MiMeDB: Showing metabocard for N-Acetylkynurenine (MMDBc0000745)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:54:03 UTC

Update Date

2024-04-30 19:33:36 UTC

Metabolite ID

MMDBc0000745

Metabolite Identification

Common Name

N-Acetylkynurenine

Description

N-Acetylkynurenine (CAS: 2044-53-3) belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. N-Acetylkynurenine has been identified in urine (PMID: 6051633 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0240342
     RDKit          3D
N-Acetylkynurenine
 32 32  0  0  0  0  0  0  0  0999 V2000
    5.3665    0.4250    0.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9721    0.9039    0.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7482    2.1290    0.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9215   -0.0331    0.2089 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5707    0.4705    0.2657 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7123   -0.0459   -0.8918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6206    0.5978   -0.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5606    1.8690   -0.5317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8707   -0.0900   -0.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9552   -1.4690   -0.6364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1926   -2.0649   -0.5001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3319   -1.3298   -0.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2301    0.0493   -0.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0163    0.6789   -0.3213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9147    2.0941   -0.2344 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9011   -0.0407    1.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5366   -0.7803    2.2657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4212    0.3021    1.7695 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0367    0.9725    0.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8151    0.6092   -0.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4751   -0.6568    0.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1009   -1.0698    0.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5131    1.5724    0.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6452   -1.1355   -0.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0831    0.3060   -1.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1117   -2.1032   -0.8063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2745   -3.1606   -0.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2856   -1.8112   -0.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1482    0.6259   -0.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7466    2.5067    0.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9960    2.7318   -1.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7217    0.5828    2.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  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  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
 14  9  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  5 23  1  1
  6 24  1  0
  6 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 15 30  1  0
 15 31  1  0
 18 32  1  0
M  END


  Mrv1652306032017342D          

 18 18  0  0  0  0            999 V2000
 9999.6232 9999.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3372 9999.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.623210000.6285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.0528 9999.8039    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.052810000.6285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10001.7664 9999.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.194310000.6285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10001.766410001.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.4800 9999.8039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.7664 9998.5656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.480010000.6285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.766410001.8659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9088 9999.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1944 9999.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4798 9999.3908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4798 9998.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1943 9998.1534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9088 9998.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  6 10  2  0  0  0  0
  8 11  1  0  0  0  0
  8 12  2  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
 18 13  1  0  0  0  0
  1 13  1  0  0  0  0
 14  7  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000745

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=O)N[C@@H](CC(=O)C1=C(N)C=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H14N2O4/c1-7(15)14-10(12(17)18)6-11(16)8-4-2-3-5-9(8)13/h2-5,10H,6,13H2,1H3,(H,14,15)(H,17,18)/t10-/m0/s1

> <INCHI_KEY>
PPIMFXHQDQRWGJ-JTQLQIEISA-N

> <FORMULA>
C12H14N2O4

> <MOLECULAR_WEIGHT>
250.254

> <EXACT_MASS>
250.095356939

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
24.863370872899015

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-4-(2-aminophenyl)-2-acetamido-4-oxobutanoic acid

> <ALOGPS_LOGP>
0.40

> <JCHEM_LOGP>
-0.05714524501225625

> <ALOGPS_LOGS>
-2.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.758399242845357

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7791200030200445

> <JCHEM_PKA_STRONGEST_BASIC>
2.3307675299591777

> <JCHEM_POLAR_SURFACE_AREA>
109.49000000000001

> <JCHEM_REFRACTIVITY>
64.49400000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.34e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-4-(2-aminophenyl)-2-acetamido-4-oxobutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240342
     RDKit          3D
N-Acetylkynurenine
 32 32  0  0  0  0  0  0  0  0999 V2000
    5.3665    0.4250    0.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9721    0.9039    0.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7482    2.1290    0.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9215   -0.0331    0.2089 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5707    0.4705    0.2657 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7123   -0.0459   -0.8918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6206    0.5978   -0.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5606    1.8690   -0.5317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8707   -0.0900   -0.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9552   -1.4690   -0.6364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1926   -2.0649   -0.5001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3319   -1.3298   -0.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2301    0.0493   -0.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0163    0.6789   -0.3213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9147    2.0941   -0.2344 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9011   -0.0407    1.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5366   -0.7803    2.2657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4212    0.3021    1.7695 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0367    0.9725    0.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8151    0.6092   -0.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4751   -0.6568    0.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1009   -1.0698    0.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5131    1.5724    0.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6452   -1.1355   -0.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0831    0.3060   -1.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1117   -2.1032   -0.8063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2745   -3.1606   -0.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2856   -1.8112   -0.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1482    0.6259   -0.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7466    2.5067    0.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9960    2.7318   -1.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7217    0.5828    2.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  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  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
 14  9  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  5 23  1  1
  6 24  1  0
  6 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 15 30  1  0
 15 31  1  0
 18 32  1  0
M  END

HEADER    PROTEIN                                 03-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JUN-20         0                                  
HETATM    1  C   UNK     0    8665.9638666.301   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8667.2968665.529   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8665.9638667.840   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0    8668.6328666.301   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0    8668.6328667.840   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0    8669.9648665.529   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0    8663.2968667.840   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0    8669.9648668.610   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0    8671.2968666.301   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8669.9648663.989   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0    8671.2968667.840   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0    8669.9648670.150   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    8664.6308665.530   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8663.2968666.300   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8661.9628665.529   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8661.9628663.990   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8663.2968663.220   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8664.6308663.990   0.000  0.00  0.00           C+0
CONECT    1    2    3   13                                                  
CONECT    2    1    4                                                       
CONECT    3    1                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4    8                                                       
CONECT    6    4    9   10                                                  
CONECT    7   14                                                            
CONECT    8    5   11   12                                                  
CONECT    9    6                                                            
CONECT   10    6                                                            
CONECT   11    8                                                            
CONECT   12    8                                                            
CONECT   13   14   18    1                                                  
CONECT   14   13   15    7                                                  
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   36    0
END

COMPND    HMDB0240342
HETATM    1  C1  UNL     1       5.367   0.425   0.046  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.972   0.904   0.106  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.748   2.129   0.063  1.00  0.00           O  
HETATM    4  N1  UNL     1       2.921  -0.033   0.209  1.00  0.00           N  
HETATM    5  C3  UNL     1       1.571   0.471   0.266  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.712  -0.046  -0.892  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.621   0.598  -0.648  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.561   1.869  -0.532  1.00  0.00           O  
HETATM    9  C6  UNL     1      -1.871  -0.090  -0.545  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.955  -1.469  -0.636  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.193  -2.065  -0.500  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.332  -1.330  -0.279  1.00  0.00           C  
HETATM   13  C10 UNL     1      -4.230   0.049  -0.191  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.016   0.679  -0.321  1.00  0.00           C  
HETATM   15  N2  UNL     1      -2.915   2.094  -0.234  1.00  0.00           N  
HETATM   16  C12 UNL     1       0.901  -0.041   1.491  1.00  0.00           C  
HETATM   17  O3  UNL     1       1.537  -0.780   2.266  1.00  0.00           O  
HETATM   18  O4  UNL     1      -0.421   0.302   1.770  1.00  0.00           O  
HETATM   19  H1  UNL     1       6.037   0.972   0.768  1.00  0.00           H  
HETATM   20  H2  UNL     1       5.815   0.609  -0.954  1.00  0.00           H  
HETATM   21  H3  UNL     1       5.475  -0.657   0.245  1.00  0.00           H  
HETATM   22  H4  UNL     1       3.101  -1.070   0.242  1.00  0.00           H  
HETATM   23  H5  UNL     1       1.513   1.572   0.228  1.00  0.00           H  
HETATM   24  H6  UNL     1       0.645  -1.135  -0.890  1.00  0.00           H  
HETATM   25  H7  UNL     1       1.083   0.306  -1.868  1.00  0.00           H  
HETATM   26  H8  UNL     1      -1.112  -2.103  -0.806  1.00  0.00           H  
HETATM   27  H9  UNL     1      -3.275  -3.161  -0.570  1.00  0.00           H  
HETATM   28  H10 UNL     1      -5.286  -1.811  -0.177  1.00  0.00           H  
HETATM   29  H11 UNL     1      -5.148   0.626  -0.012  1.00  0.00           H  
HETATM   30  H12 UNL     1      -2.747   2.507   0.707  1.00  0.00           H  
HETATM   31  H13 UNL     1      -2.996   2.732  -1.043  1.00  0.00           H  
HETATM   32  H14 UNL     1      -0.722   0.583   2.692  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    3    4
CONECT    4    5   22
CONECT    5    6   16   23
CONECT    6    7   24   25
CONECT    7    8    8    9
CONECT    9   10   10   14
CONECT   10   11   26
CONECT   11   12   12   27
CONECT   12   13   28
CONECT   13   14   14   29
CONECT   14   15
CONECT   15   30   31
CONECT   16   17   17   18
CONECT   18   32
END

HMDB0240342
     RDKit          3D
N-Acetylkynurenine
 32 32  0  0  0  0  0  0  0  0999 V2000
    5.3665    0.4250    0.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9721    0.9039    0.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7482    2.1290    0.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9215   -0.0331    0.2089 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5707    0.4705    0.2657 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7123   -0.0459   -0.8918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6206    0.5978   -0.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5606    1.8690   -0.5317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8707   -0.0900   -0.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9552   -1.4690   -0.6364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1926   -2.0649   -0.5001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3319   -1.3298   -0.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2301    0.0493   -0.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0163    0.6789   -0.3213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9147    2.0941   -0.2344 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9011   -0.0407    1.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5366   -0.7803    2.2657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4212    0.3021    1.7695 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0367    0.9725    0.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8151    0.6092   -0.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4751   -0.6568    0.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1009   -1.0698    0.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5131    1.5724    0.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6452   -1.1355   -0.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0831    0.3060   -1.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1117   -2.1032   -0.8063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2745   -3.1606   -0.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2856   -1.8112   -0.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1482    0.6259   -0.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7466    2.5067    0.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9960    2.7318   -1.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7217    0.5828    2.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  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  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
 14  9  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  5 23  1  1
  6 24  1  0
  6 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 15 30  1  0
 15 31  1  0
 18 32  1  0
M  END

Synonyms

Value	Source
Acetylkynurenine	HMDB
Nalpha-acetyl-L-kynurenine	HMDB
Nalpha-acetylkynurenine	HMDB
Nα-acetyl-L-kynurenine	HMDB
Nα-acetylkynurenine	HMDB
alpha-(Acetylamino)-2-amino-gamma-oxobenzenebutanoic acid	HMDB
Α-(acetylamino)-2-amino-γ-oxobenzenebutanoic acid	HMDB
N-Acetylkynurenine	HMDB

Molecular Formula

C₁₂H₁₄N₂O₄

Average Mass

250.254

Monoisotopic Mass

250.095356939

IUPAC Name

(2S)-4-(2-aminophenyl)-2-acetamido-4-oxobutanoic acid

Traditional Name

(2S)-4-(2-aminophenyl)-2-acetamido-4-oxobutanoic acid

CAS Registry Number

Not Available

SMILES

CC(=O)N[C@@H](CC(=O)C1=C(N)C=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C12H14N2O4/c1-7(15)14-10(12(17)18)6-11(16)8-4-2-3-5-9(8)13/h2-5,10H,6,13H2,1H3,(H,14,15)(H,17,18)/t10-/m0/s1

InChI Key

PPIMFXHQDQRWGJ-JTQLQIEISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
N-acyl-l-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Butyrophenone
Alpha-amino acid or derivatives
Aniline or substituted anilines
Aryl alkyl ketone
Gamma-keto acid
Benzoyl
Benzenoid
Keto acid
Monocyclic benzene moiety
Acetamide
Vinylogous amide
Amino acid
Secondary carboxylic acid amide
Carboxamide group
Amino acid or derivatives
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organonitrogen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.53 g/L	ALOGPS
logP	0.4	ALOGPS
logP	-0.057	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	3.78	ChemAxon
pKa (Strongest Basic)	2.33	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	109.49 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	64.49 m³·mol⁻¹	ChemAxon
Polarizability	24.86 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0790000000-5cd7f19441ce4db13670	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03kc-0900000000-bcb7c751bc7ebac12821	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9500000000-726c1efb9f3e9eec9933	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0920000000-d8696988fa88485412cb	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-052u-9600000000-7a020fc740a34065dbb0	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9200000000-e88f3520cac33b2b85b4	2021-09-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces
Urine

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	1	Human ; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	29808030
Human Urine	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	6051633

External Links

HMDB ID

HMDB0240342

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54201144

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Benassi CA, Veronese FM, De Antoni A: On the determination of small amounts of tryptophan metabolites and their occurrence in normal human urine. Clin Chim Acta. 1967 Sep;17(3):383-91. doi: 10.1016/0009-8981(67)90213-6. [PubMed:6051633 ]
Mair RD, Sirich TL, Plummer NS, Meyer TW: Characteristics of Colon-Derived Uremic Solutes. Clin J Am Soc Nephrol. 2018 Sep 7;13(9):1398-1404. doi: 10.2215/CJN.03150318. Epub 2018 Aug 7. [PubMed:30087103 ]

Showing metabocard for N-Acetylkynurenine (MMDBc0000745)

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3D Structure for #<Metabolite:0x00007fdb71945170>