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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:44:55 UTC

Update Date

2022-11-23 21:46:38 UTC

HMDB ID

HMDB0248441

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Aniracetam

Description

aniracetam belongs to the class of organic compounds known as benzoic acids and derivatives. These are organic compounds containing a carboxylic acid substituent attached to a benzene ring. Based on a literature review a significant number of articles have been published on aniracetam. This compound has been identified in human blood as reported by (PMID: 31557052 ). Aniracetam is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Aniracetam 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

HMDB0248441
     RDKit          3D
aniracetam
 29 30  0  0  0  0  0  0  0  0999 V2000
   -5.5233   -0.0381    0.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3745   -0.7589   -0.1302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0826   -0.2893   -0.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7220    0.9803    0.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4284    1.4168    0.3560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3577    0.5712    0.0018 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9875    1.0820    0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0824    2.3455    0.3924 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1793    0.3765   -0.2127 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4305   -0.9851   -0.5862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9532   -1.1259   -0.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4662   -0.0018    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4820    1.0490   -0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6794    2.2793   -0.3517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7062   -0.6890   -0.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0488   -1.1213   -0.4215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3400   -0.4086   -0.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8794   -0.2673    1.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3979    1.0321    0.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5355    1.6415    0.5859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2006    2.4493    0.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0678   -1.7193    0.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0795   -1.2381   -1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2816   -2.1127   -0.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3217   -0.9241   -1.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4890    0.2665   -0.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3046   -0.2735    1.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0442   -1.4054   -0.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2519   -2.1319   -0.7343 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  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  2  0
  6 15  1  0
 15 16  2  0
 16  3  1  0
 13  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  5 21  1  0
 10 22  1  0
 10 23  1  0
 11 24  1  0
 11 25  1  0
 12 26  1  0
 12 27  1  0
 15 28  1  0
 16 29  1  0
M  END

4MP
  Mrv0541 02231217472D          

 16 17  0  0  0  0            999 V2000
   -0.7502   -0.5399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0240    1.9741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2568   -1.0410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9802    0.9122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2351    0.1276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0601    0.1276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3151    0.9122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6476    1.3971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1956    1.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4175    0.6151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2021    0.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8152    0.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6437   -0.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8591   -0.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2460   -0.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0414   -0.7861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  2  0  0  0  0
  2  9  2  0  0  0  0
  3 13  1  0  0  0  0
  3 16  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 15  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248441

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(C=C1)C(=O)N1CCCC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H13NO3/c1-16-10-6-4-9(5-7-10)12(15)13-8-2-3-11(13)14/h4-7H,2-3,8H2,1H3

> <INCHI_KEY>
ZXNRTKGTQJPIJK-UHFFFAOYSA-N

> <FORMULA>
C12H13NO3

> <MOLECULAR_WEIGHT>
219.2365

> <EXACT_MASS>
219.089543287

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
22.59987974107648

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(4-methoxybenzoyl)pyrrolidin-2-one

> <ALOGPS_LOGP>
0.55

> <JCHEM_LOGP>
1.1055021799999998

> <ALOGPS_LOGS>
-1.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.791258059303984

> <JCHEM_POLAR_SURFACE_AREA>
46.61000000000001

> <JCHEM_REFRACTIVITY>
58.9575

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.47e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
aniracetam

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248441
     RDKit          3D
aniracetam
 29 30  0  0  0  0  0  0  0  0999 V2000
   -5.5233   -0.0381    0.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3745   -0.7589   -0.1302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0826   -0.2893   -0.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7220    0.9803    0.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4284    1.4168    0.3560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3577    0.5712    0.0018 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9875    1.0820    0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0824    2.3455    0.3924 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1793    0.3765   -0.2127 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4305   -0.9851   -0.5862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9532   -1.1259   -0.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4662   -0.0018    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4820    1.0490   -0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6794    2.2793   -0.3517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7062   -0.6890   -0.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0488   -1.1213   -0.4215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3400   -0.4086   -0.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8794   -0.2673    1.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3979    1.0321    0.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5355    1.6415    0.5859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2006    2.4493    0.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0678   -1.7193    0.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0795   -1.2381   -1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2816   -2.1127   -0.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3217   -0.9241   -1.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4890    0.2665   -0.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3046   -0.2735    1.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0442   -1.4054   -0.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2519   -2.1319   -0.7343 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  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  2  0
  6 15  1  0
 15 16  2  0
 16  3  1  0
 13  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  5 21  1  0
 10 22  1  0
 10 23  1  0
 11 24  1  0
 11 25  1  0
 12 26  1  0
 12 27  1  0
 15 28  1  0
 16 29  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 4MP                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      -1.400  -1.008   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      -0.045   3.685   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       4.213  -1.943   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      -1.830   1.703   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -2.306   0.238   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.846   0.238   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.322   1.703   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.076   2.608   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.365   2.179   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.779   1.148   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.244   1.624   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.388   0.594   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.068  -0.913   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.604  -1.389   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.459  -0.358   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.677  -1.467   0.000  0.00  0.00           C+0
CONECT    1    5                                                            
CONECT    2    9                                                            
CONECT    3   13   16                                                       
CONECT    4    5    8    9                                                  
CONECT    5    1    4    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    4    7                                                       
CONECT    9    2    4   10                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13    3   12   14                                                  
CONECT   14   13   15                                                       
CONECT   15   10   14                                                       
CONECT   16    3                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0248441
HETATM    1  C1  UNL     1      -5.523  -0.038   0.189  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.375  -0.759  -0.130  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.083  -0.289  -0.074  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.722   0.980   0.311  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.428   1.417   0.356  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.358   0.571   0.002  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.988   1.082   0.055  1.00  0.00           C  
HETATM    8  O2  UNL     1       1.082   2.346   0.392  1.00  0.00           O  
HETATM    9  N1  UNL     1       2.179   0.377  -0.213  1.00  0.00           N  
HETATM   10  C7  UNL     1       2.430  -0.985  -0.586  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.953  -1.126  -0.685  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.466  -0.002   0.212  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.482   1.049  -0.143  1.00  0.00           C  
HETATM   14  O3  UNL     1       3.679   2.279  -0.352  1.00  0.00           O  
HETATM   15  C11 UNL     1      -0.706  -0.689  -0.381  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.049  -1.121  -0.421  1.00  0.00           C  
HETATM   17  H1  UNL     1      -6.340  -0.409  -0.494  1.00  0.00           H  
HETATM   18  H2  UNL     1      -5.879  -0.267   1.228  1.00  0.00           H  
HETATM   19  H3  UNL     1      -5.398   1.032   0.001  1.00  0.00           H  
HETATM   20  H4  UNL     1      -3.536   1.642   0.586  1.00  0.00           H  
HETATM   21  H5  UNL     1      -1.201   2.449   0.675  1.00  0.00           H  
HETATM   22  H6  UNL     1       2.068  -1.719   0.170  1.00  0.00           H  
HETATM   23  H7  UNL     1       2.079  -1.238  -1.609  1.00  0.00           H  
HETATM   24  H8  UNL     1       4.282  -2.113  -0.322  1.00  0.00           H  
HETATM   25  H9  UNL     1       4.322  -0.924  -1.709  1.00  0.00           H  
HETATM   26  H10 UNL     1       5.489   0.267  -0.044  1.00  0.00           H  
HETATM   27  H11 UNL     1       4.305  -0.274   1.266  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.044  -1.405  -0.678  1.00  0.00           H  
HETATM   29  H13 UNL     1      -2.252  -2.132  -0.734  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3
CONECT    3    4    4   16
CONECT    4    5   20
CONECT    5    6    6   21
CONECT    6    7   15
CONECT    7    8    8    9
CONECT    9   10   13
CONECT   10   11   22   23
CONECT   11   12   24   25
CONECT   12   13   26   27
CONECT   13   14   14
CONECT   15   16   16   28
CONECT   16   29
END

HMDB0248441
     RDKit          3D
aniracetam
 29 30  0  0  0  0  0  0  0  0999 V2000
   -5.5233   -0.0381    0.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3745   -0.7589   -0.1302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0826   -0.2893   -0.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7220    0.9803    0.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4284    1.4168    0.3560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3577    0.5712    0.0018 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9875    1.0820    0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0824    2.3455    0.3924 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1793    0.3765   -0.2127 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4305   -0.9851   -0.5862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9532   -1.1259   -0.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4662   -0.0018    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4820    1.0490   -0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6794    2.2793   -0.3517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7062   -0.6890   -0.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0488   -1.1213   -0.4215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3400   -0.4086   -0.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8794   -0.2673    1.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3979    1.0321    0.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5355    1.6415    0.5859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2006    2.4493    0.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0678   -1.7193    0.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0795   -1.2381   -1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2816   -2.1127   -0.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3217   -0.9241   -1.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4890    0.2665   -0.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3046   -0.2735    1.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0442   -1.4054   -0.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2519   -2.1319   -0.7343 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  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  2  0
  6 15  1  0
 15 16  2  0
 16  3  1  0
 13  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  5 21  1  0
 10 22  1  0
 10 23  1  0
 11 24  1  0
 11 25  1  0
 12 26  1  0
 12 27  1  0
 15 28  1  0
 16 29  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-(4-METHOXYBENZOYL)-2-pyrrolidinone	ChEBI
1-p-Anisoylpyrrolidin-2-one	ChEBI
1-Anisoyl-2-pyrrolidinone	HMDB

Chemical Formula

C₁₂H₁₃NO₃

Average Molecular Weight

219.2365

Monoisotopic Molecular Weight

219.089543287

IUPAC Name

1-(4-methoxybenzoyl)pyrrolidin-2-one

Traditional Name

aniracetam

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)C(=O)N1CCCC1=O

InChI Identifier

InChI=1S/C12H13NO3/c1-16-10-6-4-9(5-7-10)12(15)13-8-2-3-11(13)14/h4-7H,2-3,8H2,1H3

InChI Key

ZXNRTKGTQJPIJK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoic acids and derivatives. These are organic compounds containing a carboxylic acid substituent attached to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acids and derivatives

Alternative Parents

Substituents

Benzoic acid or derivatives
Phenoxy compound
Anisole
Benzoyl
Methoxybenzene
Phenol ether
N-acylpyrrolidine
Alkyl aryl ether
2-pyrrolidone
Pyrrolidone
Carboxylic acid imide, n-substituted
Carboxylic acid imide
Dicarboximide
Pyrrolidine
Lactam
Carboxylic acid derivative
Azacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

N-acylpyrrolidine (CHEBI:47943 )
pyrrolidin-2-ones (CHEBI:47943 )

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	0.55	ALOGPS
logP	1.11	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	46.61 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	58.96 m³·mol⁻¹	ChemAxon
Polarizability	22.6 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]+	149.721	30932474
DeepCCS	[M-H]-	147.363	30932474
DeepCCS	[M-2H]-	181.697	30932474
DeepCCS	[M+Na]+	156.453	30932474
AllCCS	[M+H]+	149.5	32859911
AllCCS	[M+H-H2O]+	145.4	32859911
AllCCS	[M+NH4]+	153.2	32859911
AllCCS	[M+Na]+	154.3	32859911
AllCCS	[M-H]-	152.0	32859911
AllCCS	[M+Na-2H]-	152.1	32859911
AllCCS	[M+HCOO]-	152.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.4765 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.52 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1821.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	308.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	146.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	186.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	117.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	384.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	459.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	80.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	959.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	368.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1145.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	297.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	336.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	341.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	288.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	52.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
aniracetam	COC1=CC=C(C=C1)C(=O)N1CCCC1=O	2984.0	Standard polar	33892256
aniracetam	COC1=CC=C(C=C1)C(=O)N1CCCC1=O	2070.7	Standard non polar	33892256
aniracetam	COC1=CC=C(C=C1)C(=O)N1CCCC1=O	2085.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Aniracetam GC-MS (Non-derivatized) - 70eV, Positive	splash10-000l-9820000000-a81bd357150370a68b91	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aniracetam 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aniracetam LC-ESI-qTof , Positive-QTOF	splash10-000i-2900000000-45360e23a7cf883fc4ca	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aniracetam LC-ESI-qTof , Positive-QTOF	splash10-000i-3910100000-60c0c22d8fe8fadda402	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aniracetam , positive-QTOF	splash10-000i-2900000000-45360e23a7cf883fc4ca	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aniracetam , positive-QTOF	splash10-000i-3910100000-60c0c22d8fe8fadda402	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aniracetam 10V, Positive-QTOF	splash10-00di-0090000000-afc4054ad8b37ad5afb0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aniracetam 20V, Positive-QTOF	splash10-00di-0490000000-9a1016d97e16bfa380a7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aniracetam 40V, Positive-QTOF	splash10-0pi9-8900000000-40f6ad3314becd3c4792	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aniracetam 10V, Negative-QTOF	splash10-014i-0090000000-7989768a64f52d85a6a9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aniracetam 20V, Negative-QTOF	splash10-014i-0490000000-135ca0ae059349b04a48	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aniracetam 40V, Negative-QTOF	splash10-0k9l-9810000000-b1ce2913f3a7bcb192f1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aniracetam 10V, Positive-QTOF	splash10-00di-0290000000-d365e5024899645c2fad	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aniracetam 20V, Positive-QTOF	splash10-000i-5910000000-3a66dd41fb8b976d90b7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aniracetam 40V, Positive-QTOF	splash10-0a4u-9700000000-57acebcf0b70bb76e167	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aniracetam 10V, Negative-QTOF	splash10-014i-0290000000-05415ebd480515af8733	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aniracetam 20V, Negative-QTOF	splash10-0a4i-4910000000-831587bfc58452af880c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aniracetam 40V, Negative-QTOF	splash10-0006-9500000000-53a15e27a116dd82cb90	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 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, 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	¹H NMR Spectrum (1D, 300 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	¹³C NMR Spectrum (1D, 400 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, 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	¹H NMR Spectrum (1D, 800 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	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
Urine

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
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	34436864	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB04599

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2111

KEGG Compound ID

C13355

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Aniracetam

METLIN ID

Not Available

PubChem Compound

2196

PDB ID

Not Available

ChEBI ID

47943

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 Aniracetam (HMDB0248441)

MOL for HMDB0248441 (Aniracetam)

3D MOL for HMDB0248441 (Aniracetam)

3D SDF for HMDB0248441 (Aniracetam)

3D-SDF for HMDB0248441 (Aniracetam)

PDB for HMDB0248441 (Aniracetam)

3D PDB for HMDB0248441 (Aniracetam)

SMILES for HMDB0248441 (Aniracetam)

INCHI for HMDB0248441 (Aniracetam)

Structure for HMDB0248441 (Aniracetam)

3D Structure for HMDB0248441 (Aniracetam)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra