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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:11:53 UTC

Update Date

2021-09-26 22:53:20 UTC

HMDB ID

HMDB0245093

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid

Description

2-DCO-2-Me-butenoate belongs to the class of organic compounds known as dichlorobenzenes. Dichlorobenzenes are compounds containing a benzene with exactly two chlorine atoms attached to it. Based on a literature review very few articles have been published on 2-DCO-2-Me-butenoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-(((3,5-dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid 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

HMDB0245093
     RDKit          3D
2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid
 30 30  0  0  0  0  0  0  0  0999 V2000
   -4.5238   -0.6022   -0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5632   -0.5094    0.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1464   -0.1447    0.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0008   -0.4896   -1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3317   -0.8652    0.9382 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0477   -0.8350    0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8191   -1.6153    1.8033 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5891   -0.0385    0.0760 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0011    0.0766   -0.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6093    1.2464    0.3838 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9656    1.4281    0.3201 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7252    2.9244    0.8382 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7564    0.3921   -0.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1719   -0.7829   -0.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1793   -2.0746   -1.1920 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8011   -0.9388   -0.5030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9966    1.3290    0.2198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2104    1.8455    1.0538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7488    2.1684   -0.5848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3241   -0.4200   -1.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5174   -0.8611   -0.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7969   -0.6995    1.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5520   -1.4273   -1.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9871   -0.5909   -1.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4870    0.3344   -1.9683 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6044   -2.6216    1.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9940    2.0375    0.7595 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8286    0.5771   -0.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2998   -1.8437   -0.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2064    3.0007   -0.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  3
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
  3 17  1  0
 17 18  2  0
 17 19  1  0
 16  9  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  4 23  1  0
  4 24  1  0
  4 25  1  0
  7 26  1  0
 10 27  1  0
 13 28  1  0
 16 29  1  0
 19 30  1  0
M  END


  Mrv1652306031606082D          

 19 19  0  0  0  0            999 V2000
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    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
    0.0000    0.8250    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
    0.7145    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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -2.4750    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
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664   -3.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664   -1.7605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  7  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  4  1  0  0  0  0
  8  6  2  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
 12  2  1  0  0  0  0
 12  3  1  0  0  0  0
 12 10  1  0  0  0  0
 13  7  1  0  0  0  0
 14  8  1  0  0  0  0
 15  9  1  4  0  0  0
 15 11  2  0  0  0  0
 16 10  2  0  0  0  0
 17 10  1  0  0  0  0
 18 11  1  0  0  0  0
 19 11  1  0  0  0  0
 19 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245093

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(OC(O)=NC1=CC(Cl)=CC(Cl)=C1)(C=C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H11Cl2NO4/c1-3-12(2,10(16)17)19-11(18)15-9-5-7(13)4-8(14)6-9/h3-6H,1H2,2H3,(H,15,18)(H,16,17)

> <INCHI_KEY>
KTXGWKXVQGCPAR-UHFFFAOYSA-N

> <FORMULA>
C12H11Cl2NO4

> <MOLECULAR_WEIGHT>
304.12

> <EXACT_MASS>
303.0065132

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
27.889671181976254

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{[(3,5-dichlorophenyl)-C-hydroxycarbonimidoyl]oxy}-2-methylbut-3-enoic acid

> <ALOGPS_LOGP>
3.09

> <JCHEM_LOGP>
4.586681980999999

> <ALOGPS_LOGS>
-4.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.331809177494657

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.5655409549687636

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8006647130866424

> <JCHEM_POLAR_SURFACE_AREA>
79.12

> <JCHEM_REFRACTIVITY>
72.8841

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.91e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-dco-2-me-butenoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0245093
     RDKit          3D
2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid
 30 30  0  0  0  0  0  0  0  0999 V2000
   -4.5238   -0.6022   -0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5632   -0.5094    0.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1464   -0.1447    0.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0008   -0.4896   -1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3317   -0.8652    0.9382 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0477   -0.8350    0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8191   -1.6153    1.8033 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5891   -0.0385    0.0760 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0011    0.0766   -0.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6093    1.2464    0.3838 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9656    1.4281    0.3201 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7252    2.9244    0.8382 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7564    0.3921   -0.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1719   -0.7829   -0.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1793   -2.0746   -1.1920 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8011   -0.9388   -0.5030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9966    1.3290    0.2198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2104    1.8455    1.0538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7488    2.1684   -0.5848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3241   -0.4200   -1.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5174   -0.8611   -0.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7969   -0.6995    1.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5520   -1.4273   -1.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9871   -0.5909   -1.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4870    0.3344   -1.9683 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6044   -2.6216    1.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9940    2.0375    0.7595 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8286    0.5771   -0.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2998   -1.8437   -0.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2064    3.0007   -0.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  3
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
  3 17  1  0
 17 18  2  0
 17 19  1  0
 16  9  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  4 23  1  0
  4 24  1  0
  4 25  1  0
  7 26  1  0
 10 27  1  0
 13 28  1  0
 16 29  1  0
 19 30  1  0
M  END

HEADER    PROTEIN                                 03-JUN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JUN-16         0                                  
HETATM    1  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.127  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  -6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.207  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   13 Cl   UNK     0       1.334   3.850   0.000  0.00  0.00          Cl+0
HETATM   14 Cl   UNK     0       4.001  -0.770   0.000  0.00  0.00          Cl+0
HETATM   15  N   UNK     0      -1.334  -0.770   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0      -4.977  -5.954   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -4.977  -3.286   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   12                                                            
CONECT    3    1   12                                                       
CONECT    4    7    8                                                       
CONECT    5    7    9                                                       
CONECT    6    8    9                                                       
CONECT    7    4    5   13                                                  
CONECT    8    4    6   14                                                  
CONECT    9    5    6   15                                                  
CONECT   10   12   16   17                                                  
CONECT   11   15   18   19                                                  
CONECT   12    2    3   10   19                                             
CONECT   13    7                                                            
CONECT   14    8                                                            
CONECT   15    9   11                                                       
CONECT   16   10                                                            
CONECT   17   10                                                            
CONECT   18   11                                                            
CONECT   19   11   12                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0245093
HETATM    1  C1  UNL     1      -4.524  -0.602  -0.427  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.563  -0.509   0.466  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.146  -0.145   0.068  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.001  -0.490  -1.371  1.00  0.00           C  
HETATM    5  O1  UNL     1      -1.332  -0.865   0.938  1.00  0.00           O  
HETATM    6  C5  UNL     1       0.048  -0.835   0.935  1.00  0.00           C  
HETATM    7  O2  UNL     1       0.819  -1.615   1.803  1.00  0.00           O  
HETATM    8  N1  UNL     1       0.589  -0.038   0.076  1.00  0.00           N  
HETATM    9  C6  UNL     1       2.001   0.077  -0.020  1.00  0.00           C  
HETATM   10  C7  UNL     1       2.609   1.246   0.384  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.966   1.428   0.320  1.00  0.00           C  
HETATM   12 CL1  UNL     1       4.725   2.924   0.838  1.00  0.00          CL  
HETATM   13  C9  UNL     1       4.756   0.392  -0.170  1.00  0.00           C  
HETATM   14  C10 UNL     1       4.172  -0.783  -0.578  1.00  0.00           C  
HETATM   15 CL2  UNL     1       5.179  -2.075  -1.192  1.00  0.00          CL  
HETATM   16  C11 UNL     1       2.801  -0.939  -0.503  1.00  0.00           C  
HETATM   17  C12 UNL     1      -1.997   1.329   0.220  1.00  0.00           C  
HETATM   18  O3  UNL     1      -1.210   1.846   1.054  1.00  0.00           O  
HETATM   19  O4  UNL     1      -2.749   2.168  -0.585  1.00  0.00           O  
HETATM   20  H1  UNL     1      -4.324  -0.420  -1.467  1.00  0.00           H  
HETATM   21  H2  UNL     1      -5.517  -0.861  -0.124  1.00  0.00           H  
HETATM   22  H3  UNL     1      -3.797  -0.700   1.509  1.00  0.00           H  
HETATM   23  H4  UNL     1      -2.552  -1.427  -1.636  1.00  0.00           H  
HETATM   24  H5  UNL     1      -0.987  -0.591  -1.741  1.00  0.00           H  
HETATM   25  H6  UNL     1      -2.487   0.334  -1.968  1.00  0.00           H  
HETATM   26  H7  UNL     1       0.604  -2.622   1.863  1.00  0.00           H  
HETATM   27  H8  UNL     1       1.994   2.037   0.760  1.00  0.00           H  
HETATM   28  H9  UNL     1       5.829   0.577  -0.204  1.00  0.00           H  
HETATM   29  H10 UNL     1       2.300  -1.844  -0.812  1.00  0.00           H  
HETATM   30  H11 UNL     1      -3.206   3.001  -0.280  1.00  0.00           H  
CONECT    1    2    2   20   21
CONECT    2    3   22
CONECT    3    4    5   17
CONECT    4   23   24   25
CONECT    5    6
CONECT    6    7    8    8
CONECT    7   26
CONECT    8    9
CONECT    9   10   10   16
CONECT   10   11   27
CONECT   11   12   13   13
CONECT   13   14   28
CONECT   14   15   16   16
CONECT   16   29
CONECT   17   18   18   19
CONECT   19   30
END

HMDB0245093
     RDKit          3D
2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid
 30 30  0  0  0  0  0  0  0  0999 V2000
   -4.5238   -0.6022   -0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5632   -0.5094    0.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1464   -0.1447    0.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0008   -0.4896   -1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3317   -0.8652    0.9382 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0477   -0.8350    0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8191   -1.6153    1.8033 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5891   -0.0385    0.0760 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0011    0.0766   -0.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6093    1.2464    0.3838 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9656    1.4281    0.3201 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7252    2.9244    0.8382 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7564    0.3921   -0.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1719   -0.7829   -0.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1793   -2.0746   -1.1920 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8011   -0.9388   -0.5030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9966    1.3290    0.2198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2104    1.8455    1.0538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7488    2.1684   -0.5848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3241   -0.4200   -1.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5174   -0.8611   -0.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7969   -0.6995    1.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5520   -1.4273   -1.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9871   -0.5909   -1.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4870    0.3344   -1.9683 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6044   -2.6216    1.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9940    2.0375    0.7595 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8286    0.5771   -0.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2998   -1.8437   -0.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2064    3.0007   -0.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  3
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
  3 17  1  0
 17 18  2  0
 17 19  1  0
 16  9  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  4 23  1  0
  4 24  1  0
  4 25  1  0
  7 26  1  0
 10 27  1  0
 13 28  1  0
 16 29  1  0
 19 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid	Kegg
2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoate	Generator
2-DCO-2-me-butenoic acid	Generator

Chemical Formula

C₁₂H₁₁Cl₂NO₄

Average Molecular Weight

304.12

Monoisotopic Molecular Weight

303.0065132

IUPAC Name

2-{[(3,5-dichlorophenyl)-C-hydroxycarbonimidoyl]oxy}-2-methylbut-3-enoic acid

Traditional Name

2-dco-2-me-butenoate

CAS Registry Number

Not Available

SMILES

CC(OC(O)=NC1=CC(Cl)=CC(Cl)=C1)(C=C)C(O)=O

InChI Identifier

InChI=1S/C12H11Cl2NO4/c1-3-12(2,10(16)17)19-11(18)15-9-5-7(13)4-8(14)6-9/h3-6H,1H2,2H3,(H,15,18)(H,16,17)

InChI Key

KTXGWKXVQGCPAR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dichlorobenzenes. Dichlorobenzenes are compounds containing a benzene with exactly two chlorine atoms attached to it.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Halobenzenes

Direct Parent

Dichlorobenzenes

Alternative Parents

Substituents

1,3-dichlorobenzene
Aryl chloride
Aryl halide
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organochloride
Organohalogen compound
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

carbamate ester (CHEBI:34826 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.09	ALOGPS
logP	4.59	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	2.57	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	79.12 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	72.88 m³·mol⁻¹	ChemAxon
Polarizability	27.89 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	159.223	30932474
DeepCCS	[M-H]-	156.865	30932474
DeepCCS	[M-2H]-	189.751	30932474
DeepCCS	[M+Na]+	165.317	30932474
AllCCS	[M+H]+	161.2	32859911
AllCCS	[M+H-H2O]+	158.0	32859911
AllCCS	[M+NH4]+	164.2	32859911
AllCCS	[M+Na]+	165.0	32859911
AllCCS	[M-H]-	159.0	32859911
AllCCS	[M+Na-2H]-	158.9	32859911
AllCCS	[M+HCOO]-	158.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	13.314 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.2 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1995.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	350.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	123.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	211.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	100.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	519.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	540.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	127.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1062.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	412.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1200.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	364.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	314.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	403.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	125.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	14.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid	CC(OC(O)=NC1=CC(Cl)=CC(Cl)=C1)(C=C)C(O)=O	3350.5	Standard polar	33892256
2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid	CC(OC(O)=NC1=CC(Cl)=CC(Cl)=C1)(C=C)C(O)=O	2074.3	Standard non polar	33892256
2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid	CC(OC(O)=NC1=CC(Cl)=CC(Cl)=C1)(C=C)C(O)=O	2280.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-03fu-9500000000-464cae18c6b693fa67e3	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid 10V, Positive-QTOF	splash10-0a4i-1793000000-be73c3f82007b4673501	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid 20V, Positive-QTOF	splash10-0gbj-9630000000-a21d6cdc50a7cba3a670	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid 40V, Positive-QTOF	splash10-03y0-8900000000-cfd9b40815eedf278c44	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid 10V, Negative-QTOF	splash10-0f79-1903000000-96396a7dce38064167ab	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid 20V, Negative-QTOF	splash10-0k9i-3940000000-c3c6b6b1171c7f6efc24	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid 40V, Negative-QTOF	splash10-0a4i-1910000000-60aa389bfb276678c7ff	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid 10V, Positive-QTOF	splash10-0udi-0298000000-8e6c4eb1112625966ed3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid 20V, Positive-QTOF	splash10-0zfr-9230000000-9e6f08eaf4b9c8bbe672	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid 40V, Positive-QTOF	splash10-01w0-3930000000-2836a68f9d028417e925	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid 10V, Negative-QTOF	splash10-066r-7911000000-6d4ffabbdc93deacd4c0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid 20V, Negative-QTOF	splash10-0ap0-5900000000-960c5001a297d4aaeb5b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid 40V, Negative-QTOF	splash10-0pc0-9500000000-5ca3b0e6f352b3f04313	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

106610

KEGG Compound ID

C14206

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

119359

PDB ID

Not Available

ChEBI ID

34826

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 2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid (HMDB0245093)

MOL for HMDB0245093 (2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid)

3D MOL for HMDB0245093 (2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid)

3D SDF for HMDB0245093 (2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid)

3D-SDF for HMDB0245093 (2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid)

PDB for HMDB0245093 (2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid)

3D PDB for HMDB0245093 (2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid)

SMILES for HMDB0245093 (2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid)

INCHI for HMDB0245093 (2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid)

Structure for HMDB0245093 (2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid)

3D Structure for HMDB0245093 (2-(((3,5-Dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra