UNL     1      -4.790   2.516  -1.490  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4   23
CONECT    4    5
CONECT    5    6    7    7
CONECT    6   27   28   29
CONECT    7    8
CONECT    8    9   23   23
CONECT    9   10   30
CONECT   10   11   11   12
CONECT   12   13   31
CONECT   13   14   14   15   15
CONECT   13   16
CONECT   16   17   17   21
CONECT   17   18   32
CONECT   18   19   19   33
CONECT   19   20   34
CONECT   20   21   21   35
CONECT   21   22
END

HMDB0250141
     RDKit          3D
Chlorsulfuron
 35 36  0  0  0  0  0  0  0  0999 V2000
    6.2725   -0.5880   -1.9651 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9203   -0.6953   -2.3823 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9176   -0.5175   -1.4021 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2329   -0.2571   -0.1310 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2831   -0.0824    0.8262 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6515    0.2043    2.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0148   -0.1893    0.4062 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6100   -0.4443   -0.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2698   -0.5595   -1.2656 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8570   -0.4188   -0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9972   -0.5752   -1.0494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8075   -0.1283    0.9075 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2866    0.0174    1.7973 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.1630    1.1377    2.8005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4912   -1.2894    2.5118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6458    0.3049    0.7500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7098   -0.5958    0.6983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7770   -0.3579   -0.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8451    0.7580   -0.9469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7845    1.6402   -0.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6862    1.4274   -0.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3606    2.5702    0.0082 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6296   -0.6091   -1.7437 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8471   -0.0007   -2.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7775   -1.5483   -1.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3060    0.0067   -1.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1587    1.1705    2.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3692   -0.5831    2.6193 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7487    0.0818    2.8746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1303   -0.7786   -2.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0561    0.0065    1.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6954   -1.4698    1.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5953   -1.0657   -0.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7035    0.9131   -1.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7903    2.5156   -1.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
  8 23  2  0
 23  3  1  0
 21 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  6 28  1  0
  6 29  1  0
  9 30  1  0
 12 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
Chlorsulphuron	Generator
Chlorsulfuron, monoammonium salt	MeSH

Chemical Formula

C₁₂H₁₂ClN₅O₄S

Average Molecular Weight

357.773

Monoisotopic Molecular Weight

357.029852294

IUPAC Name

1-(2-chlorobenzenesulfonyl)-3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea

Traditional Name

chlorsulfuron

CAS Registry Number

Not Available

SMILES

COC1=NC(NC(=O)NS(=O)(=O)C2=CC=CC=C2Cl)=NC(C)=N1

InChI Identifier

InChI=1S/C12H12ClN5O4S/c1-7-14-10(17-12(15-7)22-2)16-11(19)18-23(20,21)9-6-4-3-5-8(9)13/h3-6H,1-2H3,(H2,14,15,16,17,18,19)

InChI Key

VJYIFXVZLXQVHO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as s-triazinyl-2-sulfonylureas. These are aromatic heterocyclic compounds containing a s-triazine ring which is substituted with a urea at the ring 2-position.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Sulfonylureas

Direct Parent

S-triazinyl-2-sulfonylureas

Alternative Parents

Substituents

S-triazinyl-2-sulfonylurea
Benzenesulfonamide
Benzenesulfonyl group
2-methoxy-1,3,5-triazine
Alkoxy-s-triazine
Alkyl aryl ether
Amino-1,3,5-triazine
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
1,3,5-triazine
Benzenoid
Triazine
Heteroaromatic compound
Aminosulfonyl compound
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Carbonic acid derivative
Ether
Organoheterocyclic compound
Azacycle
Organochloride
Organohalogen compound
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organooxygen compound
Organosulfur compound
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

triazines (CHEBI:47066 )
Sulfonylurea herbicides (C05071 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Membrane (HMDB: HMDB0250141)

