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Showing metabocard for 4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid (HMDB0004083)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (4) Show 4 proteinsXML
enzymes (4) Show 4 proteins
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2006-08-13 10:31:08 UTC
Update Date2020-02-26 21:24:57 UTC
HMDB IDHMDB0004083
Secondary Accession Numbers
  • HMDB04083
Metabolite Identification
Common Name4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid
Description4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid, also known as 2-amino-3-hydroxy-alpha,gamma-dioxobenzenebutanoic acid, 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. In humans, 4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid is involved in the tryptophan metabolism pathway. 4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make 4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid a potential biomarker for the consumption of these foods. 4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on 4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid.
Structure
Data?1582752297
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0004083 (4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid)


  Mrv0541 02231219522D          

 16 16  0  0  0  0            999 V2000
    9.8162   -3.1943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5321   -3.1943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5307   -4.4318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2452   -2.3693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6741   -2.3693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1031   -2.3693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9597   -3.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5307   -3.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2452   -3.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6741   -3.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8176   -3.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1031   -3.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3887   -3.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8176   -4.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3887   -4.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1031   -4.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  2 11  1  0  0  0  0
  3  8  2  0  0  0  0
  4  9  2  0  0  0  0
  5 10  2  0  0  0  0
  6 12  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
 10 13  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  2  0  0  0  0
 12 13  2  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 16  2  0  0  0  0
M  END
Download

3D MOL for HMDB0004083 (4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid)

HMDB0004083
     RDKit          3D
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid
 25 25  0  0  0  0  0  0  0  0999 V2000
   -1.3966    1.7121   -1.1571 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7172    0.5641   -0.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0443    0.3106   -0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0429    1.1804   -0.5169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3862   -0.8108    0.6274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3983   -1.6771    1.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0855   -1.4330    0.7363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7416   -0.3170    0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6730   -0.0691   -0.3094 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0287    0.9369   -0.9689 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6848   -1.0175    0.1527 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0574   -0.5738   -0.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2034    0.4722   -0.9418 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2266   -1.3629    0.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0695   -2.4119    0.7253 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4799   -0.9405   -0.3449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5476    1.7701   -2.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9949    2.5314   -0.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9849    0.9715   -0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4321   -1.0277    0.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6537   -2.5622    1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2745   -2.1081    1.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5356   -2.0193   -0.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6699   -1.0980    1.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0716   -0.4166    0.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
  8  2  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
 11 23  1  0
 11 24  1  0
 16 25  1  0
M  END
Download

3D SDF for HMDB0004083 (4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid)


  Mrv0541 02231219522D          

 16 16  0  0  0  0            999 V2000
    9.8162   -3.1943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5321   -3.1943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5307   -4.4318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2452   -2.3693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6741   -2.3693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1031   -2.3693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9597   -3.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5307   -3.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2452   -3.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6741   -3.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8176   -3.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1031   -3.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3887   -3.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8176   -4.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3887   -4.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1031   -4.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  2 11  1  0  0  0  0
  3  8  2  0  0  0  0
  4  9  2  0  0  0  0
  5 10  2  0  0  0  0
  6 12  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
 10 13  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  2  0  0  0  0
 12 13  2  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 16  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0004083

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=C(C=CC=C1O)C(=O)CC(=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H9NO5/c11-9-5(2-1-3-6(9)12)7(13)4-8(14)10(15)16/h1-3,12H,4,11H2,(H,15,16)

> <INCHI_KEY>
YCJNYHCCOXVYAF-UHFFFAOYSA-N

> <FORMULA>
C10H9NO5

> <MOLECULAR_WEIGHT>
223.1822

> <EXACT_MASS>
223.048072403

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
20.133526900398593

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid

> <ALOGPS_LOGP>
0.91

> <JCHEM_LOGP>
0.439760477649314

> <ALOGPS_LOGS>
-2.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.353512242148387

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.9021921702861864

> <JCHEM_PKA_STRONGEST_BASIC>
3.344208166486626

> <JCHEM_POLAR_SURFACE_AREA>
117.68999999999998

> <JCHEM_REFRACTIVITY>
54.832200000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.10e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0004083 (4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid)

HMDB0004083
     RDKit          3D
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid
 25 25  0  0  0  0  0  0  0  0999 V2000
   -1.3966    1.7121   -1.1571 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7172    0.5641   -0.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0443    0.3106   -0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0429    1.1804   -0.5169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3862   -0.8108    0.6274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3983   -1.6771    1.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0855   -1.4330    0.7363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7416   -0.3170    0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6730   -0.0691   -0.3094 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0287    0.9369   -0.9689 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6848   -1.0175    0.1527 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0574   -0.5738   -0.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2034    0.4722   -0.9418 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2266   -1.3629    0.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0695   -2.4119    0.7253 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4799   -0.9405   -0.3449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5476    1.7701   -2.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9949    2.5314   -0.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9849    0.9715   -0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4321   -1.0277    0.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6537   -2.5622    1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2745   -2.1081    1.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5356   -2.0193   -0.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6699   -1.0980    1.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0716   -0.4166    0.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
  8  2  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
 11 23  1  0
 11 24  1  0
 16 25  1  0
M  END
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PDB for HMDB0004083 (4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid)

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      18.324  -5.963   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      28.993  -5.963   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      19.657  -8.273   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      20.991  -4.423   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      23.658  -4.423   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      26.326  -4.423   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      22.325  -6.733   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      19.657  -6.733   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      20.991  -5.963   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.658  -5.963   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      27.660  -6.733   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.326  -5.963   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.992  -6.733   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.660  -8.273   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      24.992  -8.273   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      26.326  -9.043   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2   11                                                            
CONECT    3    8                                                            
CONECT    4    9                                                            
CONECT    5   10                                                            
CONECT    6   12                                                            
CONECT    7    9   10                                                       
CONECT    8    1    3    9                                                  
CONECT    9    4    7    8                                                  
CONECT   10    5    7   13                                                  
CONECT   11    2   12   14                                                  
CONECT   12    6   11   13                                                  
CONECT   13   10   12   15                                                  
CONECT   14   11   16                                                       
CONECT   15   13   16                                                       
CONECT   16   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END
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3D PDB for HMDB0004083 (4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid)

COMPND    HMDB0004083
HETATM    1  N1  UNL     1      -1.397   1.712  -1.157  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.717   0.564  -0.415  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.044   0.311  -0.101  1.00  0.00           C  
HETATM    4  O1  UNL     1      -4.043   1.180  -0.517  1.00  0.00           O  
HETATM    5  C3  UNL     1      -3.386  -0.811   0.627  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.398  -1.677   1.042  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.085  -1.433   0.736  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.742  -0.317   0.011  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.673  -0.069  -0.309  1.00  0.00           C  
HETATM   10  O2  UNL     1       1.029   0.937  -0.969  1.00  0.00           O  
HETATM   11  C8  UNL     1       1.685  -1.018   0.153  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.057  -0.574  -0.283  1.00  0.00           C  
HETATM   13  O3  UNL     1       3.203   0.472  -0.942  1.00  0.00           O  
HETATM   14  C10 UNL     1       4.227  -1.363   0.063  1.00  0.00           C  
HETATM   15  O4  UNL     1       4.070  -2.412   0.725  1.00  0.00           O  
HETATM   16  O5  UNL     1       5.480  -0.940  -0.345  1.00  0.00           O  
HETATM   17  H1  UNL     1      -1.548   1.770  -2.178  1.00  0.00           H  
HETATM   18  H2  UNL     1      -0.995   2.531  -0.670  1.00  0.00           H  
HETATM   19  H3  UNL     1      -4.985   0.971  -0.277  1.00  0.00           H  
HETATM   20  H4  UNL     1      -4.432  -1.028   0.885  1.00  0.00           H  
HETATM   21  H5  UNL     1      -2.654  -2.562   1.615  1.00  0.00           H  
HETATM   22  H6  UNL     1      -0.275  -2.108   1.055  1.00  0.00           H  
HETATM   23  H7  UNL     1       1.536  -2.019  -0.296  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.670  -1.098   1.256  1.00  0.00           H  
HETATM   25  H9  UNL     1       6.072  -0.417   0.291  1.00  0.00           H  
CONECT    1    2   17   18
CONECT    2    3    3    8
CONECT    3    4    5
CONECT    4   19
CONECT    5    6    6   20
CONECT    6    7   21
CONECT    7    8    8   22
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   23   24
CONECT   12   13   13   14
CONECT   14   15   15   16
CONECT   16   25
END
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SMILES for HMDB0004083 (4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid)

NC1=C(C=CC=C1O)C(=O)CC(=O)C(O)=O
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INCHI for HMDB0004083 (4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid)

InChI=1S/C10H9NO5/c11-9-5(2-1-3-6(9)12)7(13)4-8(14)10(15)16/h1-3,12H,4,11H2,(H,15,16)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
2-Amino-3-hydroxy-alpha,gamma-dioxobenzenebutanoic acidChEBI
2-Amino-3-hydroxy-a,g-dioxobenzenebutanoateGenerator
2-Amino-3-hydroxy-a,g-dioxobenzenebutanoic acidGenerator
2-Amino-3-hydroxy-alpha,gamma-dioxobenzenebutanoateGenerator
2-Amino-3-hydroxy-α,γ-dioxobenzenebutanoateGenerator
2-Amino-3-hydroxy-α,γ-dioxobenzenebutanoic acidGenerator
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoateGenerator
Chemical FormulaC10H9NO5
Average Molecular Weight223.1822
Monoisotopic Molecular Weight223.048072403
IUPAC Name4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid
Traditional Name4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid
CAS Registry Number857760-67-9
SMILES
NC1=C(C=CC=C1O)C(=O)CC(=O)C(O)=O
InChI Identifier
InChI=1S/C10H9NO5/c11-9-5(2-1-3-6(9)12)7(13)4-8(14)10(15)16/h1-3,12H,4,11H2,(H,15,16)
InChI KeyYCJNYHCCOXVYAF-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.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlkyl-phenylketones
Alternative Parents
Substituents
  • Alkyl-phenylketone
  • Butyrophenone
  • Gamma-keto acid
  • O-aminophenol
  • Aryl alkyl ketone
  • Aniline or substituted anilines
  • Aminophenol
  • Benzoyl
  • Phenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • 1,3-diketone
  • Keto acid
  • Benzenoid
  • 1,3-dicarbonyl compound
  • Alpha-keto acid
  • Monocyclic benzene moiety
  • Vinylogous amide
  • Alpha-hydroxy ketone
  • Amino acid or derivatives
  • Amino acid
  • Carboxylic acid
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Primary amine
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxide
  • Organic nitrogen compound
  • Amine
  • Organonitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP0.273Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.71 g/LALOGPS
logP0.91ALOGPS
logP0.44ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)1.9ChemAxon
pKa (Strongest Basic)3.34ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area117.69 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity54.83 m³·mol⁻¹ChemAxon
Polarizability20.13 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+151.24331661259
DarkChem[M-H]-148.38631661259
DeepCCS[M+H]+147.22230932474
DeepCCS[M-H]-144.86430932474
DeepCCS[M-2H]-178.8330932474
DeepCCS[M+Na]+153.63230932474
AllCCS[M+H]+148.432859911
AllCCS[M+H-H2O]+144.532859911
AllCCS[M+NH4]+152.032859911
AllCCS[M+Na]+153.132859911
AllCCS[M-H]-145.232859911
AllCCS[M+Na-2H]-145.532859911
AllCCS[M+HCOO]-145.832859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. 3.34 minutes32390414
Predicted by Siyang on May 30, 202211.1185 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20224.56 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid34.6 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1474.4 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid318.4 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid102.5 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid197.1 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid104.8 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid343.8 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid447.0 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)107.5 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid836.2 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid310.9 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1081.0 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid277.4 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid361.3 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate511.9 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA217.6 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water198.0 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acidNC1=C(C=CC=C1O)C(=O)CC(=O)C(O)=O3038.7Standard polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acidNC1=C(C=CC=C1O)C(=O)CC(=O)C(O)=O1887.2Standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acidNC1=C(C=CC=C1O)C(=O)CC(=O)C(O)=O2260.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,1TMS,isomer #1C[Si](C)(C)OC1=CC=CC(C(=O)CC(=O)C(=O)O)=C1N2247.0Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,1TMS,isomer #2C[Si](C)(C)OC(=O)C(=O)CC(=O)C1=CC=CC(O)=C1N2210.7Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,1TMS,isomer #3C[Si](C)(C)OC(=CC(=O)C1=CC=CC(O)=C1N)C(=O)O2388.3Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,1TMS,isomer #4C[Si](C)(C)NC1=C(O)C=CC=C1C(=O)CC(=O)C(=O)O2238.0Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,2TMS,isomer #1C[Si](C)(C)OC(=O)C(=O)CC(=O)C1=CC=CC(O[Si](C)(C)C)=C1N2240.4Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,2TMS,isomer #2C[Si](C)(C)OC(=CC(=O)C1=CC=CC(O[Si](C)(C)C)=C1N)C(=O)O2397.1Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,2TMS,isomer #3C[Si](C)(C)NC1=C(O[Si](C)(C)C)C=CC=C1C(=O)CC(=O)C(=O)O2363.9Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,2TMS,isomer #4C[Si](C)(C)OC(=O)C(=CC(=O)C1=CC=CC(O)=C1N)O[Si](C)(C)C2370.2Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,2TMS,isomer #5C[Si](C)(C)NC1=C(O)C=CC=C1C(=O)CC(=O)C(=O)O[Si](C)(C)C2246.5Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,2TMS,isomer #6C[Si](C)(C)NC1=C(O)C=CC=C1C(=O)C=C(O[Si](C)(C)C)C(=O)O2386.6Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,2TMS,isomer #7C[Si](C)(C)N(C1=C(O)C=CC=C1C(=O)CC(=O)C(=O)O)[Si](C)(C)C2276.4Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TMS,isomer #1C[Si](C)(C)OC(=O)C(=CC(=O)C1=CC=CC(O[Si](C)(C)C)=C1N)O[Si](C)(C)C2370.0Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TMS,isomer #1C[Si](C)(C)OC(=O)C(=CC(=O)C1=CC=CC(O[Si](C)(C)C)=C1N)O[Si](C)(C)C2234.1Standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TMS,isomer #1C[Si](C)(C)OC(=O)C(=CC(=O)C1=CC=CC(O[Si](C)(C)C)=C1N)O[Si](C)(C)C2915.0Standard polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TMS,isomer #2C[Si](C)(C)NC1=C(O[Si](C)(C)C)C=CC=C1C(=O)CC(=O)C(=O)O[Si](C)(C)C2335.7Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TMS,isomer #2C[Si](C)(C)NC1=C(O[Si](C)(C)C)C=CC=C1C(=O)CC(=O)C(=O)O[Si](C)(C)C2217.9Standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TMS,isomer #2C[Si](C)(C)NC1=C(O[Si](C)(C)C)C=CC=C1C(=O)CC(=O)C(=O)O[Si](C)(C)C2580.1Standard polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TMS,isomer #3C[Si](C)(C)NC1=C(O[Si](C)(C)C)C=CC=C1C(=O)C=C(O[Si](C)(C)C)C(=O)O2450.8Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TMS,isomer #3C[Si](C)(C)NC1=C(O[Si](C)(C)C)C=CC=C1C(=O)C=C(O[Si](C)(C)C)C(=O)O2383.0Standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TMS,isomer #3C[Si](C)(C)NC1=C(O[Si](C)(C)C)C=CC=C1C(=O)C=C(O[Si](C)(C)C)C(=O)O2752.4Standard polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TMS,isomer #4C[Si](C)(C)OC1=CC=CC(C(=O)CC(=O)C(=O)O)=C1N([Si](C)(C)C)[Si](C)(C)C2289.2Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TMS,isomer #4C[Si](C)(C)OC1=CC=CC(C(=O)CC(=O)C(=O)O)=C1N([Si](C)(C)C)[Si](C)(C)C2315.8Standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TMS,isomer #4C[Si](C)(C)OC1=CC=CC(C(=O)CC(=O)C(=O)O)=C1N([Si](C)(C)C)[Si](C)(C)C2592.3Standard polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TMS,isomer #5C[Si](C)(C)NC1=C(O)C=CC=C1C(=O)C=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C2352.0Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TMS,isomer #5C[Si](C)(C)NC1=C(O)C=CC=C1C(=O)C=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C2286.5Standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TMS,isomer #5C[Si](C)(C)NC1=C(O)C=CC=C1C(=O)C=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C2794.0Standard polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TMS,isomer #6C[Si](C)(C)OC(=O)C(=O)CC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C)[Si](C)(C)C2237.8Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TMS,isomer #6C[Si](C)(C)OC(=O)C(=O)CC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C)[Si](C)(C)C2260.9Standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TMS,isomer #6C[Si](C)(C)OC(=O)C(=O)CC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C)[Si](C)(C)C2589.8Standard polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TMS,isomer #7C[Si](C)(C)OC(=CC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2406.2Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TMS,isomer #7C[Si](C)(C)OC(=CC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2400.8Standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TMS,isomer #7C[Si](C)(C)OC(=CC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2815.7Standard polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,4TMS,isomer #1C[Si](C)(C)NC1=C(O[Si](C)(C)C)C=CC=C1C(=O)C=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C2437.7Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,4TMS,isomer #1C[Si](C)(C)NC1=C(O[Si](C)(C)C)C=CC=C1C(=O)C=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C2361.3Standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,4TMS,isomer #1C[Si](C)(C)NC1=C(O[Si](C)(C)C)C=CC=C1C(=O)C=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C2556.5Standard polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,4TMS,isomer #2C[Si](C)(C)OC(=O)C(=O)CC(=O)C1=CC=CC(O[Si](C)(C)C)=C1N([Si](C)(C)C)[Si](C)(C)C2325.9Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,4TMS,isomer #2C[Si](C)(C)OC(=O)C(=O)CC(=O)C1=CC=CC(O[Si](C)(C)C)=C1N([Si](C)(C)C)[Si](C)(C)C2313.3Standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,4TMS,isomer #2C[Si](C)(C)OC(=O)C(=O)CC(=O)C1=CC=CC(O[Si](C)(C)C)=C1N([Si](C)(C)C)[Si](C)(C)C2358.6Standard polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,4TMS,isomer #3C[Si](C)(C)OC(=CC(=O)C1=CC=CC(O[Si](C)(C)C)=C1N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2439.0Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,4TMS,isomer #3C[Si](C)(C)OC(=CC(=O)C1=CC=CC(O[Si](C)(C)C)=C1N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2451.4Standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,4TMS,isomer #3C[Si](C)(C)OC(=CC(=O)C1=CC=CC(O[Si](C)(C)C)=C1N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2571.1Standard polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,4TMS,isomer #4C[Si](C)(C)OC(=O)C(=CC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2377.7Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,4TMS,isomer #4C[Si](C)(C)OC(=O)C(=CC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2374.0Standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,4TMS,isomer #4C[Si](C)(C)OC(=O)C(=CC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2576.8Standard polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,5TMS,isomer #1C[Si](C)(C)OC(=O)C(=CC(=O)C1=CC=CC(O[Si](C)(C)C)=C1N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2457.4Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,5TMS,isomer #1C[Si](C)(C)OC(=O)C(=CC(=O)C1=CC=CC(O[Si](C)(C)C)=C1N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2403.2Standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,5TMS,isomer #1C[Si](C)(C)OC(=O)C(=CC(=O)C1=CC=CC(O[Si](C)(C)C)=C1N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2396.2Standard polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=CC(C(=O)CC(=O)C(=O)O)=C1N2527.1Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(=O)CC(=O)C1=CC=CC(O)=C1N2477.8Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=CC(=O)C1=CC=CC(O)=C1N)C(=O)O2656.4Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC1=C(O)C=CC=C1C(=O)CC(=O)C(=O)O2522.2Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(=O)CC(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N2743.9Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=CC(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N)C(=O)O2918.2Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C(=O)CC(=O)C(=O)O2844.1Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)C(=CC(=O)C1=CC=CC(O)=C1N)O[Si](C)(C)C(C)(C)C2852.0Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)NC1=C(O)C=CC=C1C(=O)CC(=O)C(=O)O[Si](C)(C)C(C)(C)C2738.8Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC1=C(O)C=CC=C1C(=O)C=C(O[Si](C)(C)C(C)(C)C)C(=O)O2880.2Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)N(C1=C(O)C=CC=C1C(=O)CC(=O)C(=O)O)[Si](C)(C)C(C)(C)C2732.4Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(=CC(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N)O[Si](C)(C)C(C)(C)C3097.2Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(=CC(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N)O[Si](C)(C)C(C)(C)C2842.2Standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(=CC(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N)O[Si](C)(C)C(C)(C)C3124.9Standard polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C(=O)CC(=O)C(=O)O[Si](C)(C)C(C)(C)C3008.7Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C(=O)CC(=O)C(=O)O[Si](C)(C)C(C)(C)C2878.7Standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C(=O)CC(=O)C(=O)O[Si](C)(C)C(C)(C)C2918.1Standard polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C(=O)C=C(O[Si](C)(C)C(C)(C)C)C(=O)O3167.9Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C(=O)C=C(O[Si](C)(C)C(C)(C)C)C(=O)O2997.5Standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C(=O)C=C(O[Si](C)(C)C(C)(C)C)C(=O)O3032.1Standard polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC1=CC=CC(C(=O)CC(=O)C(=O)O)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2995.7Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC1=CC=CC(C(=O)CC(=O)C(=O)O)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2926.5Standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC1=CC=CC(C(=O)CC(=O)C(=O)O)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2902.5Standard polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)NC1=C(O)C=CC=C1C(=O)C=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3060.4Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)NC1=C(O)C=CC=C1C(=O)C=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2836.7Standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)NC1=C(O)C=CC=C1C(=O)C=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3028.1Standard polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC(=O)C(=O)CC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2915.8Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC(=O)C(=O)CC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2890.0Standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC(=O)C(=O)CC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2888.4Standard polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC(=CC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O3049.9Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC(=CC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2968.7Standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC(=CC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O3042.5Standard polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C(=O)C=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3321.7Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C(=O)C=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3076.9Standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C(=O)C=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2965.6Standard polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(=O)CC(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3178.2Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(=O)CC(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3068.7Standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(=O)CC(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2807.4Standard polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=CC(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O3298.5Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=CC(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O3165.8Standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=CC(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2933.2Standard polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)C(=CC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3217.0Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)C(=CC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3087.5Standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)C(=CC(=O)C1=CC=CC(O)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2930.2Standard polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(=CC(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3482.4Semi standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(=CC(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3225.6Standard non polar33892256
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(=CC(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2894.5Standard polar33892256
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)BothEnthesitis-related arthritis details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023305
KNApSAcK IDNot Available
Chemspider ID389612
KEGG Compound IDC05645
BioCyc IDNot Available
BiGG ID46189
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound440741
PDB IDNot Available
ChEBI ID27593
Food Biomarker OntologyNot Available
VMH ID42A3HP24DB
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial
General function:
Involved in transferase activity, transferring nitrogenous groups
Specific function:
Transaminase with broad substrate specificity. Has transaminase activity towards aminoadipate, kynurenine, methionine and glutamate. Shows activity also towards tryptophan, aspartate and hydroxykynurenine. Accepts a variety of oxo-acids as amino-group acceptors, with a preference for 2-oxoglutarate, 2-oxocaproic acid, phenylpyruvate and alpha-oxo-gamma-methiol butyric acid. Can also use glyoxylate as amino-group acceptor (in vitro).
Gene Name:
AADAT
Uniprot ID:
Q8N5Z0
Molecular weight:
47351.17
Reactions
L-3-Hydroxykynurenine + Oxoglutaric acid → 4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid + Glutamic aciddetails
Enzyme Details
2. Kynurenine--oxoglutarate transaminase 1
General function:
Involved in 1-aminocyclopropane-1-carboxylate synthase activity
Specific function:
Catalyzes the irreversible transamination of the L-tryptophan metabolite L-kynurenine to form kynurenic acid (KA). Metabolizes the cysteine conjugates of certain halogenated alkenes and alkanes to form reactive metabolites. Catalyzes the beta-elimination of S-conjugates and Se-conjugates of L-(seleno)cysteine, resulting in the cleavage of the C-S or C-Se bond.
Gene Name:
CCBL1
Uniprot ID:
Q16773
Molecular weight:
47874.765
Reactions
L-3-Hydroxykynurenine + Oxoglutaric acid → 4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid + Glutamic aciddetails
Enzyme Details
3. Aminoadipate aminotransferase, isoform CRA_b
General function:
Transcription
Specific function:
Not Available
Gene Name:
AADAT
Uniprot ID:
Q4W5N8
Molecular weight:
47351.2
Enzyme Details
4. Kynurenine--oxoglutarate transaminase 3
General function:
Involved in transferase activity, transferring nitrogenous groups
Specific function:
Catalyzes the irreversible transamination of the L-tryptophan metabolite L-kynurenine to form kynurenic acid (KA). May catalyze the beta-elimination of S-conjugates and Se-conjugates of L-(seleno)cysteine, resulting in the cleavage of the C-S or C-Se bond (By similarity). Has transaminase activity towards L-kynurenine, tryptophan, phenylalanine, serine, cysteine, methionine, histidine, glutamine and asparagine with glyoxylate as an amino group acceptor (in vitro). Has lower activity with 2-oxoglutarate as amino group acceptor (in vitro) (By similarity).
Gene Name:
CCBL2
Uniprot ID:
Q6YP21
Molecular weight:
51399.855
Reactions
L-3-Hydroxykynurenine + Oxoglutaric acid → 4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid + Glutamic aciddetails