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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-08-13 10:34:42 UTC

Update Date

2021-09-14 15:20:04 UTC

HMDB ID

HMDB0004086

Secondary Accession Numbers

HMDB04086

Metabolite Identification

Common Name

5-Hydroxy-N-formylkynurenine

Description

5-Hydroxy-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. 5-Hydroxy-N-formylkynurenine is a very strong basic compound (based on its pKa). Within humans, 5-hydroxy-N-formylkynurenine participates in a number of enzymatic reactions. In particular, 5-hydroxy-N-formylkynurenine can be converted into 5-hydroxykynurenine and formic acid through its interaction with the enzyme kynurenine formamidase. In addition, 5-hydroxy-N-formylkynurenine can be biosynthesized from 5-hydroxy-L-tryptophan through its interaction with the enzyme indoleamine 2,3-dioxygenase 1. In humans, 5-hydroxy-N-formylkynurenine is involved in tryptophan metabolism. A non-proteinogenic alpha-amino acid that is 5-hydroxykynurenine bearing an N-formyl substituent.

Structure

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

HMDB0004086
     RDKit          3D
5-Hydroxy-N-formylkynurenine
 30 30  0  0  0  0  0  0  0  0999 V2000
    3.2784   -0.2180    1.3676 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8655   -0.9829    0.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3962   -1.2717    0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5674   -0.0285    0.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1973    1.0230    0.1593 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8664   -0.1258    0.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4347   -1.4022    0.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7826   -1.6176    0.1311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2712   -2.9154    0.1567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6638   -0.5744    0.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1330    0.7155    0.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7711    0.9431    0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2799    2.2540    0.0318 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0446    3.4167    0.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2710    3.4941    0.1506 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3394   -0.3130   -1.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0977   -0.7972   -2.1340 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0576    0.8600   -0.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2631    0.8154    1.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3121   -0.4353    1.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4114   -1.9535    0.2683 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1445   -1.9418    1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1919   -1.7959   -0.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7799   -2.2644    0.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4465   -3.4333   -0.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7340   -0.7155    0.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8494    1.5142    0.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2397    2.3962   -0.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5387    4.4120    0.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9840    0.9422   -0.5621 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  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 12  6  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 18 30  1  0
M  END

  Mrv0541 02231219522D          

 18 18  0  0  0  0            999 V2000
   14.2930   -2.3770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2930   -7.3269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0074   -3.6144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1496   -4.4394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7207   -6.9144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4351   -5.6769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8641   -3.2020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5784   -3.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5784   -4.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2930   -3.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8641   -4.8519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7207   -6.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5784   -6.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1496   -6.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8641   -5.6769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5784   -6.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8641   -7.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1496   -6.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  2 13  1  0  0  0  0
  3 10  2  0  0  0  0
  4 11  2  0  0  0  0
  5 12  2  0  0  0  0
  6 12  1  0  0  0  0
  6 14  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 15  1  0  0  0  0
 13 16  2  0  0  0  0
 13 17  1  0  0  0  0
 14 15  2  0  0  0  0
 14 18  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0004086

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C11H12N2O5/c12-8(11(17)18)4-10(16)7-3-6(15)1-2-9(7)13-5-14/h1-3,5,8,15H,4,12H2,(H,13,14)(H,17,18)

> <INCHI_KEY>
LSTOUSIIVKMJBU-UHFFFAOYSA-N

> <FORMULA>
C11H12N2O5

> <MOLECULAR_WEIGHT>
252.2234

> <EXACT_MASS>
252.074621504

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
23.391918164559485

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-4-(2-formamido-5-hydroxyphenyl)-4-oxobutanoic acid

> <ALOGPS_LOGP>
-1.98

> <JCHEM_LOGP>
-2.193404578929518

> <ALOGPS_LOGS>
-2.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.656061391064641

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3928133075408757

> <JCHEM_PKA_STRONGEST_BASIC>
9.268018163681868

> <JCHEM_POLAR_SURFACE_AREA>
129.72

> <JCHEM_REFRACTIVITY>
62.70320000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.08e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-N-formylkynurenine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0004086
     RDKit          3D
5-Hydroxy-N-formylkynurenine
 30 30  0  0  0  0  0  0  0  0999 V2000
    3.2784   -0.2180    1.3676 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8655   -0.9829    0.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3962   -1.2717    0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5674   -0.0285    0.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1973    1.0230    0.1593 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8664   -0.1258    0.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4347   -1.4022    0.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7826   -1.6176    0.1311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2712   -2.9154    0.1567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6638   -0.5744    0.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1330    0.7155    0.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7711    0.9431    0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2799    2.2540    0.0318 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0446    3.4167    0.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2710    3.4941    0.1506 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3394   -0.3130   -1.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0977   -0.7972   -2.1340 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0576    0.8600   -0.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2631    0.8154    1.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3121   -0.4353    1.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4114   -1.9535    0.2683 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1445   -1.9418    1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1919   -1.7959   -0.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7799   -2.2644    0.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4465   -3.4333   -0.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7340   -0.7155    0.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8494    1.5142    0.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2397    2.3962   -0.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5387    4.4120    0.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9840    0.9422   -0.5621 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  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 12  6  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 18 30  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  O   UNK     0      26.680  -4.437   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      26.680 -13.677   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      28.014  -6.747   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      22.679  -8.287   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      20.012 -12.907   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      21.346 -10.597   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      24.013  -5.977   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      25.346  -6.747   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      25.346  -8.287   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.680  -5.977   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      24.013  -9.057   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.012 -11.367   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      25.346 -12.907   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      22.679 -11.367   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      24.013 -10.597   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      25.346 -11.367   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      24.013 -13.677   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      22.679 -12.907   0.000  0.00  0.00           C+0
CONECT    1   10                                                            
CONECT    2   13                                                            
CONECT    3   10                                                            
CONECT    4   11                                                            
CONECT    5   12                                                            
CONECT    6   12   14                                                       
CONECT    7    8                                                            
CONECT    8    7    9   10                                                  
CONECT    9    8   11                                                       
CONECT   10    1    3    8                                                  
CONECT   11    4    9   15                                                  
CONECT   12    5    6                                                       
CONECT   13    2   16   17                                                  
CONECT   14    6   15   18                                                  
CONECT   15   11   14   16                                                  
CONECT   16   13   15                                                       
CONECT   17   13   18                                                       
CONECT   18   14   17                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0004086
HETATM    1  N1  UNL     1       3.278  -0.218   1.368  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.865  -0.983   0.219  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.396  -1.272   0.183  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.567  -0.029   0.153  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.197   1.023   0.159  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.866  -0.126   0.120  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.435  -1.402   0.144  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.783  -1.618   0.131  1.00  0.00           C  
HETATM    9  O2  UNL     1      -3.271  -2.915   0.157  1.00  0.00           O  
HETATM   10  C7  UNL     1      -3.664  -0.574   0.093  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.133   0.716   0.068  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.771   0.943   0.081  1.00  0.00           C  
HETATM   13  N2  UNL     1      -1.280   2.254   0.032  1.00  0.00           N  
HETATM   14  C10 UNL     1      -2.045   3.417   0.068  1.00  0.00           C  
HETATM   15  O3  UNL     1      -3.271   3.494   0.151  1.00  0.00           O  
HETATM   16  C11 UNL     1       3.339  -0.313  -1.009  1.00  0.00           C  
HETATM   17  O4  UNL     1       3.098  -0.797  -2.134  1.00  0.00           O  
HETATM   18  O5  UNL     1       4.058   0.860  -0.934  1.00  0.00           O  
HETATM   19  H1  UNL     1       3.263   0.815   1.219  1.00  0.00           H  
HETATM   20  H2  UNL     1       4.312  -0.435   1.507  1.00  0.00           H  
HETATM   21  H3  UNL     1       3.411  -1.953   0.268  1.00  0.00           H  
HETATM   22  H4  UNL     1       1.145  -1.942   1.001  1.00  0.00           H  
HETATM   23  H5  UNL     1       1.192  -1.796  -0.775  1.00  0.00           H  
HETATM   24  H6  UNL     1      -0.780  -2.264   0.175  1.00  0.00           H  
HETATM   25  H7  UNL     1      -3.446  -3.433  -0.686  1.00  0.00           H  
HETATM   26  H8  UNL     1      -4.734  -0.716   0.082  1.00  0.00           H  
HETATM   27  H9  UNL     1      -3.849   1.514   0.034  1.00  0.00           H  
HETATM   28  H10 UNL     1      -0.240   2.396  -0.050  1.00  0.00           H  
HETATM   29  H11 UNL     1      -1.539   4.412   0.020  1.00  0.00           H  
HETATM   30  H12 UNL     1       4.984   0.942  -0.562  1.00  0.00           H  
CONECT    1    2   19   20
CONECT    2    3   16   21
CONECT    3    4   22   23
CONECT    4    5    5    6
CONECT    6    7    7   12
CONECT    7    8   24
CONECT    8    9   10   10
CONECT    9   25
CONECT   10   11   26
CONECT   11   12   12   27
CONECT   12   13
CONECT   13   14   28
CONECT   14   15   15   29
CONECT   16   17   17   18
CONECT   18   30
END

HMDB0004086
     RDKit          3D
5-Hydroxy-N-formylkynurenine
 30 30  0  0  0  0  0  0  0  0999 V2000
    3.2784   -0.2180    1.3676 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8655   -0.9829    0.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3962   -1.2717    0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5674   -0.0285    0.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1973    1.0230    0.1593 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8664   -0.1258    0.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4347   -1.4022    0.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7826   -1.6176    0.1311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2712   -2.9154    0.1567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6638   -0.5744    0.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1330    0.7155    0.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7711    0.9431    0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2799    2.2540    0.0318 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0446    3.4167    0.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2710    3.4941    0.1506 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3394   -0.3130   -1.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0977   -0.7972   -2.1340 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0576    0.8600   -0.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2631    0.8154    1.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3121   -0.4353    1.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4114   -1.9535    0.2683 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1445   -1.9418    1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1919   -1.7959   -0.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7799   -2.2644    0.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4465   -3.4333   -0.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7340   -0.7155    0.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8494    1.5142    0.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2397    2.3962   -0.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5387    4.4120    0.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9840    0.9422   -0.5621 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  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 12  6  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 18 30  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₁H₁₂N₂O₅

Average Molecular Weight

252.2234

Monoisotopic Molecular Weight

252.074621504

IUPAC Name

2-amino-4-(2-formamido-5-hydroxyphenyl)-4-oxobutanoic acid

Traditional Name

5-hydroxy-N-formylkynurenine

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C11H12N2O5/c12-8(11(17)18)4-10(16)7-3-6(15)1-2-9(7)13-5-14/h1-3,5,8,15H,4,12H2,(H,13,14)(H,17,18)

InChI Key

LSTOUSIIVKMJBU-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
Gamma-keto acid
Aryl alkyl ketone
N-arylamide
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Beta-aminoketone
Keto acid
Benzenoid
Vinylogous amide
Amino acid or derivatives
Secondary carboxylic acid amide
Amino acid
Carboxamide group
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Amine
Primary amine
Primary aliphatic amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

non-proteinogenic alpha-amino acid (CHEBI:2065 )

Ontology

Not Available

Physical Properties

State

Solid

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	-2.532	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.08 g/L	ALOGPS
logP	-2	ALOGPS
logP	-2.2	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	1.39	ChemAxon
pKa (Strongest Basic)	9.27	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	129.72 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	62.7 m³·mol⁻¹	ChemAxon
Polarizability	23.39 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	157.797	31661259
DarkChem	[M-H]-	155.51	31661259
DeepCCS	[M+H]+	155.14	30932474
DeepCCS	[M-H]-	152.782	30932474
DeepCCS	[M-2H]-	185.668	30932474
DeepCCS	[M+Na]+	161.234	30932474
AllCCS	[M+H]+	156.0	32859911
AllCCS	[M+H-H2O]+	152.3	32859911
AllCCS	[M+NH4]+	159.3	32859911
AllCCS	[M+Na]+	160.3	32859911
AllCCS	[M-H]-	153.8	32859911
AllCCS	[M+Na-2H]-	153.9	32859911
AllCCS	[M+HCOO]-	154.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Hydroxy-N-formylkynurenine	NC(CC(=O)C1=C(NC=O)C=CC(O)=C1)C(O)=O	3875.8	Standard polar	33892256
5-Hydroxy-N-formylkynurenine	NC(CC(=O)C1=C(NC=O)C=CC(O)=C1)C(O)=O	2452.6	Standard non polar	33892256
5-Hydroxy-N-formylkynurenine	NC(CC(=O)C1=C(NC=O)C=CC(O)=C1)C(O)=O	2837.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Hydroxy-N-formylkynurenine,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(NC=O)C(C(=O)CC(N)C(=O)O)=C1	2617.2	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,1TMS,isomer #2	C[Si](C)(C)OC(=O)C(N)CC(=O)C1=CC(O)=CC=C1NC=O	2589.8	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,1TMS,isomer #3	C[Si](C)(C)NC(CC(=O)C1=CC(O)=CC=C1NC=O)C(=O)O	2643.6	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,1TMS,isomer #4	C[Si](C)(C)N(C=O)C1=CC=C(O)C=C1C(=O)CC(N)C(=O)O	2513.6	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,2TMS,isomer #1	C[Si](C)(C)OC(=O)C(N)CC(=O)C1=CC(O[Si](C)(C)C)=CC=C1NC=O	2633.9	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,2TMS,isomer #2	C[Si](C)(C)NC(CC(=O)C1=CC(O[Si](C)(C)C)=CC=C1NC=O)C(=O)O	2636.6	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C(N(C=O)[Si](C)(C)C)C(C(=O)CC(N)C(=O)O)=C1	2502.7	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,2TMS,isomer #4	C[Si](C)(C)NC(CC(=O)C1=CC(O)=CC=C1NC=O)C(=O)O[Si](C)(C)C	2629.6	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,2TMS,isomer #5	C[Si](C)(C)OC(=O)C(N)CC(=O)C1=CC(O)=CC=C1N(C=O)[Si](C)(C)C	2435.0	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,2TMS,isomer #6	C[Si](C)(C)N(C(CC(=O)C1=CC(O)=CC=C1NC=O)C(=O)O)[Si](C)(C)C	2806.4	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,2TMS,isomer #7	C[Si](C)(C)NC(CC(=O)C1=CC(O)=CC=C1N(C=O)[Si](C)(C)C)C(=O)O	2535.6	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TMS,isomer #1	C[Si](C)(C)NC(CC(=O)C1=CC(O[Si](C)(C)C)=CC=C1NC=O)C(=O)O[Si](C)(C)C	2649.4	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TMS,isomer #1	C[Si](C)(C)NC(CC(=O)C1=CC(O[Si](C)(C)C)=CC=C1NC=O)C(=O)O[Si](C)(C)C	2532.3	Standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TMS,isomer #1	C[Si](C)(C)NC(CC(=O)C1=CC(O[Si](C)(C)C)=CC=C1NC=O)C(=O)O[Si](C)(C)C	3167.8	Standard polar	33892256
5-Hydroxy-N-formylkynurenine,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(N)CC(=O)C1=CC(O[Si](C)(C)C)=CC=C1N(C=O)[Si](C)(C)C	2506.2	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(N)CC(=O)C1=CC(O[Si](C)(C)C)=CC=C1N(C=O)[Si](C)(C)C	2542.0	Standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(N)CC(=O)C1=CC(O[Si](C)(C)C)=CC=C1N(C=O)[Si](C)(C)C	3193.0	Standard polar	33892256
5-Hydroxy-N-formylkynurenine,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C(NC=O)C(C(=O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1	2762.0	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C(NC=O)C(C(=O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1	2681.9	Standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C(NC=O)C(C(=O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1	3321.8	Standard polar	33892256
5-Hydroxy-N-formylkynurenine,3TMS,isomer #4	C[Si](C)(C)NC(CC(=O)C1=CC(O[Si](C)(C)C)=CC=C1N(C=O)[Si](C)(C)C)C(=O)O	2519.0	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TMS,isomer #4	C[Si](C)(C)NC(CC(=O)C1=CC(O[Si](C)(C)C)=CC=C1N(C=O)[Si](C)(C)C)C(=O)O	2633.1	Standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TMS,isomer #4	C[Si](C)(C)NC(CC(=O)C1=CC(O[Si](C)(C)C)=CC=C1N(C=O)[Si](C)(C)C)C(=O)O	3148.6	Standard polar	33892256
5-Hydroxy-N-formylkynurenine,3TMS,isomer #5	C[Si](C)(C)OC(=O)C(CC(=O)C1=CC(O)=CC=C1NC=O)N([Si](C)(C)C)[Si](C)(C)C	2755.2	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TMS,isomer #5	C[Si](C)(C)OC(=O)C(CC(=O)C1=CC(O)=CC=C1NC=O)N([Si](C)(C)C)[Si](C)(C)C	2705.7	Standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TMS,isomer #5	C[Si](C)(C)OC(=O)C(CC(=O)C1=CC(O)=CC=C1NC=O)N([Si](C)(C)C)[Si](C)(C)C	3256.3	Standard polar	33892256
5-Hydroxy-N-formylkynurenine,3TMS,isomer #6	C[Si](C)(C)NC(CC(=O)C1=CC(O)=CC=C1N(C=O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2462.2	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TMS,isomer #6	C[Si](C)(C)NC(CC(=O)C1=CC(O)=CC=C1N(C=O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2597.3	Standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TMS,isomer #6	C[Si](C)(C)NC(CC(=O)C1=CC(O)=CC=C1N(C=O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	3047.4	Standard polar	33892256
5-Hydroxy-N-formylkynurenine,3TMS,isomer #7	C[Si](C)(C)N(C=O)C1=CC=C(O)C=C1C(=O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2694.7	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TMS,isomer #7	C[Si](C)(C)N(C=O)C1=CC=C(O)C=C1C(=O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2779.4	Standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TMS,isomer #7	C[Si](C)(C)N(C=O)C1=CC=C(O)C=C1C(=O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	3225.3	Standard polar	33892256
5-Hydroxy-N-formylkynurenine,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC(=O)C1=CC(O[Si](C)(C)C)=CC=C1NC=O)N([Si](C)(C)C)[Si](C)(C)C	2773.4	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC(=O)C1=CC(O[Si](C)(C)C)=CC=C1NC=O)N([Si](C)(C)C)[Si](C)(C)C	2641.5	Standard non polar	33892256
5-Hydroxy-N-formylkynurenine,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC(=O)C1=CC(O[Si](C)(C)C)=CC=C1NC=O)N([Si](C)(C)C)[Si](C)(C)C	3029.3	Standard polar	33892256
5-Hydroxy-N-formylkynurenine,4TMS,isomer #2	C[Si](C)(C)NC(CC(=O)C1=CC(O[Si](C)(C)C)=CC=C1N(C=O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2524.4	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,4TMS,isomer #2	C[Si](C)(C)NC(CC(=O)C1=CC(O[Si](C)(C)C)=CC=C1N(C=O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2568.3	Standard non polar	33892256
5-Hydroxy-N-formylkynurenine,4TMS,isomer #2	C[Si](C)(C)NC(CC(=O)C1=CC(O[Si](C)(C)C)=CC=C1N(C=O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2850.8	Standard polar	33892256
5-Hydroxy-N-formylkynurenine,4TMS,isomer #3	C[Si](C)(C)OC1=CC=C(N(C=O)[Si](C)(C)C)C(C(=O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1	2668.8	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,4TMS,isomer #3	C[Si](C)(C)OC1=CC=C(N(C=O)[Si](C)(C)C)C(C(=O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1	2742.3	Standard non polar	33892256
5-Hydroxy-N-formylkynurenine,4TMS,isomer #3	C[Si](C)(C)OC1=CC=C(N(C=O)[Si](C)(C)C)C(C(=O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1	3017.8	Standard polar	33892256
5-Hydroxy-N-formylkynurenine,4TMS,isomer #4	C[Si](C)(C)OC(=O)C(CC(=O)C1=CC(O)=CC=C1N(C=O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2643.2	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,4TMS,isomer #4	C[Si](C)(C)OC(=O)C(CC(=O)C1=CC(O)=CC=C1N(C=O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2715.9	Standard non polar	33892256
5-Hydroxy-N-formylkynurenine,4TMS,isomer #4	C[Si](C)(C)OC(=O)C(CC(=O)C1=CC(O)=CC=C1N(C=O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2949.7	Standard polar	33892256
5-Hydroxy-N-formylkynurenine,5TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC(=O)C1=CC(O[Si](C)(C)C)=CC=C1N(C=O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2706.9	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,5TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC(=O)C1=CC(O[Si](C)(C)C)=CC=C1N(C=O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2691.7	Standard non polar	33892256
5-Hydroxy-N-formylkynurenine,5TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC(=O)C1=CC(O[Si](C)(C)C)=CC=C1N(C=O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2787.4	Standard polar	33892256
5-Hydroxy-N-formylkynurenine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(NC=O)C(C(=O)CC(N)C(=O)O)=C1	2898.8	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(N)CC(=O)C1=CC(O)=CC=C1NC=O	2881.4	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(CC(=O)C1=CC(O)=CC=C1NC=O)C(=O)O	2916.3	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C=O)C1=CC=C(O)C=C1C(=O)CC(N)C(=O)O	2785.3	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(N)CC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1NC=O	3145.4	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1NC=O)C(=O)O	3200.4	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(N(C=O)[Si](C)(C)C(C)(C)C)C(C(=O)CC(N)C(=O)O)=C1	3022.3	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CC(=O)C1=CC(O)=CC=C1NC=O)C(=O)O[Si](C)(C)C(C)(C)C	3167.7	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)C(N)CC(=O)C1=CC(O)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C	2971.3	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N(C(CC(=O)C1=CC(O)=CC=C1NC=O)C(=O)O)[Si](C)(C)C(C)(C)C	3284.1	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC(CC(=O)C1=CC(O)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C)C(=O)O	3039.3	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1NC=O)C(=O)O[Si](C)(C)C(C)(C)C	3395.5	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1NC=O)C(=O)O[Si](C)(C)C(C)(C)C	3199.2	Standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1NC=O)C(=O)O[Si](C)(C)C(C)(C)C	3339.7	Standard polar	33892256
5-Hydroxy-N-formylkynurenine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(N)CC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C	3202.9	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(N)CC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C	3133.7	Standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(N)CC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C	3382.4	Standard polar	33892256
5-Hydroxy-N-formylkynurenine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(NC=O)C(C(=O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3527.1	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(NC=O)C(C(=O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3266.2	Standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(NC=O)C(C(=O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3429.1	Standard polar	33892256
5-Hydroxy-N-formylkynurenine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C)C(=O)O	3247.9	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C)C(=O)O	3201.7	Standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C)C(=O)O	3354.4	Standard polar	33892256
5-Hydroxy-N-formylkynurenine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)C1=CC(O)=CC=C1NC=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3496.1	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)C1=CC(O)=CC=C1NC=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3307.5	Standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)C1=CC(O)=CC=C1NC=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3355.8	Standard polar	33892256
5-Hydroxy-N-formylkynurenine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC(CC(=O)C1=CC(O)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3183.0	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC(CC(=O)C1=CC(O)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3186.8	Standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC(CC(=O)C1=CC(O)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3267.9	Standard polar	33892256
5-Hydroxy-N-formylkynurenine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C=O)C1=CC=C(O)C=C1C(=O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3377.6	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C=O)C1=CC=C(O)C=C1C(=O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3280.0	Standard non polar	33892256
5-Hydroxy-N-formylkynurenine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C=O)C1=CC=C(O)C=C1C(=O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3371.8	Standard polar	33892256
5-Hydroxy-N-formylkynurenine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1NC=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3736.0	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1NC=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3417.6	Standard non polar	33892256
5-Hydroxy-N-formylkynurenine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1NC=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3285.0	Standard polar	33892256
5-Hydroxy-N-formylkynurenine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3410.0	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3305.2	Standard non polar	33892256
5-Hydroxy-N-formylkynurenine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3208.2	Standard polar	33892256
5-Hydroxy-N-formylkynurenine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(N(C=O)[Si](C)(C)C(C)(C)C)C(C(=O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3601.3	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(N(C=O)[Si](C)(C)C(C)(C)C)C(C(=O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3412.5	Standard non polar	33892256
5-Hydroxy-N-formylkynurenine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(N(C=O)[Si](C)(C)C(C)(C)C)C(C(=O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3276.9	Standard polar	33892256
5-Hydroxy-N-formylkynurenine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)C1=CC(O)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3540.0	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)C1=CC(O)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3434.3	Standard non polar	33892256
5-Hydroxy-N-formylkynurenine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)C1=CC(O)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3229.2	Standard polar	33892256
5-Hydroxy-N-formylkynurenine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3798.5	Semi standard non polar	33892256
5-Hydroxy-N-formylkynurenine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3527.0	Standard non polar	33892256
5-Hydroxy-N-formylkynurenine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1N(C=O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3193.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxy-N-formylkynurenine GC-MS (Non-derivatized) - 70eV, Positive	splash10-03g3-6930000000-3311b36474c1596a6950	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxy-N-formylkynurenine GC-MS (2 TMS) - 70eV, Positive	splash10-03di-6943000000-3f2c0afb26906107face	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxy-N-formylkynurenine 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 - 5-Hydroxy-N-formylkynurenine 10V, Positive-QTOF	splash10-0a70-0290000000-b437a74ea548372439c1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-N-formylkynurenine 20V, Positive-QTOF	splash10-072i-2930000000-61aaa4ae433646bdf721	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-N-formylkynurenine 40V, Positive-QTOF	splash10-01ri-1900000000-a7d341b29c5f6b98ce5f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-N-formylkynurenine 10V, Negative-QTOF	splash10-0uk9-0090000000-9263dc7987252b280720	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-N-formylkynurenine 20V, Negative-QTOF	splash10-00di-5490000000-71350a32f06522a0c07a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-N-formylkynurenine 40V, Negative-QTOF	splash10-054o-9610000000-0edca97527513a85e26e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-N-formylkynurenine 10V, Negative-QTOF	splash10-0006-0950000000-cbeb50999add2bfae5fb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-N-formylkynurenine 20V, Negative-QTOF	splash10-0006-9630000000-00491776cc861c78ccf1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-N-formylkynurenine 40V, Negative-QTOF	splash10-0006-9600000000-1b9a13b0cd7af9beee8e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-N-formylkynurenine 10V, Positive-QTOF	splash10-0a70-0190000000-a78ea2eb1f4501b82269	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-N-formylkynurenine 20V, Positive-QTOF	splash10-0a4r-1980000000-16090db11385cc81ff70	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-N-formylkynurenine 40V, Positive-QTOF	splash10-0ab9-2900000000-78552006130b43ffdb45	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Tryptophan metabolism	Not Available

Normal Concentrations

Not Available

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

FDB023307

KNApSAcK ID

Not Available

Chemspider ID

389615

KEGG Compound ID

C05648

BioCyc ID

Not Available

BiGG ID

46195

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440744

PDB ID

Not Available

ChEBI ID

2065

Food Biomarker Ontology

Not Available

VMH ID

5HOXNFKYN

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Indoleamine 2,3-dioxygenase 1

General function:: Involved in heme binding
Specific function:: Catalyzes the cleavage of the pyrrol ring of tryptophan and incorporates both atoms of a molecule of oxygen.
Gene Name:: IDO1
Uniprot ID:: P14902
Molecular weight:: 45325.89

Reactions

5-Hydroxy-L-tryptophan + Oxygen → 5-Hydroxy-N-formylkynurenine	details

Enzyme Details

2. Kynurenine formamidase

General function:: Involved in hydrolase activity
Specific function:: Catalyzes the hydrolysis of N-formyl-L-kynurenine to L-kynurenine, the second step in the kynurenine pathway of tryptophan degradation. Kynurenine may be further oxidized to nicotinic acid, NAD(H) and NADP(H). Required for elimination of toxic metabolites (By similarity).
Gene Name:: AFMID
Uniprot ID:: Q63HM1
Molecular weight:: 33991.5

Reactions

5-Hydroxy-N-formylkynurenine + Water → 5-Hydroxykynurenine + Formic acid	details

Enzyme Details

3. Indoleamine 2,3-dioxygenase 2

General function:: Involved in heme binding
Specific function:: Catalyzes the first and rate-limiting step in the kynurenine pathway of tryptophan catabolism.
Gene Name:: IDO2
Uniprot ID:: Q6ZQW0
Molecular weight:: 47074.745

Reactions

5-Hydroxy-L-tryptophan + Oxygen → 5-Hydroxy-N-formylkynurenine	details

Showing metabocard for 5-Hydroxy-N-formylkynurenine (HMDB0004086)

MOL for HMDB0004086 (5-Hydroxy-N-formylkynurenine)

3D MOL for HMDB0004086 (5-Hydroxy-N-formylkynurenine)

3D SDF for HMDB0004086 (5-Hydroxy-N-formylkynurenine)

3D-SDF for HMDB0004086 (5-Hydroxy-N-formylkynurenine)

PDB for HMDB0004086 (5-Hydroxy-N-formylkynurenine)

3D PDB for HMDB0004086 (5-Hydroxy-N-formylkynurenine)

SMILES for HMDB0004086 (5-Hydroxy-N-formylkynurenine)

INCHI for HMDB0004086 (5-Hydroxy-N-formylkynurenine)

Structure for HMDB0004086 (5-Hydroxy-N-formylkynurenine)

3D Structure for HMDB0004086 (5-Hydroxy-N-formylkynurenine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions

Reactions