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	1.7	ALOGPS
logP	2.62	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	3.46	ChemAxon
pKa (Strongest Basic)	0.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	123.17 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	85.16 m³·mol⁻¹	ChemAxon
Polarizability	32.35 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]+	171.657	30932474
DeepCCS	[M-H]-	169.299	30932474
DeepCCS	[M-2H]-	203.302	30932474
DeepCCS	[M+Na]+	178.545	30932474
AllCCS	[M+H]+	177.1	32859911
AllCCS	[M+H-H2O]+	174.1	32859911
AllCCS	[M+NH4]+	179.9	32859911
AllCCS	[M+Na]+	180.7	32859911
AllCCS	[M-H]-	173.1	32859911
AllCCS	[M+Na-2H]-	173.0	32859911
AllCCS	[M+HCOO]-	172.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Chlorsulfuron	COC1=NC(NC(=O)NS(=O)(=O)C2=CC=CC=C2Cl)=NC(C)=N1	4198.8	Standard polar	33892256
Chlorsulfuron	COC1=NC(NC(=O)NS(=O)(=O)C2=CC=CC=C2Cl)=NC(C)=N1	2730.3	Standard non polar	33892256
Chlorsulfuron	COC1=NC(NC(=O)NS(=O)(=O)C2=CC=CC=C2Cl)=NC(C)=N1	2851.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Chlorsulfuron,1TMS,isomer #1	COC1=NC(C)=NC(N(C(=O)NS(=O)(=O)C2=CC=CC=C2Cl)[Si](C)(C)C)=N1	2803.6	Semi standard non polar	33892256
Chlorsulfuron,1TMS,isomer #1	COC1=NC(C)=NC(N(C(=O)NS(=O)(=O)C2=CC=CC=C2Cl)[Si](C)(C)C)=N1	2670.7	Standard non polar	33892256
Chlorsulfuron,1TMS,isomer #1	COC1=NC(C)=NC(N(C(=O)NS(=O)(=O)C2=CC=CC=C2Cl)[Si](C)(C)C)=N1	4618.3	Standard polar	33892256
Chlorsulfuron,1TMS,isomer #2	COC1=NC(C)=NC(NC(=O)N([Si](C)(C)C)S(=O)(=O)C2=CC=CC=C2Cl)=N1	2830.6	Semi standard non polar	33892256
Chlorsulfuron,1TMS,isomer #2	COC1=NC(C)=NC(NC(=O)N([Si](C)(C)C)S(=O)(=O)C2=CC=CC=C2Cl)=N1	2675.9	Standard non polar	33892256
Chlorsulfuron,1TMS,isomer #2	COC1=NC(C)=NC(NC(=O)N([Si](C)(C)C)S(=O)(=O)C2=CC=CC=C2Cl)=N1	4933.4	Standard polar	33892256
Chlorsulfuron,2TMS,isomer #1	COC1=NC(C)=NC(N(C(=O)N([Si](C)(C)C)S(=O)(=O)C2=CC=CC=C2Cl)[Si](C)(C)C)=N1	2802.0	Semi standard non polar	33892256
Chlorsulfuron,2TMS,isomer #1	COC1=NC(C)=NC(N(C(=O)N([Si](C)(C)C)S(=O)(=O)C2=CC=CC=C2Cl)[Si](C)(C)C)=N1	2898.1	Standard non polar	33892256
Chlorsulfuron,2TMS,isomer #1	COC1=NC(C)=NC(N(C(=O)N([Si](C)(C)C)S(=O)(=O)C2=CC=CC=C2Cl)[Si](C)(C)C)=N1	4229.2	Standard polar	33892256
Chlorsulfuron,1TBDMS,isomer #1	COC1=NC(C)=NC(N(C(=O)NS(=O)(=O)C2=CC=CC=C2Cl)[Si](C)(C)C(C)(C)C)=N1	2995.7	Semi standard non polar	33892256
Chlorsulfuron,1TBDMS,isomer #1	COC1=NC(C)=NC(N(C(=O)NS(=O)(=O)C2=CC=CC=C2Cl)[Si](C)(C)C(C)(C)C)=N1	2894.7	Standard non polar	33892256
Chlorsulfuron,1TBDMS,isomer #1	COC1=NC(C)=NC(N(C(=O)NS(=O)(=O)C2=CC=CC=C2Cl)[Si](C)(C)C(C)(C)C)=N1	4507.4	Standard polar	33892256
Chlorsulfuron,1TBDMS,isomer #2	COC1=NC(C)=NC(NC(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C2=CC=CC=C2Cl)=N1	3082.9	Semi standard non polar	33892256
Chlorsulfuron,1TBDMS,isomer #2	COC1=NC(C)=NC(NC(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C2=CC=CC=C2Cl)=N1	2895.4	Standard non polar	33892256
Chlorsulfuron,1TBDMS,isomer #2	COC1=NC(C)=NC(NC(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C2=CC=CC=C2Cl)=N1	4858.8	Standard polar	33892256
Chlorsulfuron,2TBDMS,isomer #1	COC1=NC(C)=NC(N(C(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C2=CC=CC=C2Cl)[Si](C)(C)C(C)(C)C)=N1	3204.9	Semi standard non polar	33892256
Chlorsulfuron,2TBDMS,isomer #1	COC1=NC(C)=NC(N(C(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C2=CC=CC=C2Cl)[Si](C)(C)C(C)(C)C)=N1	3330.3	Standard non polar	33892256
Chlorsulfuron,2TBDMS,isomer #1	COC1=NC(C)=NC(N(C(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C2=CC=CC=C2Cl)[Si](C)(C)C(C)(C)C)=N1	4147.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Chlorsulfuron GC-MS (Non-derivatized) - 70eV, Positive	splash10-01xx-2901000000-09c0f4700cb79bc05cda	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chlorsulfuron GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0403-9700000000-651e799dbe7da9ff2af9	2014-10-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorsulfuron 10V, Positive-QTOF	splash10-052f-0905000000-a16d59453ce406e972ab	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorsulfuron 20V, Positive-QTOF	splash10-0006-0900000000-e40b3705beb14d67c1d9	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorsulfuron 40V, Positive-QTOF	splash10-0006-9400000000-c7bd55b12c6ae6b24173	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorsulfuron 10V, Negative-QTOF	splash10-0a4r-1569000000-dac1386f83ca448d604b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorsulfuron 20V, Negative-QTOF	splash10-052r-5922000000-10153178defe84b52428	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorsulfuron 40V, Negative-QTOF	splash10-0a4i-9000000000-89b7bbddd1c8b13a9cab	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorsulfuron 10V, Negative-QTOF	splash10-0a4r-0709000000-527d47cc8f39a722963b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorsulfuron 20V, Negative-QTOF	splash10-000i-4900000000-10636bbf1fcf0bc55fd9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorsulfuron 40V, Negative-QTOF	splash10-05mx-9600000000-492da2aef03f1795b888	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorsulfuron 10V, Positive-QTOF	splash10-066r-0904000000-5e16af6ea15c2016024f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorsulfuron 20V, Positive-QTOF	splash10-02t9-1900000000-3ccee1f866d724241930	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorsulfuron 40V, Positive-QTOF	splash10-0fyc-5900000000-61a89a3b877060424490	2021-10-12	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

Not Available

KEGG Compound ID

C05071

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

47491

PDB ID

Not Available

ChEBI ID

Not Available

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 Chlorsulfuron (HMDB0250141)

MOL for HMDB0250141 (Chlorsulfuron)

3D MOL for HMDB0250141 (Chlorsulfuron)

3D SDF for HMDB0250141 (Chlorsulfuron)

3D-SDF for HMDB0250141 (Chlorsulfuron)

PDB for HMDB0250141 (Chlorsulfuron)

3D PDB for HMDB0250141 (Chlorsulfuron)

SMILES for HMDB0250141 (Chlorsulfuron)

INCHI for HMDB0250141 (Chlorsulfuron)

Structure for HMDB0250141 (Chlorsulfuron)

3D Structure for HMDB0250141 (Chlorsulfuron)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra