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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:01:00 UTC

Update Date

2021-09-26 22:54:44 UTC

HMDB ID

HMDB0245972

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-Phenylacetylamino-2,6-piperidinedione

Description

3-Phenylacetylamino-2,6-piperidinedione belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom. Based on a literature review a significant number of articles have been published on 3-Phenylacetylamino-2,6-piperidinedione. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-phenylacetylamino-2,6-piperidinedione is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-Phenylacetylamino-2,6-piperidinedione 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

HMDB0248489
     RDKit          3D
Antineoplaston A10
 32 33  0  0  0  0  0  0  0  0999 V2000
    4.8481    0.0443    2.1881 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1105    0.4507    1.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3761    0.1474   -0.1739 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1032    0.1952   -1.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9293   -0.1272   -0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7187   -0.4294   -0.8282 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2231   -1.2856   -0.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0098   -1.7678    0.8959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4910   -1.5900   -0.9373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5915   -0.7367   -0.4593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3485   -0.0132   -1.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3525    0.8147   -0.9561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6296    0.9480    0.4069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8814    0.2364    1.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8764   -0.5938    0.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7804    1.0390    0.8088 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7812    1.7345    0.9259 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9647    1.2397    1.5826 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8461   -0.8593   -0.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0459    0.9435   -0.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9438    1.2508   -1.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1781   -0.4514   -1.8784 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1439   -0.9922    0.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5242   -0.0230   -1.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3254   -1.4407   -2.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7223   -2.6720   -0.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1276   -0.1200   -2.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9248    1.3546   -1.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4198    1.6076    0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0517    0.3041    2.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2970   -1.1422    1.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9784    1.9337    2.3526 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  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
 15 10  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
  9 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 18 32  1  0
M  END


  Mrv1652309112101012D          

 18 19  0  0  0  0            999 V2000
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   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  2  0  0  0  0
 10 12  1  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
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245972

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C(CC1=CC=CC=C1)NC1CCC(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H14N2O3/c16-11-7-6-10(13(18)15-11)14-12(17)8-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H,14,17)(H,15,16,18)

> <INCHI_KEY>
OQGRFQCUGLKSAV-UHFFFAOYSA-N

> <FORMULA>
C13H14N2O3

> <MOLECULAR_WEIGHT>
246.266

> <EXACT_MASS>
246.100442319

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
24.854291805860477

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(2,6-dioxopiperidin-3-yl)-2-phenylacetamide

> <ALOGPS_LOGP>
0.37

> <JCHEM_LOGP>
0.12633580933333333

> <ALOGPS_LOGS>
-2.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.75025690862227

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.56479563314744

> <JCHEM_PKA_STRONGEST_BASIC>
-2.4308008719529086

> <JCHEM_POLAR_SURFACE_AREA>
75.27000000000001

> <JCHEM_REFRACTIVITY>
64.19780000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.04e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(2,6-dioxopiperidin-3-yl)-2-phenylacetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248489
     RDKit          3D
Antineoplaston A10
 32 33  0  0  0  0  0  0  0  0999 V2000
    4.8481    0.0443    2.1881 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1105    0.4507    1.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3761    0.1474   -0.1739 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1032    0.1952   -1.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9293   -0.1272   -0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7187   -0.4294   -0.8282 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2231   -1.2856   -0.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0098   -1.7678    0.8959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4910   -1.5900   -0.9373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5915   -0.7367   -0.4593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3485   -0.0132   -1.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3525    0.8147   -0.9561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6296    0.9480    0.4069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8814    0.2364    1.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8764   -0.5938    0.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7804    1.0390    0.8088 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7812    1.7345    0.9259 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9647    1.2397    1.5826 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8461   -0.8593   -0.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0459    0.9435   -0.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9438    1.2508   -1.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1781   -0.4514   -1.8784 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1439   -0.9922    0.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5242   -0.0230   -1.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3254   -1.4407   -2.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7223   -2.6720   -0.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1276   -0.1200   -2.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9248    1.3546   -1.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4198    1.6076    0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0517    0.3041    2.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2970   -1.1422    1.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9784    1.9337    2.3526 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  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
 15 10  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
  9 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 18 32  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       4.001  -6.930   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       5.335  -3.080   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+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                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0245972
HETATM    1  O1  UNL     1       5.342  -1.103   0.371  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.442  -0.208   0.461  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.433  -0.150   1.537  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.060  -0.200   0.939  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.971   0.261  -0.479  1.00  0.00           C  
HETATM    6  N1  UNL     1       0.659   0.848  -0.751  1.00  0.00           N  
HETATM    7  C5  UNL     1      -0.298   0.027  -1.368  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.016  -1.155  -1.651  1.00  0.00           O  
HETATM    9  C6  UNL     1      -1.642   0.536  -1.688  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.627  -0.013  -0.718  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.147   0.827   0.270  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.041   0.360   1.200  1.00  0.00           C  
HETATM   13  C10 UNL     1      -4.443  -0.973   1.169  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.927  -1.785   0.203  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.018  -1.316  -0.747  1.00  0.00           C  
HETATM   16  C13 UNL     1       3.041   1.174  -0.919  1.00  0.00           C  
HETATM   17  O3  UNL     1       2.819   2.180  -1.579  1.00  0.00           O  
HETATM   18  N2  UNL     1       4.384   0.819  -0.529  1.00  0.00           N  
HETATM   19  H1  UNL     1       3.532   0.835   2.092  1.00  0.00           H  
HETATM   20  H2  UNL     1       3.581  -0.985   2.269  1.00  0.00           H  
HETATM   21  H3  UNL     1       1.384   0.374   1.624  1.00  0.00           H  
HETATM   22  H4  UNL     1       1.682  -1.263   1.060  1.00  0.00           H  
HETATM   23  H5  UNL     1       2.083  -0.689  -1.106  1.00  0.00           H  
HETATM   24  H6  UNL     1       0.506   1.837  -0.470  1.00  0.00           H  
HETATM   25  H7  UNL     1      -1.947   0.239  -2.737  1.00  0.00           H  
HETATM   26  H8  UNL     1      -1.741   1.628  -1.688  1.00  0.00           H  
HETATM   27  H9  UNL     1      -2.832   1.861   0.280  1.00  0.00           H  
HETATM   28  H10 UNL     1      -4.476   0.973   1.987  1.00  0.00           H  
HETATM   29  H11 UNL     1      -5.167  -1.342   1.914  1.00  0.00           H  
HETATM   30  H12 UNL     1      -4.197  -2.836   0.124  1.00  0.00           H  
HETATM   31  H13 UNL     1      -2.633  -2.014  -1.502  1.00  0.00           H  
HETATM   32  H14 UNL     1       5.233   1.254  -0.926  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   24
CONECT    7    8    8    9
CONECT    9   10   25   26
CONECT   10   11   11   15
CONECT   11   12   27
CONECT   12   13   13   28
CONECT   13   14   29
CONECT   14   15   15   30
CONECT   15   31
CONECT   16   17   17   18
CONECT   18   32
END

HMDB0248489
     RDKit          3D
Antineoplaston A10
 32 33  0  0  0  0  0  0  0  0999 V2000
    4.8481    0.0443    2.1881 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1105    0.4507    1.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3761    0.1474   -0.1739 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1032    0.1952   -1.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9293   -0.1272   -0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7187   -0.4294   -0.8282 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2231   -1.2856   -0.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0098   -1.7678    0.8959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4910   -1.5900   -0.9373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5915   -0.7367   -0.4593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3485   -0.0132   -1.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3525    0.8147   -0.9561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6296    0.9480    0.4069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8814    0.2364    1.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8764   -0.5938    0.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7804    1.0390    0.8088 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7812    1.7345    0.9259 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9647    1.2397    1.5826 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8461   -0.8593   -0.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0459    0.9435   -0.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9438    1.2508   -1.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1781   -0.4514   -1.8784 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1439   -0.9922    0.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5242   -0.0230   -1.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3254   -1.4407   -2.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7223   -2.6720   -0.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1276   -0.1200   -2.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9248    1.3546   -1.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4198    1.6076    0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0517    0.3041    2.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2970   -1.1422    1.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9784    1.9337    2.3526 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  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
 15 10  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
  9 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 18 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₃H₁₄N₂O₃

Average Molecular Weight

246.266

Monoisotopic Molecular Weight

246.100442319

IUPAC Name

N-(2,6-dioxopiperidin-3-yl)-2-phenylacetamide

Traditional Name

N-(2,6-dioxopiperidin-3-yl)-2-phenylacetamide

CAS Registry Number

Not Available

SMILES

O=C(CC1=CC=CC=C1)NC1CCC(=O)NC1=O

InChI Identifier

InChI=1S/C13H14N2O3/c16-11-7-6-10(13(18)15-11)14-12(17)8-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H,14,17)(H,15,16,18)

InChI Key

OQGRFQCUGLKSAV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids and derivatives

Alternative Parents

Substituents

N-acyl-alpha amino acid or derivatives
Phenylacetamide
Piperidinedione
Delta-lactam
Piperidinone
Monocyclic benzene moiety
Piperidine
Benzenoid
Carboxylic acid imide
Dicarboximide
Carboxylic acid imide, n-unsubstituted
Lactam
Carboxamide group
Secondary carboxylic acid amide
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organopnictogen compound
Organic nitrogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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 (HMDB: HMDB0248489)

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	0.37	ALOGPS
logP	0.13	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	11.56	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.27 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	64.2 m³·mol⁻¹	ChemAxon
Polarizability	24.85 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	154.624	30932474
DeepCCS	[M-H]-	152.266	30932474
DeepCCS	[M-2H]-	185.574	30932474
DeepCCS	[M+Na]+	160.717	30932474
AllCCS	[M+H]+	157.6	32859911
AllCCS	[M+H-H2O]+	153.8	32859911
AllCCS	[M+NH4]+	161.1	32859911
AllCCS	[M+Na]+	162.1	32859911
AllCCS	[M-H]-	158.7	32859911
AllCCS	[M+Na-2H]-	158.7	32859911
AllCCS	[M+HCOO]-	158.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.3532 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.22 minutes	32390414

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Phenylacetylamino-2,6-piperidinedione,1TMS,isomer #1	C[Si](C)(C)N(C(=O)CC1=CC=CC=C1)C1CCC(=O)NC1=O	2318.9	Semi standard non polar	33892256
3-Phenylacetylamino-2,6-piperidinedione,1TMS,isomer #1	C[Si](C)(C)N(C(=O)CC1=CC=CC=C1)C1CCC(=O)NC1=O	2360.7	Standard non polar	33892256
3-Phenylacetylamino-2,6-piperidinedione,1TMS,isomer #1	C[Si](C)(C)N(C(=O)CC1=CC=CC=C1)C1CCC(=O)NC1=O	3313.7	Standard polar	33892256
3-Phenylacetylamino-2,6-piperidinedione,1TMS,isomer #2	C[Si](C)(C)N1C(=O)CCC(NC(=O)CC2=CC=CC=C2)C1=O	2276.1	Semi standard non polar	33892256
3-Phenylacetylamino-2,6-piperidinedione,1TMS,isomer #2	C[Si](C)(C)N1C(=O)CCC(NC(=O)CC2=CC=CC=C2)C1=O	2296.5	Standard non polar	33892256
3-Phenylacetylamino-2,6-piperidinedione,1TMS,isomer #2	C[Si](C)(C)N1C(=O)CCC(NC(=O)CC2=CC=CC=C2)C1=O	3130.0	Standard polar	33892256
3-Phenylacetylamino-2,6-piperidinedione,2TMS,isomer #1	C[Si](C)(C)N1C(=O)CCC(N(C(=O)CC2=CC=CC=C2)[Si](C)(C)C)C1=O	2173.8	Semi standard non polar	33892256
3-Phenylacetylamino-2,6-piperidinedione,2TMS,isomer #1	C[Si](C)(C)N1C(=O)CCC(N(C(=O)CC2=CC=CC=C2)[Si](C)(C)C)C1=O	2365.2	Standard non polar	33892256
3-Phenylacetylamino-2,6-piperidinedione,2TMS,isomer #1	C[Si](C)(C)N1C(=O)CCC(N(C(=O)CC2=CC=CC=C2)[Si](C)(C)C)C1=O	2917.6	Standard polar	33892256
3-Phenylacetylamino-2,6-piperidinedione,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CC1=CC=CC=C1)C1CCC(=O)NC1=O	2533.0	Semi standard non polar	33892256
3-Phenylacetylamino-2,6-piperidinedione,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CC1=CC=CC=C1)C1CCC(=O)NC1=O	2586.9	Standard non polar	33892256
3-Phenylacetylamino-2,6-piperidinedione,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CC1=CC=CC=C1)C1CCC(=O)NC1=O	3366.9	Standard polar	33892256
3-Phenylacetylamino-2,6-piperidinedione,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)CCC(NC(=O)CC2=CC=CC=C2)C1=O	2529.1	Semi standard non polar	33892256
3-Phenylacetylamino-2,6-piperidinedione,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)CCC(NC(=O)CC2=CC=CC=C2)C1=O	2539.4	Standard non polar	33892256
3-Phenylacetylamino-2,6-piperidinedione,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)CCC(NC(=O)CC2=CC=CC=C2)C1=O	3169.5	Standard polar	33892256
3-Phenylacetylamino-2,6-piperidinedione,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)CCC(N(C(=O)CC2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C1=O	2679.5	Semi standard non polar	33892256
3-Phenylacetylamino-2,6-piperidinedione,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)CCC(N(C(=O)CC2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C1=O	2782.0	Standard non polar	33892256
3-Phenylacetylamino-2,6-piperidinedione,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)CCC(N(C(=O)CC2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C1=O	3034.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Phenylacetylamino-2,6-piperidinedione GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9310000000-397ccbd0ed5f2b33e550	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Phenylacetylamino-2,6-piperidinedione GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Phenylacetylamino-2,6-piperidinedione 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 - 3-Phenylacetylamino-2,6-piperidinedione 10V, Positive-QTOF	splash10-0002-0390000000-72ab5cf9372ada32b1cf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylacetylamino-2,6-piperidinedione 20V, Positive-QTOF	splash10-004i-2910000000-3829c95f8e0110fb51ae	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylacetylamino-2,6-piperidinedione 40V, Positive-QTOF	splash10-0006-9400000000-1a32dd812ef35f89b97b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylacetylamino-2,6-piperidinedione 10V, Negative-QTOF	splash10-004i-1920000000-96c3c2e792b5999eac7b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylacetylamino-2,6-piperidinedione 20V, Negative-QTOF	splash10-002f-9510000000-804ce64c7f7ffff7795d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenylacetylamino-2,6-piperidinedione 40V, Negative-QTOF	splash10-0006-9000000000-3998886382c33bc31dd2	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

138274

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

157096

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 3-Phenylacetylamino-2,6-piperidinedione (HMDB0245972)

MOL for HMDB0245972 (3-Phenylacetylamino-2,6-piperidinedione)

3D MOL for HMDB0245972 (3-Phenylacetylamino-2,6-piperidinedione)

3D SDF for HMDB0245972 (3-Phenylacetylamino-2,6-piperidinedione)

3D-SDF for HMDB0245972 (3-Phenylacetylamino-2,6-piperidinedione)

PDB for HMDB0245972 (3-Phenylacetylamino-2,6-piperidinedione)

3D PDB for HMDB0245972 (3-Phenylacetylamino-2,6-piperidinedione)

SMILES for HMDB0245972 (3-Phenylacetylamino-2,6-piperidinedione)

INCHI for HMDB0245972 (3-Phenylacetylamino-2,6-piperidinedione)

Structure for HMDB0245972 (3-Phenylacetylamino-2,6-piperidinedione)

3D Structure for HMDB0245972 (3-Phenylacetylamino-2,6-piperidinedione)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra