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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:24:52 UTC

Update Date

2022-11-23 21:48:33 UTC

HMDB ID

HMDB0248949

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Benfluorex

Description

Benfluorex, also known as mediaxal, belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Based on a literature review a significant number of articles have been published on Benfluorex. This compound has been identified in human blood as reported by (PMID: 31557052 ). Benfluorex is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Benfluorex 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

HMDB0248949
     RDKit          3D
benfluorex
 45 46  0  0  0  0  0  0  0  0999 V2000
    0.3682    1.1404    0.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8616    0.3328   -0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9979    1.0286    0.5558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3162    0.3892    0.3446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6901   -0.7706    0.9791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9683   -1.2941    0.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8885   -0.6812    0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5554    0.4865   -0.6259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6214    1.1402   -1.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8909    2.3850   -0.8389 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2116    1.4353   -2.7241 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7604    0.3787   -1.4539 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3026    0.9871   -0.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7884   -1.0185    0.1851 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1050   -1.9747   -0.2899 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5074   -2.0486    0.0781 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4170   -1.0412   -0.1872 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7611   -1.2209    0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0222   -2.3010    0.7964 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8020   -0.2455   -0.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5783    0.9609   -0.6343 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5952    1.8521   -0.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9030    1.5605   -0.5256 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1616    0.3546    0.0884 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1212   -0.5275    0.3297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0800    1.1758   -0.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0556    2.2085    0.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8120    0.7643    1.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1096    0.3783   -1.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7410    1.0678    1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0007    2.0889    0.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0099   -1.2850    1.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1956   -2.2133    1.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8718   -1.1057   -0.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0328    1.9049   -0.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8074   -1.0577    1.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3924   -2.9917   -0.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0426   -1.9526   -1.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5784   -2.2234    1.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9633   -3.0080   -0.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5535    1.2037   -0.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4174    2.8311   -1.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6970    2.2895   -0.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1750    0.1186    0.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2975   -1.5019    0.8222 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
  8 13  2  0
  2 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 13  4  1  0
 25 20  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
 13 35  1  0
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 16 39  1  0
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 21 41  1  0
 22 42  1  0
 23 43  1  0
 24 44  1  0
 25 45  1  0
M  END


  Mrv0541 06251410192D          

 25 26  0  0  0  0            999 V2000
    7.8591   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0025   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7170   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5736   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0025   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7170   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -4.5375    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.0190   -4.8394    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.8440   -3.4105    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  6  5  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  1  0  0  0  0
 11 10  1  0  0  0  0
 14  1  1  0  0  0  0
 14 12  1  0  0  0  0
 15  6  1  0  0  0  0
 15 12  1  0  0  0  0
 15 13  2  0  0  0  0
 16  7  2  0  0  0  0
 16  8  1  0  0  0  0
 17  9  2  0  0  0  0
 17 13  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20 19  1  0  0  0  0
 21 19  1  0  0  0  0
 22 19  1  0  0  0  0
 23 10  1  0  0  0  0
 23 14  1  0  0  0  0
 24 18  2  0  0  0  0
 25 11  1  0  0  0  0
 25 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248949

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CC1=CC(=CC=C1)C(F)(F)F)NCCOC(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H20F3NO2/c1-14(12-15-6-5-9-17(13-15)19(20,21)22)23-10-11-25-18(24)16-7-3-2-4-8-16/h2-9,13-14,23H,10-12H2,1H3

> <INCHI_KEY>
CJAVTWRYCDNHSM-UHFFFAOYSA-N

> <FORMULA>
C19H20F3NO2

> <MOLECULAR_WEIGHT>
351.3628

> <EXACT_MASS>
351.144613504

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
34.83144841578906

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-({1-[3-(trifluoromethyl)phenyl]propan-2-yl}amino)ethyl benzoate

> <ALOGPS_LOGP>
4.26

> <JCHEM_LOGP>
4.919877193666667

> <ALOGPS_LOGS>
-5.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.142427987044945

> <JCHEM_POLAR_SURFACE_AREA>
38.33

> <JCHEM_REFRACTIVITY>
90.5678

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benfluorex

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0248949
     RDKit          3D
benfluorex
 45 46  0  0  0  0  0  0  0  0999 V2000
    0.3682    1.1404    0.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8616    0.3328   -0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9979    1.0286    0.5558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3162    0.3892    0.3446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6901   -0.7706    0.9791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9683   -1.2941    0.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8885   -0.6812    0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5554    0.4865   -0.6259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6214    1.1402   -1.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8909    2.3850   -0.8389 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2116    1.4353   -2.7241 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7604    0.3787   -1.4539 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3026    0.9871   -0.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7884   -1.0185    0.1851 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1050   -1.9747   -0.2899 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5074   -2.0486    0.0781 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4170   -1.0412   -0.1872 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7611   -1.2209    0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0222   -2.3010    0.7964 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8020   -0.2455   -0.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5783    0.9609   -0.6343 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5952    1.8521   -0.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9030    1.5605   -0.5256 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1616    0.3546    0.0884 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1212   -0.5275    0.3297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0800    1.1758   -0.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0556    2.2085    0.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8120    0.7643    1.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1096    0.3783   -1.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7410    1.0678    1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0007    2.0889    0.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0099   -1.2850    1.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1956   -2.2133    1.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8718   -1.1057   -0.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0328    1.9049   -0.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8074   -1.0577    1.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3924   -2.9917   -0.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0426   -1.9526   -1.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5784   -2.2234    1.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9633   -3.0080   -0.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5535    1.2037   -0.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4174    2.8311   -1.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6970    2.2895   -0.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1750    0.1186    0.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2975   -1.5019    0.8222 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
  8 13  2  0
  2 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 13  4  1  0
 25 20  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
 24 44  1  0
 25 45  1  0
M  END

HEADER    PROTEIN                                 25-JUN-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-JUN-14         0                                  
HETATM    1  C   UNK     0      14.670  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.671  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.338  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      20.005  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.004  -7.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.671  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.670  -6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.338  -6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.005  -6.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      21.339  -7.700   0.000  0.00  0.00           C+0
HETATM   20  F   UNK     0      22.673  -8.470   0.000  0.00  0.00           F+0
HETATM   21  F   UNK     0      20.569  -9.034   0.000  0.00  0.00           F+0
HETATM   22  F   UNK     0      22.109  -6.366   0.000  0.00  0.00           F+0
HETATM   23  N   UNK     0      13.337  -7.700   0.000  0.00  0.00           N+0
HETATM   24  O   UNK     0       8.002  -9.240   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       9.336  -6.930   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2    3    4                                                       
CONECT    3    2    7                                                       
CONECT    4    2    8                                                       
CONECT    5    6    9                                                       
CONECT    6    5   15                                                       
CONECT    7    3   16                                                       
CONECT    8    4   16                                                       
CONECT    9    5   17                                                       
CONECT   10   11   23                                                       
CONECT   11   10   25                                                       
CONECT   12   14   15                                                       
CONECT   13   15   17                                                       
CONECT   14    1   12   23                                                  
CONECT   15    6   12   13                                                  
CONECT   16    7    8   18                                                  
CONECT   17    9   13   19                                                  
CONECT   18   16   24   25                                                  
CONECT   19   17   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19                                                            
CONECT   23   10   14                                                       
CONECT   24   18                                                            
CONECT   25   11   18                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0248949
HETATM    1  C1  UNL     1       0.368   1.140   0.112  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.862   0.333  -0.207  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.998   1.029   0.556  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.316   0.389   0.345  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.690  -0.771   0.979  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.968  -1.294   0.816  1.00  0.00           C  
HETATM    7  C7  UNL     1      -5.889  -0.681   0.029  1.00  0.00           C  
HETATM    8  C8  UNL     1      -5.555   0.486  -0.626  1.00  0.00           C  
HETATM    9  C9  UNL     1      -6.621   1.140  -1.444  1.00  0.00           C  
HETATM   10  F1  UNL     1      -6.891   2.385  -0.839  1.00  0.00           F  
HETATM   11  F2  UNL     1      -6.212   1.435  -2.724  1.00  0.00           F  
HETATM   12  F3  UNL     1      -7.760   0.379  -1.454  1.00  0.00           F  
HETATM   13  C10 UNL     1      -4.303   0.987  -0.456  1.00  0.00           C  
HETATM   14  N1  UNL     1      -0.788  -1.018   0.185  1.00  0.00           N  
HETATM   15  C11 UNL     1       0.105  -1.975  -0.290  1.00  0.00           C  
HETATM   16  C12 UNL     1       1.507  -2.049   0.078  1.00  0.00           C  
HETATM   17  O1  UNL     1       2.417  -1.041  -0.187  1.00  0.00           O  
HETATM   18  C13 UNL     1       3.761  -1.221   0.211  1.00  0.00           C  
HETATM   19  O2  UNL     1       4.022  -2.301   0.796  1.00  0.00           O  
HETATM   20  C14 UNL     1       4.802  -0.246  -0.027  1.00  0.00           C  
HETATM   21  C15 UNL     1       4.578   0.961  -0.634  1.00  0.00           C  
HETATM   22  C16 UNL     1       5.595   1.852  -0.884  1.00  0.00           C  
HETATM   23  C17 UNL     1       6.903   1.561  -0.526  1.00  0.00           C  
HETATM   24  C18 UNL     1       7.162   0.355   0.088  1.00  0.00           C  
HETATM   25  C19 UNL     1       6.121  -0.528   0.330  1.00  0.00           C  
HETATM   26  H1  UNL     1       1.080   1.176  -0.736  1.00  0.00           H  
HETATM   27  H2  UNL     1       0.056   2.209   0.356  1.00  0.00           H  
HETATM   28  H3  UNL     1       0.812   0.764   1.048  1.00  0.00           H  
HETATM   29  H4  UNL     1      -1.110   0.378  -1.284  1.00  0.00           H  
HETATM   30  H5  UNL     1      -1.741   1.068   1.630  1.00  0.00           H  
HETATM   31  H6  UNL     1      -2.001   2.089   0.207  1.00  0.00           H  
HETATM   32  H7  UNL     1      -3.010  -1.285   1.616  1.00  0.00           H  
HETATM   33  H8  UNL     1      -5.196  -2.213   1.343  1.00  0.00           H  
HETATM   34  H9  UNL     1      -6.872  -1.106  -0.089  1.00  0.00           H  
HETATM   35  H10 UNL     1      -4.033   1.905  -0.975  1.00  0.00           H  
HETATM   36  H11 UNL     1      -0.807  -1.058   1.297  1.00  0.00           H  
HETATM   37  H12 UNL     1      -0.392  -2.992  -0.094  1.00  0.00           H  
HETATM   38  H13 UNL     1       0.043  -1.953  -1.439  1.00  0.00           H  
HETATM   39  H14 UNL     1       1.578  -2.223   1.209  1.00  0.00           H  
HETATM   40  H15 UNL     1       1.963  -3.008  -0.330  1.00  0.00           H  
HETATM   41  H16 UNL     1       3.554   1.204  -0.928  1.00  0.00           H  
HETATM   42  H17 UNL     1       5.417   2.831  -1.376  1.00  0.00           H  
HETATM   43  H18 UNL     1       7.697   2.289  -0.742  1.00  0.00           H  
HETATM   44  H19 UNL     1       8.175   0.119   0.376  1.00  0.00           H  
HETATM   45  H20 UNL     1       6.298  -1.502   0.822  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   14   29
CONECT    3    4   30   31
CONECT    4    5    5   13
CONECT    5    6   32
CONECT    6    7    7   33
CONECT    7    8   34
CONECT    8    9   13   13
CONECT    9   10   11   12
CONECT   13   35
CONECT   14   15   36
CONECT   15   16   37   38
CONECT   16   17   39   40
CONECT   17   18
CONECT   18   19   19   20
CONECT   20   21   21   25
CONECT   21   22   41
CONECT   22   23   23   42
CONECT   23   24   43
CONECT   24   25   25   44
CONECT   25   45
END

HMDB0248949
     RDKit          3D
benfluorex
 45 46  0  0  0  0  0  0  0  0999 V2000
    0.3682    1.1404    0.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8616    0.3328   -0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9979    1.0286    0.5558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3162    0.3892    0.3446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6901   -0.7706    0.9791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9683   -1.2941    0.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8885   -0.6812    0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5554    0.4865   -0.6259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6214    1.1402   -1.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8909    2.3850   -0.8389 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2116    1.4353   -2.7241 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7604    0.3787   -1.4539 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3026    0.9871   -0.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7884   -1.0185    0.1851 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1050   -1.9747   -0.2899 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5074   -2.0486    0.0781 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4170   -1.0412   -0.1872 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7611   -1.2209    0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0222   -2.3010    0.7964 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8020   -0.2455   -0.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5783    0.9609   -0.6343 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5952    1.8521   -0.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9030    1.5605   -0.5256 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1616    0.3546    0.0884 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1212   -0.5275    0.3297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0800    1.1758   -0.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0556    2.2085    0.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8120    0.7643    1.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1096    0.3783   -1.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7410    1.0678    1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0007    2.0889    0.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0099   -1.2850    1.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1956   -2.2133    1.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8718   -1.1057   -0.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0328    1.9049   -0.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8074   -1.0577    1.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3924   -2.9917   -0.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0426   -1.9526   -1.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5784   -2.2234    1.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9633   -3.0080   -0.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5535    1.2037   -0.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4174    2.8311   -1.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6970    2.2895   -0.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1750    0.1186    0.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2975   -1.5019    0.8222 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
  8 13  2  0
  2 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 13  4  1  0
 25 20  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
 24 44  1  0
 25 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Mediaxal	Kegg
Benfluorex hydrochloride	MeSH
1-(2-Trifluoromethylphenyl)-2-(benzoyloxyethyl)aminopropane HCL	MeSH
Benfluorex maleate	MeSH
Benfluramate	MeSH
Benfluorex hydrochloride, (+-)-isomer	MeSH
Benfluorex, methanesulfonate salt	MeSH
2-({1-[3-(trifluoromethyl)phenyl]propan-2-yl}amino)ethyl benzoic acid	Generator

Chemical Formula

C₁₉H₂₀F₃NO₂

Average Molecular Weight

351.3628

Monoisotopic Molecular Weight

351.144613504

IUPAC Name

2-({1-[3-(trifluoromethyl)phenyl]propan-2-yl}amino)ethyl benzoate

Traditional Name

benfluorex

CAS Registry Number

Not Available

SMILES

CC(CC1=CC(=CC=C1)C(F)(F)F)NCCOC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C19H20F3NO2/c1-14(12-15-6-5-9-17(13-15)19(20,21)22)23-10-11-25-18(24)16-7-3-2-4-8-16/h2-9,13-14,23H,10-12H2,1H3

InChI Key

CJAVTWRYCDNHSM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acid esters

Alternative Parents

Substituents

Amphetamine or derivatives
Benzoate ester
Trifluoromethylbenzene
Phenylpropane
Benzoyl
Aralkylamine
Amino acid or derivatives
Carboxylic acid ester
Secondary amine
Carboxylic acid derivative
Secondary aliphatic amine
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organohalogen compound
Organofluoride
Organonitrogen compound
Organooxygen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Alkyl fluoride
Amine
Alkyl halide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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	4.26	ALOGPS
logP	4.92	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Basic)	9.14	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.33 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	90.57 m³·mol⁻¹	ChemAxon
Polarizability	34.83 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	182.018	30932474
DeepCCS	[M-H]-	179.661	30932474
DeepCCS	[M-2H]-	213.93	30932474
DeepCCS	[M+Na]+	189.478	30932474
AllCCS	[M+H]+	183.6	32859911
AllCCS	[M+H-H2O]+	180.5	32859911
AllCCS	[M+NH4]+	186.4	32859911
AllCCS	[M+Na]+	187.2	32859911
AllCCS	[M-H]-	182.8	32859911
AllCCS	[M+Na-2H]-	182.6	32859911
AllCCS	[M+HCOO]-	182.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
benfluorex	CC(CC1=CC(=CC=C1)C(F)(F)F)NCCOC(=O)C1=CC=CC=C1	2637.4	Standard polar	33892256
benfluorex	CC(CC1=CC(=CC=C1)C(F)(F)F)NCCOC(=O)C1=CC=CC=C1	2194.9	Standard non polar	33892256
benfluorex	CC(CC1=CC(=CC=C1)C(F)(F)F)NCCOC(=O)C1=CC=CC=C1	2169.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
benfluorex,1TMS,isomer #1	CC(CC1=CC=CC(C(F)(F)F)=C1)N(CCOC(=O)C1=CC=CC=C1)[Si](C)(C)C	2339.3	Semi standard non polar	33892256
benfluorex,1TMS,isomer #1	CC(CC1=CC=CC(C(F)(F)F)=C1)N(CCOC(=O)C1=CC=CC=C1)[Si](C)(C)C	2300.9	Standard non polar	33892256
benfluorex,1TMS,isomer #1	CC(CC1=CC=CC(C(F)(F)F)=C1)N(CCOC(=O)C1=CC=CC=C1)[Si](C)(C)C	2680.7	Standard polar	33892256
benfluorex,1TBDMS,isomer #1	CC(CC1=CC=CC(C(F)(F)F)=C1)N(CCOC(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2564.6	Semi standard non polar	33892256
benfluorex,1TBDMS,isomer #1	CC(CC1=CC=CC(C(F)(F)F)=C1)N(CCOC(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2483.4	Standard non polar	33892256
benfluorex,1TBDMS,isomer #1	CC(CC1=CC=CC(C(F)(F)F)=C1)N(CCOC(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2758.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Benfluorex GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1910000000-5c921f478d972c79fb4c	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benfluorex 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benfluorex , positive-QTOF	splash10-0a4i-2910000000-9d514cebe36c513591b0	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benfluorex 10V, Positive-QTOF	splash10-0ue9-0659000000-a382153cb366e4181e1b	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benfluorex 20V, Positive-QTOF	splash10-0a5i-1941000000-61e9c3b7cbebf74d76cd	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benfluorex 40V, Positive-QTOF	splash10-0a4r-3900000000-ba2007fb4f762a7feb08	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benfluorex 10V, Negative-QTOF	splash10-0udi-1539000000-e752c657d60ebbff870e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benfluorex 20V, Negative-QTOF	splash10-0udi-3935000000-0dd29a09c15e610038ac	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benfluorex 40V, Negative-QTOF	splash10-0fi0-7920000000-a859d639289f58cf4514	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benfluorex 10V, Positive-QTOF	splash10-0udi-0019000000-3f750cb207643c6de519	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benfluorex 20V, Positive-QTOF	splash10-0pc0-0983000000-ab623dc476be44f69855	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benfluorex 40V, Positive-QTOF	splash10-0a4i-2920000000-f552fc1e390d8eac285b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benfluorex 10V, Negative-QTOF	splash10-004i-0194000000-b19a3d1e88c64331f5d1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benfluorex 20V, Negative-QTOF	splash10-004i-9530000000-9a1fa8bbb85bba06c506	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benfluorex 40V, Negative-QTOF	splash10-056r-9820000000-38d23de17597f5245e56	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

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

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB09022

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2228

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Benfluorex

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Benfluorex (HMDB0248949)

MOL for HMDB0248949 (Benfluorex)

3D MOL for HMDB0248949 (Benfluorex)

3D SDF for HMDB0248949 (Benfluorex)

3D-SDF for HMDB0248949 (Benfluorex)

PDB for HMDB0248949 (Benfluorex)

3D PDB for HMDB0248949 (Benfluorex)

SMILES for HMDB0248949 (Benfluorex)

INCHI for HMDB0248949 (Benfluorex)

Structure for HMDB0248949 (Benfluorex)

3D Structure for HMDB0248949 (Benfluorex)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra