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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:13:02 UTC

Update Date

2021-09-26 23:06:02 UTC

HMDB ID

HMDB0253046

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Haloxyfop-methyl

Description

methyl 2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoate, also known as haloxyfop methyl ester, belongs to the class of organic compounds known as 2-phenoxypropionic acid esters. These are aromatic compounds hat contain a phenol ether attached to the C2-atom of a phenylpropionic acid ester. Based on a literature review very few articles have been published on methyl 2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Haloxyfop-methyl is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Haloxyfop-methyl 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

HMDB0253046
     RDKit          3D
Haloxyfop-methyl
 38 39  0  0  0  0  0  0  0  0999 V2000
    7.3189   -0.9467    0.4362 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3248   -0.2455   -0.3214 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0714    0.0226    0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7718   -0.3408    1.3541 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0144    0.7477   -0.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6486    2.0084   -1.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9334    1.0214    0.2224 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6658    0.4991    0.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7789    0.9669    1.1912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5233    0.4714    1.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0084   -0.4878    0.3963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2470   -0.9445    0.4806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5354   -0.7701    0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0886   -1.2455   -0.9261 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3874   -1.1049   -1.1982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2012   -0.4759   -0.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6561   -0.3226   -0.5336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3882   -1.1031    0.3529 F   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0072   -0.5305   -1.8359 F   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0515    1.0005   -0.2566 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6790    0.0163    0.9092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3315   -0.1293    1.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7768    0.4789    2.7316 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0820   -0.9527   -0.5697 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2018   -0.4589   -0.6297 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9081   -0.2607    1.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7804   -1.6560    1.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0070   -1.4269   -0.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7971    0.0314   -1.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3104    1.7785   -1.9352 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2518    2.4588   -0.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8771    2.7106   -1.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1411    1.7437    1.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1259    0.9177    2.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8156   -1.4829   -2.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3464    0.5347    1.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4567   -1.6979   -1.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9054   -0.8255   -1.3937 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
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 16 21  1  0
 21 22  2  0
 22 23  1  0
 11 24  1  0
 24 25  2  0
 25  8  1  0
 22 13  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  6 32  1  0
  9 33  1  0
 10 34  1  0
 15 35  1  0
 21 36  1  0
 24 37  1  0
 25 38  1  0
M  END


  Mrv1572004191602182D          

 25 26  0  0  0  0            999 V2000
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    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
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    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    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.8743    4.2355    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993    5.6645    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    6.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  9  1  1  0  0  0  0
 10  7  2  0  0  0  0
 10  8  1  0  0  0  0
 11  3  2  0  0  0  0
 11  4  1  0  0  0  0
 12  5  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 14 13  2  0  0  0  0
 15  9  1  0  0  0  0
 16 10  1  0  0  0  0
 17 13  1  0  0  0  0
 18 16  1  0  0  0  0
 19 16  1  0  0  0  0
 20 16  1  0  0  0  0
 21  8  2  0  0  0  0
 21 14  1  0  0  0  0
 22 15  2  0  0  0  0
 23  2  1  0  0  0  0
 23 15  1  0  0  0  0
 24  9  1  0  0  0  0
 24 11  1  0  0  0  0
 25 12  1  0  0  0  0
 25 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253046

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H13ClF3NO4/c1-9(15(22)23-2)24-11-3-5-12(6-4-11)25-14-13(17)7-10(8-21-14)16(18,19)20/h3-9H,1-2H3

> <INCHI_KEY>
MFSWTRQUCLNFOM-UHFFFAOYSA-N

> <FORMULA>
C16H13ClF3NO4

> <MOLECULAR_WEIGHT>
375.73

> <EXACT_MASS>
375.0485201

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
31.753351883302532

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.21

> <JCHEM_LOGP>
4.367181601

> <ALOGPS_LOGS>
-4.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8000887191522538

> <JCHEM_POLAR_SURFACE_AREA>
57.650000000000006

> <JCHEM_REFRACTIVITY>
83.04470000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.16e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
haloxyfop methyl

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253046
     RDKit          3D
Haloxyfop-methyl
 38 39  0  0  0  0  0  0  0  0999 V2000
    7.3189   -0.9467    0.4362 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3248   -0.2455   -0.3214 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0714    0.0226    0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7718   -0.3408    1.3541 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0144    0.7477   -0.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6486    2.0084   -1.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9334    1.0214    0.2224 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6658    0.4991    0.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7789    0.9669    1.1912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5233    0.4714    1.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0084   -0.4878    0.3963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2470   -0.9445    0.4806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5354   -0.7701    0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0886   -1.2455   -0.9261 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3874   -1.1049   -1.1982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2012   -0.4759   -0.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6561   -0.3226   -0.5336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3882   -1.1031    0.3529 F   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0072   -0.5305   -1.8359 F   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0515    1.0005   -0.2566 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6790    0.0163    0.9092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3315   -0.1293    1.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7768    0.4789    2.7316 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0820   -0.9527   -0.5697 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2018   -0.4589   -0.6297 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9081   -0.2607    1.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7804   -1.6560    1.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0070   -1.4269   -0.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7971    0.0314   -1.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3104    1.7785   -1.9352 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2518    2.4588   -0.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8771    2.7106   -1.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1411    1.7437    1.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1259    0.9177    2.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8156   -1.4829   -2.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3464    0.5347    1.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4567   -1.6979   -1.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9054   -0.8255   -1.3937 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
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 16 21  1  0
 21 22  2  0
 22 23  1  0
 11 24  1  0
 24 25  2  0
 25  8  1  0
 22 13  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  6 32  1  0
  9 33  1  0
 10 34  1  0
 15 35  1  0
 21 36  1  0
 24 37  1  0
 25 38  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      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.002   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  10.010   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  12.320   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  11.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001  10.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  10.010   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334  10.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  10.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   9.240   0.000  0.00  0.00           C+0
HETATM   17 Cl   UNK     0       2.667   9.240   0.000  0.00  0.00          Cl+0
HETATM   18  F   UNK     0       9.336   8.470   0.000  0.00  0.00           F+0
HETATM   19  F   UNK     0       7.232   7.906   0.000  0.00  0.00           F+0
HETATM   20  F   UNK     0       8.772  10.574   0.000  0.00  0.00           F+0
HETATM   21  N   UNK     0       5.335  12.320   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0      -5.335   7.700   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -6.668  10.010   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.667   9.240   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.667  12.320   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   23                                                            
CONECT    3    5   11                                                       
CONECT    4    6   11                                                       
CONECT    5    3   12                                                       
CONECT    6    4   12                                                       
CONECT    7   10   13                                                       
CONECT    8   10   21                                                       
CONECT    9    1   15   24                                                  
CONECT   10    7    8   16                                                  
CONECT   11    3    4   24                                                  
CONECT   12    5    6   25                                                  
CONECT   13    7   14   17                                                  
CONECT   14   13   21   25                                                  
CONECT   15    9   22   23                                                  
CONECT   16   10   18   19   20                                             
CONECT   17   13                                                            
CONECT   18   16                                                            
CONECT   19   16                                                            
CONECT   20   16                                                            
CONECT   21    8   14                                                       
CONECT   22   15                                                            
CONECT   23    2   15                                                       
CONECT   24    9   11                                                       
CONECT   25   12   14                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0253046
HETATM    1  C1  UNL     1       7.319  -0.947   0.436  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.325  -0.245  -0.321  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.071   0.023   0.194  1.00  0.00           C  
HETATM    4  O2  UNL     1       4.772  -0.341   1.354  1.00  0.00           O  
HETATM    5  C3  UNL     1       4.014   0.748  -0.584  1.00  0.00           C  
HETATM    6  C4  UNL     1       4.649   2.008  -1.063  1.00  0.00           C  
HETATM    7  O3  UNL     1       2.933   1.021   0.222  1.00  0.00           O  
HETATM    8  C5  UNL     1       1.666   0.499   0.237  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.779   0.967   1.191  1.00  0.00           C  
HETATM   10  C7  UNL     1      -0.523   0.471   1.250  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.008  -0.488   0.396  1.00  0.00           C  
HETATM   12  O4  UNL     1      -2.247  -0.945   0.481  1.00  0.00           O  
HETATM   13  C9  UNL     1      -3.535  -0.770   0.259  1.00  0.00           C  
HETATM   14  N1  UNL     1      -4.089  -1.246  -0.926  1.00  0.00           N  
HETATM   15  C10 UNL     1      -5.387  -1.105  -1.198  1.00  0.00           C  
HETATM   16  C11 UNL     1      -6.201  -0.476  -0.288  1.00  0.00           C  
HETATM   17  C12 UNL     1      -7.656  -0.323  -0.534  1.00  0.00           C  
HETATM   18  F1  UNL     1      -8.388  -1.103   0.353  1.00  0.00           F  
HETATM   19  F2  UNL     1      -8.007  -0.530  -1.836  1.00  0.00           F  
HETATM   20  F3  UNL     1      -8.052   1.001  -0.257  1.00  0.00           F  
HETATM   21  C13 UNL     1      -5.679   0.016   0.909  1.00  0.00           C  
HETATM   22  C14 UNL     1      -4.331  -0.129   1.196  1.00  0.00           C  
HETATM   23 CL1  UNL     1      -3.777   0.479   2.732  1.00  0.00          CL  
HETATM   24  C15 UNL     1      -0.082  -0.953  -0.570  1.00  0.00           C  
HETATM   25  C16 UNL     1       1.202  -0.459  -0.630  1.00  0.00           C  
HETATM   26  H1  UNL     1       7.908  -0.261   1.077  1.00  0.00           H  
HETATM   27  H2  UNL     1       6.780  -1.656   1.101  1.00  0.00           H  
HETATM   28  H3  UNL     1       8.007  -1.427  -0.261  1.00  0.00           H  
HETATM   29  H4  UNL     1       3.797   0.031  -1.432  1.00  0.00           H  
HETATM   30  H5  UNL     1       5.310   1.779  -1.935  1.00  0.00           H  
HETATM   31  H6  UNL     1       5.252   2.459  -0.240  1.00  0.00           H  
HETATM   32  H7  UNL     1       3.877   2.711  -1.399  1.00  0.00           H  
HETATM   33  H8  UNL     1       1.141   1.744   1.877  1.00  0.00           H  
HETATM   34  H9  UNL     1      -1.126   0.918   2.039  1.00  0.00           H  
HETATM   35  H10 UNL     1      -5.816  -1.483  -2.134  1.00  0.00           H  
HETATM   36  H11 UNL     1      -6.346   0.535   1.624  1.00  0.00           H  
HETATM   37  H12 UNL     1      -0.457  -1.698  -1.247  1.00  0.00           H  
HETATM   38  H13 UNL     1       1.905  -0.826  -1.394  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    7   29
CONECT    6   30   31   32
CONECT    7    8
CONECT    8    9    9   25
CONECT    9   10   33
CONECT   10   11   11   34
CONECT   11   12   24
CONECT   12   13
CONECT   13   14   14   22
CONECT   14   15
CONECT   15   16   16   35
CONECT   16   17   21
CONECT   17   18   19   20
CONECT   21   22   22   36
CONECT   22   23
CONECT   24   25   25   37
CONECT   25   38
END

HMDB0253046
     RDKit          3D
Haloxyfop-methyl
 38 39  0  0  0  0  0  0  0  0999 V2000
    7.3189   -0.9467    0.4362 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3248   -0.2455   -0.3214 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0714    0.0226    0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7718   -0.3408    1.3541 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0144    0.7477   -0.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6486    2.0084   -1.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9334    1.0214    0.2224 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6658    0.4991    0.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7789    0.9669    1.1912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5233    0.4714    1.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0084   -0.4878    0.3963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2470   -0.9445    0.4806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5354   -0.7701    0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0886   -1.2455   -0.9261 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3874   -1.1049   -1.1982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2012   -0.4759   -0.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6561   -0.3226   -0.5336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3882   -1.1031    0.3529 F   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0072   -0.5305   -1.8359 F   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0515    1.0005   -0.2566 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6790    0.0163    0.9092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3315   -0.1293    1.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7768    0.4789    2.7316 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0820   -0.9527   -0.5697 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2018   -0.4589   -0.6297 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9081   -0.2607    1.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7804   -1.6560    1.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0070   -1.4269   -0.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7971    0.0314   -1.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3104    1.7785   -1.9352 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2518    2.4588   -0.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8771    2.7106   -1.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1411    1.7437    1.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1259    0.9177    2.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8156   -1.4829   -2.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3464    0.5347    1.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4567   -1.6979   -1.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9054   -0.8255   -1.3937 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
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 16 21  1  0
 21 22  2  0
 22 23  1  0
 11 24  1  0
 24 25  2  0
 25  8  1  0
 22 13  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  6 32  1  0
  9 33  1  0
 10 34  1  0
 15 35  1  0
 21 36  1  0
 24 37  1  0
 25 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl 2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propionate	ChEBI
Haloxyfop methyl ester	Kegg
Methyl 2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propionic acid	Generator
Methyl 2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoic acid	Generator
Methyl 2-[4-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxyphenoxy]propanoic acid	Generator

Chemical Formula

C₁₆H₁₃ClF₃NO₄

Average Molecular Weight

375.73

Monoisotopic Molecular Weight

375.0485201

IUPAC Name

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

Traditional Name

haloxyfop methyl

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C16H13ClF3NO4/c1-9(15(22)23-2)24-11-3-5-12(6-4-11)25-14-13(17)7-10(8-21-14)16(18,19)20/h3-9H,1-2H3

InChI Key

MFSWTRQUCLNFOM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-phenoxypropionic acid esters. These are aromatic compounds hat contain a phenol ether attached to the C2-atom of a phenylpropionic acid ester.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

2-phenoxypropionic acid esters

Direct Parent

2-phenoxypropionic acid esters

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

aromatic ether (CHEBI:5616 )

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	4.21	ALOGPS
logP	4.37	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Basic)	-0.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	57.65 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	83.04 m³·mol⁻¹	ChemAxon
Polarizability	31.75 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]+	183.885	30932474
DeepCCS	[M-H]-	181.527	30932474
DeepCCS	[M-2H]-	215.765	30932474
DeepCCS	[M+Na]+	191.237	30932474
AllCCS	[M+H]+	180.8	32859911
AllCCS	[M+H-H2O]+	178.0	32859911
AllCCS	[M+NH4]+	183.4	32859911
AllCCS	[M+Na]+	184.1	32859911
AllCCS	[M-H]-	178.8	32859911
AllCCS	[M+Na-2H]-	178.3	32859911
AllCCS	[M+HCOO]-	177.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	20.7887 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.07 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3265.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	693.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	259.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	429.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	460.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	942.7 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	905.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	174.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1875.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	716.3 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	1695.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	586.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	595.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	497.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	402.8 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	9.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Haloxyfop-methyl	COC(=O)C(C)OC1=CC=C(OC2=C(Cl)C=C(C=N2)C(F)(F)F)C=C1	2933.8	Standard polar	33892256
Haloxyfop-methyl	COC(=O)C(C)OC1=CC=C(OC2=C(Cl)C=C(C=N2)C(F)(F)F)C=C1	2248.7	Standard non polar	33892256
Haloxyfop-methyl	COC(=O)C(C)OC1=CC=C(OC2=C(Cl)C=C(C=N2)C(F)(F)F)C=C1	2042.2	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-methyl GC-MS (Non-derivatized) - 70eV, Positive	splash10-05n0-3494000000-2702ff3d4764d54b9737	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Haloxyfop-methyl 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 - Haloxyfop-methyl 10V, Positive-QTOF	splash10-004l-0019000000-393ebf682f48d15311e9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxyfop-methyl 20V, Positive-QTOF	splash10-0006-4297000000-4c1bc6ab87eb7cc1f385	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxyfop-methyl 40V, Positive-QTOF	splash10-0a6r-7980000000-4e62f96ecc29afecdc47	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxyfop-methyl 10V, Negative-QTOF	splash10-00di-0019000000-5046cbd869e0a7eadde3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxyfop-methyl 20V, Negative-QTOF	splash10-000i-0149000000-bdbb7070ebc89cf04f7f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxyfop-methyl 40V, Negative-QTOF	splash10-0pb9-1930000000-f3d927fd51846afad464	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxyfop-methyl 10V, Positive-QTOF	splash10-002f-0019000000-ee66220ef09fcf89ceea	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxyfop-methyl 20V, Positive-QTOF	splash10-0006-0097000000-5f350ef649e8a7299a8f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxyfop-methyl 40V, Positive-QTOF	splash10-00dl-0192000000-530ac6cf565c92e02643	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxyfop-methyl 10V, Negative-QTOF	splash10-00di-0019000000-eb55936235449a72bd72	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxyfop-methyl 20V, Negative-QTOF	splash10-00kr-3098000000-f9f02fe6550ca5aee580	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxyfop-methyl 40V, Negative-QTOF	splash10-003i-2690000000-6e8128776a7ca01bd776	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

46141

KEGG Compound ID

C11031

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

50896

PDB ID

Not Available

ChEBI ID

136720

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-methyl (HMDB0253046)

MOL for HMDB0253046 (Haloxyfop-methyl)

3D MOL for HMDB0253046 (Haloxyfop-methyl)

3D SDF for HMDB0253046 (Haloxyfop-methyl)

3D-SDF for HMDB0253046 (Haloxyfop-methyl)

PDB for HMDB0253046 (Haloxyfop-methyl)

3D PDB for HMDB0253046 (Haloxyfop-methyl)

SMILES for HMDB0253046 (Haloxyfop-methyl)

INCHI for HMDB0253046 (Haloxyfop-methyl)

Structure for HMDB0253046 (Haloxyfop-methyl)

3D Structure for HMDB0253046 (Haloxyfop-methyl)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra