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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:21:22 UTC

Update Date

2022-03-07 02:55:11 UTC

HMDB ID

HMDB0037112

Secondary Accession Numbers

HMDB37112

Metabolite Identification

Common Name

Acifluorfen

Description

Acifluorfen, also known as blazer, belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group. Based on a literature review a significant number of articles have been published on Acifluorfen.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0037112
     RDKit          3D
Acifluorfen
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.5903    2.6859    0.4567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1660    1.5365    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4909    1.5627    0.0238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2351    0.4159    0.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8750    0.6205    0.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -0.3822    0.2226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3552   -0.1626    0.3328 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6009    0.0273    0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4990   -0.7950    0.9111 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8507   -0.6717    0.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3852    0.3217    0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8542    0.4500   -0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3106    0.8041    1.2294 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.2154    1.3556   -0.9965 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.3685   -0.8321   -0.3023 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5265    1.1270   -0.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1600    1.0001   -0.6055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1185    2.0845   -1.5486 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4107   -1.6788    0.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7518   -1.9075   -0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6831   -0.8623   -0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0466   -1.2314   -0.1437 N   0  0  0  0  0  4  0  0  0  0  0  0
   -5.9642   -0.7071    0.4858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4098   -2.2866   -0.9897 O   0  0  0  0  0  1  0  0  0  0  0  0
   -5.9444    2.3137   -0.5169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5181    1.6166    0.4537 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015   -1.5740    1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5331   -1.3067    1.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9773    1.8946   -1.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6945   -2.5024   -0.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1670   -2.9162   -0.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  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
 12 14  1  0
 12 15  1  0
 11 16  1  0
 16 17  2  0
 17 18  1  0
  6 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21  4  1  0
 17  8  1  0
  3 25  1  0
  5 26  1  0
  9 27  1  0
 10 28  1  0
 16 29  1  0
 19 30  1  0
 20 31  1  0
M  CHG  2  22   1  24  -1
M  END

ACJ
  Mrv0541 02241213222D          

 24 25  0  0  0  0            999 V2000
   -3.1834    0.5024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4690    0.9149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4690    1.7399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0400    0.9149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7545   -0.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3256    0.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4690   -0.7351    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -1.0400   -0.7351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1834   -0.3226    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.3256   -0.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3889    0.9149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1034    0.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4690   -1.5601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8179    0.9149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7545    0.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1034   -0.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5323    0.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5323   -0.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3889   -0.7351    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8179   -0.7351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2468   -0.7351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9613   -1.1476    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8343   -1.4495    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.6593   -0.0206    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2 15  1  0  0  0  0
  4  6  1  0  0  0  0
  4 15  2  0  0  0  0
  5  7  1  0  0  0  0
  5  8  2  0  0  0  0
  5 15  1  0  0  0  0
  6 10  2  0  0  0  0
  6 11  1  0  0  0  0
  7  9  1  0  0  0  0
  7 13  2  0  0  0  0
  8 10  1  0  0  0  0
 11 12  1  0  0  0  0
 12 14  2  0  0  0  0
 12 16  1  0  0  0  0
 14 17  1  0  0  0  0
 16 19  1  0  0  0  0
 16 20  2  0  0  0  0
 17 18  2  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
M  CHG  2   7   1   9  -1
M  END
> <DATABASE_ID>
HMDB0037112

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=CC(OC2=CC=C(C=C2Cl)C(F)(F)F)=CC=C1[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H7ClF3NO5/c15-10-5-7(14(16,17)18)1-4-12(10)24-8-2-3-11(19(22)23)9(6-8)13(20)21/h1-6H,(H,20,21)

> <INCHI_KEY>
NUFNQYOELLVIPL-UHFFFAOYSA-N

> <FORMULA>
C14H7ClF3NO5

> <MOLECULAR_WEIGHT>
361.657

> <EXACT_MASS>
360.996484661

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
28.436723023977628

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoic acid

> <ALOGPS_LOGP>
3.87

> <JCHEM_LOGP>
4.552993254333333

> <ALOGPS_LOGS>
-5.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.0306774571810915

> <JCHEM_PKA_STRONGEST_BASIC>
-9.073820852743893

> <JCHEM_POLAR_SURFACE_AREA>
92.35

> <JCHEM_REFRACTIVITY>
77.65820000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.52e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
acifluorfen

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037112
     RDKit          3D
Acifluorfen
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.5903    2.6859    0.4567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1660    1.5365    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4909    1.5627    0.0238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2351    0.4159    0.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8750    0.6205    0.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -0.3822    0.2226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3552   -0.1626    0.3328 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6009    0.0273    0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4990   -0.7950    0.9111 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8507   -0.6717    0.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3852    0.3217    0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8542    0.4500   -0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3106    0.8041    1.2294 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.2154    1.3556   -0.9965 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.3685   -0.8321   -0.3023 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5265    1.1270   -0.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1600    1.0001   -0.6055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1185    2.0845   -1.5486 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4107   -1.6788    0.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7518   -1.9075   -0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6831   -0.8623   -0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0466   -1.2314   -0.1437 N   0  0  0  0  0  4  0  0  0  0  0  0
   -5.9642   -0.7071    0.4858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4098   -2.2866   -0.9897 O   0  0  0  0  0  1  0  0  0  0  0  0
   -5.9444    2.3137   -0.5169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5181    1.6166    0.4537 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015   -1.5740    1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5331   -1.3067    1.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9773    1.8946   -1.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6945   -2.5024   -0.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1670   -2.9162   -0.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  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
 12 14  1  0
 12 15  1  0
 11 16  1  0
 16 17  2  0
 17 18  1  0
  6 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21  4  1  0
 17  8  1  0
  3 25  1  0
  5 26  1  0
  9 27  1  0
 10 28  1  0
 16 29  1  0
 19 30  1  0
 20 31  1  0
M  CHG  2  22   1  24  -1
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: ACJ                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -5.942   0.938   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -4.609   1.708   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.609   3.248   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.941   1.708   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.275  -0.602   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.608   0.938   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -4.609  -1.372   0.000  0.00  0.00           N+1
HETATM    8  C   UNK     0      -1.941  -1.372   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -5.942  -0.602   0.000  0.00  0.00           O-1
HETATM   10  C   UNK     0      -0.608  -0.602   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.726   1.708   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.060   0.938   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.609  -2.912   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.393   1.708   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.275   0.938   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.060  -0.602   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.727   0.938   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.727  -0.602   0.000  0.00  0.00           C+0
HETATM   19 Cl   UNK     0       0.726  -1.372   0.000  0.00  0.00          Cl+0
HETATM   20  C   UNK     0       3.393  -1.372   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.061  -1.372   0.000  0.00  0.00           C+0
HETATM   22  F   UNK     0       7.394  -2.142   0.000  0.00  0.00           F+0
HETATM   23  F   UNK     0       5.291  -2.706   0.000  0.00  0.00           F+0
HETATM   24  F   UNK     0       6.831  -0.038   0.000  0.00  0.00           F+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2                                                            
CONECT    4    6   15                                                       
CONECT    5    7    8   15                                                  
CONECT    6    4   10   11                                                  
CONECT    7    5    9   13                                                  
CONECT    8    5   10                                                       
CONECT    9    7                                                            
CONECT   10    6    8                                                       
CONECT   11    6   12                                                       
CONECT   12   11   14   16                                                  
CONECT   13    7                                                            
CONECT   14   12   17                                                       
CONECT   15    2    4    5                                                  
CONECT   16   12   19   20                                                  
CONECT   17   14   18                                                       
CONECT   18   17   20   21                                                  
CONECT   19   16                                                            
CONECT   20   16   18                                                       
CONECT   21   18   22   23   24                                             
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   21                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    HMDB0037112
HETATM    1  O1  UNL     1      -3.590   2.686   0.457  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.166   1.537   0.210  1.00  0.00           C  
HETATM    3  O2  UNL     1      -5.491   1.563   0.024  1.00  0.00           O  
HETATM    4  C2  UNL     1      -3.235   0.416   0.179  1.00  0.00           C  
HETATM    5  C3  UNL     1      -1.875   0.621   0.292  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.909  -0.382   0.223  1.00  0.00           C  
HETATM    7  O3  UNL     1       0.355  -0.163   0.333  1.00  0.00           O  
HETATM    8  C5  UNL     1       1.601   0.027   0.201  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.499  -0.795   0.911  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.851  -0.672   0.834  1.00  0.00           C  
HETATM   11  C8  UNL     1       4.385   0.322   0.009  1.00  0.00           C  
HETATM   12  C9  UNL     1       5.854   0.450  -0.049  1.00  0.00           C  
HETATM   13  F1  UNL     1       6.311   0.804   1.229  1.00  0.00           F  
HETATM   14  F2  UNL     1       6.215   1.356  -0.997  1.00  0.00           F  
HETATM   15  F3  UNL     1       6.368  -0.832  -0.302  1.00  0.00           F  
HETATM   16  C10 UNL     1       3.526   1.127  -0.683  1.00  0.00           C  
HETATM   17  C11 UNL     1       2.160   1.000  -0.606  1.00  0.00           C  
HETATM   18 CL1  UNL     1       1.118   2.084  -1.549  1.00  0.00          CL  
HETATM   19  C12 UNL     1      -1.411  -1.679   0.023  1.00  0.00           C  
HETATM   20  C13 UNL     1      -2.752  -1.908  -0.090  1.00  0.00           C  
HETATM   21  C14 UNL     1      -3.683  -0.862  -0.013  1.00  0.00           C  
HETATM   22  N1  UNL     1      -5.047  -1.231  -0.144  1.00  0.00           N1+
HETATM   23  O4  UNL     1      -5.964  -0.707   0.486  1.00  0.00           O  
HETATM   24  O5  UNL     1      -5.410  -2.287  -0.990  1.00  0.00           O1-
HETATM   25  H1  UNL     1      -5.944   2.314  -0.517  1.00  0.00           H  
HETATM   26  H2  UNL     1      -1.518   1.617   0.454  1.00  0.00           H  
HETATM   27  H3  UNL     1       2.101  -1.574   1.563  1.00  0.00           H  
HETATM   28  H4  UNL     1       4.533  -1.307   1.370  1.00  0.00           H  
HETATM   29  H5  UNL     1       3.977   1.895  -1.318  1.00  0.00           H  
HETATM   30  H6  UNL     1      -0.694  -2.502  -0.048  1.00  0.00           H  
HETATM   31  H7  UNL     1      -3.167  -2.916  -0.239  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   25
CONECT    4    5    5   21
CONECT    5    6   26
CONECT    6    7   19   19
CONECT    7    8
CONECT    8    9    9   17
CONECT    9   10   27
CONECT   10   11   11   28
CONECT   11   12   16
CONECT   12   13   14   15
CONECT   16   17   17   29
CONECT   17   18
CONECT   19   20   30
CONECT   20   21   21   31
CONECT   21   22
CONECT   22   23   23   24
END

HMDB0037112
     RDKit          3D
Acifluorfen
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.5903    2.6859    0.4567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1660    1.5365    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4909    1.5627    0.0238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2351    0.4159    0.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8750    0.6205    0.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -0.3822    0.2226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3552   -0.1626    0.3328 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6009    0.0273    0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4990   -0.7950    0.9111 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8507   -0.6717    0.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3852    0.3217    0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8542    0.4500   -0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3106    0.8041    1.2294 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.2154    1.3556   -0.9965 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.3685   -0.8321   -0.3023 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5265    1.1270   -0.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1600    1.0001   -0.6055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1185    2.0845   -1.5486 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4107   -1.6788    0.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7518   -1.9075   -0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6831   -0.8623   -0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0466   -1.2314   -0.1437 N   0  0  0  0  0  4  0  0  0  0  0  0
   -5.9642   -0.7071    0.4858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4098   -2.2866   -0.9897 O   0  0  0  0  0  1  0  0  0  0  0  0
   -5.9444    2.3137   -0.5169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5181    1.6166    0.4537 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015   -1.5740    1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5331   -1.3067    1.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9773    1.8946   -1.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6945   -2.5024   -0.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1670   -2.9162   -0.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  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
 12 14  1  0
 12 15  1  0
 11 16  1  0
 16 17  2  0
 17 18  1  0
  6 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21  4  1  0
 17  8  1  0
  3 25  1  0
  5 26  1  0
  9 27  1  0
 10 28  1  0
 16 29  1  0
 19 30  1  0
 20 31  1  0
M  CHG  2  22   1  24  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Nitro-5-(2-chloro-4-(trifluoromethyl)phenoxy)benzoic acid	ChEBI
5-(2-Chloro-alpha,alpha,alpha-trifluoro-p-tolyloxy)-2-nitrobenzoic acid	ChEBI
Acifluorfene	ChEBI
Blazer	ChEBI
2-Nitro-5-(2-chloro-4-(trifluoromethyl)phenoxy)benzoate	Generator
5-(2-Chloro-a,a,a-trifluoro-p-tolyloxy)-2-nitrobenzoate	Generator
5-(2-Chloro-a,a,a-trifluoro-p-tolyloxy)-2-nitrobenzoic acid	Generator
5-(2-Chloro-alpha,alpha,alpha-trifluoro-p-tolyloxy)-2-nitrobenzoate	Generator
5-(2-Chloro-α,α,α-trifluoro-p-tolyloxy)-2-nitrobenzoate	Generator
5-(2-Chloro-α,α,α-trifluoro-p-tolyloxy)-2-nitrobenzoic acid	Generator
(Sodium salt) scifluorfen	HMDB
5-(2-chloro-4-(Trifluoromethyl)phenoxy)-2-nitrobenzoate	HMDB, MeSH
5-(2-chloro-4-(Trifluoromethyl)phenoxy)-2-nitrobenzoic acid	HMDB
5-(2-chloro-4-Trifluoromethylphenoxy)-2-nitrobenzoic acid	HMDB, MeSH
5-[2-chloro-4-(Trifluoromethyl)phenoxy]-2-nitrobenzoic acid	HMDB
5-[2-chloro-4-(Trifluoromethyl)phenoxy]-2-nitrobenzoic acid, 9ci	HMDB
ACJ	HMDB
C14H7CLF3NO5	HMDB
Carbofluorfen	HMDB
Scifluorfen	HMDB, MeSH
Tackle	HMDB
Tackle 25	HMDB
Acifluorfen, calcium salt	MeSH, HMDB
Acifluorfen, potassium salt	MeSH, HMDB
Acifluorfen, sodium salt	MeSH, HMDB

Chemical Formula

C₁₄H₇ClF₃NO₅

Average Molecular Weight

361.657

Monoisotopic Molecular Weight

360.996484661

IUPAC Name

5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoic acid

Traditional Name

acifluorfen

CAS Registry Number

50594-66-6

SMILES

OC(=O)C1=CC(OC2=CC=C(C=C2Cl)C(F)(F)F)=CC=C1[N+]([O-])=O

InChI Identifier

InChI=1S/C14H7ClF3NO5/c15-10-5-7(14(16,17)18)1-4-12(10)24-8-2-3-11(19(22)23)9(6-8)13(20)21/h1-6H,(H,20,21)

InChI Key

NUFNQYOELLVIPL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylethers

Direct Parent

Diphenylethers

Alternative Parents

Substituents

Diphenylether
Nitrobenzoate
Diaryl ether
Trifluoromethylbenzene
Nitrobenzene
Benzoic acid or derivatives
Benzoic acid
Phenoxy compound
Phenol ether
Nitroaromatic compound
Benzoyl
Halobenzene
Chlorobenzene
Aryl chloride
Aryl halide
C-nitro compound
Organic nitro compound
Carboxylic acid derivative
Carboxylic acid
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Ether
Allyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Organic oxoazanium
Organic oxygen compound
Organic nitrogen compound
Alkyl halide
Alkyl fluoride
Organopnictogen compound
Organic oxide
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Hydrocarbon derivative
Organochloride
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

C-nitro compound (CHEBI:73172 )
organofluorine compound (CHEBI:73172 )
aromatic ether (CHEBI:73172 )
monocarboxylic acid (CHEBI:73172 )
organochlorine compound (CHEBI:73172 )
benzoic acids (CHEBI:73172 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0037112)

Cellular substructure

Membrane (HMDB: HMDB0037112)

Source

Exogenous

Food

Food (HMDB: HMDB0037112)

Process

Not Available

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	240 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.12 mg/mL at 25 °C	Not Available
LogP	3.70	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00085 g/L	ALOGPS
logP	3.87	ALOGPS
logP	4.55	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	2.03	ChemAxon
pKa (Strongest Basic)	-9.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	92.35 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	77.66 m³·mol⁻¹	ChemAxon
Polarizability	28.44 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]+	170.016	30932474
DeepCCS	[M-H]-	167.658	30932474
DeepCCS	[M-2H]-	200.544	30932474
DeepCCS	[M+Na]+	176.109	30932474
AllCCS	[M+H]+	171.2	32859911
AllCCS	[M+H-H2O]+	168.2	32859911
AllCCS	[M+NH4]+	174.0	32859911
AllCCS	[M+Na]+	174.8	32859911
AllCCS	[M-H]-	161.0	32859911
AllCCS	[M+Na-2H]-	159.6	32859911
AllCCS	[M+HCOO]-	158.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Acifluorfen	OC(=O)C1=CC(OC2=CC=C(C=C2Cl)C(F)(F)F)=CC=C1[N+]([O-])=O	3525.9	Standard polar	33892256
Acifluorfen	OC(=O)C1=CC(OC2=CC=C(C=C2Cl)C(F)(F)F)=CC=C1[N+]([O-])=O	2259.9	Standard non polar	33892256
Acifluorfen	OC(=O)C1=CC(OC2=CC=C(C=C2Cl)C(F)(F)F)=CC=C1[N+]([O-])=O	2448.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Acifluorfen,1TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC(OC2=CC=C(C(F)(F)F)C=C2Cl)=CC=C1[N+](=O)[O-]	2304.5	Semi standard non polar	33892256
Acifluorfen,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(OC2=CC=C(C(F)(F)F)C=C2Cl)=CC=C1[N+](=O)[O-]	2534.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Acifluorfen GC-MS (Non-derivatized) - 70eV, Positive	splash10-02t9-4195000000-5ddff76a68c7747e149c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Acifluorfen GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9125100000-9ebf44d112da72167d46	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Acifluorfen GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-03di-7559000000-e737ad0bfc1539f2b020	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acifluorfen LC-ESI-QFT , negative-QTOF	splash10-014i-0209000000-e0ae2e76a9ed3a665f91	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acifluorfen LC-ESI-QFT , negative-QTOF	splash10-0006-0920000000-45419e5ed3c77076fe28	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acifluorfen LC-ESI-QFT , negative-QTOF	splash10-0006-0910000000-e79c927ca121a2728105	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acifluorfen LC-ESI-QFT , negative-QTOF	splash10-0006-0910000000-5d702697e77d71c956dc	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acifluorfen LC-ESI-QFT , negative-QTOF	splash10-0006-0900000000-acce9cd35c0b6ecbfe72	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acifluorfen LC-ESI-QFT , negative-QTOF	splash10-0006-1900000000-0ac96d69a66a1c6b06ea	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acifluorfen LC-ESI-QFT , positive-QTOF	splash10-0006-0009000000-36cf1b8605b4060a67c9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acifluorfen LC-ESI-QFT , positive-QTOF	splash10-0fk9-0097000000-435191fe46a075001c02	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acifluorfen LC-ESI-QFT , positive-QTOF	splash10-00di-0490000000-29ca940ce1fb7466f30e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acifluorfen LC-ESI-QFT , positive-QTOF	splash10-00fr-1960000000-72299fc4ced8b0568174	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acifluorfen LC-ESI-QFT , positive-QTOF	splash10-0059-1910000000-fb24acfb053c8e942e6b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acifluorfen LC-ESI-QFT , positive-QTOF	splash10-0059-1900000000-d17eb40e209a756eee16	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acifluorfen 75V, Negative-QTOF	splash10-001i-9200000000-fdcc9c404aade51c9c3b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acifluorfen 90V, Negative-QTOF	splash10-001i-9100000000-5493b9bbfa7996612724	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acifluorfen 30V, Negative-QTOF	splash10-0006-0901000000-f1b6ebc3d324dd5a439f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acifluorfen 15V, Negative-QTOF	splash10-0a4i-0901000000-842b0991a0796f4f751a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acifluorfen 45V, Negative-QTOF	splash10-003r-7900000000-66d44d1f03c0c607ac39	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acifluorfen 60V, Negative-QTOF	splash10-001i-9500000000-b66fd3edda53b4ad6b79	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acifluorfen 75V, Positive-QTOF	splash10-0059-1910000000-b0b157c1a52c3acf641a	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acifluorfen 10V, Positive-QTOF	splash10-03di-0009000000-4c75728bf5ffedddf98b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acifluorfen 20V, Positive-QTOF	splash10-03di-0009000000-245d7f49008a444c8c8c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acifluorfen 40V, Positive-QTOF	splash10-000i-0912000000-eef3cbda79d3d86dc38b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acifluorfen 10V, Negative-QTOF	splash10-0a4i-0009000000-6d7bb98e0ea588c04fcc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acifluorfen 20V, Negative-QTOF	splash10-0a4i-0009000000-47ab230a682c945458d0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acifluorfen 40V, Negative-QTOF	splash10-02t9-0904000000-6e5ade73e3f6b27f7a11	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB07338

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016105

KNApSAcK ID

Not Available

Chemspider ID

40113

KEGG Compound ID

Not Available

BioCyc ID

ACIFLUORFEN

BiGG ID

Not Available

Wikipedia Link

Acifluorfen

METLIN ID

Not Available

PubChem Compound

44073

PDB ID

ACJ

ChEBI ID

73172

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Acifluorfen (HMDB0037112)

MOL for HMDB0037112 (Acifluorfen)

3D MOL for HMDB0037112 (Acifluorfen)

3D SDF for HMDB0037112 (Acifluorfen)

3D-SDF for HMDB0037112 (Acifluorfen)

PDB for HMDB0037112 (Acifluorfen)

3D PDB for HMDB0037112 (Acifluorfen)

SMILES for HMDB0037112 (Acifluorfen)

INCHI for HMDB0037112 (Acifluorfen)

Structure for HMDB0037112 (Acifluorfen)

3D Structure for HMDB0037112 (Acifluorfen)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra