MiMeDB: Showing metabocard for N'-Formylkynurenine (MMDBc0032949)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:28:32 UTC

Update Date

2024-04-30 19:55:50 UTC

Metabolite ID

MMDBc0032949

Metabolite Identification

Common Name

N'-Formylkynurenine

Description

N'-Formylkynurenine 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'-Formylkynurenine is a very strong basic compound (based on its pKa). N'-Formylkynurenine exists in all eukaryotes, ranging from yeast to humans. Within humans, n'-formylkynurenine participates in a number of enzymatic reactions. In particular, n'-formylkynurenine can be biosynthesized from L-tryptophan through the action of the enzyme tryptophan 2,3-dioxygenase. In addition, n'-formylkynurenine can be converted into formylanthranilic acid and L-alanine; which is catalyzed by the enzyme kynureninase. The formation of N′-formylkynurenine is catalyzed by heme dioxygenases. In humans, n'-formylkynurenine is involved in tryptophan metabolism. It is a formylated derivative of kynurenine. N′-Formylkynurenine is an intermediate in the catabolism of tryptophan.

Structure

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

HMDB0001200
     RDKit          3D
N'-Formylkynurenine
 29 29  0  0  0  0  0  0  0  0999 V2000
    2.0386    1.4963   -3.3198 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6742    1.6264   -1.8848 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6719    0.5565   -1.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1645    0.5533   -0.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5346    1.4573    0.5445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7312   -0.5069    0.2224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0445   -1.5147   -0.7105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8583   -2.5569   -0.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3988   -2.6502    0.8578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0922   -1.6594    1.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2776   -0.6030    1.4813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0572    0.3751    2.4773 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4357    0.3722    3.8181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0506   -0.5458    4.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9364    1.5118   -1.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0416    1.2810   -1.7142 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0429    1.6349    0.2546 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4563    0.7620   -3.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8728    2.4176   -3.7842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2640    2.6275   -1.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1523    0.5701   -2.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1808   -0.4370   -1.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5995   -1.4232   -1.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0791   -3.3236   -1.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0619   -3.4835    1.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5700   -1.8025    2.7569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5420    1.2691    2.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1866    1.2170    4.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2589    0.7784    0.7865 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
  2 15  1  0
 15 16  2  0
 15 17  1  0
 11  6  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 17 29  1  0
M  END


  Mrv0541 02231218592D          

 17 17  0  0  0  0            999 V2000
   -0.0643   -0.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6585   -0.9272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0682    0.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7758   -0.9272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6585   -1.7598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7296   -0.5866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7796    0.7152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6472    0.7191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7758   -1.7598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0643   -2.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4448   -0.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7834    1.5402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4485   -1.8203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4949    1.9491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0719    1.9528    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4949    2.7702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2063    1.5328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  2  0  0  0  0
  4  9  1  0  0  0  0
  5 10  1  0  0  0  0
  6 11  1  0  0  0  0
  7 12  1  0  0  0  0
 11 13  2  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  2  0  0  0  0
  9 10  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0032949

> <DATABASE_NAME>
MIME

> <SMILES>
NC(CC(=O)C1=CC=CC=C1NC=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H12N2O4/c12-8(11(16)17)5-10(15)7-3-1-2-4-9(7)13-6-14/h1-4,6,8H,5,12H2,(H,13,14)(H,16,17)

> <INCHI_KEY>
BYHJHXPTQMMKCA-UHFFFAOYSA-N

> <FORMULA>
C11H12N2O4

> <MOLECULAR_WEIGHT>
236.224

> <EXACT_MASS>
236.079706882

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
23.063871931010954

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-4-(2-formamidophenyl)-4-oxobutanoic acid

> <ALOGPS_LOGP>
-1.85

> <JCHEM_LOGP>
-1.8897022185097685

> <ALOGPS_LOGS>
-2.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.571277072537978

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.6486962765013677

> <JCHEM_PKA_STRONGEST_BASIC>
8.964484139041431

> <JCHEM_POLAR_SURFACE_AREA>
109.49000000000001

> <JCHEM_REFRACTIVITY>
60.722300000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.05e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-formylkynurenine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001200
     RDKit          3D
N'-Formylkynurenine
 29 29  0  0  0  0  0  0  0  0999 V2000
    2.0386    1.4963   -3.3198 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6742    1.6264   -1.8848 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6719    0.5565   -1.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1645    0.5533   -0.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5346    1.4573    0.5445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7312   -0.5069    0.2224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0445   -1.5147   -0.7105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8583   -2.5569   -0.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3988   -2.6502    0.8578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0922   -1.6594    1.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2776   -0.6030    1.4813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0572    0.3751    2.4773 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4357    0.3722    3.8181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0506   -0.5458    4.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9364    1.5118   -1.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0416    1.2810   -1.7142 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0429    1.6349    0.2546 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4563    0.7620   -3.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8728    2.4176   -3.7842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2640    2.6275   -1.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1523    0.5701   -2.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1808   -0.4370   -1.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5995   -1.4232   -1.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0791   -3.3236   -1.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0619   -3.4835    1.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5700   -1.8025    2.7569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5420    1.2691    2.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1866    1.2170    4.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2589    0.7784    0.7865 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
  2 15  1  0
 15 16  2  0
 15 17  1  0
 11  6  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 17 29  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.120  -0.968   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.229  -1.731   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.127   0.572   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.448  -1.731   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.229  -3.285   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       3.229  -1.095   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -1.455   1.335   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.208   1.342   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.448  -3.285   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.120  -4.069   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.564  -1.865   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.462   2.875   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.571  -3.398   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.790   3.638   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -0.134   3.645   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0      -2.790   5.171   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -4.118   2.861   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10                                                       
CONECT    6    2   11                                                       
CONECT    7    3   12                                                       
CONECT    8    3                                                            
CONECT    9    4   10                                                       
CONECT   10    5    9                                                       
CONECT   11    6   13                                                       
CONECT   12    7   14   15                                                  
CONECT   13   11                                                            
CONECT   14   12   16   17                                                  
CONECT   15   12                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0001200
HETATM    1  N1  UNL     1       2.039   1.496  -3.320  1.00  0.00           N  
HETATM    2  C1  UNL     1       1.674   1.626  -1.885  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.672   0.557  -1.574  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.164   0.553  -0.187  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.535   1.457   0.544  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.731  -0.507   0.222  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.044  -1.515  -0.711  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.858  -2.557  -0.394  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.399  -2.650   0.858  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.092  -1.659   1.776  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.278  -0.603   1.481  1.00  0.00           C  
HETATM   12  N2  UNL     1      -1.057   0.375   2.477  1.00  0.00           N  
HETATM   13  C10 UNL     1      -1.436   0.372   3.818  1.00  0.00           C  
HETATM   14  O2  UNL     1      -2.051  -0.546   4.349  1.00  0.00           O  
HETATM   15  C11 UNL     1       2.936   1.512  -1.109  1.00  0.00           C  
HETATM   16  O3  UNL     1       4.042   1.281  -1.714  1.00  0.00           O  
HETATM   17  O4  UNL     1       3.043   1.635   0.255  1.00  0.00           O  
HETATM   18  H1  UNL     1       1.456   0.762  -3.777  1.00  0.00           H  
HETATM   19  H2  UNL     1       1.873   2.418  -3.784  1.00  0.00           H  
HETATM   20  H3  UNL     1       1.264   2.627  -1.712  1.00  0.00           H  
HETATM   21  H4  UNL     1      -0.152   0.570  -2.325  1.00  0.00           H  
HETATM   22  H5  UNL     1       1.181  -0.437  -1.761  1.00  0.00           H  
HETATM   23  H6  UNL     1      -0.600  -1.423  -1.717  1.00  0.00           H  
HETATM   24  H7  UNL     1      -2.079  -3.324  -1.149  1.00  0.00           H  
HETATM   25  H8  UNL     1      -3.062  -3.483   1.145  1.00  0.00           H  
HETATM   26  H9  UNL     1      -2.570  -1.803   2.757  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.542   1.269   2.192  1.00  0.00           H  
HETATM   28  H11 UNL     1      -1.187   1.217   4.456  1.00  0.00           H  
HETATM   29  H12 UNL     1       3.259   0.778   0.787  1.00  0.00           H  
CONECT    1    2   18   19
CONECT    2    3   15   20
CONECT    3    4   21   22
CONECT    4    5    5    6
CONECT    6    7    7   11
CONECT    7    8   23
CONECT    8    9    9   24
CONECT    9   10   25
CONECT   10   11   11   26
CONECT   11   12
CONECT   12   13   27
CONECT   13   14   14   28
CONECT   15   16   16   17
CONECT   17   29
END

HMDB0001200
     RDKit          3D
N'-Formylkynurenine
 29 29  0  0  0  0  0  0  0  0999 V2000
    2.0386    1.4963   -3.3198 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6742    1.6264   -1.8848 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6719    0.5565   -1.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1645    0.5533   -0.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5346    1.4573    0.5445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7312   -0.5069    0.2224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0445   -1.5147   -0.7105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8583   -2.5569   -0.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3988   -2.6502    0.8578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0922   -1.6594    1.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2776   -0.6030    1.4813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0572    0.3751    2.4773 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4357    0.3722    3.8181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0506   -0.5458    4.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9364    1.5118   -1.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0416    1.2810   -1.7142 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0429    1.6349    0.2546 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4563    0.7620   -3.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8728    2.4176   -3.7842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2640    2.6275   -1.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1523    0.5701   -2.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1808   -0.4370   -1.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5995   -1.4232   -1.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0791   -3.3236   -1.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0619   -3.4835    1.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5700   -1.8025    2.7569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5420    1.2691    2.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1866    1.2170    4.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2589    0.7784    0.7865 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
  2 15  1  0
 15 16  2  0
 15 17  1  0
 11  6  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 17 29  1  0
M  END

Synonyms

Value	Source
3-(2-Formamidobenzoyl)alanine	ChEBI
Formylkynurenine	ChEBI
3-(N-Formylanthraniloyl)-alanine	HMDB
alpha-Amino-2-(formylamino)-gamma-oxo-benzenebutanoate	HMDB
alpha-Amino-2-(formylamino)-gamma-oxo-benzenebutanoic acid	HMDB
N'-formyl-kynurenine	HMDB
N-Formyl-D-kynurenine	HMDB
N-Formyl-delta-kynurenine	HMDB
N-Formyl-L-kynurenine	HMDB
N'-formylkynurenine, (R)-isomer	HMDB
N'-formylkynurenine, (S)-isomer	HMDB
N-Formylkynurenine	HMDB

Molecular Formula

C₁₁H₁₂N₂O₄

Average Mass

236.224

Monoisotopic Mass

236.079706882

IUPAC Name

2-amino-4-(2-formamidophenyl)-4-oxobutanoic acid

Traditional Name

N-formylkynurenine

CAS Registry Number

1022-31-7

SMILES

NC(CC(=O)C1=CC=CC=C1NC=O)C(O)=O

InChI Identifier

InChI=1S/C11H12N2O4/c12-8(11(16)17)5-10(15)7-3-1-2-4-9(7)13-6-14/h1-4,6,8H,5,12H2,(H,13,14)(H,16,17)

InChI Key

BYHJHXPTQMMKCA-UHFFFAOYSA-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
Butyrophenone
Alpha-amino acid
Alpha-amino acid or derivatives
Anilide
Benzoyl
Aryl alkyl ketone
N-arylamide
Gamma-keto acid
Monocyclic benzene moiety
Beta-aminoketone
Benzenoid
Keto acid
Vinylogous amide
Secondary carboxylic acid amide
Carboxamide group
Amino acid
Amino acid or derivatives
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Primary aliphatic amine
Primary amine
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Amine
Organopnictogen compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

non-proteinogenic amino acid derivative (CHEBI:18377 )
non-proteinogenic alpha-amino acid (CHEBI:18377 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	1.05 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-1.9	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	1.65	ChemAxon
pKa (Strongest Basic)	8.96	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	109.49 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	60.72 m³·mol⁻¹	ChemAxon
Polarizability	23.06 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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	splash10-01vo-6910000000-4e6cdf4c6c61e2d98da1	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0002-4920000000-af1cb05a967f8d904ba2	2017-10-06	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	splash10-052o-0890000000-339c7859f1a6861150c4	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-006w-2910000000-0f48ac25f1cb57097997	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-3900000000-4a9b4b58e68782a6f097	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002r-6290000000-33116552bdd41736319c	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-9450000000-a23cde743537668eb731	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004l-9200000000-a4ce591059cb5d3f790c	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-052f-0950000000-49699bc381d5dd6e3df1	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-022d-0900000000-d42ed7b74bd169fc7cd3	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00dl-6900000000-62029190bf6bbbd9f219	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-010c-0950000000-bf3ca7fe3436c6275730	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-006x-5900000000-075fa36ebbd83bfc9d41	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9300000000-f99fb07e6bd62afd2894	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-24	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Feces

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
MMDBp0191994	Kynureninase	Unknown	Q16719	Homo sapiens
MMDBp0192103	Indoleamine 2,3-dioxygenase 1	Unknown	P14902	Homo sapiens
MMDBp0194173	Kynurenine formamidase	Unknown	Q63HM1	Homo sapiens
MMDBp0194191	Indoleamine 2,3-dioxygenase 2	Unknown	Q6ZQW0	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank
Anti-inflammatory pathway
Viral Sepsis

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0001216	N'-Formylkynurenine	Formic acid	Not Available	VMH; KEGG	30371894
MMDBr0001563	N'-Formylkynurenine	L-Alanine	kynureninase	VMH	30371894
MMDBr0002277	L-Tryptophan	N'-Formylkynurenine	Not Available	VMH; KEGG	30371894

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
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown
Bacteria	Proteobacteria	30	Human feces; Human sputum; Human	Metabolic reconstruction
Bacteria	Firmicutes	32	Human ; Human feces	Metabolic reconstruction
Bacteria	Actinobacteria	6	Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	3	Human feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

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									HMDB

External Links

HMDB ID

HMDB0001200

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022486

KNApSAcK ID

Not Available

Chemspider ID

886

KEGG Compound ID

C02406

BioCyc ID

Not Available

BiGG ID

1445551

Wikipedia Link

N'-Formylkynurenine

METLIN ID

Not Available

PubChem Compound

910

PDB ID

Not Available

ChEBI ID

18377

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wong PW, Forman P, Tabahoff B, Justice P: A defect in tryptophan metabolism. Pediatr Res. 1976 Aug;10(8):725-30. doi: 10.1203/00006450-197608000-00005. [PubMed:133325 ]
Brunk E, Sahoo S, Zielinski DC, Altunkaya A, Drager A, Mih N, Gatto F, Nilsson A, Preciat Gonzalez GA, Aurich MK, Prlic A, Sastry A, Danielsdottir AD, Heinken A, Noronha A, Rose PW, Burley SK, Fleming RMT, Nielsen J, Thiele I, Palsson BO: Recon3D enables a three-dimensional view of gene variation in human metabolism. Nat Biotechnol. 2018 Mar;36(3):272-281. doi: 10.1038/nbt.4072. Epub 2018 Feb 19. [PubMed:29457794 ]

Showing metabocard for N'-Formylkynurenine (MMDBc0032949)

MOL for #<Metabolite:0x00007fecec567080>

3D MOL for #<Metabolite:0x00007fecec567080>

3D SDF for #<Metabolite:0x00007fecec567080>

3D-SDF for #<Metabolite:0x00007fecec567080>

PDB for #<Metabolite:0x00007fecec567080>

3D PDB for #<Metabolite:0x00007fecec567080>

SMILES for #<Metabolite:0x00007fecec567080>

INCHI for #<Metabolite:0x00007fecec567080>

Structure for #<Metabolite:0x00007fecec567080>

3D Structure for #<Metabolite:0x00007fecec567080>