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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:57:34 UTC

Update Date

2022-11-23 22:13:43 UTC

HMDB ID

HMDB0253478

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Indoprofen

Description

Indoprofen, also known as K 4277, belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid. Indoprofen is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Indoprofen is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Indoprofen 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

HMDB0253478
     RDKit          3D
indoprofen
 36 38  0  0  0  0  0  0  0  0999 V2000
   -4.7201   -0.0899   -1.4966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2867   -0.5529   -0.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9031    0.2123    0.9704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1972    0.8428    1.7955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2844    0.2891    1.1620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8179   -0.4030   -0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9861   -1.4974    0.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6271   -1.3442    0.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0348   -0.1065    0.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3780    0.0307    0.1898 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3078   -0.4446   -0.8196 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6628   -0.1167   -0.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9078   -0.3525   -0.8230 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0644    0.0459   -0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9986    0.7040    1.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7478    0.9413    1.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5919    0.5345    0.9029 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1668    0.6261    1.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7240    1.1729    2.2472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8437    0.9642   -0.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1944    0.7979   -0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4534    0.9743   -1.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1681   -0.6905   -2.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8098   -0.2754   -1.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5687   -1.6191    0.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9073    0.2859    0.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4810   -2.4504    0.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0035   -2.2188    0.4981 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1619   -1.5052   -1.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1749    0.1173   -1.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0079   -0.8639   -1.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0572   -0.1327   -0.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9030    1.0354    1.5656 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6425    1.4545    2.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4174    1.9446   -0.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7996    1.6898   -0.4157 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  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  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  9 20  1  0
 20 21  2  0
 21  6  1  0
 18 10  1  0
 17 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
 11 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 20 35  1  0
 21 36  1  0
M  END


  Mrv0541 05271412302D          

 21 23  0  0  0  0            999 V2000
   -3.0587    0.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3522    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3522    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6537    1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8837    2.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837    2.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    2.9518    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
  5  3  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 11  1  1  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 12 11  1  0  0  0  0
 13  4  2  0  0  0  0
 13 10  1  0  0  0  0
 14  8  2  0  0  0  0
 14  9  1  0  0  0  0
 15  5  2  0  0  0  0
 15 13  1  0  0  0  0
 16 15  1  0  0  0  0
 17 11  1  0  0  0  0
 18 10  1  0  0  0  0
 18 14  1  0  0  0  0
 18 16  1  0  0  0  0
 19 16  2  0  0  0  0
 20 17  2  0  0  0  0
 21 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253478

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C(O)=O)C1=CC=C(C=C1)N1CC2=CC=CC=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H15NO3/c1-11(17(20)21)12-6-8-14(9-7-12)18-10-13-4-2-3-5-15(13)16(18)19/h2-9,11H,10H2,1H3,(H,20,21)

> <INCHI_KEY>
RJMIEHBSYVWVIN-UHFFFAOYSA-N

> <FORMULA>
C17H15NO3

> <MOLECULAR_WEIGHT>
281.3059

> <EXACT_MASS>
281.105193351

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
30.244359054041514

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[4-(1-oxo-2,3-dihydro-1H-isoindol-2-yl)phenyl]propanoic acid

> <ALOGPS_LOGP>
2.44

> <JCHEM_LOGP>
2.8611585593333335

> <ALOGPS_LOGS>
-3.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.683431218934714

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7421788243955914

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4730183754982424

> <JCHEM_POLAR_SURFACE_AREA>
57.61

> <JCHEM_REFRACTIVITY>
79.1441

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
indoprofen

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253478
     RDKit          3D
indoprofen
 36 38  0  0  0  0  0  0  0  0999 V2000
   -4.7201   -0.0899   -1.4966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2867   -0.5529   -0.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9031    0.2123    0.9704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1972    0.8428    1.7955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2844    0.2891    1.1620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8179   -0.4030   -0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9861   -1.4974    0.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6271   -1.3442    0.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0348   -0.1065    0.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3780    0.0307    0.1898 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3078   -0.4446   -0.8196 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6628   -0.1167   -0.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9078   -0.3525   -0.8230 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0644    0.0459   -0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9986    0.7040    1.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7478    0.9413    1.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5919    0.5345    0.9029 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1668    0.6261    1.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7240    1.1729    2.2472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8437    0.9642   -0.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1944    0.7979   -0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4534    0.9743   -1.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1681   -0.6905   -2.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8098   -0.2754   -1.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5687   -1.6191    0.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9073    0.2859    0.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4810   -2.4504    0.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0035   -2.2188    0.4981 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1619   -1.5052   -1.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1749    0.1173   -1.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0079   -0.8639   -1.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0572   -0.1327   -0.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9030    1.0354    1.5656 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6425    1.4545    2.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4174    1.9446   -0.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7996    1.6898   -0.4157 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  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  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  9 20  1  0
 20 21  2  0
 21  6  1  0
 18 10  1  0
 17 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
 11 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 20 35  1  0
 21 36  1  0
M  END

HEADER    PROTEIN                                 27-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-14         0                                  
HETATM    1  C   UNK     0      -5.710   1.509   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.257   2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.257   3.613   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.630   1.509   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.630   4.176   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.090   1.509   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.090   4.176   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.940   2.843   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.400   2.843   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.320   2.843   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.710   4.176   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       1.220   2.843   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       1.650   5.553   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -7.250   4.176   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -4.940   5.510   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2   13                                                       
CONECT    5    3   15                                                       
CONECT    6    8   12                                                       
CONECT    7    9   12                                                       
CONECT    8    6   14                                                       
CONECT    9    7   14                                                       
CONECT   10   13   18                                                       
CONECT   11    1   12   17                                                  
CONECT   12    6    7   11                                                  
CONECT   13    4   10   15                                                  
CONECT   14    8    9   18                                                  
CONECT   15    5   13   16                                                  
CONECT   16   15   18   19                                                  
CONECT   17   11   20   21                                                  
CONECT   18   10   14   16                                                  
CONECT   19   16                                                            
CONECT   20   17                                                            
CONECT   21   17                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0253478
HETATM    1  C1  UNL     1      -4.720  -0.090  -1.497  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.287  -0.553  -0.120  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.903   0.212   0.970  1.00  0.00           C  
HETATM    4  O1  UNL     1      -4.197   0.843   1.795  1.00  0.00           O  
HETATM    5  O2  UNL     1      -6.284   0.289   1.162  1.00  0.00           O  
HETATM    6  C4  UNL     1      -2.818  -0.403  -0.040  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.986  -1.497   0.219  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.627  -1.344   0.291  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.035  -0.107   0.111  1.00  0.00           C  
HETATM   10  N1  UNL     1       1.378   0.031   0.190  1.00  0.00           N  
HETATM   11  C8  UNL     1       2.308  -0.445  -0.820  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.663  -0.117  -0.295  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.908  -0.352  -0.823  1.00  0.00           C  
HETATM   14  C11 UNL     1       6.064   0.046  -0.180  1.00  0.00           C  
HETATM   15  C12 UNL     1       5.999   0.704   1.029  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.748   0.941   1.559  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.592   0.535   0.903  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.167   0.626   1.205  1.00  0.00           C  
HETATM   19  O3  UNL     1       1.724   1.173   2.247  1.00  0.00           O  
HETATM   20  C16 UNL     1      -0.844   0.964  -0.142  1.00  0.00           C  
HETATM   21  C17 UNL     1      -2.194   0.798  -0.211  1.00  0.00           C  
HETATM   22  H1  UNL     1      -4.453   0.974  -1.620  1.00  0.00           H  
HETATM   23  H2  UNL     1      -4.168  -0.691  -2.244  1.00  0.00           H  
HETATM   24  H3  UNL     1      -5.810  -0.275  -1.670  1.00  0.00           H  
HETATM   25  H4  UNL     1      -4.569  -1.619   0.027  1.00  0.00           H  
HETATM   26  H5  UNL     1      -6.907   0.286   0.363  1.00  0.00           H  
HETATM   27  H6  UNL     1      -2.481  -2.450   0.356  1.00  0.00           H  
HETATM   28  H7  UNL     1       0.003  -2.219   0.498  1.00  0.00           H  
HETATM   29  H8  UNL     1       2.162  -1.505  -1.029  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.175   0.117  -1.778  1.00  0.00           H  
HETATM   31  H10 UNL     1       5.008  -0.864  -1.769  1.00  0.00           H  
HETATM   32  H11 UNL     1       7.057  -0.133  -0.575  1.00  0.00           H  
HETATM   33  H12 UNL     1       6.903   1.035   1.566  1.00  0.00           H  
HETATM   34  H13 UNL     1       4.642   1.455   2.510  1.00  0.00           H  
HETATM   35  H14 UNL     1      -0.417   1.945  -0.289  1.00  0.00           H  
HETATM   36  H15 UNL     1      -2.800   1.690  -0.416  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    6   25
CONECT    3    4    4    5
CONECT    5   26
CONECT    6    7    7   21
CONECT    7    8   27
CONECT    8    9    9   28
CONECT    9   10   20
CONECT   10   11   18
CONECT   11   12   29   30
CONECT   12   13   13   17
CONECT   13   14   31
CONECT   14   15   15   32
CONECT   15   16   33
CONECT   16   17   17   34
CONECT   17   18
CONECT   18   19   19
CONECT   20   21   21   35
CONECT   21   36
END

HMDB0253478
     RDKit          3D
indoprofen
 36 38  0  0  0  0  0  0  0  0999 V2000
   -4.7201   -0.0899   -1.4966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2867   -0.5529   -0.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9031    0.2123    0.9704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1972    0.8428    1.7955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2844    0.2891    1.1620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8179   -0.4030   -0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9861   -1.4974    0.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6271   -1.3442    0.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0348   -0.1065    0.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3780    0.0307    0.1898 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3078   -0.4446   -0.8196 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6628   -0.1167   -0.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9078   -0.3525   -0.8230 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0644    0.0459   -0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9986    0.7040    1.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7478    0.9413    1.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5919    0.5345    0.9029 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1668    0.6261    1.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7240    1.1729    2.2472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8437    0.9642   -0.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1944    0.7979   -0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4534    0.9743   -1.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1681   -0.6905   -2.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8098   -0.2754   -1.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5687   -1.6191    0.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9073    0.2859    0.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4810   -2.4504    0.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0035   -2.2188    0.4981 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1619   -1.5052   -1.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1749    0.1173   -1.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0079   -0.8639   -1.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0572   -0.1327   -0.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9030    1.0354    1.5656 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6425    1.4545    2.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4174    1.9446   -0.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7996    1.6898   -0.4157 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  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  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  9 20  1  0
 20 21  2  0
 21  6  1  0
 18 10  1  0
 17 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
 11 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 20 35  1  0
 21 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-oxo-2-(p-((alpha-Methyl)carboxymethyl)phenyl)isoindoline	ChEBI
2-(4-(1-Carboxyethyl)phenyl)-1-isoindolinone	ChEBI
alpha-(4-(1-oxo-2-Isoindolinyl)phenyl)propionic acid	ChEBI
Indoprofene	ChEBI
Indoprofeno	ChEBI
Indoprofenum	ChEBI
K 4277	ChEBI
1-oxo-2-(p-((a-Methyl)carboxymethyl)phenyl)isoindoline	Generator
1-oxo-2-(p-((Α-methyl)carboxymethyl)phenyl)isoindoline	Generator
a-(4-(1-oxo-2-Isoindolinyl)phenyl)propionate	Generator
a-(4-(1-oxo-2-Isoindolinyl)phenyl)propionic acid	Generator
alpha-(4-(1-oxo-2-Isoindolinyl)phenyl)propionate	Generator
Α-(4-(1-oxo-2-isoindolinyl)phenyl)propionate	Generator
Α-(4-(1-oxo-2-isoindolinyl)phenyl)propionic acid	Generator
Dexindoprofen	MeSH

Chemical Formula

C₁₇H₁₅NO₃

Average Molecular Weight

281.3059

Monoisotopic Molecular Weight

281.105193351

IUPAC Name

2-[4-(1-oxo-2,3-dihydro-1H-isoindol-2-yl)phenyl]propanoic acid

Traditional Name

indoprofen

CAS Registry Number

Not Available

SMILES

CC(C(O)=O)C1=CC=C(C=C1)N1CC2=CC=CC=C2C1=O

InChI Identifier

InChI=1S/C17H15NO3/c1-11(17(20)21)12-6-8-14(9-7-12)18-10-13-4-2-3-5-15(13)16(18)19/h2-9,11H,10H2,1H3,(H,20,21)

InChI Key

RJMIEHBSYVWVIN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Phenylpropanoic acids

Sub Class

Not Available

Direct Parent

Phenylpropanoic acids

Alternative Parents

Substituents

2-phenylpropanoic-acid
Isoindolone
Isoindoline
Isoindole
Isoindole or derivatives
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Carboxamide group
Lactam
Carboxylic acid derivative
Carboxylic acid
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:76162 )
gamma-lactam (CHEBI:76162 )
isoindoles (CHEBI:76162 )

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	2.44	ALOGPS
logP	2.86	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	3.74	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	57.61 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	79.14 m³·mol⁻¹	ChemAxon
Polarizability	30.24 Å³	ChemAxon
Number of Rings	3	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]+	162.753	30932474
DeepCCS	[M-H]-	160.395	30932474
DeepCCS	[M-2H]-	193.296	30932474
DeepCCS	[M+Na]+	168.846	30932474
AllCCS	[M+H]+	165.4	32859911
AllCCS	[M+H-H2O]+	161.9	32859911
AllCCS	[M+NH4]+	168.7	32859911
AllCCS	[M+Na]+	169.6	32859911
AllCCS	[M-H]-	169.5	32859911
AllCCS	[M+Na-2H]-	169.0	32859911
AllCCS	[M+HCOO]-	168.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
indoprofen	CC(C(O)=O)C1=CC=C(C=C1)N1CC2=CC=CC=C2C1=O	3862.8	Standard polar	33892256
indoprofen	CC(C(O)=O)C1=CC=C(C=C1)N1CC2=CC=CC=C2C1=O	2619.5	Standard non polar	33892256
indoprofen	CC(C(O)=O)C1=CC=C(C=C1)N1CC2=CC=CC=C2C1=O	2762.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Indoprofen GC-MS (Non-derivatized) - 70eV, Positive	splash10-000l-3390000000-21d1485ed2c4aa781deb	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Indoprofen GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Indoprofen GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Indoprofen GC-MS (TBDMS_1_1) - 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 - Indoprofen LC-ESI-qTof , Positive-QTOF	splash10-000i-3790000000-98b2b4d927ad1042f83f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Indoprofen , positive-QTOF	splash10-000i-3790000000-98b2b4d927ad1042f83f	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indoprofen 10V, Positive-QTOF	splash10-001i-0090000000-af156fbb8d3094ece3c7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indoprofen 20V, Positive-QTOF	splash10-01q0-0490000000-b8c573a20d8de095916e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indoprofen 40V, Positive-QTOF	splash10-0udi-1930000000-72c08e451147331cf951	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indoprofen 10V, Negative-QTOF	splash10-001i-0090000000-15cfc780c539fbf8e860	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indoprofen 20V, Negative-QTOF	splash10-0019-0290000000-4297ebba7695694f6481	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indoprofen 40V, Negative-QTOF	splash10-053r-3950000000-eab255dffad7dab518a4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indoprofen 10V, Positive-QTOF	splash10-01q9-0090000000-ca55c7a121e9a1503abf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indoprofen 20V, Positive-QTOF	splash10-03ei-0090000000-f0e0aaad648c976ce696	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indoprofen 40V, Positive-QTOF	splash10-0f8c-5920000000-32a6ad3d095277b87fe4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indoprofen 10V, Negative-QTOF	splash10-000i-0090000000-f4d0988da0ee381b3a02	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indoprofen 20V, Negative-QTOF	splash10-000i-0090000000-91dffad92b62e0d4c056	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indoprofen 40V, Negative-QTOF	splash10-0a59-2980000000-91e0983609c8f015d7d5	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

DB08951

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Indoprofen

METLIN ID

Not Available

PubChem Compound

3718

PDB ID

Not Available

ChEBI ID

76162

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 Indoprofen (HMDB0253478)

MOL for HMDB0253478 (Indoprofen)

3D MOL for HMDB0253478 (Indoprofen)

3D SDF for HMDB0253478 (Indoprofen)

3D-SDF for HMDB0253478 (Indoprofen)

PDB for HMDB0253478 (Indoprofen)

3D PDB for HMDB0253478 (Indoprofen)

SMILES for HMDB0253478 (Indoprofen)

INCHI for HMDB0253478 (Indoprofen)

Structure for HMDB0253478 (Indoprofen)

3D Structure for HMDB0253478 (Indoprofen)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra