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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:12:43 UTC

Update Date

2021-09-26 23:04:50 UTC

HMDB ID

HMDB0252331

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Flufenamic acid

Description

Flufenamic acid, also known as FFA or achless, belongs to the class of organic compounds known as aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety. Based on a literature review a small amount of articles have been published on Flufenamic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Flufenamic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Flufenamic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0252331
     RDKit          3D
Flufenamic acid
 30 31  0  0  0  0  0  0  0  0999 V2000
   -1.7045    0.6051   -3.1152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6570    0.8924   -2.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7526    1.4583   -2.8788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5000    0.6032   -0.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5484    0.9987   -0.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4275    0.7981    1.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2997    0.2102    1.8467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2820   -0.1763    1.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3868    0.0229   -0.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3215   -0.5000   -1.1539 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9293   -0.8160   -0.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5024   -2.0461   -0.7364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7617   -2.3067   -0.1809 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4203   -1.3539    0.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8520   -0.1091    0.7262 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6598    0.8847    1.4927 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0618    2.1168    1.3424 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.9546    1.0010    0.9685 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.8025    0.5417    2.8269 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6143    0.1437    0.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8270    2.4089   -3.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4164    1.4540   -0.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2157    1.0955    1.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2514    0.0541    2.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3781   -0.6557    1.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3781   -0.6986   -2.1605 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0104   -2.8477   -1.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1875   -3.3051   -0.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3997   -1.5984    0.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1906    1.1244    0.3562 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 15 20  2  0
  9  4  1  0
 20 11  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 20 30  1  0
M  END

FLF
  Mrv0541 02231216052D          

 20 21  0  0  0  0            999 V2000
   -1.7565    0.4221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0421    1.6596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4710    0.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4710   -0.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4710    1.6596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7565   -1.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0421   -0.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0421    0.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7565    1.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3276    0.4221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3869    0.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014    0.4221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8158    0.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8158   -0.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014   -1.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3869   -0.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5303    0.4221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2448    0.8346    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9428   -0.2923    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.1178    1.1366    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  1  8  1  0  0  0  0
  1  9  1  0  0  0  0
  2  9  2  0  0  0  0
  3  4  1  0  0  0  0
  4  6  2  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252331

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=CC=CC=C1NC1=CC(=CC=C1)C(F)(F)F

> <INCHI_IDENTIFIER>
InChI=1S/C14H10F3NO2/c15-14(16,17)9-4-3-5-10(8-9)18-12-7-2-1-6-11(12)13(19)20/h1-8,18H,(H,19,20)

> <INCHI_KEY>
LPEPZBJOKDYZAD-UHFFFAOYSA-N

> <FORMULA>
C14H10F3NO2

> <MOLECULAR_WEIGHT>
281.2299

> <EXACT_MASS>
281.066363184

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
24.670407704082923

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{[3-(trifluoromethyl)phenyl]amino}benzoic acid

> <ALOGPS_LOGP>
4.60

> <JCHEM_LOGP>
5.2486029809999994

> <ALOGPS_LOGS>
-4.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.531634709985443

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.878311076295253

> <JCHEM_PKA_STRONGEST_BASIC>
-2.1355613140048764

> <JCHEM_POLAR_SURFACE_AREA>
49.33

> <JCHEM_REFRACTIVITY>
67.77410000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.00e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
flufenamic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252331
     RDKit          3D
Flufenamic acid
 30 31  0  0  0  0  0  0  0  0999 V2000
   -1.7045    0.6051   -3.1152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6570    0.8924   -2.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7526    1.4583   -2.8788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5000    0.6032   -0.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5484    0.9987   -0.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4275    0.7981    1.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2997    0.2102    1.8467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2820   -0.1763    1.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3868    0.0229   -0.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3215   -0.5000   -1.1539 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9293   -0.8160   -0.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5024   -2.0461   -0.7364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7617   -2.3067   -0.1809 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4203   -1.3539    0.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8520   -0.1091    0.7262 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6598    0.8847    1.4927 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0618    2.1168    1.3424 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.9546    1.0010    0.9685 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.8025    0.5417    2.8269 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6143    0.1437    0.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8270    2.4089   -3.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4164    1.4540   -0.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2157    1.0955    1.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2514    0.0541    2.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3781   -0.6557    1.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3781   -0.6986   -2.1605 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0104   -2.8477   -1.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1875   -3.3051   -0.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3997   -1.5984    0.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1906    1.1244    0.3562 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 15 20  2  0
  9  4  1  0
 20 11  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 20 30  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: FLF                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.279   0.788   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.945   3.098   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -4.613   0.018   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.613  -1.522   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.613   3.098   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -3.279  -2.292   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.945  -1.522   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.945   0.018   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.279   2.328   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -0.612   0.788   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       0.722   0.018   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.056   0.788   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.389   0.018   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.389  -1.522   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.056  -2.292   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.722  -1.522   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.723   0.788   0.000  0.00  0.00           C+0
HETATM   18  F   UNK     0       6.057   1.558   0.000  0.00  0.00           F+0
HETATM   19  F   UNK     0       5.493  -0.546   0.000  0.00  0.00           F+0
HETATM   20  F   UNK     0       3.953   2.122   0.000  0.00  0.00           F+0
CONECT    1    3    8    9                                                  
CONECT    2    9                                                            
CONECT    3    1    4                                                       
CONECT    4    3    6                                                       
CONECT    5    9                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    1    7   10                                                  
CONECT    9    1    2    5                                                  
CONECT   10    8   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   11   15                                                       
CONECT   17   13   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0252331
HETATM    1  O1  UNL     1      -1.704   0.605  -3.115  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.657   0.892  -2.318  1.00  0.00           C  
HETATM    3  O2  UNL     1      -3.753   1.458  -2.879  1.00  0.00           O  
HETATM    4  C2  UNL     1      -2.500   0.603  -0.910  1.00  0.00           C  
HETATM    5  C3  UNL     1      -3.548   0.999  -0.055  1.00  0.00           C  
HETATM    6  C4  UNL     1      -3.427   0.798   1.280  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.300   0.210   1.847  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.282  -0.176   1.029  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.387   0.023  -0.372  1.00  0.00           C  
HETATM   10  N1  UNL     1      -0.321  -0.500  -1.154  1.00  0.00           N  
HETATM   11  C8  UNL     1       0.929  -0.816  -0.554  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.502  -2.046  -0.736  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.762  -2.307  -0.181  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.420  -1.354   0.536  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.852  -0.109   0.726  1.00  0.00           C  
HETATM   16  C13 UNL     1       3.660   0.885   1.493  1.00  0.00           C  
HETATM   17  F1  UNL     1       3.062   2.117   1.342  1.00  0.00           F  
HETATM   18  F2  UNL     1       4.955   1.001   0.969  1.00  0.00           F  
HETATM   19  F3  UNL     1       3.803   0.542   2.827  1.00  0.00           F  
HETATM   20  C14 UNL     1       1.614   0.144   0.183  1.00  0.00           C  
HETATM   21  H1  UNL     1      -3.827   2.409  -3.245  1.00  0.00           H  
HETATM   22  H2  UNL     1      -4.416   1.454  -0.522  1.00  0.00           H  
HETATM   23  H3  UNL     1      -4.216   1.096   1.964  1.00  0.00           H  
HETATM   24  H4  UNL     1      -2.251   0.054   2.943  1.00  0.00           H  
HETATM   25  H5  UNL     1      -0.378  -0.656   1.412  1.00  0.00           H  
HETATM   26  H6  UNL     1      -0.378  -0.699  -2.161  1.00  0.00           H  
HETATM   27  H7  UNL     1       1.010  -2.848  -1.312  1.00  0.00           H  
HETATM   28  H8  UNL     1       3.187  -3.305  -0.349  1.00  0.00           H  
HETATM   29  H9  UNL     1       4.400  -1.598   0.958  1.00  0.00           H  
HETATM   30  H10 UNL     1       1.191   1.124   0.356  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   21
CONECT    4    5    5    9
CONECT    5    6   22
CONECT    6    7    7   23
CONECT    7    8   24
CONECT    8    9    9   25
CONECT    9   10
CONECT   10   11   26
CONECT   11   12   12   20
CONECT   12   13   27
CONECT   13   14   14   28
CONECT   14   15   29
CONECT   15   16   20   20
CONECT   16   17   18   19
CONECT   20   30
END

HMDB0252331
     RDKit          3D
Flufenamic acid
 30 31  0  0  0  0  0  0  0  0999 V2000
   -1.7045    0.6051   -3.1152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6570    0.8924   -2.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7526    1.4583   -2.8788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5000    0.6032   -0.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5484    0.9987   -0.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4275    0.7981    1.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2997    0.2102    1.8467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2820   -0.1763    1.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3868    0.0229   -0.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3215   -0.5000   -1.1539 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9293   -0.8160   -0.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5024   -2.0461   -0.7364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7617   -2.3067   -0.1809 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4203   -1.3539    0.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8520   -0.1091    0.7262 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6598    0.8847    1.4927 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0618    2.1168    1.3424 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.9546    1.0010    0.9685 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.8025    0.5417    2.8269 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6143    0.1437    0.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8270    2.4089   -3.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4164    1.4540   -0.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2157    1.0955    1.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2514    0.0541    2.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3781   -0.6557    1.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3781   -0.6986   -2.1605 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0104   -2.8477   -1.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1875   -3.3051   -0.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3997   -1.5984    0.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1906    1.1244    0.3562 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 15 20  2  0
  9  4  1  0
 20 11  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 20 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-[3-(Trifluoromethyl)anilino]benzoic acid	ChEBI
2-[[3-(TRIFLUOROMETHYL)phenyl]amino] benzoIC ACID	ChEBI
3'-Trifluoromethyldiphenylamine-2-carboxylic acid	ChEBI
Achless	ChEBI
Acide flufenamique	ChEBI
Acido flufenamico	ChEBI
Acidum flufenamicum	ChEBI
FFA	ChEBI
Flufenaminsaeure	ChEBI
Fluphenamic acid	ChEBI
N-(3-Trifluoromethylphenyl)anthranilic acid	ChEBI
N-(alpha,alpha,alpha-Trifluoro-m-tolyl)anthranilic acid	ChEBI
Arlef	Kegg
2-[3-(Trifluoromethyl)anilino]benzoate	Generator
2-[[3-(TRIFLUOROMETHYL)phenyl]amino] benzoate	Generator
3'-Trifluoromethyldiphenylamine-2-carboxylate	Generator
Fluphenamate	Generator
N-(3-Trifluoromethylphenyl)anthranilate	Generator
N-(a,a,a-Trifluoro-m-tolyl)anthranilate	Generator
N-(a,a,a-Trifluoro-m-tolyl)anthranilic acid	Generator
N-(alpha,alpha,alpha-Trifluoro-m-tolyl)anthranilate	Generator
N-(Α,α,α-trifluoro-m-tolyl)anthranilate	Generator
N-(Α,α,α-trifluoro-m-tolyl)anthranilic acid	Generator
Flufenamate	Generator
Acid, flufenamic	MeSH
Dignodolin	MeSH
sankyo Brand OF flufenamic acid	MeSH

Chemical Formula

C₁₄H₁₀F₃NO₂

Average Molecular Weight

281.2299

Monoisotopic Molecular Weight

281.066363184

IUPAC Name

2-{[3-(trifluoromethyl)phenyl]amino}benzoic acid

Traditional Name

flufenamic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1=CC=CC=C1NC1=CC(=CC=C1)C(F)(F)F

InChI Identifier

InChI=1S/C14H10F3NO2/c15-14(16,17)9-4-3-5-10(8-9)18-12-7-2-1-6-11(12)13(19)20/h1-8,18H,(H,19,20)

InChI Key

LPEPZBJOKDYZAD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Aminobenzoic acids

Alternative Parents

Substituents

Aminobenzoic acid
Trifluoromethylbenzene
Benzoic acid
Benzoyl
Aniline or substituted anilines
Vinylogous amide
Amino acid or derivatives
Amino acid
Carboxylic acid derivative
Secondary amine
Carboxylic acid
Monocarboxylic acid or derivatives
Alkyl fluoride
Organofluoride
Organohalogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Alkyl halide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

organofluorine compound (CHEBI:42638 )
aromatic amino acid (CHEBI:42638 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0252331)

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	4.6	ALOGPS
logP	5.25	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	3.88	ChemAxon
pKa (Strongest Basic)	-2.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.33 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	67.77 m³·mol⁻¹	ChemAxon
Polarizability	24.67 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	160.333	30932474
DeepCCS	[M-H]-	157.975	30932474
DeepCCS	[M-2H]-	191.717	30932474
DeepCCS	[M+Na]+	166.795	30932474
AllCCS	[M+H]+	159.9	32859911
AllCCS	[M+H-H2O]+	156.3	32859911
AllCCS	[M+NH4]+	163.2	32859911
AllCCS	[M+Na]+	164.2	32859911
AllCCS	[M-H]-	157.2	32859911
AllCCS	[M+Na-2H]-	156.3	32859911
AllCCS	[M+HCOO]-	155.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	15.4494 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.95 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2478.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	477.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	162.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	272.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	195.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	781.5 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	785.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	121.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1321.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	491.2 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	1478.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	422.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	479.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	403.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	183.7 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	29.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Flufenamic acid	OC(=O)C1=CC=CC=C1NC1=CC(=CC=C1)C(F)(F)F	2819.6	Standard polar	33892256
Flufenamic acid	OC(=O)C1=CC=CC=C1NC1=CC(=CC=C1)C(F)(F)F	1958.5	Standard non polar	33892256
Flufenamic acid	OC(=O)C1=CC=CC=C1NC1=CC(=CC=C1)C(F)(F)F	2034.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Flufenamic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=CC=C1N(C1=CC=CC(C(F)(F)F)=C1)[Si](C)(C)C	1943.1	Semi standard non polar	33892256
Flufenamic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=CC=C1N(C1=CC=CC(C(F)(F)F)=C1)[Si](C)(C)C	2104.9	Standard non polar	33892256
Flufenamic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=CC=C1N(C1=CC=CC(C(F)(F)F)=C1)[Si](C)(C)C	2133.7	Standard polar	33892256
Flufenamic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC=C1N(C1=CC=CC(C(F)(F)F)=C1)[Si](C)(C)C(C)(C)C	2366.7	Semi standard non polar	33892256
Flufenamic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC=C1N(C1=CC=CC(C(F)(F)F)=C1)[Si](C)(C)C(C)(C)C	2448.2	Standard non polar	33892256
Flufenamic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC=C1N(C1=CC=CC(C(F)(F)F)=C1)[Si](C)(C)C(C)(C)C	2361.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Flufenamic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-0190000000-7226c837efe7a739f89c	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Flufenamic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Flufenamic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Flufenamic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Flufenamic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Flufenamic acid GC-MS (TBDMS_1_2) - 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 - Flufenamic acid LC-ESI-QFT , negative-QTOF	splash10-001r-0090000000-0f6d7c69f5f9242f5642	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flufenamic acid LC-ESI-QFT , negative-QTOF	splash10-000i-0090000000-9d81e18649951a7eaa15	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flufenamic acid LC-ESI-QFT , negative-QTOF	splash10-000i-0190000000-e11b32a1bfb7e88f90d6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flufenamic acid LC-ESI-QFT , negative-QTOF	splash10-002r-0490000000-ce3f3b244e22bbbe5041	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flufenamic acid LC-ESI-QFT , negative-QTOF	splash10-004i-0970000000-edb73a5d62729808e5cd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flufenamic acid LC-ESI-QFT , negative-QTOF	splash10-004i-0930000000-95081e9f9d0c39c41d8a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flufenamic acid LC-ESI-QFT , positive-QTOF	splash10-03di-0090000000-c0fd815aa73e117dbaad	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flufenamic acid LC-ESI-QFT , positive-QTOF	splash10-03di-0090000000-6e6b5ff30b2979343619	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flufenamic acid LC-ESI-QFT , positive-QTOF	splash10-03di-0090000000-9965dc3cbacd4781de3d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flufenamic acid LC-ESI-QFT , positive-QTOF	splash10-03di-0090000000-5199ecc47f2a1651423c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flufenamic acid LC-ESI-QFT , positive-QTOF	splash10-03xu-0390000000-a182566865ab68875b0d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flufenamic acid LC-ESI-QFT , positive-QTOF	splash10-014i-0970000000-575889d067845b735603	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flufenamic acid , positive-QTOF	splash10-03xr-2690000000-cd1fefcbb1a5f6e6bb0d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flufenamic acid 60V, Negative-QTOF	splash10-004i-0890000000-136a213938157b6547ce	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flufenamic acid 15V, Negative-QTOF	splash10-001r-0090000000-e6527c24269ec206f8a9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flufenamic acid 30V, Negative-QTOF	splash10-000i-0090000000-64c709eb1d662f4c453d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flufenamic acid 45V, Negative-QTOF	splash10-000i-0290000000-cb7a3314648276a4c620	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flufenamic acid 60V, Negative-QTOF	splash10-002r-0490000000-2d74cf8a6bd5215639d2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flufenamic acid 45V, Negative-QTOF	splash10-000i-0190000000-b87cc33bb8a36605c8bd	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flufenamic acid 10V, Positive-QTOF	splash10-001i-0090000000-56dc0088c2dd4cd33112	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flufenamic acid 20V, Positive-QTOF	splash10-01p9-0090000000-9703969db39556334a31	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flufenamic acid 40V, Positive-QTOF	splash10-0i09-2490000000-43c1d75e1d40f8fdbc97	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flufenamic acid 10V, Negative-QTOF	splash10-0019-0090000000-392fba2381cfcc0b3875	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flufenamic acid 20V, Negative-QTOF	splash10-000i-0090000000-f38b04683fe983b5872c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flufenamic acid 40V, Negative-QTOF	splash10-014r-2390000000-9cc9389122514b440f0a	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

DB02266

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3254

KEGG Compound ID

C13038

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Flufenamic_acid

METLIN ID

Not Available

PubChem Compound

3371

PDB ID

Not Available

ChEBI ID

42638

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 Flufenamic acid (HMDB0252331)

MOL for HMDB0252331 (Flufenamic acid)

3D MOL for HMDB0252331 (Flufenamic acid)

3D SDF for HMDB0252331 (Flufenamic acid)

3D-SDF for HMDB0252331 (Flufenamic acid)

PDB for HMDB0252331 (Flufenamic acid)

3D PDB for HMDB0252331 (Flufenamic acid)

SMILES for HMDB0252331 (Flufenamic acid)

INCHI for HMDB0252331 (Flufenamic acid)

Structure for HMDB0252331 (Flufenamic acid)

3D Structure for HMDB0252331 (Flufenamic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra