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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:42:10 UTC

Update Date

2021-09-26 22:59:55 UTC

HMDB ID

HMDB0249202

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Taglutimida

Description

Taglutimida, also known as biglumide, 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 Taglutimida. This compound has been identified in human blood as reported by (PMID: 31557052 ). Taglutimida is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Taglutimida 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

HMDB0249202
     RDKit          3D
Taglutimida
 36 39  0  0  0  0  0  0  0  0999 V2000
    5.9170    0.0308   -0.9916 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7777   -0.0314   -0.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1128   -1.3046   -0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6387   -1.1471   -0.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0653   -0.1806    0.5854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6433    0.0140    0.3914 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3666   -0.3054    1.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2087   -1.0279    2.3811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6552    0.3035    0.9934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7447   -0.6976    0.7178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0414    0.0509    0.6342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8010    0.9632   -0.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4968    0.5158   -1.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5018   -0.9675   -0.7780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3862    1.0312   -0.3169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0515    0.5407   -0.7305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4473    0.5645   -1.9055 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8327    1.0826    0.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3620    2.0986    1.0276 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0711    1.1716   -0.2174 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5661   -2.1794   -0.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1824   -1.4069    1.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1106   -2.1260   -0.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6024   -0.6984   -1.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2904   -0.6166    1.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9663    1.0383    1.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7382   -1.5837    1.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8862   -0.6157    0.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2474    0.6186    1.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6472    0.9169   -1.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6611    1.9914   -0.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3902    0.6704   -2.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5138   -1.4217   -0.9048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3298   -1.5146   -1.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3967    2.1235   -0.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4112    2.0988   -0.5146 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  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
 20  2  1  0
 16  6  1  0
 15  9  1  0
 14 10  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 20 36  1  0
M  END

  Mrv1652309112105422D          

 20 23  0  0  0  0            999 V2000
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    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
    2.8441    1.5229    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
    1.9233    1.1104    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    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 N   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
    0.8838    0.0709    0.0000 O   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
   -0.5837    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.8085    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
   -2.6462    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    2.2374    0.0000 N   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
   -0.1712    2.9519    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  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  3  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 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
 18 19  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249202

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1C2C3CCC(C3)C2C(=O)N1C1CCC(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H16N2O4/c17-9-4-3-8(12(18)15-9)16-13(19)10-6-1-2-7(5-6)11(10)14(16)20/h6-8,10-11H,1-5H2,(H,15,17,18)

> <INCHI_KEY>
URPJPYAYMWPUPR-UHFFFAOYSA-N

> <FORMULA>
C14H16N2O4

> <MOLECULAR_WEIGHT>
276.292

> <EXACT_MASS>
276.111007003

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
27.10029483182044

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(2,6-dioxopiperidin-3-yl)-4-azatricyclo[5.2.1.0^{2,6}]decane-3,5-dione

> <ALOGPS_LOGP>
0.59

> <JCHEM_LOGP>
-0.49405963433333355

> <ALOGPS_LOGS>
-1.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.756536957514033

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.60832802148918

> <JCHEM_PKA_STRONGEST_BASIC>
-5.78135985553243

> <JCHEM_POLAR_SURFACE_AREA>
83.55000000000001

> <JCHEM_REFRACTIVITY>
66.5342

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.43e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(2,6-dioxopiperidin-3-yl)-4-azatricyclo[5.2.1.0^{2,6}]decane-3,5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249202
     RDKit          3D
Taglutimida
 36 39  0  0  0  0  0  0  0  0999 V2000
    5.9170    0.0308   -0.9916 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7777   -0.0314   -0.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1128   -1.3046   -0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6387   -1.1471   -0.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0653   -0.1806    0.5854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6433    0.0140    0.3914 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3666   -0.3054    1.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2087   -1.0279    2.3811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6552    0.3035    0.9934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7447   -0.6976    0.7178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0414    0.0509    0.6342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8010    0.9632   -0.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4968    0.5158   -1.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5018   -0.9675   -0.7780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3862    1.0312   -0.3169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0515    0.5407   -0.7305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4473    0.5645   -1.9055 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8327    1.0826    0.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3620    2.0986    1.0276 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0711    1.1716   -0.2174 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5661   -2.1794   -0.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1824   -1.4069    1.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1106   -2.1260   -0.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6024   -0.6984   -1.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2904   -0.6166    1.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9663    1.0383    1.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7382   -1.5837    1.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8862   -0.6157    0.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2474    0.6186    1.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6472    0.9169   -1.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6611    1.9914   -0.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3902    0.6704   -2.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5138   -1.4217   -0.9048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3298   -1.5146   -1.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3967    2.1235   -0.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4112    2.0988   -0.5146 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  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
 20  2  1  0
 16  6  1  0
 15  9  1  0
 14 10  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 20 36  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       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.309   2.843   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.650   5.553   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       1.220   2.843   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.650   0.132   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.320   2.843   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.090   1.509   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.630   1.509   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.400   2.843   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -4.940   2.843   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0      -2.630   4.177   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      -1.090   4.177   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.320   5.510   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    1    6                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    3    8                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   13                                                  
CONECT   11   10    6   12                                                  
CONECT   12   11                                                            
CONECT   13   10   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   13   20                                                  
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   46    0
END

COMPND    HMDB0249202
HETATM    1  O1  UNL     1       5.917   0.031  -0.992  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.778  -0.031  -0.468  1.00  0.00           C  
HETATM    3  C2  UNL     1       4.113  -1.305  -0.088  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.639  -1.147  -0.439  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.065  -0.181   0.585  1.00  0.00           C  
HETATM    6  N1  UNL     1       0.643   0.014   0.391  1.00  0.00           N  
HETATM    7  C5  UNL     1      -0.367  -0.305   1.342  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.209  -1.028   2.381  1.00  0.00           O  
HETATM    9  C6  UNL     1      -1.655   0.303   0.993  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.745  -0.698   0.718  1.00  0.00           C  
HETATM   11  C8  UNL     1      -4.041   0.051   0.634  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.801   0.963  -0.578  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.497   0.516  -1.187  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.502  -0.968  -0.778  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.386   1.031  -0.317  1.00  0.00           C  
HETATM   16  C13 UNL     1      -0.052   0.541  -0.731  1.00  0.00           C  
HETATM   17  O3  UNL     1       0.447   0.564  -1.905  1.00  0.00           O  
HETATM   18  C14 UNL     1       2.833   1.083   0.479  1.00  0.00           C  
HETATM   19  O4  UNL     1       2.362   2.099   1.028  1.00  0.00           O  
HETATM   20  N2  UNL     1       4.071   1.172  -0.217  1.00  0.00           N  
HETATM   21  H1  UNL     1       4.566  -2.179  -0.574  1.00  0.00           H  
HETATM   22  H2  UNL     1       4.182  -1.407   1.031  1.00  0.00           H  
HETATM   23  H3  UNL     1       2.111  -2.126  -0.406  1.00  0.00           H  
HETATM   24  H4  UNL     1       2.602  -0.698  -1.453  1.00  0.00           H  
HETATM   25  H5  UNL     1       2.290  -0.617   1.580  1.00  0.00           H  
HETATM   26  H6  UNL     1      -1.966   1.038   1.765  1.00  0.00           H  
HETATM   27  H7  UNL     1      -2.738  -1.584   1.320  1.00  0.00           H  
HETATM   28  H8  UNL     1      -4.886  -0.616   0.355  1.00  0.00           H  
HETATM   29  H9  UNL     1      -4.247   0.619   1.542  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.647   0.917  -1.285  1.00  0.00           H  
HETATM   31  H11 UNL     1      -3.661   1.991  -0.168  1.00  0.00           H  
HETATM   32  H12 UNL     1      -2.390   0.670  -2.241  1.00  0.00           H  
HETATM   33  H13 UNL     1      -1.514  -1.422  -0.905  1.00  0.00           H  
HETATM   34  H14 UNL     1      -3.330  -1.515  -1.233  1.00  0.00           H  
HETATM   35  H15 UNL     1      -1.397   2.124  -0.187  1.00  0.00           H  
HETATM   36  H16 UNL     1       4.411   2.099  -0.515  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   20
CONECT    3    4   21   22
CONECT    4    5   23   24
CONECT    5    6   18   25
CONECT    6    7   16
CONECT    7    8    8    9
CONECT    9   10   15   26
CONECT   10   11   14   27
CONECT   11   12   28   29
CONECT   12   13   30   31
CONECT   13   14   15   32
CONECT   14   33   34
CONECT   15   16   35
CONECT   16   17   17
CONECT   18   19   19   20
CONECT   20   36
END

HMDB0249202
     RDKit          3D
Taglutimida
 36 39  0  0  0  0  0  0  0  0999 V2000
    5.9170    0.0308   -0.9916 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7777   -0.0314   -0.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1128   -1.3046   -0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6387   -1.1471   -0.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0653   -0.1806    0.5854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6433    0.0140    0.3914 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3666   -0.3054    1.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2087   -1.0279    2.3811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6552    0.3035    0.9934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7447   -0.6976    0.7178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0414    0.0509    0.6342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8010    0.9632   -0.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4968    0.5158   -1.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5018   -0.9675   -0.7780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3862    1.0312   -0.3169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0515    0.5407   -0.7305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4473    0.5645   -1.9055 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8327    1.0826    0.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3620    2.0986    1.0276 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0711    1.1716   -0.2174 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5661   -2.1794   -0.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1824   -1.4069    1.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1106   -2.1260   -0.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6024   -0.6984   -1.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2904   -0.6166    1.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9663    1.0383    1.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7382   -1.5837    1.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8862   -0.6157    0.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2474    0.6186    1.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6472    0.9169   -1.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6611    1.9914   -0.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3902    0.6704   -2.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5138   -1.4217   -0.9048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3298   -1.5146   -1.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3967    2.1235   -0.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4112    2.0988   -0.5146 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  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
 20  2  1  0
 16  6  1  0
 15  9  1  0
 14 10  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 20 36  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-(Bicyclo(2.2.1)heptane-2-endo,3-endo-dicarboximido)glutarimide	HMDB
Biglumide	HMDB

Chemical Formula

C₁₄H₁₆N₂O₄

Average Molecular Weight

276.292

Monoisotopic Molecular Weight

276.111007003

IUPAC Name

4-(2,6-dioxopiperidin-3-yl)-4-azatricyclo[5.2.1.0^{2,6}]decane-3,5-dione

Traditional Name

4-(2,6-dioxopiperidin-3-yl)-4-azatricyclo[5.2.1.0^{2,6}]decane-3,5-dione

CAS Registry Number

Not Available

SMILES

O=C1C2C3CCC(C3)C2C(=O)N1C1CCC(=O)NC1=O

InChI Identifier

InChI=1S/C14H16N2O4/c17-9-4-3-8(12(18)15-9)16-13(19)10-6-1-2-7(5-6)11(10)14(16)20/h6-8,10-11H,1-5H2,(H,15,17,18)

InChI Key

URPJPYAYMWPUPR-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
Monoterpenoid
Norbornane monoterpenoid
Piperidinedione
Delta-lactam
Piperidinone
Carboxylic acid imide, n-substituted
Piperidine
Pyrrolidone
2-pyrrolidone
N-alkylpyrrolidine
Carboxylic acid imide, n-unsubstituted
Dicarboximide
Pyrrolidine
Carboxylic acid imide
Lactam
Azacycle
Carboxylic acid derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	0.59	ALOGPS
logP	-0.49	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	11.61	ChemAxon
pKa (Strongest Basic)	-5.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	83.55 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	66.53 m³·mol⁻¹	ChemAxon
Polarizability	27.1 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	167.841	30932474
DeepCCS	[M-H]-	165.483	30932474
DeepCCS	[M-2H]-	198.369	30932474
DeepCCS	[M+Na]+	173.934	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Taglutimida	O=C1C2C3CCC(C3)C2C(=O)N1C1CCC(=O)NC1=O	3776.6	Standard polar	33892256
Taglutimida	O=C1C2C3CCC(C3)C2C(=O)N1C1CCC(=O)NC1=O	2393.5	Standard non polar	33892256
Taglutimida	O=C1C2C3CCC(C3)C2C(=O)N1C1CCC(=O)NC1=O	2399.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Taglutimida,1TMS,isomer #1	C[Si](C)(C)N1C(=O)CCC(N2C(=O)C3C4CCC(C4)C3C2=O)C1=O	2563.5	Semi standard non polar	33892256
Taglutimida,1TMS,isomer #1	C[Si](C)(C)N1C(=O)CCC(N2C(=O)C3C4CCC(C4)C3C2=O)C1=O	2533.8	Standard non polar	33892256
Taglutimida,1TMS,isomer #1	C[Si](C)(C)N1C(=O)CCC(N2C(=O)C3C4CCC(C4)C3C2=O)C1=O	3341.8	Standard polar	33892256
Taglutimida,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)CCC(N2C(=O)C3C4CCC(C4)C3C2=O)C1=O	2778.7	Semi standard non polar	33892256
Taglutimida,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)CCC(N2C(=O)C3C4CCC(C4)C3C2=O)C1=O	2760.5	Standard non polar	33892256
Taglutimida,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)CCC(N2C(=O)C3C4CCC(C4)C3C2=O)C1=O	3397.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Taglutimida GC-MS (Non-derivatized) - 70eV, Positive	splash10-014j-9480000000-068397b77eb47a3b89af	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Taglutimida GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Taglutimida 10V, Positive-QTOF	splash10-004i-0190000000-23c4e294957bc415f68c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Taglutimida 20V, Positive-QTOF	splash10-004i-0190000000-c5b1666c131dc4597c3b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Taglutimida 40V, Positive-QTOF	splash10-000t-9760000000-5ccc645bcd06e10a1d8b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Taglutimida 10V, Negative-QTOF	splash10-004i-0190000000-53d883809d160ff8d960	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Taglutimida 20V, Negative-QTOF	splash10-004i-2290000000-49bca6007e713284e8ed	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Taglutimida 40V, Negative-QTOF	splash10-0006-8920000000-346e25c114432693819f	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)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	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

24700

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

26516

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 Taglutimida (HMDB0249202)

MOL for HMDB0249202 (Taglutimida)

3D MOL for HMDB0249202 (Taglutimida)

3D SDF for HMDB0249202 (Taglutimida)

3D-SDF for HMDB0249202 (Taglutimida)

PDB for HMDB0249202 (Taglutimida)

3D PDB for HMDB0249202 (Taglutimida)

SMILES for HMDB0249202 (Taglutimida)

INCHI for HMDB0249202 (Taglutimida)

Structure for HMDB0249202 (Taglutimida)

3D Structure for HMDB0249202 (Taglutimida)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra