Np mrd loader

Showing NP-Card for Hydroxykynurenine (NP0001358)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2005-11-16 15:48:42 UTC
Updated at2020-11-24 22:22:48 UTC
NP-MRD IDNP0001358
Secondary Accession NumbersNone
Natural Product Identification
Common NameHydroxykynurenine
DescriptionHydroxykynurenine is a free radical generator and a bioprecursor quinolinic acid which is a endogenous excitotoxin (PMID 16697652 ). It is a product of enzyme kynurenine 3-monooxygenase in the tryptophan catabolism pathway (Reactome http://Www.Reactome.Org).
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0001358 (Hydroxykynurenine)


  Mrv1652305271900162D          

 16 16  0  0  0  0            999 V2000
    0.7586    0.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7586   -0.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0448    0.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4759    0.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4759   -1.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0448   -1.0586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6690    0.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0448    1.4172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1862    0.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1862   -0.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4759   -1.8828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3828    0.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1000    0.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3828    1.4172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8138    0.5930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1000   -0.6448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  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  2  0  0  0  0
  5 10  2  0  0  0  0
  5 11  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  2  0  0  0  0
  9 10  1  0  0  0  0
M  END
Download

3D MOL for NP0001358 (Hydroxykynurenine)

HMDB0000732
     RDKit          3D
Hydroxykynurenine
 28 28  0  0  0  0  0  0  0  0999 V2000
   -1.1864   -0.7451   -2.1355 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8261   -0.3667   -0.9275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1935   -0.3839   -0.8803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9611   -0.7557   -1.9650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8280   -0.0206    0.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0573    0.3573    1.3848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6594    0.3654    1.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0350   -0.0007    0.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4082   -0.0202   -0.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9664   -0.3564   -1.0998 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2230    0.3812    1.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7036    0.3231    0.8584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1505   -0.9868    0.4915 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1386    1.3358   -0.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8714    2.5503   -0.0028 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8901    0.9344   -1.2037 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2107   -1.7484   -2.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6873   -0.0876   -2.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4784   -1.0206   -2.8134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9148   -0.0218    0.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5312    0.6483    2.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0561    0.6589    2.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9776    1.4200    1.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0274   -0.2831    2.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2099    0.5716    1.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4410   -1.6833    0.8064 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0560   -1.2460    0.9498 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5620    0.1807   -1.0993 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  1  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
 12 25  1  0
 13 26  1  0
 13 27  1  0
 16 28  1  0
M  END
Download

3D SDF for NP0001358 (Hydroxykynurenine)


  Mrv1652305271900162D          

 16 16  0  0  0  0            999 V2000
    0.7586    0.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7586   -0.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0448    0.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4759    0.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4759   -1.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0448   -1.0586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6690    0.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0448    1.4172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1862    0.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1862   -0.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4759   -1.8828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3828    0.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1000    0.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3828    1.4172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8138    0.5930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1000   -0.6448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  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  2  0  0  0  0
  5 10  2  0  0  0  0
  5 11  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  2  0  0  0  0
  9 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001358

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H12N2O4/c11-6(10(15)16)4-8(14)5-2-1-3-7(13)9(5)12/h1-3,6,13H,4,11-12H2,(H,15,16)

> <INCHI_KEY>
VCKPUUFAIGNJHC-UHFFFAOYSA-N

> <FORMULA>
C10H12N2O4

> <MOLECULAR_WEIGHT>
224.2133

> <EXACT_MASS>
224.079706882

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
21.785928747145526

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-2.09

> <JCHEM_LOGP>
-2.212526806637731

> <ALOGPS_LOGS>
-1.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.856351637136484

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.986621703292279

> <JCHEM_PKA_STRONGEST_BASIC>
8.90351767222249

> <JCHEM_POLAR_SURFACE_AREA>
126.64000000000001

> <JCHEM_REFRACTIVITY>
57.03110000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.33e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hydroxykynurenine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0001358 (Hydroxykynurenine)

HMDB0000732
     RDKit          3D
Hydroxykynurenine
 28 28  0  0  0  0  0  0  0  0999 V2000
   -1.1864   -0.7451   -2.1355 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8261   -0.3667   -0.9275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1935   -0.3839   -0.8803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9611   -0.7557   -1.9650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8280   -0.0206    0.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0573    0.3573    1.3848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6594    0.3654    1.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0350   -0.0007    0.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4082   -0.0202   -0.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9664   -0.3564   -1.0998 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2230    0.3812    1.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7036    0.3231    0.8584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1505   -0.9868    0.4915 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1386    1.3358   -0.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8714    2.5503   -0.0028 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8901    0.9344   -1.2037 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2107   -1.7484   -2.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6873   -0.0876   -2.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4784   -1.0206   -2.8134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9148   -0.0218    0.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5312    0.6483    2.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0561    0.6589    2.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9776    1.4200    1.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0274   -0.2831    2.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2099    0.5716    1.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4410   -1.6833    0.8064 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0560   -1.2460    0.9498 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5620    0.1807   -1.0993 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  1  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
 12 25  1  0
 13 26  1  0
 13 27  1  0
 16 28  1  0
M  END
Download

PDB for NP0001358 (Hydroxykynurenine)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0       1.416   0.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.416  -1.204   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.084   1.107   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.755   1.107   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.755  -1.976   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       0.084  -1.976   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -1.249   0.335   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.084   2.645   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.081   0.335   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.081  -1.204   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.755  -3.515   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.581   1.107   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.920   0.341   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -2.581   2.645   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0      -5.252   1.107   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -3.920  -1.204   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   11                                                  
CONECT    6    2                                                            
CONECT    7    3   12                                                       
CONECT    8    3                                                            
CONECT    9    4   10                                                       
CONECT   10    5    9                                                       
CONECT   11    5                                                            
CONECT   12    7   13   14                                                  
CONECT   13   12   15   16                                                  
CONECT   14   12                                                            
CONECT   15   13                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END
Download

3D PDB for NP0001358 (Hydroxykynurenine)

COMPND    HMDB0000732
HETATM    1  N1  UNL     1      -1.186  -0.745  -2.136  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.826  -0.367  -0.927  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.194  -0.384  -0.880  1.00  0.00           C  
HETATM    4  O1  UNL     1      -3.961  -0.756  -1.965  1.00  0.00           O  
HETATM    5  C3  UNL     1      -3.828  -0.021   0.281  1.00  0.00           C  
HETATM    6  C4  UNL     1      -3.057   0.357   1.385  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.659   0.365   1.307  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.035  -0.001   0.138  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.408  -0.020  -0.027  1.00  0.00           C  
HETATM   10  O2  UNL     1       0.966  -0.356  -1.100  1.00  0.00           O  
HETATM   11  C8  UNL     1       1.223   0.381   1.145  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.704   0.323   0.858  1.00  0.00           C  
HETATM   13  N2  UNL     1       3.150  -0.987   0.492  1.00  0.00           N  
HETATM   14  C10 UNL     1       3.139   1.336  -0.108  1.00  0.00           C  
HETATM   15  O3  UNL     1       2.871   2.550  -0.003  1.00  0.00           O  
HETATM   16  O4  UNL     1       3.890   0.934  -1.204  1.00  0.00           O  
HETATM   17  H1  UNL     1      -1.211  -1.748  -2.417  1.00  0.00           H  
HETATM   18  H2  UNL     1      -0.687  -0.088  -2.772  1.00  0.00           H  
HETATM   19  H3  UNL     1      -3.478  -1.021  -2.813  1.00  0.00           H  
HETATM   20  H4  UNL     1      -4.915  -0.022   0.357  1.00  0.00           H  
HETATM   21  H5  UNL     1      -3.531   0.648   2.312  1.00  0.00           H  
HETATM   22  H6  UNL     1      -1.056   0.659   2.164  1.00  0.00           H  
HETATM   23  H7  UNL     1       0.978   1.420   1.414  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.027  -0.283   2.004  1.00  0.00           H  
HETATM   25  H9  UNL     1       3.210   0.572   1.837  1.00  0.00           H  
HETATM   26  H10 UNL     1       2.441  -1.683   0.806  1.00  0.00           H  
HETATM   27  H11 UNL     1       4.056  -1.246   0.950  1.00  0.00           H  
HETATM   28  H12 UNL     1       4.562   0.181  -1.099  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   14   25
CONECT   13   26   27
CONECT   14   15   15   16
CONECT   16   28
END
Download

SMILES for NP0001358 (Hydroxykynurenine)

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

INCHI for NP0001358 (Hydroxykynurenine)

InChI=1S/C10H12N2O4/c11-6(10(15)16)4-8(14)5-2-1-3-7(13)9(5)12/h1-3,6,13H,4,11-12H2,(H,15,16)
Download
View in JSmol
Synonyms
ValueSource
2-Amino-4-(2-amino-3-hydroxyphenyl)-4-oxobutanoic acidChEBI
3-(3-Hydroxyanthraniloyl)alanineChEBI
3-Hydroxy-DL-kynurenineChEBI
2-Amino-4-(2-amino-3-hydroxyphenyl)-4-oxobutanoateGenerator
3-(3-Hydroxyanthraniloyl)-alanineHMDB
3-Hydroxy-kynurenineHMDB
3-HydroxykynurenineHMDB
DL-3-HydroxykynurenineHMDB
HydroxykinurenineHMDB
OH-KynurenineHMDB
3-Hydroxykynurenine, (DL)-isomerHMDB
3-Hydroxykynurenine, (D)-isomerHMDB
3-Hydroxykynurenine, (L)-isomerHMDB
Chemical FormulaC10H12N2O4
Average Mass224.2133 Da
Monoisotopic Mass224.07971 Da
IUPAC Name2-amino-4-(2-amino-3-hydroxyphenyl)-4-oxobutanoic acid
Traditional Namehydroxykynurenine
CAS Registry Number484-78-6
SMILES
NC(CC(=O)C1=C(N)C(O)=CC=C1)C(O)=O
InChI Identifier
InChI=1S/C10H12N2O4/c11-6(10(15)16)4-8(14)5-2-1-3-7(13)9(5)12/h1-3,6,13H,4,11-12H2,(H,15,16)
InChI KeyVCKPUUFAIGNJHC-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, simulated)V.dorna832021-09-06View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, 5%_DMSO, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, simulated)v.dorna83@yahoo.comNot AvailableNot Available2021-08-11View Spectrum
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchosFooDB
AnatidaeFooDB
Annona squamosaKNApSAcK Database
Anser anserFooDB
Bison bisonFooDB
Bombyx moriLOTUS Database
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Calliphora vicinaLOTUS Database
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Eremothecium ashbyiLOTUS Database
Gallus gallusFooDB
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Species Where Detected
Species NameSourceReference
Blumeria graminisKNApSAcK Database
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
  • Alpha-amino acid
  • Alpha-amino acid or derivatives
  • Gamma-keto acid
  • O-aminophenol
  • Aryl alkyl ketone
  • Aniline or substituted anilines
  • Benzoyl
  • Aminophenol
  • Phenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Keto acid
  • Beta-aminoketone
  • Monocyclic benzene moiety
  • Benzenoid
  • Vinylogous amide
  • Amino acid or derivatives
  • Amino acid
  • Carboxylic acid
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Organonitrogen compound
  • Primary amine
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxide
  • Organic nitrogen compound
  • Amine
  • Primary aliphatic amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point217 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility3.33 g/LALOGPS
logP-2.1ALOGPS
logP-2.2ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)0.99ChemAxon
pKa (Strongest Basic)8.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area126.64 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity57.03 m³·mol⁻¹ChemAxon
Polarizability21.79 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0000732
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022210
KNApSAcK IDC00007443
Chemspider ID87
KEGG Compound IDC02794
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link3-Hydroxykynurenine
METLIN ID5700
PubChem Compound89
PDB IDNot Available
ChEBI ID1547
Good Scents IDNot Available
References
General References
  1. Schwarcz R, Rassoulpour A, Wu HQ, Medoff D, Tamminga CA, Roberts RC: Increased cortical kynurenate content in schizophrenia. Biol Psychiatry. 2001 Oct 1;50(7):521-30. [PubMed:11600105 ]
  2. Pearson SJ, Reynolds GP: Determination of 3-hydroxykynurenine in human brain and plasma by high-performance liquid chromatography with electrochemical detection. Increased concentrations in hepatic encephalopathy. J Chromatogr. 1991 Apr 19;565(1-2):436-40. [PubMed:1874889 ]
  3. Reynolds GP, Pearson SJ: Neurochemical-clinical correlates in Huntington's disease--applications of brain banking techniques. J Neural Transm Suppl. 1993;39:207-14. [PubMed:8103075 ]
  4. Reynolds GP, Pearson SJ: Increased brain 3-hydroxykynurenine in Huntington's disease. Lancet. 1989 Oct 21;2(8669):979-80. [PubMed:2571888 ]
  5. Guidetti P, Reddy PH, Tagle DA, Schwarcz R: Early kynurenergic impairment in Huntington's disease and in a transgenic animal model. Neurosci Lett. 2000 Apr 14;283(3):233-5. [PubMed:10754231 ]
  6. Pearson SJ, Reynolds GP: Increased brain concentrations of a neurotoxin, 3-hydroxykynurenine, in Huntington's disease. Neurosci Lett. 1992 Sep 14;144(1-2):199-201. [PubMed:1436703 ]
  7. Lee HJ, Bach JH, Chae HS, Lee SH, Joo WS, Choi SH, Kim KY, Lee WB, Kim SS: Mitogen-activated protein kinase/extracellular signal-regulated kinase attenuates 3-hydroxykynurenine-induced neuronal cell death. J Neurochem. 2004 Feb;88(3):647-56. [PubMed:14720214 ]
  8. Guidetti P, Bates GP, Graham RK, Hayden MR, Leavitt BR, MacDonald ME, Slow EJ, Wheeler VC, Woodman B, Schwarcz R: Elevated brain 3-hydroxykynurenine and quinolinate levels in Huntington disease mice. Neurobiol Dis. 2006 Jul;23(1):190-7. Epub 2006 May 12. [PubMed:16697652 ]