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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 16:59:53 UTC

Update Date

2021-09-26 23:12:11 UTC

HMDB ID

HMDB0256503

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Phthalimidinoglutarimide

Description

2-(6-hydroxy-2-oxo-2,3,4,5-tetrahydropyridin-3-yl)-2,3-dihydro-1H-isoindol-1-one belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone. Based on a literature review very few articles have been published on 2-(6-hydroxy-2-oxo-2,3,4,5-tetrahydropyridin-3-yl)-2,3-dihydro-1H-isoindol-1-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). Phthalimidinoglutarimide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Phthalimidinoglutarimide 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

HMDB0256503
     RDKit          3D
Phthalimidinoglutarimide
 30 32  0  0  0  0  0  0  0  0999 V2000
    5.4170    0.0094   -0.3655 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2096    0.2066   -0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5905   -0.0990    1.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1054    0.0560    1.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4994   -0.4167   -0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0523   -0.3907   -0.0939 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6981    0.8207    0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1168    0.4506    0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2296    1.2600    0.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4584    0.6357    0.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5854   -0.7282    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4498   -1.4924   -0.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1962   -0.9114   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8653   -1.4664   -0.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5646   -2.6862   -0.3197 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0137    0.4697   -1.2560 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2283    0.9444   -2.1132 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4075    0.7408   -1.2551 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8669   -1.1405    1.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0083    0.5759    1.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6528   -0.5452    1.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8772    1.1397    1.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8607   -1.4728   -0.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3842    1.3130    1.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5676    1.5502   -0.7450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1087    2.3269    0.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3259    1.2843    0.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5627   -1.1681    0.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4954   -2.5753   -0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8190    1.3088   -2.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
 18  2  1  0
 14  6  1  0
 13  8  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 18 30  1  0
M  END


  Mrv1652309112119002D          

 18 20  0  0  0  0            999 V2000
   -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
   -2.6462   -0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.0165    0.0000 N   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    0.7310    0.0000 O   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
    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
    0.8838   -2.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  1  8  1  0  0  0  0
  8  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
 12 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
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
  9 17  1  0  0  0  0
 17 18  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256503

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1N(CC2=CC=CC=C12)C1CCC(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H12N2O3/c16-11-6-5-10(12(17)14-11)15-7-8-3-1-2-4-9(8)13(15)18/h1-4,10H,5-7H2,(H,14,16,17)

> <INCHI_KEY>
WENKGSGGXGQHSH-UHFFFAOYSA-N

> <FORMULA>
C13H12N2O3

> <MOLECULAR_WEIGHT>
244.25

> <EXACT_MASS>
244.084792254

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
24.180444790681307

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(1-oxo-2,3-dihydro-1H-isoindol-2-yl)piperidine-2,6-dione

> <ALOGPS_LOGP>
0.18

> <JCHEM_LOGP>
0.1210737949999999

> <ALOGPS_LOGS>
-1.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.151147938729647

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.611943444250072

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6859924586906794

> <JCHEM_POLAR_SURFACE_AREA>
66.48

> <JCHEM_REFRACTIVITY>
63.597700000000025

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.89e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(1-oxo-3H-isoindol-2-yl)piperidine-2,6-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256503
     RDKit          3D
Phthalimidinoglutarimide
 30 32  0  0  0  0  0  0  0  0999 V2000
    5.4170    0.0094   -0.3655 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2096    0.2066   -0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5905   -0.0990    1.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1054    0.0560    1.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4994   -0.4167   -0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0523   -0.3907   -0.0939 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6981    0.8207    0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1168    0.4506    0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2296    1.2600    0.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4584    0.6357    0.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5854   -0.7282    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4498   -1.4924   -0.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1962   -0.9114   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8653   -1.4664   -0.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5646   -2.6862   -0.3197 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0137    0.4697   -1.2560 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2283    0.9444   -2.1132 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4075    0.7408   -1.2551 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8669   -1.1405    1.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0083    0.5759    1.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6528   -0.5452    1.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8772    1.1397    1.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8607   -1.4728   -0.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3842    1.3130    1.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5676    1.5502   -0.7450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1087    2.3269    0.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3259    1.2843    0.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5627   -1.1681    0.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4954   -2.5753   -0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8190    1.3088   -2.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
 18  2  1  0
 14  6  1  0
 13  8  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 18 30  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  -2.637   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.630  -2.637   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.400  -1.303   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -4.940  -1.303   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      -2.630   0.031   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -1.090   0.031   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.320   1.365   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.320  -1.303   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       1.220  -1.303   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.650  -4.013   0.000  0.00  0.00           O+0
CONECT    1    2    8                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    1    9                                                  
CONECT    9    8   10   17                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11   17                                                  
CONECT   17   16    9   18                                                  
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0256503
HETATM    1  O1  UNL     1       5.417   0.009  -0.366  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.210   0.207  -0.181  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.591  -0.099   1.119  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.105   0.056   1.124  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.499  -0.417  -0.183  1.00  0.00           C  
HETATM    6  N1  UNL     1       0.052  -0.391  -0.094  1.00  0.00           N  
HETATM    7  C5  UNL     1      -0.698   0.821   0.089  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.117   0.451   0.131  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.230   1.260   0.290  1.00  0.00           C  
HETATM   10  C8  UNL     1      -4.458   0.636   0.292  1.00  0.00           C  
HETATM   11  C9  UNL     1      -4.585  -0.728   0.143  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.450  -1.492  -0.012  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.196  -0.911  -0.020  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.865  -1.466  -0.162  1.00  0.00           C  
HETATM   15  O2  UNL     1      -0.565  -2.686  -0.320  1.00  0.00           O  
HETATM   16  C13 UNL     1       2.014   0.470  -1.256  1.00  0.00           C  
HETATM   17  O3  UNL     1       1.228   0.944  -2.113  1.00  0.00           O  
HETATM   18  N2  UNL     1       3.408   0.741  -1.255  1.00  0.00           N  
HETATM   19  H1  UNL     1       3.867  -1.140   1.443  1.00  0.00           H  
HETATM   20  H2  UNL     1       4.008   0.576   1.911  1.00  0.00           H  
HETATM   21  H3  UNL     1       1.653  -0.545   1.952  1.00  0.00           H  
HETATM   22  H4  UNL     1       1.877   1.140   1.266  1.00  0.00           H  
HETATM   23  H5  UNL     1       1.861  -1.473  -0.325  1.00  0.00           H  
HETATM   24  H6  UNL     1      -0.384   1.313   1.055  1.00  0.00           H  
HETATM   25  H7  UNL     1      -0.568   1.550  -0.745  1.00  0.00           H  
HETATM   26  H8  UNL     1      -3.109   2.327   0.405  1.00  0.00           H  
HETATM   27  H9  UNL     1      -5.326   1.284   0.417  1.00  0.00           H  
HETATM   28  H10 UNL     1      -5.563  -1.168   0.151  1.00  0.00           H  
HETATM   29  H11 UNL     1      -3.495  -2.575  -0.133  1.00  0.00           H  
HETATM   30  H12 UNL     1       3.819   1.309  -2.013  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   18
CONECT    3    4   19   20
CONECT    4    5   21   22
CONECT    5    6   16   23
CONECT    6    7   14
CONECT    7    8   24   25
CONECT    8    9    9   13
CONECT    9   10   26
CONECT   10   11   11   27
CONECT   11   12   28
CONECT   12   13   13   29
CONECT   13   14
CONECT   14   15   15
CONECT   16   17   17   18
CONECT   18   30
END

HMDB0256503
     RDKit          3D
Phthalimidinoglutarimide
 30 32  0  0  0  0  0  0  0  0999 V2000
    5.4170    0.0094   -0.3655 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2096    0.2066   -0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5905   -0.0990    1.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1054    0.0560    1.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4994   -0.4167   -0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0523   -0.3907   -0.0939 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6981    0.8207    0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1168    0.4506    0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2296    1.2600    0.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4584    0.6357    0.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5854   -0.7282    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4498   -1.4924   -0.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1962   -0.9114   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8653   -1.4664   -0.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5646   -2.6862   -0.3197 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0137    0.4697   -1.2560 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2283    0.9444   -2.1132 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4075    0.7408   -1.2551 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8669   -1.1405    1.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0083    0.5759    1.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6528   -0.5452    1.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8772    1.1397    1.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8607   -1.4728   -0.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3842    1.3130    1.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5676    1.5502   -0.7450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1087    2.3269    0.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3259    1.2843    0.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5627   -1.1681    0.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4954   -2.5753   -0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8190    1.3088   -2.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
 18  2  1  0
 14  6  1  0
 13  8  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 18 30  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-(2,6-Dioxopiperidin-3-yl)phthalimidine	MeSH
2-(2,6-Dioxopiperidin-3-yl)phthalimidine, (+-)-isomer	MeSH
2-(2,6-Dioxopiperidin-3-yl)phthalimidine, (R)-isomer	MeSH
2-(2,6-Dioxopiperidin-3-yl)phthalimidine, (S)-isomer	MeSH
2-(2,6-Dioxopiperidine-3-yl)phthalimidine	MeSH
EM 12	MeSH
EM-12	MeSH

Chemical Formula

C₁₃H₁₂N₂O₃

Average Molecular Weight

244.25

Monoisotopic Molecular Weight

244.084792254

IUPAC Name

3-(1-oxo-2,3-dihydro-1H-isoindol-2-yl)piperidine-2,6-dione

Traditional Name

3-(1-oxo-3H-isoindol-2-yl)piperidine-2,6-dione

CAS Registry Number

Not Available

SMILES

O=C1N(CC2=CC=CC=C12)C1CCC(=O)NC1=O

InChI Identifier

InChI=1S/C13H12N2O3/c16-11-6-5-10(12(17)14-11)15-7-8-3-1-2-4-9(8)13(15)18/h1-4,10H,5-7H2,(H,14,16,17)

InChI Key

WENKGSGGXGQHSH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoindoles and derivatives

Sub Class

Isoindolines

Direct Parent

Isoindolones

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Isoindolone
Isoindole
Piperidinedione
Delta-lactam
Piperidinone
Piperidine
Benzenoid
Tertiary carboxylic acid amide
Carboxylic acid imide
Carboxylic acid imide, n-unsubstituted
Dicarboximide
Carboxamide group
Lactam
Azacycle
Carboxylic acid derivative
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
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	0.18	ALOGPS
logP	0.12	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	11.61	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	66.48 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	63.6 m³·mol⁻¹	ChemAxon
Polarizability	24.18 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-2H]-	185.735	30932474
DeepCCS	[M+Na]+	161.143	30932474
AllCCS	[M+H]+	155.6	32859911
AllCCS	[M+H-H2O]+	151.8	32859911
AllCCS	[M+NH4]+	159.1	32859911
AllCCS	[M+Na]+	160.1	32859911
AllCCS	[M-H]-	157.3	32859911
AllCCS	[M+Na-2H]-	156.9	32859911
AllCCS	[M+HCOO]-	156.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Phthalimidinoglutarimide	O=C1N(CC2=CC=CC=C12)C1CCC(=O)NC1=O	3679.5	Standard polar	33892256
Phthalimidinoglutarimide	O=C1N(CC2=CC=CC=C12)C1CCC(=O)NC1=O	2320.9	Standard non polar	33892256
Phthalimidinoglutarimide	O=C1N(CC2=CC=CC=C12)C1CCC(=O)NC1=O	2427.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Phthalimidinoglutarimide,1TMS,isomer #1	C[Si](C)(C)N1C(=O)CCC(N2CC3=CC=CC=C3C2=O)C1=O	2329.4	Semi standard non polar	33892256
Phthalimidinoglutarimide,1TMS,isomer #1	C[Si](C)(C)N1C(=O)CCC(N2CC3=CC=CC=C3C2=O)C1=O	2382.2	Standard non polar	33892256
Phthalimidinoglutarimide,1TMS,isomer #1	C[Si](C)(C)N1C(=O)CCC(N2CC3=CC=CC=C3C2=O)C1=O	3110.3	Standard polar	33892256
Phthalimidinoglutarimide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)CCC(N2CC3=CC=CC=C3C2=O)C1=O	2591.6	Semi standard non polar	33892256
Phthalimidinoglutarimide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)CCC(N2CC3=CC=CC=C3C2=O)C1=O	2622.1	Standard non polar	33892256
Phthalimidinoglutarimide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)CCC(N2CC3=CC=CC=C3C2=O)C1=O	3194.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Phthalimidinoglutarimide GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-5980000000-14a2694c286988852a38	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phthalimidinoglutarimide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	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

82696

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 Phthalimidinoglutarimide (HMDB0256503)

MOL for HMDB0256503 (Phthalimidinoglutarimide)

3D MOL for HMDB0256503 (Phthalimidinoglutarimide)

3D SDF for HMDB0256503 (Phthalimidinoglutarimide)

3D-SDF for HMDB0256503 (Phthalimidinoglutarimide)

PDB for HMDB0256503 (Phthalimidinoglutarimide)

3D PDB for HMDB0256503 (Phthalimidinoglutarimide)

SMILES for HMDB0256503 (Phthalimidinoglutarimide)

INCHI for HMDB0256503 (Phthalimidinoglutarimide)

Structure for HMDB0256503 (Phthalimidinoglutarimide)

3D Structure for HMDB0256503 (Phthalimidinoglutarimide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

NMR Spectra