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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:03:26 UTC

Update Date

2021-09-26 22:57:50 UTC

HMDB ID

HMDB0247904

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-(p-Acetamidophenyl)-2-ethylglutarimide

Description

2-(p-Acetamidophenyl)-2-ethylglutarimide, also known as N-acetylag or N-acetylaminoglutethimide, belongs to the class of organic compounds known as phenylpiperidines. Phenylpiperidines are compounds containing a phenylpiperidine skeleton, which consists of a piperidine bound to a phenyl group. Based on a literature review very few articles have been published on 2-(p-Acetamidophenyl)-2-ethylglutarimide. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-(p-acetamidophenyl)-2-ethylglutarimide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-(p-Acetamidophenyl)-2-ethylglutarimide 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

HMDB0247904
     RDKit          3D
2-(p-Acetamidophenyl)-2-ethylglutarimide
 38 39  0  0  0  0  0  0  0  0999 V2000
   -2.0959    1.2770    2.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4116   -0.0585    1.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8486   -0.3351    0.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3686   -0.2424    0.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4303   -1.1691    0.7678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7965   -1.0714    0.8168 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4728    0.0050    0.2095 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8824    0.0467    0.2961 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6858    1.0425   -0.2516 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2008    0.9729   -0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2549    2.0132   -0.8820 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6807    0.9265   -0.4195 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2964    0.8078   -0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4341    0.5419   -0.9958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7306   -0.0687   -1.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3883   -1.3373   -2.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7565   -1.6100   -3.4433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5661   -2.2225   -1.5140 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2110   -1.7466   -0.2285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2106   -2.6131    0.7162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0297    2.0986    1.2788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8538    1.5605    2.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1176    1.2461    2.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5169   -0.1884    1.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0134   -0.8412    2.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0679   -2.0047    1.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4082   -1.8202    1.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3891   -0.7412    0.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6550    0.5907   -1.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4121    0.2919    0.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5162    1.9994    0.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1180    1.7758   -0.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2877    1.5585   -0.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7752    0.6134   -1.8877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7030    1.5516   -0.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2018    0.6719   -2.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3402   -0.3779   -0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2700   -3.1434   -1.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  7 12  1  0
 12 13  2  0
  3 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 19  3  1  0
 13  4  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  5 26  1  0
  6 27  1  0
  8 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 18 38  1  0
M  END

  Mrv1652309112103032D          

 20 21  0  0  0  0            999 V2000
    0.9966    0.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592   -1.4570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448   -2.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448   -3.5195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303   -2.2820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303   -1.4570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1842   -1.0445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7751   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4929    0.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0232    0.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8357    0.8515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1178    0.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875   -0.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3660    1.4835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1784    1.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7087    1.9722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4606    0.5650    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  1  0  0  0  0
  4  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
  8  9  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  2  0  0  0  0
  3 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
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247904

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1(CCC(=O)NC1=O)C1=CC=C(NC(C)=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H18N2O3/c1-3-15(9-8-13(19)17-14(15)20)11-4-6-12(7-5-11)16-10(2)18/h4-7H,3,8-9H2,1-2H3,(H,16,18)(H,17,19,20)

> <INCHI_KEY>
PBWKSBSBPBMFIS-UHFFFAOYSA-N

> <FORMULA>
C15H18N2O3

> <MOLECULAR_WEIGHT>
274.32

> <EXACT_MASS>
274.131742448

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
29.21029195396294

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[4-(3-ethyl-2,6-dioxopiperidin-3-yl)phenyl]acetamide

> <ALOGPS_LOGP>
2.04

> <JCHEM_LOGP>
1.3661806893333335

> <ALOGPS_LOGS>
-3.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.358568927542116

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.691054095378334

> <JCHEM_PKA_STRONGEST_BASIC>
-4.383879372398493

> <JCHEM_POLAR_SURFACE_AREA>
75.27000000000001

> <JCHEM_REFRACTIVITY>
75.5169

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.10e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[4-(3-ethyl-2,6-dioxopiperidin-3-yl)phenyl]acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247904
     RDKit          3D
2-(p-Acetamidophenyl)-2-ethylglutarimide
 38 39  0  0  0  0  0  0  0  0999 V2000
   -2.0959    1.2770    2.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4116   -0.0585    1.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8486   -0.3351    0.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3686   -0.2424    0.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4303   -1.1691    0.7678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7965   -1.0714    0.8168 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4728    0.0050    0.2095 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8824    0.0467    0.2961 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6858    1.0425   -0.2516 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2008    0.9729   -0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2549    2.0132   -0.8820 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6807    0.9265   -0.4195 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2964    0.8078   -0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4341    0.5419   -0.9958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7306   -0.0687   -1.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3883   -1.3373   -2.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7565   -1.6100   -3.4433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5661   -2.2225   -1.5140 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2110   -1.7466   -0.2285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2106   -2.6131    0.7162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0297    2.0986    1.2788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8538    1.5605    2.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1176    1.2461    2.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5169   -0.1884    1.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0134   -0.8412    2.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0679   -2.0047    1.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4082   -1.8202    1.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3891   -0.7412    0.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6550    0.5907   -1.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4121    0.2919    0.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5162    1.9994    0.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1180    1.7758   -0.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2877    1.5585   -0.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7752    0.6134   -1.8877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7030    1.5516   -0.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2018    0.6719   -2.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3402   -0.3779   -0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2700   -3.1434   -1.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  7 12  1  0
 12 13  2  0
  3 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 19  3  1  0
 13  4  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  5 26  1  0
  6 27  1  0
  8 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 18 38  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       1.860   0.677   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.324  -1.950   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.657  -2.720   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.657  -4.260   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.324  -5.030   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.324  -6.570   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0       0.990  -4.260   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       0.990  -2.720   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.344  -1.950   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.313  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.787   0.677   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.777   1.857   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.293   1.589   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.820   0.142   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.830  -1.037   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       6.283   2.769   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       7.800   2.502   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.790   3.681   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       8.326   1.055   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9   11                                             
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8    3   10                                                  
CONECT   10    9                                                            
CONECT   11    3   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   14   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0247904
HETATM    1  C1  UNL     1      -2.096   1.277   2.008  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.412  -0.058   1.440  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.849  -0.335   0.081  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.369  -0.242   0.135  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.430  -1.169   0.768  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.796  -1.071   0.817  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.473   0.005   0.210  1.00  0.00           C  
HETATM    8  N1  UNL     1       3.882   0.047   0.296  1.00  0.00           N  
HETATM    9  C8  UNL     1       4.686   1.042  -0.252  1.00  0.00           C  
HETATM   10  C9  UNL     1       6.201   0.973  -0.088  1.00  0.00           C  
HETATM   11  O1  UNL     1       4.255   2.013  -0.882  1.00  0.00           O  
HETATM   12  C10 UNL     1       1.681   0.926  -0.419  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.296   0.808  -0.457  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.434   0.542  -0.996  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.731  -0.069  -1.561  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.388  -1.337  -2.299  1.00  0.00           C  
HETATM   17  O2  UNL     1      -3.757  -1.610  -3.443  1.00  0.00           O  
HETATM   18  N2  UNL     1      -2.566  -2.223  -1.514  1.00  0.00           N  
HETATM   19  C15 UNL     1      -2.211  -1.747  -0.228  1.00  0.00           C  
HETATM   20  O3  UNL     1      -2.211  -2.613   0.716  1.00  0.00           O  
HETATM   21  H1  UNL     1      -2.030   2.099   1.279  1.00  0.00           H  
HETATM   22  H2  UNL     1      -2.854   1.561   2.767  1.00  0.00           H  
HETATM   23  H3  UNL     1      -1.118   1.246   2.536  1.00  0.00           H  
HETATM   24  H4  UNL     1      -3.517  -0.188   1.454  1.00  0.00           H  
HETATM   25  H5  UNL     1      -2.013  -0.841   2.126  1.00  0.00           H  
HETATM   26  H6  UNL     1      -0.068  -2.005   1.245  1.00  0.00           H  
HETATM   27  H7  UNL     1       2.408  -1.820   1.325  1.00  0.00           H  
HETATM   28  H8  UNL     1       4.389  -0.741   0.820  1.00  0.00           H  
HETATM   29  H9  UNL     1       6.655   0.591  -1.025  1.00  0.00           H  
HETATM   30  H10 UNL     1       6.412   0.292   0.768  1.00  0.00           H  
HETATM   31  H11 UNL     1       6.516   1.999   0.163  1.00  0.00           H  
HETATM   32  H12 UNL     1       2.118   1.776  -0.906  1.00  0.00           H  
HETATM   33  H13 UNL     1      -0.288   1.559  -0.958  1.00  0.00           H  
HETATM   34  H14 UNL     1      -1.775   0.613  -1.888  1.00  0.00           H  
HETATM   35  H15 UNL     1      -2.703   1.552  -0.694  1.00  0.00           H  
HETATM   36  H16 UNL     1      -4.202   0.672  -2.203  1.00  0.00           H  
HETATM   37  H17 UNL     1      -4.340  -0.378  -0.693  1.00  0.00           H  
HETATM   38  H18 UNL     1      -2.270  -3.143  -1.893  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4   14   19
CONECT    4    5    5   13
CONECT    5    6   26
CONECT    6    7    7   27
CONECT    7    8   12
CONECT    8    9   28
CONECT    9   10   11   11
CONECT   10   29   30   31
CONECT   12   13   13   32
CONECT   13   33
CONECT   14   15   34   35
CONECT   15   16   36   37
CONECT   16   17   17   18
CONECT   18   19   38
CONECT   19   20   20
END

HMDB0247904
     RDKit          3D
2-(p-Acetamidophenyl)-2-ethylglutarimide
 38 39  0  0  0  0  0  0  0  0999 V2000
   -2.0959    1.2770    2.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4116   -0.0585    1.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8486   -0.3351    0.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3686   -0.2424    0.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4303   -1.1691    0.7678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7965   -1.0714    0.8168 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4728    0.0050    0.2095 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8824    0.0467    0.2961 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6858    1.0425   -0.2516 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2008    0.9729   -0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2549    2.0132   -0.8820 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6807    0.9265   -0.4195 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2964    0.8078   -0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4341    0.5419   -0.9958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7306   -0.0687   -1.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3883   -1.3373   -2.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7565   -1.6100   -3.4433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5661   -2.2225   -1.5140 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2110   -1.7466   -0.2285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2106   -2.6131    0.7162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0297    2.0986    1.2788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8538    1.5605    2.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1176    1.2461    2.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5169   -0.1884    1.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0134   -0.8412    2.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0679   -2.0047    1.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4082   -1.8202    1.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3891   -0.7412    0.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6550    0.5907   -1.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4121    0.2919    0.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5162    1.9994    0.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1180    1.7758   -0.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2877    1.5585   -0.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7752    0.6134   -1.8877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7030    1.5516   -0.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2018    0.6719   -2.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3402   -0.3779   -0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2700   -3.1434   -1.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  7 12  1  0
 12 13  2  0
  3 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 19  3  1  0
 13  4  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  5 26  1  0
  6 27  1  0
  8 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 18 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-AcetylAG	HMDB
N-Acetylaminoglutethimide	HMDB

Chemical Formula

C₁₅H₁₈N₂O₃

Average Molecular Weight

274.32

Monoisotopic Molecular Weight

274.131742448

IUPAC Name

N-[4-(3-ethyl-2,6-dioxopiperidin-3-yl)phenyl]acetamide

Traditional Name

N-[4-(3-ethyl-2,6-dioxopiperidin-3-yl)phenyl]acetamide

CAS Registry Number

Not Available

SMILES

CCC1(CCC(=O)NC1=O)C1=CC=C(NC(C)=O)C=C1

InChI Identifier

InChI=1S/C15H18N2O3/c1-3-15(9-8-13(19)17-14(15)20)11-4-6-12(7-5-11)16-10(2)18/h4-7H,3,8-9H2,1-2H3,(H,16,18)(H,17,19,20)

InChI Key

PBWKSBSBPBMFIS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpiperidines. Phenylpiperidines are compounds containing a phenylpiperidine skeleton, which consists of a piperidine bound to a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperidines

Sub Class

Phenylpiperidines

Direct Parent

Phenylpiperidines

Alternative Parents

Substituents

Phenylpiperidine
Acetanilide
N-acetylarylamine
Anilide
Piperidinedione
N-arylamide
Delta-lactam
Piperidinone
Benzenoid
Monocyclic benzene moiety
Acetamide
Carboxylic acid imide
Dicarboximide
Carboxylic acid imide, n-unsubstituted
Secondary carboxylic acid amide
Carboxamide group
Lactam
Azacycle
Carboxylic acid derivative
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organooxygen compound
Organonitrogen 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 (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.04	ALOGPS
logP	1.37	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	11.69	ChemAxon
pKa (Strongest Basic)	-4.4	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	75.52 m³·mol⁻¹	ChemAxon
Polarizability	29.21 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]+	175.93	30932474
DeepCCS	[M-H]-	173.572	30932474
DeepCCS	[M-2H]-	206.458	30932474
DeepCCS	[M+Na]+	182.023	30932474
AllCCS	[M+H]+	165.2	32859911
AllCCS	[M+H-H2O]+	161.6	32859911
AllCCS	[M+NH4]+	168.5	32859911
AllCCS	[M+Na]+	169.4	32859911
AllCCS	[M-H]-	168.1	32859911
AllCCS	[M+Na-2H]-	168.2	32859911
AllCCS	[M+HCOO]-	168.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-(p-Acetamidophenyl)-2-ethylglutarimide	CCC1(CCC(=O)NC1=O)C1=CC=C(NC(C)=O)C=C1	3686.3	Standard polar	33892256
2-(p-Acetamidophenyl)-2-ethylglutarimide	CCC1(CCC(=O)NC1=O)C1=CC=C(NC(C)=O)C=C1	2554.8	Standard non polar	33892256
2-(p-Acetamidophenyl)-2-ethylglutarimide	CCC1(CCC(=O)NC1=O)C1=CC=C(NC(C)=O)C=C1	2673.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-(p-Acetamidophenyl)-2-ethylglutarimide,1TMS,isomer #1	CCC1(C2=CC=C(NC(C)=O)C=C2)CCC(=O)N([Si](C)(C)C)C1=O	2552.2	Semi standard non polar	33892256
2-(p-Acetamidophenyl)-2-ethylglutarimide,1TMS,isomer #1	CCC1(C2=CC=C(NC(C)=O)C=C2)CCC(=O)N([Si](C)(C)C)C1=O	2459.9	Standard non polar	33892256
2-(p-Acetamidophenyl)-2-ethylglutarimide,1TMS,isomer #1	CCC1(C2=CC=C(NC(C)=O)C=C2)CCC(=O)N([Si](C)(C)C)C1=O	3156.9	Standard polar	33892256
2-(p-Acetamidophenyl)-2-ethylglutarimide,1TMS,isomer #2	CCC1(C2=CC=C(N(C(C)=O)[Si](C)(C)C)C=C2)CCC(=O)NC1=O	2429.1	Semi standard non polar	33892256
2-(p-Acetamidophenyl)-2-ethylglutarimide,1TMS,isomer #2	CCC1(C2=CC=C(N(C(C)=O)[Si](C)(C)C)C=C2)CCC(=O)NC1=O	2559.1	Standard non polar	33892256
2-(p-Acetamidophenyl)-2-ethylglutarimide,1TMS,isomer #2	CCC1(C2=CC=C(N(C(C)=O)[Si](C)(C)C)C=C2)CCC(=O)NC1=O	3226.3	Standard polar	33892256
2-(p-Acetamidophenyl)-2-ethylglutarimide,2TMS,isomer #1	CCC1(C2=CC=C(N(C(C)=O)[Si](C)(C)C)C=C2)CCC(=O)N([Si](C)(C)C)C1=O	2290.3	Semi standard non polar	33892256
2-(p-Acetamidophenyl)-2-ethylglutarimide,2TMS,isomer #1	CCC1(C2=CC=C(N(C(C)=O)[Si](C)(C)C)C=C2)CCC(=O)N([Si](C)(C)C)C1=O	2531.0	Standard non polar	33892256
2-(p-Acetamidophenyl)-2-ethylglutarimide,2TMS,isomer #1	CCC1(C2=CC=C(N(C(C)=O)[Si](C)(C)C)C=C2)CCC(=O)N([Si](C)(C)C)C1=O	2857.5	Standard polar	33892256
2-(p-Acetamidophenyl)-2-ethylglutarimide,1TBDMS,isomer #1	CCC1(C2=CC=C(NC(C)=O)C=C2)CCC(=O)N([Si](C)(C)C(C)(C)C)C1=O	2826.7	Semi standard non polar	33892256
2-(p-Acetamidophenyl)-2-ethylglutarimide,1TBDMS,isomer #1	CCC1(C2=CC=C(NC(C)=O)C=C2)CCC(=O)N([Si](C)(C)C(C)(C)C)C1=O	2724.8	Standard non polar	33892256
2-(p-Acetamidophenyl)-2-ethylglutarimide,1TBDMS,isomer #1	CCC1(C2=CC=C(NC(C)=O)C=C2)CCC(=O)N([Si](C)(C)C(C)(C)C)C1=O	3213.8	Standard polar	33892256
2-(p-Acetamidophenyl)-2-ethylglutarimide,1TBDMS,isomer #2	CCC1(C2=CC=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C=C2)CCC(=O)NC1=O	2681.9	Semi standard non polar	33892256
2-(p-Acetamidophenyl)-2-ethylglutarimide,1TBDMS,isomer #2	CCC1(C2=CC=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C=C2)CCC(=O)NC1=O	2828.4	Standard non polar	33892256
2-(p-Acetamidophenyl)-2-ethylglutarimide,1TBDMS,isomer #2	CCC1(C2=CC=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C=C2)CCC(=O)NC1=O	3312.6	Standard polar	33892256
2-(p-Acetamidophenyl)-2-ethylglutarimide,2TBDMS,isomer #1	CCC1(C2=CC=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C=C2)CCC(=O)N([Si](C)(C)C(C)(C)C)C1=O	2784.4	Semi standard non polar	33892256
2-(p-Acetamidophenyl)-2-ethylglutarimide,2TBDMS,isomer #1	CCC1(C2=CC=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C=C2)CCC(=O)N([Si](C)(C)C(C)(C)C)C1=O	3014.1	Standard non polar	33892256
2-(p-Acetamidophenyl)-2-ethylglutarimide,2TBDMS,isomer #1	CCC1(C2=CC=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C=C2)CCC(=O)N([Si](C)(C)C(C)(C)C)C1=O	3008.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(p-Acetamidophenyl)-2-ethylglutarimide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zmm-1490000000-a6d6caedadc21b29c019	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(p-Acetamidophenyl)-2-ethylglutarimide 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 - 2-(p-Acetamidophenyl)-2-ethylglutarimide 10V, Positive-QTOF	splash10-004i-0290000000-3857b91fbb1d3c2ddee2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(p-Acetamidophenyl)-2-ethylglutarimide 20V, Positive-QTOF	splash10-0udi-0390000000-9a60a4a2e1a386b1fcb8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(p-Acetamidophenyl)-2-ethylglutarimide 40V, Positive-QTOF	splash10-0gi0-5910000000-08293a687ebf66efb33a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(p-Acetamidophenyl)-2-ethylglutarimide 10V, Negative-QTOF	splash10-00di-1090000000-a28aa61d5e2e3452cb10	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(p-Acetamidophenyl)-2-ethylglutarimide 20V, Negative-QTOF	splash10-0006-9130000000-d35a625795011cf2a965	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(p-Acetamidophenyl)-2-ethylglutarimide 40V, Negative-QTOF	splash10-0006-9400000000-b83718d0ecc8674c379b	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

34883

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

38050

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 2-(p-Acetamidophenyl)-2-ethylglutarimide (HMDB0247904)

MOL for HMDB0247904 (2-(p-Acetamidophenyl)-2-ethylglutarimide)

3D MOL for HMDB0247904 (2-(p-Acetamidophenyl)-2-ethylglutarimide)

3D SDF for HMDB0247904 (2-(p-Acetamidophenyl)-2-ethylglutarimide)

3D-SDF for HMDB0247904 (2-(p-Acetamidophenyl)-2-ethylglutarimide)

PDB for HMDB0247904 (2-(p-Acetamidophenyl)-2-ethylglutarimide)

3D PDB for HMDB0247904 (2-(p-Acetamidophenyl)-2-ethylglutarimide)

SMILES for HMDB0247904 (2-(p-Acetamidophenyl)-2-ethylglutarimide)

INCHI for HMDB0247904 (2-(p-Acetamidophenyl)-2-ethylglutarimide)

Structure for HMDB0247904 (2-(p-Acetamidophenyl)-2-ethylglutarimide)

3D Structure for HMDB0247904 (2-(p-Acetamidophenyl)-2-ethylglutarimide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra