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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:43:52 UTC

Update Date

2021-09-26 22:57:30 UTC

HMDB ID

HMDB0247674

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Butyl 2,4-dichlorophenoxyacetate

Description

Butyl 2,4-dichlorophenoxyacetate, also known as 2,4-D N-butyl ester or butyl ester 2,4-D, belongs to the class of organic compounds known as phenoxyacetic acid derivatives. Phenoxyacetic acid derivatives are compounds containing an anisole where the methane group is linked to an acetic acid or a derivative. Based on a literature review very few articles have been published on Butyl 2,4-dichlorophenoxyacetate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Butyl 2,4-dichlorophenoxyacetate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Butyl 2,4-dichlorophenoxyacetate 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

HMDB0247674
     RDKit          3D
Butyl 2,4-dichlorophenoxyacetate
 31 31  0  0  0  0  0  0  0  0999 V2000
   -5.4026   -0.1234    1.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6686   -0.9504    0.9181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1487   -0.7936    1.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5437   -1.6763   -0.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1527   -1.6661   -0.0439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3812   -0.5353   -0.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0209    0.5351   -0.4414 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1085   -0.5777   -0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6546    0.7026   -0.5272 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0178    0.9347   -0.5972 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9516   -0.0719   -0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3093    0.2313   -0.5187 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7621    1.5122   -0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4640    1.9156   -0.8657 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.8221    2.5156   -0.9184 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4567    2.2156   -0.8362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2672    3.4811   -1.0384 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7674    0.0221    2.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7780    0.8367    1.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2909   -0.6966    2.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8743   -2.0315    1.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9115   -0.6964   -0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9522    0.2765    0.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7976   -1.0127    2.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0011   -1.3263   -0.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8861   -2.7263    0.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4658   -0.9235    0.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4735   -1.2861   -1.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6082   -1.0775   -0.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0629   -0.5428   -0.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1535    3.5350   -1.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  8 27  1  0
  8 28  1  0
 11 29  1  0
 12 30  1  0
 15 31  1  0
M  END

  Mrv1572004191601102D          

 17 17  0  0  0  0            999 V2000
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -2.0625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.0625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  2  0  0  0  0
  6  3  1  0  0  0  0
  9  4  1  0  0  0  0
  9  7  2  0  0  0  0
 10  7  1  0  0  0  0
 11  5  1  0  0  0  0
 11 10  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15 12  2  0  0  0  0
 16  6  1  0  0  0  0
 16 12  1  0  0  0  0
 17  8  1  0  0  0  0
 17 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247674

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCOC(=O)COC1=C(Cl)C=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H14Cl2O3/c1-2-3-6-16-12(15)8-17-11-5-4-9(13)7-10(11)14/h4-5,7H,2-3,6,8H2,1H3

> <INCHI_KEY>
UQMRAFJOBWOFNS-UHFFFAOYSA-N

> <FORMULA>
C12H14Cl2O3

> <MOLECULAR_WEIGHT>
277.14

> <EXACT_MASS>
276.0319997

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
27.347340741026745

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
butyl 2-(2,4-dichlorophenoxy)acetate

> <ALOGPS_LOGP>
4.32

> <JCHEM_LOGP>
3.9714402819999997

> <ALOGPS_LOGS>
-4.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.942169001955203

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
66.85810000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.01e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,4-D, butyl ester

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0247674
     RDKit          3D
Butyl 2,4-dichlorophenoxyacetate
 31 31  0  0  0  0  0  0  0  0999 V2000
   -5.4026   -0.1234    1.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6686   -0.9504    0.9181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1487   -0.7936    1.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5437   -1.6763   -0.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1527   -1.6661   -0.0439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3812   -0.5353   -0.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0209    0.5351   -0.4414 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1085   -0.5777   -0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6546    0.7026   -0.5272 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0178    0.9347   -0.5972 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9516   -0.0719   -0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3093    0.2313   -0.5187 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7621    1.5122   -0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4640    1.9156   -0.8657 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.8221    2.5156   -0.9184 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4567    2.2156   -0.8362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2672    3.4811   -1.0384 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7674    0.0221    2.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7780    0.8367    1.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2909   -0.6966    2.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8743   -2.0315    1.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9115   -0.6964   -0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9522    0.2765    0.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7976   -1.0127    2.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0011   -1.3263   -0.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8861   -2.7263    0.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4658   -0.9235    0.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4735   -1.2861   -1.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6082   -1.0775   -0.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0629   -0.5428   -0.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1535    3.5350   -1.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  8 27  1  0
  8 28  1  0
 11 29  1  0
 12 30  1  0
 15 31  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      10.669  -1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.337  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      24.006  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.673  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.670  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      22.673  -3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.672  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      24.006  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      21.339  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      21.339  -1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.338  -0.770   0.000  0.00  0.00           C+0
HETATM   13 Cl   UNK     0      25.340  -3.850   0.000  0.00  0.00          Cl+0
HETATM   14 Cl   UNK     0      20.005  -3.850   0.000  0.00  0.00          Cl+0
HETATM   15  O   UNK     0      17.338   0.770   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      16.004  -1.540   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      20.005  -0.770   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    6                                                       
CONECT    4    5    9                                                       
CONECT    5    4   11                                                       
CONECT    6    3   16                                                       
CONECT    7    9   10                                                       
CONECT    8   12   17                                                       
CONECT    9    4    7   13                                                  
CONECT   10    7   11   14                                                  
CONECT   11    5   10   17                                                  
CONECT   12    8   15   16                                                  
CONECT   13    9                                                            
CONECT   14   10                                                            
CONECT   15   12                                                            
CONECT   16    6   12                                                       
CONECT   17    8   11                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0247674
HETATM    1  C1  UNL     1      -5.403  -0.123   1.925  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.669  -0.950   0.918  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.149  -0.794   1.056  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.544  -1.676  -0.013  1.00  0.00           C  
HETATM    5  O1  UNL     1      -1.153  -1.666  -0.044  1.00  0.00           O  
HETATM    6  C5  UNL     1      -0.381  -0.535  -0.263  1.00  0.00           C  
HETATM    7  O2  UNL     1      -1.021   0.535  -0.441  1.00  0.00           O  
HETATM    8  C6  UNL     1       1.108  -0.578  -0.286  1.00  0.00           C  
HETATM    9  O3  UNL     1       1.655   0.703  -0.527  1.00  0.00           O  
HETATM   10  C7  UNL     1       3.018   0.935  -0.597  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.952  -0.072  -0.436  1.00  0.00           C  
HETATM   12  C9  UNL     1       5.309   0.231  -0.519  1.00  0.00           C  
HETATM   13  C10 UNL     1       5.762   1.512  -0.758  1.00  0.00           C  
HETATM   14 CL1  UNL     1       7.464   1.916  -0.866  1.00  0.00          CL  
HETATM   15  C11 UNL     1       4.822   2.516  -0.918  1.00  0.00           C  
HETATM   16  C12 UNL     1       3.457   2.216  -0.836  1.00  0.00           C  
HETATM   17 CL2  UNL     1       2.267   3.481  -1.038  1.00  0.00          CL  
HETATM   18  H1  UNL     1      -4.767   0.022   2.830  1.00  0.00           H  
HETATM   19  H2  UNL     1      -5.778   0.837   1.525  1.00  0.00           H  
HETATM   20  H3  UNL     1      -6.291  -0.697   2.262  1.00  0.00           H  
HETATM   21  H4  UNL     1      -4.874  -2.032   1.124  1.00  0.00           H  
HETATM   22  H5  UNL     1      -4.912  -0.696  -0.136  1.00  0.00           H  
HETATM   23  H6  UNL     1      -2.952   0.277   0.843  1.00  0.00           H  
HETATM   24  H7  UNL     1      -2.798  -1.013   2.064  1.00  0.00           H  
HETATM   25  H8  UNL     1      -3.001  -1.326  -0.984  1.00  0.00           H  
HETATM   26  H9  UNL     1      -2.886  -2.726   0.094  1.00  0.00           H  
HETATM   27  H10 UNL     1       1.466  -0.923   0.689  1.00  0.00           H  
HETATM   28  H11 UNL     1       1.473  -1.286  -1.059  1.00  0.00           H  
HETATM   29  H12 UNL     1       3.608  -1.077  -0.248  1.00  0.00           H  
HETATM   30  H13 UNL     1       6.063  -0.543  -0.395  1.00  0.00           H  
HETATM   31  H14 UNL     1       5.153   3.535  -1.108  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   21   22
CONECT    3    4   23   24
CONECT    4    5   25   26
CONECT    5    6
CONECT    6    7    7    8
CONECT    8    9   27   28
CONECT    9   10
CONECT   10   11   11   16
CONECT   11   12   29
CONECT   12   13   13   30
CONECT   13   14   15
CONECT   15   16   16   31
CONECT   16   17
END

HMDB0247674
     RDKit          3D
Butyl 2,4-dichlorophenoxyacetate
 31 31  0  0  0  0  0  0  0  0999 V2000
   -5.4026   -0.1234    1.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6686   -0.9504    0.9181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1487   -0.7936    1.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5437   -1.6763   -0.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1527   -1.6661   -0.0439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3812   -0.5353   -0.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0209    0.5351   -0.4414 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1085   -0.5777   -0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6546    0.7026   -0.5272 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0178    0.9347   -0.5972 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9516   -0.0719   -0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3093    0.2313   -0.5187 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7621    1.5122   -0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4640    1.9156   -0.8657 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.8221    2.5156   -0.9184 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4567    2.2156   -0.8362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2672    3.4811   -1.0384 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7674    0.0221    2.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7780    0.8367    1.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2909   -0.6966    2.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8743   -2.0315    1.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9115   -0.6964   -0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9522    0.2765    0.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7976   -1.0127    2.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0011   -1.3263   -0.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8861   -2.7263    0.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4658   -0.9235    0.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4735   -1.2861   -1.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6082   -1.0775   -0.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0629   -0.5428   -0.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1535    3.5350   -1.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  8 27  1  0
  8 28  1  0
 11 29  1  0
 12 30  1  0
 15 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Butyl 2,4-dichlorophenoxyacetic acid	Generator
Butyl 2-(2,4-dichlorophenoxy)acetic acid	HMDB
2,4-D N-Butyl ester	HMDB
Butyl ester 2,4-D	HMDB
2,4-Dichlorophenoxyacetic acid N-butyl ester	HMDB
Butyl 2,4-dichlorophenoxyacetate	MeSH

Chemical Formula

C₁₂H₁₄Cl₂O₃

Average Molecular Weight

277.14

Monoisotopic Molecular Weight

276.0319997

IUPAC Name

butyl 2-(2,4-dichlorophenoxy)acetate

Traditional Name

2,4-D, butyl ester

CAS Registry Number

Not Available

SMILES

CCCCOC(=O)COC1=C(Cl)C=C(Cl)C=C1

InChI Identifier

InChI=1S/C12H14Cl2O3/c1-2-3-6-16-12(15)8-17-11-5-4-9(13)7-10(11)14/h4-5,7H,2-3,6,8H2,1H3

InChI Key

UQMRAFJOBWOFNS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenoxyacetic acid derivatives. Phenoxyacetic acid derivatives are compounds containing an anisole where the methane group is linked to an acetic acid or a derivative.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenoxyacetic acid derivatives

Direct Parent

Phenoxyacetic acid derivatives

Alternative Parents

Substituents

Phenoxyacetate
Phenoxy compound
1,3-dichlorobenzene
Phenol ether
Alkyl aryl ether
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organochloride
Organohalogen compound
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organic oxide
Hydrocarbon derivative
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)

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	4.32	ALOGPS
logP	3.97	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	66.86 m³·mol⁻¹	ChemAxon
Polarizability	27.35 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	163.518	30932474
DeepCCS	[M-H]-	161.16	30932474
DeepCCS	[M-2H]-	194.268	30932474
DeepCCS	[M+Na]+	169.885	30932474
AllCCS	[M+H]+	157.5	32859911
AllCCS	[M+H-H2O]+	154.3	32859911
AllCCS	[M+NH4]+	160.6	32859911
AllCCS	[M+Na]+	161.5	32859911
AllCCS	[M-H]-	159.8	32859911
AllCCS	[M+Na-2H]-	160.3	32859911
AllCCS	[M+HCOO]-	160.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Butyl 2,4-dichlorophenoxyacetate	CCCCOC(=O)COC1=C(Cl)C=C(Cl)C=C1	2594.1	Standard polar	33892256
Butyl 2,4-dichlorophenoxyacetate	CCCCOC(=O)COC1=C(Cl)C=C(Cl)C=C1	1871.6	Standard non polar	33892256
Butyl 2,4-dichlorophenoxyacetate	CCCCOC(=O)COC1=C(Cl)C=C(Cl)C=C1	1919.6	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 - Butyl 2,4-dichlorophenoxyacetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pdi-9330000000-f8f97ed8677eafd0bbfa	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butyl 2,4-dichlorophenoxyacetate 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl 2,4-dichlorophenoxyacetate 10V, Positive-QTOF	splash10-01t9-3490000000-6a89143926a2af0c74af	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl 2,4-dichlorophenoxyacetate 20V, Positive-QTOF	splash10-0a4i-9440000000-78b340a254fdd4212ae2	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl 2,4-dichlorophenoxyacetate 40V, Positive-QTOF	splash10-03e9-3900000000-b05c02fc450bea5cbc01	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl 2,4-dichlorophenoxyacetate 10V, Negative-QTOF	splash10-0fb9-2290000000-e18636de044e02de8b37	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl 2,4-dichlorophenoxyacetate 20V, Negative-QTOF	splash10-03di-1970000000-b2845009d69907457bc0	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl 2,4-dichlorophenoxyacetate 40V, Negative-QTOF	splash10-03di-2920000000-049117b24e1ea6685cbe	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl 2,4-dichlorophenoxyacetate 10V, Positive-QTOF	splash10-004i-0290000000-5e6dc51b236979d3faee	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl 2,4-dichlorophenoxyacetate 20V, Positive-QTOF	splash10-0r6v-9330000000-7a7c2a7817268993b0ba	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl 2,4-dichlorophenoxyacetate 40V, Positive-QTOF	splash10-08fu-7900000000-fb4d9e68e0438525c741	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl 2,4-dichlorophenoxyacetate 10V, Negative-QTOF	splash10-00b9-0980000000-a98e7540e33ea9c8e089	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl 2,4-dichlorophenoxyacetate 20V, Negative-QTOF	splash10-0nmi-9750000000-02037b3971b03df64a94	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl 2,4-dichlorophenoxyacetate 40V, Negative-QTOF	splash10-03e9-7900000000-ab4c23153a2fbe89fd59	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

6937

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7206

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 Butyl 2,4-dichlorophenoxyacetate (HMDB0247674)

MOL for HMDB0247674 (Butyl 2,4-dichlorophenoxyacetate)

3D MOL for HMDB0247674 (Butyl 2,4-dichlorophenoxyacetate)

3D SDF for HMDB0247674 (Butyl 2,4-dichlorophenoxyacetate)

3D-SDF for HMDB0247674 (Butyl 2,4-dichlorophenoxyacetate)

PDB for HMDB0247674 (Butyl 2,4-dichlorophenoxyacetate)

3D PDB for HMDB0247674 (Butyl 2,4-dichlorophenoxyacetate)

SMILES for HMDB0247674 (Butyl 2,4-dichlorophenoxyacetate)

INCHI for HMDB0247674 (Butyl 2,4-dichlorophenoxyacetate)

Structure for HMDB0247674 (Butyl 2,4-dichlorophenoxyacetate)

3D Structure for HMDB0247674 (Butyl 2,4-dichlorophenoxyacetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra