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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:13:06 UTC

Update Date

2021-09-26 23:06:02 UTC

HMDB ID

HMDB0253047

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Haloxyfop-P

Description

2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoic acid, also known as (RS)-2-[4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)phenoxy]propionate or haloxyfop sodium salt, belongs to the class of organic compounds known as aryloxyphenoxypropionic acids. These are aromatic compounds containing a phenoxypropionic acid that is para-substituted with an aryl group. 2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Haloxyfop-p is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Haloxyfop-P 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

HMDB0253047
     RDKit          3D
Haloxyfop-P
 35 36  0  0  0  0  0  0  0  0999 V2000
    4.6375    1.9952    1.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2248    0.5914    0.5507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1997    0.7739   -0.3445 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0534    0.0688   -0.4638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1357    0.4715   -1.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0246   -0.2227   -1.6091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3676   -1.3240   -0.8089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5933   -1.9574   -1.0504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7240   -1.2906   -0.5265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3306   -0.3767   -1.3549 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4097    0.3295   -0.9867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9776    0.1678    0.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1621    0.9601    0.7126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8347    1.6114    1.8858 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3470    1.9755   -0.2345 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2444    0.1648    0.8308 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3601   -0.7535    1.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2447   -1.4754    0.7012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5004   -2.6616    1.7852 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5112   -1.6979    0.1392 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7229   -0.9964    0.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3874   -0.0495   -0.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1905   -0.3712   -1.3571 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5925   -0.2797    0.4601 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6705    2.5435    1.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0908    2.5349    0.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3082    1.9814    1.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9940   -0.0138    1.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3966    1.3057   -2.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8036    0.0428   -2.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8560    1.0538   -1.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7789   -0.8896    2.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313   -2.5358    0.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3780   -1.3769    1.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7343   -0.2993    1.4526 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 12 17  1  0
 17 18  2  0
 18 19  1  0
  7 20  1  0
 20 21  2  0
  2 22  1  0
 22 23  2  0
 22 24  1  0
 21  4  1  0
 18  9  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  5 29  1  0
  6 30  1  0
 11 31  1  0
 17 32  1  0
 20 33  1  0
 21 34  1  0
 24 35  1  0
M  END

  Mrv1572004221604132D          

 24 25  0  0  0  0            999 V2000
    3.5724    1.2375    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
    2.8579    3.3000    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
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    5.7750    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
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    6.6000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    5.4730    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020    6.9020    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  8  1  1  0  0  0  0
  9  6  2  0  0  0  0
  9  7  1  0  0  0  0
 10  2  2  0  0  0  0
 10  3  1  0  0  0  0
 11  4  2  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 13 12  2  0  0  0  0
 14  8  1  0  0  0  0
 15  9  1  0  0  0  0
 16 12  1  0  0  0  0
 17 15  1  0  0  0  0
 18 15  1  0  0  0  0
 19 15  1  0  0  0  0
 20  7  2  0  0  0  0
 20 13  1  0  0  0  0
 21 14  2  0  0  0  0
 22 14  1  0  0  0  0
 23  8  1  0  0  0  0
 23 10  1  0  0  0  0
 24 11  1  0  0  0  0
 24 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253047

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(OC1=CC=C(OC2=C(Cl)C=C(C=N2)C(F)(F)F)C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H11ClF3NO4/c1-8(14(21)22)23-10-2-4-11(5-3-10)24-13-12(16)6-9(7-20-13)15(17,18)19/h2-8H,1H3,(H,21,22)

> <INCHI_KEY>
GOCUAJYOYBLQRH-UHFFFAOYSA-N

> <FORMULA>
C15H11ClF3NO4

> <MOLECULAR_WEIGHT>
361.7

> <EXACT_MASS>
361.03287

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
29.91678024919179

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoic acid

> <ALOGPS_LOGP>
3.83

> <JCHEM_LOGP>
4.221287544999999

> <ALOGPS_LOGS>
-4.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.77662187112482

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8003087466856375

> <JCHEM_POLAR_SURFACE_AREA>
68.65

> <JCHEM_REFRACTIVITY>
78.27560000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
haloxyfop

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253047
     RDKit          3D
Haloxyfop-P
 35 36  0  0  0  0  0  0  0  0999 V2000
    4.6375    1.9952    1.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2248    0.5914    0.5507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1997    0.7739   -0.3445 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0534    0.0688   -0.4638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1357    0.4715   -1.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0246   -0.2227   -1.6091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3676   -1.3240   -0.8089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5933   -1.9574   -1.0504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7240   -1.2906   -0.5265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3306   -0.3767   -1.3549 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4097    0.3295   -0.9867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9776    0.1678    0.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1621    0.9601    0.7126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8347    1.6114    1.8858 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3470    1.9755   -0.2345 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2444    0.1648    0.8308 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3601   -0.7535    1.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2447   -1.4754    0.7012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5004   -2.6616    1.7852 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5112   -1.6979    0.1392 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7229   -0.9964    0.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3874   -0.0495   -0.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1905   -0.3712   -1.3571 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5925   -0.2797    0.4601 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6705    2.5435    1.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0908    2.5349    0.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3082    1.9814    1.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9940   -0.0138    1.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3966    1.3057   -2.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8036    0.0428   -2.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8560    1.0538   -1.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7789   -0.8896    2.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313   -2.5358    0.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3780   -1.3769    1.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7343   -0.2993    1.4526 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 12 17  1  0
 17 18  2  0
 18 19  1  0
  7 20  1  0
 20 21  2  0
  2 22  1  0
 22 23  2  0
 22 24  1  0
 21  4  1  0
 18  9  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  5 29  1  0
  6 30  1  0
 11 31  1  0
 17 32  1  0
 20 33  1  0
 21 34  1  0
 24 35  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.000   9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.000  10.780   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM   16 Cl   UNK     0       4.001  11.550   0.000  0.00  0.00          Cl+0
HETATM   17  F   UNK     0      -2.667  12.320   0.000  0.00  0.00           F+0
HETATM   18  F   UNK     0      -2.104  10.216   0.000  0.00  0.00           F+0
HETATM   19  F   UNK     0      -0.564  12.884   0.000  0.00  0.00           F+0
HETATM   20  N   UNK     0       1.334   8.470   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.001   8.470   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    4   10                                                       
CONECT    3    5   10                                                       
CONECT    4    2   11                                                       
CONECT    5    3   11                                                       
CONECT    6    9   12                                                       
CONECT    7    9   20                                                       
CONECT    8    1   14   23                                                  
CONECT    9    6    7   15                                                  
CONECT   10    2    3   23                                                  
CONECT   11    4    5   24                                                  
CONECT   12    6   13   16                                                  
CONECT   13   12   20   24                                                  
CONECT   14    8   21   22                                                  
CONECT   15    9   17   18   19                                             
CONECT   16   12                                                            
CONECT   17   15                                                            
CONECT   18   15                                                            
CONECT   19   15                                                            
CONECT   20    7   13                                                       
CONECT   21   14                                                            
CONECT   22   14                                                            
CONECT   23    8   10                                                       
CONECT   24   11   13                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    HMDB0253047
HETATM    1  C1  UNL     1       4.637   1.995   1.026  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.225   0.591   0.551  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.200   0.774  -0.345  1.00  0.00           O  
HETATM    4  C3  UNL     1       2.053   0.069  -0.464  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.136   0.471  -1.468  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.025  -0.223  -1.609  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.368  -1.324  -0.809  1.00  0.00           C  
HETATM    8  O2  UNL     1      -1.593  -1.957  -1.050  1.00  0.00           O  
HETATM    9  C7  UNL     1      -2.724  -1.291  -0.526  1.00  0.00           C  
HETATM   10  N1  UNL     1      -3.331  -0.377  -1.355  1.00  0.00           N  
HETATM   11  C8  UNL     1      -4.410   0.329  -0.987  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.978   0.168   0.286  1.00  0.00           C  
HETATM   13  C10 UNL     1      -6.162   0.960   0.713  1.00  0.00           C  
HETATM   14  F1  UNL     1      -5.835   1.611   1.886  1.00  0.00           F  
HETATM   15  F2  UNL     1      -6.347   1.976  -0.235  1.00  0.00           F  
HETATM   16  F3  UNL     1      -7.244   0.165   0.831  1.00  0.00           F  
HETATM   17  C11 UNL     1      -4.360  -0.754   1.106  1.00  0.00           C  
HETATM   18  C12 UNL     1      -3.245  -1.475   0.701  1.00  0.00           C  
HETATM   19 CL1  UNL     1      -2.500  -2.662   1.785  1.00  0.00          CL  
HETATM   20  C13 UNL     1       0.511  -1.698   0.139  1.00  0.00           C  
HETATM   21  C14 UNL     1       1.723  -0.996   0.308  1.00  0.00           C  
HETATM   22  C15 UNL     1       5.387  -0.049  -0.147  1.00  0.00           C  
HETATM   23  O3  UNL     1       5.191  -0.371  -1.357  1.00  0.00           O  
HETATM   24  O4  UNL     1       6.592  -0.280   0.460  1.00  0.00           O  
HETATM   25  H1  UNL     1       3.671   2.543   1.214  1.00  0.00           H  
HETATM   26  H2  UNL     1       5.091   2.535   0.149  1.00  0.00           H  
HETATM   27  H3  UNL     1       5.308   1.981   1.880  1.00  0.00           H  
HETATM   28  H4  UNL     1       3.994  -0.014   1.442  1.00  0.00           H  
HETATM   29  H5  UNL     1       1.397   1.306  -2.072  1.00  0.00           H  
HETATM   30  H6  UNL     1      -0.804   0.043  -2.355  1.00  0.00           H  
HETATM   31  H7  UNL     1      -4.856   1.054  -1.672  1.00  0.00           H  
HETATM   32  H8  UNL     1      -4.779  -0.890   2.104  1.00  0.00           H  
HETATM   33  H9  UNL     1       0.331  -2.536   0.805  1.00  0.00           H  
HETATM   34  H10 UNL     1       2.378  -1.377   1.116  1.00  0.00           H  
HETATM   35  H11 UNL     1       6.734  -0.299   1.453  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   22   28
CONECT    3    4
CONECT    4    5    5   21
CONECT    5    6   29
CONECT    6    7    7   30
CONECT    7    8   20
CONECT    8    9
CONECT    9   10   10   18
CONECT   10   11
CONECT   11   12   12   31
CONECT   12   13   17
CONECT   13   14   15   16
CONECT   17   18   18   32
CONECT   18   19
CONECT   20   21   21   33
CONECT   21   34
CONECT   22   23   23   24
CONECT   24   35
END

HMDB0253047
     RDKit          3D
Haloxyfop-P
 35 36  0  0  0  0  0  0  0  0999 V2000
    4.6375    1.9952    1.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2248    0.5914    0.5507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1997    0.7739   -0.3445 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0534    0.0688   -0.4638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1357    0.4715   -1.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0246   -0.2227   -1.6091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3676   -1.3240   -0.8089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5933   -1.9574   -1.0504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7240   -1.2906   -0.5265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3306   -0.3767   -1.3549 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4097    0.3295   -0.9867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9776    0.1678    0.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1621    0.9601    0.7126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8347    1.6114    1.8858 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3470    1.9755   -0.2345 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2444    0.1648    0.8308 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3601   -0.7535    1.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2447   -1.4754    0.7012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5004   -2.6616    1.7852 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5112   -1.6979    0.1392 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7229   -0.9964    0.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3874   -0.0495   -0.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1905   -0.3712   -1.3571 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5925   -0.2797    0.4601 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6705    2.5435    1.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0908    2.5349    0.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3082    1.9814    1.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9940   -0.0138    1.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3966    1.3057   -2.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8036    0.0428   -2.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8560    1.0538   -1.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7789   -0.8896    2.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313   -2.5358    0.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3780   -1.3769    1.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7343   -0.2993    1.4526 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 12 17  1  0
 17 18  2  0
 18 19  1  0
  7 20  1  0
 20 21  2  0
  2 22  1  0
 22 23  2  0
 22 24  1  0
 21  4  1  0
 18  9  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  5 29  1  0
  6 30  1  0
 11 31  1  0
 17 32  1  0
 20 33  1  0
 21 34  1  0
 24 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propionic acid	ChEBI
(RS)-2-[4-(3-Chloro-5-trifluoromethyl-2-pyridyloxy)phenoxy]propionic acid	Kegg
2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propionate	Generator
(RS)-2-[4-(3-Chloro-5-trifluoromethyl-2-pyridyloxy)phenoxy]propionate	Generator
2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoate	Generator
2-(4-((3-Chloro-5-(trifluoromethyl)-2-pyridinyl)oxy)phenoxy)propanoic acid	MeSH
Haloxyfop sodium salt	MeSH
2-[4-[3-chloro-5-(Trifluoromethyl)pyridin-2-yl]oxyphenoxy]propanoate	Generator
Haloxyfop	MeSH

Chemical Formula

C₁₅H₁₁ClF₃NO₄

Average Molecular Weight

361.7

Monoisotopic Molecular Weight

361.03287

IUPAC Name

2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoic acid

Traditional Name

haloxyfop

CAS Registry Number

Not Available

SMILES

CC(OC1=CC=C(OC2=C(Cl)C=C(C=N2)C(F)(F)F)C=C1)C(O)=O

InChI Identifier

InChI=1S/C15H11ClF3NO4/c1-8(14(21)22)23-10-2-4-11(5-3-10)24-13-12(16)6-9(7-20-13)15(17,18)19/h2-8H,1H3,(H,21,22)

InChI Key

GOCUAJYOYBLQRH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryloxyphenoxypropionic acids. These are aromatic compounds containing a phenoxypropionic acid that is para-substituted with an aryl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

2-phenoxypropionic acids

Direct Parent

Aryloxyphenoxypropionic acids

Alternative Parents

Substituents

Aryloxyphenoxypropionic acid
Diaryl ether
Phenoxyacetate
Phenoxy compound
Phenol ether
Alkyl aryl ether
Aryl chloride
Aryl halide
Pyridine
Heteroaromatic compound
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Organochloride
Organohalogen compound
Alkyl halide
Organic oxide
Alkyl fluoride
Organic nitrogen compound
Carbonyl group
Organofluoride
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

aromatic ether (CHEBI:365 )
Phenoxy herbicides (C04871 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0253047)

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	3.83	ALOGPS
logP	4.22	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	2.78	ChemAxon
pKa (Strongest Basic)	-0.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	68.65 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	78.28 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]+	173.982	30932474
DeepCCS	[M-H]-	171.624	30932474
DeepCCS	[M-2H]-	205.385	30932474
DeepCCS	[M+Na]+	180.832	30932474
AllCCS	[M+H]+	176.4	32859911
AllCCS	[M+H-H2O]+	173.5	32859911
AllCCS	[M+NH4]+	179.1	32859911
AllCCS	[M+Na]+	179.9	32859911
AllCCS	[M-H]-	173.7	32859911
AllCCS	[M+Na-2H]-	173.1	32859911
AllCCS	[M+HCOO]-	172.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Haloxyfop-P	CC(OC1=CC=C(OC2=C(Cl)C=C(C=N2)C(F)(F)F)C=C1)C(O)=O	3287.0	Standard polar	33892256
Haloxyfop-P	CC(OC1=CC=C(OC2=C(Cl)C=C(C=N2)C(F)(F)F)C=C1)C(O)=O	2285.9	Standard non polar	33892256
Haloxyfop-P	CC(OC1=CC=C(OC2=C(Cl)C=C(C=N2)C(F)(F)F)C=C1)C(O)=O	2142.0	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 - Haloxyfop-P GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-3393000000-7c2ab22e293fb0675951	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Haloxyfop-P GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Haloxyfop-P GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Haloxyfop-P GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Haloxyfop-P 90V, Positive-QTOF	splash10-014m-9320000000-f1f50b200f3779360c03	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Haloxyfop-P 75V, Positive-QTOF	splash10-00kf-9250000000-87fc10ad975fb808fb49	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Haloxyfop-P 15V, Negative-QTOF	splash10-000i-0090000000-edd6735289946e08e4b7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Haloxyfop-P 30V, Negative-QTOF	splash10-000i-1090000000-5dcab737dd42fe21dd6b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Haloxyfop-P 60V, Positive-QTOF	splash10-0006-9160000000-f7ef78497c8b3bbca3e2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Haloxyfop-P 45V, Positive-QTOF	splash10-006y-9341000000-0b060e1dc701bde222af	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Haloxyfop-P 30V, Positive-QTOF	splash10-014i-0029000000-c9497fa3ac4df719a960	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Haloxyfop-P 15V, Positive-QTOF	splash10-03di-0009000000-686ad6713e15c5e2d30b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Haloxyfop-P 30V, Positive-QTOF	splash10-014i-1129000000-0f7e91bfdab8dd3fe47c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Haloxyfop-P 15V, Positive-QTOF	splash10-03di-0009000000-6076257155b0f501b2f5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Haloxyfop-P 75V, Negative-QTOF	splash10-0002-1900000000-3c5a3968d58495dda4d3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Haloxyfop-P 60V, Negative-QTOF	splash10-0002-1930000000-9928fbde7fd8a52b447b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Haloxyfop-P 45V, Negative-QTOF	splash10-0uki-3490000000-8a31327ae6c6d86cd04d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Haloxyfop-P 30V, Negative-QTOF	splash10-000i-0090000000-aadca5310fba5aff789a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Haloxyfop-P 75V, Positive-QTOF	splash10-00kf-9270000000-f8da69241c579adfbb15	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Haloxyfop-P 15V, Negative-QTOF	splash10-000i-0093000000-1834a8d6c0aeeff99e5a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Haloxyfop-P 45V, Positive-QTOF	splash10-000f-6292000000-56d0b936d19c6bcc355d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Haloxyfop-P 75V, Negative-QTOF	splash10-052b-0900000000-3af903c0f43169757000	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Haloxyfop-P 90V, Negative-QTOF	splash10-0aba-0900000000-7496ec049c30b62658f4	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxyfop-P 10V, Positive-QTOF	splash10-03dl-0019000000-979666f5918d81b87b3c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxyfop-P 20V, Positive-QTOF	splash10-0006-4189000000-802808fcc412179e3098	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxyfop-P 40V, Positive-QTOF	splash10-0a6r-6970000000-b02e76770ae368410d3a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxyfop-P 10V, Negative-QTOF	splash10-03di-0019000000-41ee5fbfc8b94b011d08	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxyfop-P 20V, Negative-QTOF	splash10-01w0-0279000000-7c1f6f847faf3bf0273b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxyfop-P 40V, Negative-QTOF	splash10-0pb9-1930000000-3c733e453a855d76741e	2016-08-03	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

C04871

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

50895

PDB ID

Not Available

ChEBI ID

136694

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 Haloxyfop-P (HMDB0253047)

MOL for HMDB0253047 (Haloxyfop-P)

3D MOL for HMDB0253047 (Haloxyfop-P)

3D SDF for HMDB0253047 (Haloxyfop-P)

3D-SDF for HMDB0253047 (Haloxyfop-P)

PDB for HMDB0253047 (Haloxyfop-P)

3D PDB for HMDB0253047 (Haloxyfop-P)

SMILES for HMDB0253047 (Haloxyfop-P)

INCHI for HMDB0253047 (Haloxyfop-P)

Structure for HMDB0253047 (Haloxyfop-P)

3D Structure for HMDB0253047 (Haloxyfop-P)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra