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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:33:17 UTC

Update Date

2021-09-26 22:58:30 UTC

HMDB ID

HMDB0248289

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Amfenac

Description

Amfenac, also known as amfenac sodium, belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups. In humans, amfenac is involved in the nepafenac action pathway. Amfenac is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a small amount of articles have been published on Amfenac. This compound has been identified in human blood as reported by (PMID: 31557052 ). Amfenac is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Amfenac 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

HMDB0248289
     RDKit          3D
Amfenac
 32 33  0  0  0  0  0  0  0  0999 V2000
    1.4307    1.0840   -1.4649 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3429    0.2951   -0.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5141   -0.1679    0.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8364    0.1142   -0.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1402   -0.6852   -1.4836 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3099   -1.5096   -1.9118 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3420   -0.5339   -2.1362 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4311   -0.9264    1.4271 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1967   -1.1973    1.9739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0226   -0.7100    1.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0779    0.0519    0.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0910    0.5452   -0.4488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8774    1.1295   -1.5826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4616    0.4767   -0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4195    0.2779   -1.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7485    0.2507   -0.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2072    0.4079    0.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2597    0.6034    1.5718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8936    0.6375    1.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6747    2.1095   -1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2670    0.7139   -2.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8999    1.2112   -0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6080   -0.1236    0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0309   -1.2807   -1.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3201   -1.3085    1.8980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1221   -1.7866    2.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9394   -0.9689    1.8289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0847    0.1494   -2.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4710    0.0963   -1.4849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2758    0.3793    0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6111    0.7275    2.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2267    0.8245    2.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  3  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 11  2  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  4 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 15 28  1  0
 16 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  0
M  END


  Mrv1652309112103332D          

 19 20  0  0  0  0            999 V2000
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 N   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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 10 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248289

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=C(C=CC=C1CC(O)=O)C(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H13NO3/c16-14-11(9-13(17)18)7-4-8-12(14)15(19)10-5-2-1-3-6-10/h1-8H,9,16H2,(H,17,18)

> <INCHI_KEY>
SOYCMDCMZDHQFP-UHFFFAOYSA-N

> <FORMULA>
C15H13NO3

> <MOLECULAR_WEIGHT>
255.273

> <EXACT_MASS>
255.089543283

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
26.273817549055124

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-amino-3-benzoylphenyl)acetic acid

> <ALOGPS_LOGP>
2.40

> <JCHEM_LOGP>
2.891421188666666

> <ALOGPS_LOGS>
-3.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.406443081139727

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9483095579804455

> <JCHEM_PKA_STRONGEST_BASIC>
1.767850698059903

> <JCHEM_POLAR_SURFACE_AREA>
80.39

> <JCHEM_REFRACTIVITY>
72.64150000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.59e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
amfenac

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248289
     RDKit          3D
Amfenac
 32 33  0  0  0  0  0  0  0  0999 V2000
    1.4307    1.0840   -1.4649 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3429    0.2951   -0.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5141   -0.1679    0.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8364    0.1142   -0.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1402   -0.6852   -1.4836 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3099   -1.5096   -1.9118 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3420   -0.5339   -2.1362 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4311   -0.9264    1.4271 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1967   -1.1973    1.9739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0226   -0.7100    1.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0779    0.0519    0.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0910    0.5452   -0.4488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8774    1.1295   -1.5826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4616    0.4767   -0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4195    0.2779   -1.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7485    0.2507   -0.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2072    0.4079    0.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2597    0.6034    1.5718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8936    0.6375    1.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6747    2.1095   -1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2670    0.7139   -2.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8999    1.2112   -0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6080   -0.1236    0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0309   -1.2807   -1.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3201   -1.3085    1.8980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1221   -1.7866    2.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9394   -0.9689    1.8289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0847    0.1494   -2.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4710    0.0963   -1.4849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2758    0.3793    0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6111    0.7275    2.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2267    0.8245    2.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  3  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 11  2  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  4 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 15 28  1  0
 16 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       9.336   3.850   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0       4.001   2.310   0.000  0.00  0.00           N+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   14                                                  
CONECT   10    9   11   19                                                  
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   10                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0248289
HETATM    1  N1  UNL     1       1.431   1.084  -1.465  1.00  0.00           N  
HETATM    2  C1  UNL     1       1.343   0.295  -0.277  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.514  -0.168   0.282  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.836   0.114  -0.296  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.140  -0.685  -1.484  1.00  0.00           C  
HETATM    6  O1  UNL     1       3.310  -1.510  -1.912  1.00  0.00           O  
HETATM    7  O2  UNL     1       5.342  -0.534  -2.136  1.00  0.00           O  
HETATM    8  C5  UNL     1       2.431  -0.926   1.427  1.00  0.00           C  
HETATM    9  C6  UNL     1       1.197  -1.197   1.974  1.00  0.00           C  
HETATM   10  C7  UNL     1       0.023  -0.710   1.378  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.078   0.052   0.233  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.091   0.545  -0.449  1.00  0.00           C  
HETATM   13  O3  UNL     1      -0.877   1.129  -1.583  1.00  0.00           O  
HETATM   14  C10 UNL     1      -2.462   0.477  -0.044  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.419   0.278  -1.048  1.00  0.00           C  
HETATM   16  C12 UNL     1      -4.748   0.251  -0.697  1.00  0.00           C  
HETATM   17  C13 UNL     1      -5.207   0.408   0.593  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.260   0.603   1.572  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.894   0.638   1.250  1.00  0.00           C  
HETATM   20  H1  UNL     1       1.675   2.110  -1.402  1.00  0.00           H  
HETATM   21  H2  UNL     1       1.267   0.714  -2.420  1.00  0.00           H  
HETATM   22  H3  UNL     1       3.900   1.211  -0.482  1.00  0.00           H  
HETATM   23  H4  UNL     1       4.608  -0.124   0.465  1.00  0.00           H  
HETATM   24  H5  UNL     1       6.031  -1.281  -1.989  1.00  0.00           H  
HETATM   25  H6  UNL     1       3.320  -1.309   1.898  1.00  0.00           H  
HETATM   26  H7  UNL     1       1.122  -1.787   2.865  1.00  0.00           H  
HETATM   27  H8  UNL     1      -0.939  -0.969   1.829  1.00  0.00           H  
HETATM   28  H9  UNL     1      -3.085   0.149  -2.086  1.00  0.00           H  
HETATM   29  H10 UNL     1      -5.471   0.096  -1.485  1.00  0.00           H  
HETATM   30  H11 UNL     1      -6.276   0.379   0.831  1.00  0.00           H  
HETATM   31  H12 UNL     1      -4.611   0.727   2.584  1.00  0.00           H  
HETATM   32  H13 UNL     1      -2.227   0.825   2.073  1.00  0.00           H  
CONECT    1    2   20   21
CONECT    2    3    3   11
CONECT    3    4    8
CONECT    4    5   22   23
CONECT    5    6    6    7
CONECT    7   24
CONECT    8    9    9   25
CONECT    9   10   26
CONECT   10   11   11   27
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   15   19
CONECT   15   16   28
CONECT   16   17   17   29
CONECT   17   18   30
CONECT   18   19   19   31
CONECT   19   32
END

HMDB0248289
     RDKit          3D
Amfenac
 32 33  0  0  0  0  0  0  0  0999 V2000
    1.4307    1.0840   -1.4649 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3429    0.2951   -0.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5141   -0.1679    0.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8364    0.1142   -0.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1402   -0.6852   -1.4836 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3099   -1.5096   -1.9118 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3420   -0.5339   -2.1362 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4311   -0.9264    1.4271 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1967   -1.1973    1.9739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0226   -0.7100    1.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0779    0.0519    0.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0910    0.5452   -0.4488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8774    1.1295   -1.5826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4616    0.4767   -0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4195    0.2779   -1.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7485    0.2507   -0.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2072    0.4079    0.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2597    0.6034    1.5718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8936    0.6375    1.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6747    2.1095   -1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2670    0.7139   -2.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8999    1.2112   -0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6080   -0.1236    0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0309   -1.2807   -1.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3201   -1.3085    1.8980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1221   -1.7866    2.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9394   -0.9689    1.8289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0847    0.1494   -2.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4710    0.0963   -1.4849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2758    0.3793    0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6111    0.7275    2.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2267    0.8245    2.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  3  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 11  2  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  4 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 15 28  1  0
 16 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2-Amino-3-benzoylphenyl)essigsaeure	ChEBI
2-Amino-3-benzoylbenzeneacetic acid	ChEBI
Amfenaco	ChEBI
Amfenacum	ChEBI
2-Amino-3-benzoylbenzeneacetate	Generator
2-Amino-3-benzoylbenzeneacetic acid, monosodium salt, monohydrate	HMDB
Amfenac calcium salt (2:1)	HMDB
Amfenac monosodium salt	HMDB
Amfenac sodium	HMDB

Chemical Formula

C₁₅H₁₃NO₃

Average Molecular Weight

255.273

Monoisotopic Molecular Weight

255.089543283

IUPAC Name

2-(2-amino-3-benzoylphenyl)acetic acid

Traditional Name

amfenac

CAS Registry Number

Not Available

SMILES

NC1=C(C=CC=C1CC(O)=O)C(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C15H13NO3/c16-14-11(9-13(17)18)7-4-8-12(14)15(19)10-5-2-1-3-6-10/h1-8H,9,16H2,(H,17,18)

InChI Key

SOYCMDCMZDHQFP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzophenones

Direct Parent

Benzophenones

Alternative Parents

Substituents

Benzophenone
Diphenylmethane
Aryl-phenylketone
Benzoyl
Aniline or substituted anilines
Aryl ketone
Vinylogous amide
Amino acid or derivatives
Amino acid
Ketone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Amine
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Primary amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

benzophenones (CHEBI:75915 )
substituted aniline (CHEBI:75915 )
oxo monocarboxylic acid (CHEBI:75915 )
primary amino compound (CHEBI:75915 )
amino acid (CHEBI:75915 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0248289)

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	2.4	ALOGPS
logP	2.89	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	3.95	ChemAxon
pKa (Strongest Basic)	1.77	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	80.39 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	72.64 m³·mol⁻¹	ChemAxon
Polarizability	26.27 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]+	160.063	30932474
DeepCCS	[M-H]-	157.705	30932474
DeepCCS	[M-2H]-	190.688	30932474
DeepCCS	[M+Na]+	166.156	30932474
AllCCS	[M+H]+	158.8	32859911
AllCCS	[M+H-H2O]+	154.9	32859911
AllCCS	[M+NH4]+	162.4	32859911
AllCCS	[M+Na]+	163.4	32859911
AllCCS	[M-H]-	160.1	32859911
AllCCS	[M+Na-2H]-	159.8	32859911
AllCCS	[M+HCOO]-	159.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	12.199 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.7 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1739.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	320.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	140.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	191.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	113.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	444.3 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	509.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	88.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1023.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	413.6 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	1263.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	324.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	389.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	310.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	194.5 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	132.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Amfenac	NC1=C(C=CC=C1CC(O)=O)C(=O)C1=CC=CC=C1	4193.4	Standard polar	33892256
Amfenac	NC1=C(C=CC=C1CC(O)=O)C(=O)C1=CC=CC=C1	2357.8	Standard non polar	33892256
Amfenac	NC1=C(C=CC=C1CC(O)=O)C(=O)C1=CC=CC=C1	2384.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Amfenac,2TMS,isomer #1	C[Si](C)(C)NC1=C(CC(=O)O[Si](C)(C)C)C=CC=C1C(=O)C1=CC=CC=C1	2429.0	Semi standard non polar	33892256
Amfenac,2TMS,isomer #1	C[Si](C)(C)NC1=C(CC(=O)O[Si](C)(C)C)C=CC=C1C(=O)C1=CC=CC=C1	2437.0	Standard non polar	33892256
Amfenac,2TMS,isomer #1	C[Si](C)(C)NC1=C(CC(=O)O[Si](C)(C)C)C=CC=C1C(=O)C1=CC=CC=C1	2917.0	Standard polar	33892256
Amfenac,2TMS,isomer #2	C[Si](C)(C)N(C1=C(CC(=O)O)C=CC=C1C(=O)C1=CC=CC=C1)[Si](C)(C)C	2431.7	Semi standard non polar	33892256
Amfenac,2TMS,isomer #2	C[Si](C)(C)N(C1=C(CC(=O)O)C=CC=C1C(=O)C1=CC=CC=C1)[Si](C)(C)C	2497.6	Standard non polar	33892256
Amfenac,2TMS,isomer #2	C[Si](C)(C)N(C1=C(CC(=O)O)C=CC=C1C(=O)C1=CC=CC=C1)[Si](C)(C)C	2950.0	Standard polar	33892256
Amfenac,3TMS,isomer #1	C[Si](C)(C)OC(=O)CC1=CC=CC(C(=O)C2=CC=CC=C2)=C1N([Si](C)(C)C)[Si](C)(C)C	2443.6	Semi standard non polar	33892256
Amfenac,3TMS,isomer #1	C[Si](C)(C)OC(=O)CC1=CC=CC(C(=O)C2=CC=CC=C2)=C1N([Si](C)(C)C)[Si](C)(C)C	2442.3	Standard non polar	33892256
Amfenac,3TMS,isomer #1	C[Si](C)(C)OC(=O)CC1=CC=CC(C(=O)C2=CC=CC=C2)=C1N([Si](C)(C)C)[Si](C)(C)C	2734.1	Standard polar	33892256
Amfenac,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=C(CC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C1C(=O)C1=CC=CC=C1	2847.2	Semi standard non polar	33892256
Amfenac,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=C(CC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C1C(=O)C1=CC=CC=C1	2848.6	Standard non polar	33892256
Amfenac,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=C(CC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C1C(=O)C1=CC=CC=C1	3120.3	Standard polar	33892256
Amfenac,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=C(CC(=O)O)C=CC=C1C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2858.2	Semi standard non polar	33892256
Amfenac,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=C(CC(=O)O)C=CC=C1C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2852.4	Standard non polar	33892256
Amfenac,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=C(CC(=O)O)C=CC=C1C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3098.8	Standard polar	33892256
Amfenac,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC1=CC=CC(C(=O)C2=CC=CC=C2)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3076.0	Semi standard non polar	33892256
Amfenac,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC1=CC=CC(C(=O)C2=CC=CC=C2)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3058.0	Standard non polar	33892256
Amfenac,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC1=CC=CC(C(=O)C2=CC=CC=C2)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3014.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Amfenac GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a59-2960000000-8b7c99d243a5caa1dc53	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Amfenac GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Amfenac GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Amfenac GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Amfenac GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Amfenac GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Amfenac 30V, Positive-QTOF	splash10-03di-1970000000-f54fa766617cfb9b8d56	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Amfenac 10V, Positive-QTOF	splash10-0a4i-0090000000-b78d155d256d4f6e76e4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Amfenac 40V, Positive-QTOF	splash10-0gc1-1900000000-afe5c281eb58ee2d7ebf	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Amfenac 50V, Positive-QTOF	splash10-016r-3900000000-743fe44a88c1178ddc4a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Amfenac 50V, Positive-QTOF	splash10-016r-3900000000-63edea9447b805c8183e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Amfenac 10V, Positive-QTOF	splash10-0a4i-0090000000-dd2b1a7ad494ae9de9b6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Amfenac 20V, Positive-QTOF	splash10-03di-0090000000-cf105b44148ee5759bce	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Amfenac 40V, Positive-QTOF	splash10-0gc1-1900000000-dbc936c5d6ed98c0653d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Amfenac 30V, Positive-QTOF	splash10-03di-1970000000-55747a25e76472a3430a	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amfenac 10V, Positive-QTOF	splash10-0a4i-0090000000-1e2c60adf422758980d1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amfenac 20V, Positive-QTOF	splash10-0a59-0960000000-2a0bb86bd73256eceddc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amfenac 40V, Positive-QTOF	splash10-004i-9400000000-49e2434c11b7795ffb8f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amfenac 10V, Negative-QTOF	splash10-03di-0090000000-660b5c946540b43a8d31	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amfenac 20V, Negative-QTOF	splash10-03di-0190000000-7e53f2b981f03b089fa0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amfenac 40V, Negative-QTOF	splash10-0pc0-0940000000-6ad12e5ee5a85e72ca7a	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2051

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Amfenac

METLIN ID

Not Available

PubChem Compound

2136

PDB ID

Not Available

ChEBI ID

75915

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 Amfenac (HMDB0248289)

MOL for HMDB0248289 (Amfenac)

3D MOL for HMDB0248289 (Amfenac)

3D SDF for HMDB0248289 (Amfenac)

3D-SDF for HMDB0248289 (Amfenac)

PDB for HMDB0248289 (Amfenac)

3D PDB for HMDB0248289 (Amfenac)

SMILES for HMDB0248289 (Amfenac)

INCHI for HMDB0248289 (Amfenac)

Structure for HMDB0248289 (Amfenac)

3D Structure for HMDB0248289 (Amfenac)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra