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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:46:56 UTC

Update Date

2021-09-26 23:11:03 UTC

HMDB ID

HMDB0255867

Secondary Accession Numbers

None

Metabolite Identification

Common Name

O-(N-Phthalimido)acetophenone

Description

2-(2-acetylphenyl)-2,3-dihydro-1H-isoindole-1,3-dione belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Based on a literature review very few articles have been published on 2-(2-acetylphenyl)-2,3-dihydro-1H-isoindole-1,3-dione. This compound has been identified in human blood as reported by (PMID: 31557052 ). O-(n-phthalimido)acetophenone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically O-(N-Phthalimido)acetophenone 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

HMDB0255867
     RDKit          3D
O-(N-Phthalimido)acetophenone
 31 33  0  0  0  0  0  0  0  0999 V2000
   -2.8395   -2.3894    0.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8639   -1.3611    0.4396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6573   -1.7662    0.3266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2066    0.0107    0.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5279    0.4043    0.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8556    1.7232   -0.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8653    2.6183   -0.4639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5523    2.2023   -0.4868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1764    0.9035   -0.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1868    0.5433   -0.2061 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0192    0.3799   -1.3373 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7313    0.5181   -2.5615 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3587    0.0009   -0.8697 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5481   -0.2901   -1.5075 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6996   -0.6356   -0.8456 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6715   -0.6967    0.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5063   -0.4145    1.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3478   -0.0650    0.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9891    0.2740    0.9310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6727    0.2973    2.1535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8919   -2.1347    0.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6785   -2.5433    1.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6697   -3.3506    0.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3500   -0.2583    0.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9158    2.0135   -0.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1229    3.6450   -0.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7784    2.9000   -0.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5514   -0.2342   -2.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6285   -0.8606   -1.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5775   -0.9736    1.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4635   -0.4605    2.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  9  4  1  0
 19 10  1  0
 18 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
M  END


  Mrv1652309112117472D          

 20 22  0  0  0  0            999 V2000
   -0.5837   -2.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -2.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -2.1269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -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
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255867

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)C1=CC=CC=C1N1C(=O)C2=CC=CC=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H11NO3/c1-10(18)11-6-4-5-9-14(11)17-15(19)12-7-2-3-8-13(12)16(17)20/h2-9H,1H3

> <INCHI_KEY>
GWPXUNTVFUYEFS-UHFFFAOYSA-N

> <FORMULA>
C16H11NO3

> <MOLECULAR_WEIGHT>
265.268

> <EXACT_MASS>
265.073893218

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
26.96838463584351

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-acetylphenyl)-2,3-dihydro-1H-isoindole-1,3-dione

> <ALOGPS_LOGP>
1.84

> <JCHEM_LOGP>
2.132705071333333

> <ALOGPS_LOGS>
-3.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.54505793718403

> <JCHEM_PKA_STRONGEST_BASIC>
-2.2317661214972375

> <JCHEM_POLAR_SURFACE_AREA>
54.45

> <JCHEM_REFRACTIVITY>
74.3919

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.65e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-acetylphenyl)isoindole-1,3-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255867
     RDKit          3D
O-(N-Phthalimido)acetophenone
 31 33  0  0  0  0  0  0  0  0999 V2000
   -2.8395   -2.3894    0.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8639   -1.3611    0.4396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6573   -1.7662    0.3266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2066    0.0107    0.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5279    0.4043    0.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8556    1.7232   -0.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8653    2.6183   -0.4639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5523    2.2023   -0.4868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1764    0.9035   -0.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1868    0.5433   -0.2061 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0192    0.3799   -1.3373 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7313    0.5181   -2.5615 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3587    0.0009   -0.8697 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5481   -0.2901   -1.5075 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6996   -0.6356   -0.8456 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6715   -0.6967    0.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5063   -0.4145    1.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3478   -0.0650    0.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9891    0.2740    0.9310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6727    0.2973    2.1535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8919   -2.1347    0.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6785   -2.5433    1.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6697   -3.3506    0.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3500   -0.2583    0.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9158    2.0135   -0.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1229    3.6450   -0.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7784    2.9000   -0.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5514   -0.2342   -2.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6285   -0.8606   -1.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5775   -0.9736    1.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4635   -0.4605    2.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  9  4  1  0
 19 10  1  0
 18 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  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      -1.090  -5.304   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.320  -3.970   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.220  -3.970   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.090  -2.637   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.630  -2.637   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.400  -1.303   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.630   0.031   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.090   0.031   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.320  -1.303   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       1.220  -1.303   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.650   1.408   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.126  -4.089   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9   11   19                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13   19                                                  
CONECT   19   18   10   20                                                  
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0255867
HETATM    1  C1  UNL     1      -2.840  -2.389   0.874  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.864  -1.361   0.440  1.00  0.00           C  
HETATM    3  O1  UNL     1      -0.657  -1.766   0.327  1.00  0.00           O  
HETATM    4  C3  UNL     1      -2.207   0.011   0.155  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.528   0.404   0.187  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.856   1.723  -0.127  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.865   2.618  -0.464  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.552   2.202  -0.487  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.176   0.903  -0.183  1.00  0.00           C  
HETATM   10  N1  UNL     1       0.187   0.543  -0.206  1.00  0.00           N  
HETATM   11  C9  UNL     1       1.019   0.380  -1.337  1.00  0.00           C  
HETATM   12  O2  UNL     1       0.731   0.518  -2.562  1.00  0.00           O  
HETATM   13  C10 UNL     1       2.359   0.001  -0.870  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.548  -0.290  -1.507  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.700  -0.636  -0.846  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.672  -0.697   0.528  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.506  -0.415   1.201  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.348  -0.065   0.502  1.00  0.00           C  
HETATM   19  C16 UNL     1       0.989   0.274   0.931  1.00  0.00           C  
HETATM   20  O3  UNL     1       0.673   0.297   2.153  1.00  0.00           O  
HETATM   21  H1  UNL     1      -3.892  -2.135   0.700  1.00  0.00           H  
HETATM   22  H2  UNL     1      -2.679  -2.543   1.983  1.00  0.00           H  
HETATM   23  H3  UNL     1      -2.670  -3.351   0.342  1.00  0.00           H  
HETATM   24  H4  UNL     1      -4.350  -0.258   0.448  1.00  0.00           H  
HETATM   25  H5  UNL     1      -4.916   2.013  -0.098  1.00  0.00           H  
HETATM   26  H6  UNL     1      -3.123   3.645  -0.710  1.00  0.00           H  
HETATM   27  H7  UNL     1      -0.778   2.900  -0.750  1.00  0.00           H  
HETATM   28  H8  UNL     1       3.551  -0.234  -2.581  1.00  0.00           H  
HETATM   29  H9  UNL     1       5.629  -0.861  -1.407  1.00  0.00           H  
HETATM   30  H10 UNL     1       5.577  -0.974   1.073  1.00  0.00           H  
HETATM   31  H11 UNL     1       3.464  -0.460   2.288  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    3    4
CONECT    4    5    5    9
CONECT    5    6   24
CONECT    6    7    7   25
CONECT    7    8   26
CONECT    8    9    9   27
CONECT    9   10
CONECT   10   11   19
CONECT   11   12   12   13
CONECT   13   14   14   18
CONECT   14   15   28
CONECT   15   16   16   29
CONECT   16   17   30
CONECT   17   18   18   31
CONECT   18   19
CONECT   19   20   20
END

HMDB0255867
     RDKit          3D
O-(N-Phthalimido)acetophenone
 31 33  0  0  0  0  0  0  0  0999 V2000
   -2.8395   -2.3894    0.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8639   -1.3611    0.4396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6573   -1.7662    0.3266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2066    0.0107    0.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5279    0.4043    0.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8556    1.7232   -0.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8653    2.6183   -0.4639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5523    2.2023   -0.4868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1764    0.9035   -0.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1868    0.5433   -0.2061 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0192    0.3799   -1.3373 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7313    0.5181   -2.5615 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3587    0.0009   -0.8697 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5481   -0.2901   -1.5075 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6996   -0.6356   -0.8456 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6715   -0.6967    0.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5063   -0.4145    1.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3478   -0.0650    0.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9891    0.2740    0.9310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6727    0.2973    2.1535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8919   -2.1347    0.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6785   -2.5433    1.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6697   -3.3506    0.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3500   -0.2583    0.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9158    2.0135   -0.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1229    3.6450   -0.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7784    2.9000   -0.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5514   -0.2342   -2.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6285   -0.8606   -1.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5775   -0.9736    1.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4635   -0.4605    2.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  9  4  1  0
 19 10  1  0
 18 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₁₁NO₃

Average Molecular Weight

265.268

Monoisotopic Molecular Weight

265.073893218

IUPAC Name

2-(2-acetylphenyl)-2,3-dihydro-1H-isoindole-1,3-dione

Traditional Name

2-(2-acetylphenyl)isoindole-1,3-dione

CAS Registry Number

Not Available

SMILES

CC(=O)C1=CC=CC=C1N1C(=O)C2=CC=CC=C2C1=O

InChI Identifier

InChI=1S/C16H11NO3/c1-10(18)11-6-4-5-9-14(11)17-15(19)12-7-2-3-8-13(12)16(17)20/h2-9H,1H3

InChI Key

GWPXUNTVFUYEFS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Phthalimide
Isoindolone
Acetophenone
Isoindole or derivatives
Isoindole
Isoindoline
Benzoyl
Aryl alkyl ketone
Monocyclic benzene moiety
Benzenoid
Carboxylic acid imide, n-substituted
Carboxylic acid imide
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	1.84	ALOGPS
logP	2.13	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	15.55	ChemAxon
pKa (Strongest Basic)	-2.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	54.45 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	74.39 m³·mol⁻¹	ChemAxon
Polarizability	26.97 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]+	155.956	30932474
DeepCCS	[M-H]-	153.561	30932474
DeepCCS	[M-2H]-	186.604	30932474
DeepCCS	[M+Na]+	161.953	30932474
AllCCS	[M+H]+	159.6	32859911
AllCCS	[M+H-H2O]+	155.9	32859911
AllCCS	[M+NH4]+	163.1	32859911
AllCCS	[M+Na]+	164.1	32859911
AllCCS	[M-H]-	162.6	32859911
AllCCS	[M+Na-2H]-	161.9	32859911
AllCCS	[M+HCOO]-	161.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
O-(N-Phthalimido)acetophenone	CC(=O)C1=CC=CC=C1N1C(=O)C2=CC=CC=C2C1=O	3541.8	Standard polar	33892256
O-(N-Phthalimido)acetophenone	CC(=O)C1=CC=CC=C1N1C(=O)C2=CC=CC=C2C1=O	2350.6	Standard non polar	33892256
O-(N-Phthalimido)acetophenone	CC(=O)C1=CC=CC=C1N1C(=O)C2=CC=CC=C2C1=O	2321.7	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 - O-(N-Phthalimido)acetophenone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-3790000000-4985a4ed59b71b3b580a	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-(N-Phthalimido)acetophenone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

49720

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

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 O-(N-Phthalimido)acetophenone (HMDB0255867)

MOL for HMDB0255867 (O-(N-Phthalimido)acetophenone)

3D MOL for HMDB0255867 (O-(N-Phthalimido)acetophenone)

3D SDF for HMDB0255867 (O-(N-Phthalimido)acetophenone)

3D-SDF for HMDB0255867 (O-(N-Phthalimido)acetophenone)

PDB for HMDB0255867 (O-(N-Phthalimido)acetophenone)

3D PDB for HMDB0255867 (O-(N-Phthalimido)acetophenone)

SMILES for HMDB0255867 (O-(N-Phthalimido)acetophenone)

INCHI for HMDB0255867 (O-(N-Phthalimido)acetophenone)

Structure for HMDB0255867 (O-(N-Phthalimido)acetophenone)

3D Structure for HMDB0255867 (O-(N-Phthalimido)acetophenone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra