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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:56:15 UTC

Update Date

2021-09-26 23:11:11 UTC

HMDB ID

HMDB0255930

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Olaquindox

Description

Olaquindox, also known as bay va 9391 or bisergon, belongs to the class of organic compounds known as quinoxalines. Quinoxalines are compounds containing a quinoxaline moiety, a bicyclic heterocycle made up of a benzene ring fused to a pyrazine ring. Based on a literature review a significant number of articles have been published on Olaquindox. This compound has been identified in human blood as reported by (PMID: 31557052 ). Olaquindox is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Olaquindox is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0255930
     RDKit          3D
Olaquindox
 32 33  0  0  0  0  0  0  0  0999 V2000
   -0.3963    1.2521   -2.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5124    0.5713   -1.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0370    0.1383    0.1201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3515    0.3049    0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7905   -0.1439    1.7539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1822    0.8701   -0.2591 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5684    1.0885    0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3016   -0.2333   -0.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6658    0.0008    0.1959 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9062   -0.4670    0.9680 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.4397   -0.8999    2.1783 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.1900   -0.6317    0.6174 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0662   -1.2624    1.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3758   -1.4274    1.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8144   -0.9767   -0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9762   -0.3629   -0.9650 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6351   -0.1856   -0.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7985    0.4147   -1.4649 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.2451    0.8570   -2.6849 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.8443    2.1730   -1.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1886    1.5892   -2.9697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2348    0.5918   -2.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8637   -1.1660    1.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9696    1.7429   -0.7932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7590    1.5829    0.9901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9408   -0.9742    0.6471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2554   -0.5911   -1.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9495    0.7578   -0.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6753   -1.6019    2.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0793   -1.9105    1.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8611   -1.1088   -0.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2723    0.0079   -1.9442 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
  4  5  1  0
  4  6  2  3
  6  7  1  0
  7  8  1  0
  8  9  1  0
  3 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18  2  1  0
 17 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
M  CHG  4  10   1  11  -1  18   1  19  -1
M  END

  Mrv1572004221604052D          

 19 20  0  0  0  0            999 V2000
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  7  6  1  0  0  0  0
  8  1  1  0  0  0  0
  9  4  2  0  0  0  0
 10  5  2  0  0  0  0
 10  9  1  0  0  0  0
 11  8  1  0  0  0  0
 12 11  1  0  0  0  0
 13  6  1  4  0  0  0
 13 12  2  0  0  0  0
 14  8  2  0  0  0  0
 14  9  1  0  0  0  0
 15 10  1  0  0  0  0
 15 11  2  0  0  0  0
 16  7  1  0  0  0  0
 17 12  1  0  0  0  0
 18 14  2  0  0  0  0
 19 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255930

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=N(=O)C2=CC=CC=C2N(=O)=C1C(O)=NCCO

> <INCHI_IDENTIFIER>
InChI=1S/C12H13N3O4/c1-8-11(12(17)13-6-7-16)15(19)10-5-3-2-4-9(10)14(8)18/h2-5,16H,6-7H2,1H3,(H,13,17)

> <INCHI_KEY>
TURHTASYUMWZCC-UHFFFAOYSA-N

> <FORMULA>
C12H13N3O4

> <MOLECULAR_WEIGHT>
263.253

> <EXACT_MASS>
263.090605911

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
26.176227549801826

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(2-hydroxyethyl)-3-methyl-1,4-dioxo-1λ⁵,4λ⁵-quinoxaline-2-carboximidic acid

> <ALOGPS_LOGP>
-0.74

> <JCHEM_LOGP>
-0.5404051116666664

> <ALOGPS_LOGS>
-3.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.572584284534198

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.171087288757643

> <JCHEM_PKA_STRONGEST_BASIC>
1.5879212472407986

> <JCHEM_POLAR_SURFACE_AREA>
103.74000000000001

> <JCHEM_REFRACTIVITY>
71.01869999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.57e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(2-hydroxyethyl)-3-methyl-1,4-dioxo-1λ⁵,4λ⁵-quinoxaline-2-carboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255930
     RDKit          3D
Olaquindox
 32 33  0  0  0  0  0  0  0  0999 V2000
   -0.3963    1.2521   -2.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5124    0.5713   -1.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0370    0.1383    0.1201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3515    0.3049    0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7905   -0.1439    1.7539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1822    0.8701   -0.2591 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5684    1.0885    0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3016   -0.2333   -0.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6658    0.0008    0.1959 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9062   -0.4670    0.9680 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.4397   -0.8999    2.1783 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.1900   -0.6317    0.6174 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0662   -1.2624    1.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3758   -1.4274    1.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8144   -0.9767   -0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9762   -0.3629   -0.9650 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6351   -0.1856   -0.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7985    0.4147   -1.4649 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.2451    0.8570   -2.6849 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.8443    2.1730   -1.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1886    1.5892   -2.9697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2348    0.5918   -2.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8637   -1.1660    1.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9696    1.7429   -0.7932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7590    1.5829    0.9901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9408   -0.9742    0.6471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2554   -0.5911   -1.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9495    0.7578   -0.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6753   -1.6019    2.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0793   -1.9105    1.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8611   -1.1088   -0.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2723    0.0079   -1.9442 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
  4  5  1  0
  4  6  2  3
  6  7  1  0
  7  8  1  0
  8  9  1  0
  3 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18  2  1  0
 17 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
M  CHG  4  10   1  11  -1  18   1  19  -1
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       9.336   3.850   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       5.335   1.540   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       5.335   4.620   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0      13.337   4.620   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    9                                                       
CONECT    5    3   10                                                       
CONECT    6    7   13                                                       
CONECT    7    6   16                                                       
CONECT    8    1   11   14                                                  
CONECT    9    4   10   14                                                  
CONECT   10    5    9   15                                                  
CONECT   11    8   12   15                                                  
CONECT   12   11   13   17                                                  
CONECT   13    6   12                                                       
CONECT   14    8    9   18                                                  
CONECT   15   10   11   19                                                  
CONECT   16    7                                                            
CONECT   17   12                                                            
CONECT   18   14                                                            
CONECT   19   15                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0255930
HETATM    1  C1  UNL     1      -0.396   1.252  -2.086  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.512   0.571  -1.095  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.037   0.138   0.120  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.352   0.305   0.523  1.00  0.00           C  
HETATM    5  O1  UNL     1      -1.790  -0.144   1.754  1.00  0.00           O  
HETATM    6  N1  UNL     1      -2.182   0.870  -0.259  1.00  0.00           N  
HETATM    7  C5  UNL     1      -3.568   1.089   0.029  1.00  0.00           C  
HETATM    8  C6  UNL     1      -4.302  -0.233  -0.091  1.00  0.00           C  
HETATM    9  O2  UNL     1      -5.666   0.001   0.196  1.00  0.00           O  
HETATM   10  N2  UNL     1       0.906  -0.467   0.968  1.00  0.00           N1+
HETATM   11  O3  UNL     1       0.440  -0.900   2.178  1.00  0.00           O1-
HETATM   12  C7  UNL     1       2.190  -0.632   0.617  1.00  0.00           C  
HETATM   13  C8  UNL     1       3.066  -1.262   1.517  1.00  0.00           C  
HETATM   14  C9  UNL     1       4.376  -1.427   1.153  1.00  0.00           C  
HETATM   15  C10 UNL     1       4.814  -0.977  -0.081  1.00  0.00           C  
HETATM   16  C11 UNL     1       3.976  -0.363  -0.965  1.00  0.00           C  
HETATM   17  C12 UNL     1       2.635  -0.186  -0.610  1.00  0.00           C  
HETATM   18  N3  UNL     1       1.799   0.415  -1.465  1.00  0.00           N1+
HETATM   19  O4  UNL     1       2.245   0.857  -2.685  1.00  0.00           O1-
HETATM   20  H1  UNL     1      -0.844   2.173  -1.666  1.00  0.00           H  
HETATM   21  H2  UNL     1       0.189   1.589  -2.970  1.00  0.00           H  
HETATM   22  H3  UNL     1      -1.235   0.592  -2.381  1.00  0.00           H  
HETATM   23  H4  UNL     1      -1.864  -1.166   1.854  1.00  0.00           H  
HETATM   24  H5  UNL     1      -3.970   1.743  -0.793  1.00  0.00           H  
HETATM   25  H6  UNL     1      -3.759   1.583   0.990  1.00  0.00           H  
HETATM   26  H7  UNL     1      -3.941  -0.974   0.647  1.00  0.00           H  
HETATM   27  H8  UNL     1      -4.255  -0.591  -1.138  1.00  0.00           H  
HETATM   28  H9  UNL     1      -5.949   0.758  -0.385  1.00  0.00           H  
HETATM   29  H10 UNL     1       2.675  -1.602   2.480  1.00  0.00           H  
HETATM   30  H11 UNL     1       5.079  -1.911   1.824  1.00  0.00           H  
HETATM   31  H12 UNL     1       5.861  -1.109  -0.372  1.00  0.00           H  
HETATM   32  H13 UNL     1       4.272   0.008  -1.944  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    3   18
CONECT    3    4   10
CONECT    4    5    6    6
CONECT    5   23
CONECT    6    7
CONECT    7    8   24   25
CONECT    8    9   26   27
CONECT    9   28
CONECT   10   11   12   12
CONECT   12   13   17
CONECT   13   14   14   29
CONECT   14   15   30
CONECT   15   16   16   31
CONECT   16   17   32
CONECT   17   18   18
CONECT   18   19
END

HMDB0255930
     RDKit          3D
Olaquindox
 32 33  0  0  0  0  0  0  0  0999 V2000
   -0.3963    1.2521   -2.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5124    0.5713   -1.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0370    0.1383    0.1201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3515    0.3049    0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7905   -0.1439    1.7539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1822    0.8701   -0.2591 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5684    1.0885    0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3016   -0.2333   -0.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6658    0.0008    0.1959 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9062   -0.4670    0.9680 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.4397   -0.8999    2.1783 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.1900   -0.6317    0.6174 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0662   -1.2624    1.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3758   -1.4274    1.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8144   -0.9767   -0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9762   -0.3629   -0.9650 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6351   -0.1856   -0.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7985    0.4147   -1.4649 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.2451    0.8570   -2.6849 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.8443    2.1730   -1.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1886    1.5892   -2.9697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2348    0.5918   -2.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8637   -1.1660    1.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9696    1.7429   -0.7932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7590    1.5829    0.9901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9408   -0.9742    0.6471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2554   -0.5911   -1.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9495    0.7578   -0.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6753   -1.6019    2.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0793   -1.9105    1.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8611   -1.1088   -0.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2723    0.0079   -1.9442 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
  4  5  1  0
  4  6  2  3
  6  7  1  0
  7  8  1  0
  8  9  1  0
  3 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18  2  1  0
 17 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
M  CHG  4  10   1  11  -1  18   1  19  -1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
N-(2-Hydroxyethyl)-3-methyl-1,4-dioxo-1,4-quinoxaline-2-carboximidate	HMDB
Bay va 9391	HMDB
2-(N-2'-Hydroxyethylcarbamoyl)-3-methylquinoxaline- di-N-oxide	HMDB
Bisergon	HMDB
Bayo-N-ox	HMDB
Olanquindox	HMDB
N-(2-Hydroxyethyl)-3-methyl-1,4-dioxo-1λ⁵,4λ⁵-quinoxaline-2-carboximidate	HMDB
Olaquindox	KEGG

Chemical Formula

C₁₂H₁₃N₃O₄

Average Molecular Weight

263.253

Monoisotopic Molecular Weight

263.090605911

IUPAC Name

N-(2-hydroxyethyl)-3-methyl-1,4-dioxo-1λ⁵,4λ⁵-quinoxaline-2-carboximidic acid

Traditional Name

N-(2-hydroxyethyl)-3-methyl-1,4-dioxo-1λ⁵,4λ⁵-quinoxaline-2-carboximidic acid

CAS Registry Number

Not Available

SMILES

CC1=N(=O)C2=CC=CC=C2N(=O)=C1C(O)=NCCO

InChI Identifier

InChI=1S/C12H13N3O4/c1-8-11(12(17)13-6-7-16)15(19)10-5-3-2-4-9(10)14(8)18/h2-5,16H,6-7H2,1H3,(H,13,17)

InChI Key

TURHTASYUMWZCC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinoxalines. Quinoxalines are compounds containing a quinoxaline moiety, a bicyclic heterocycle made up of a benzene ring fused to a pyrazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Quinoxalines

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Quinoxaline
N-acylethanolamine
Benzenoid
Vinylogous amide
Carboxamide group
Secondary carboxylic acid amide
Alkanolamine
Carboxylic acid derivative
Organic oxoazanium
Azacycle
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Aminoxide
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic zwitterion
Carbonyl group
Organic oxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.74	ALOGPS
logP	-0.54	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	5.17	ChemAxon
pKa (Strongest Basic)	1.59	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	103.74 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	71.02 m³·mol⁻¹	ChemAxon
Polarizability	26.18 Å³	ChemAxon
Number of Rings	2	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
DeepCCS	[M+H]+	153.941	30932474
DeepCCS	[M-H]-	151.546	30932474
DeepCCS	[M-2H]-	184.655	30932474
DeepCCS	[M+Na]+	159.854	30932474
AllCCS	[M+H]+	157.8	32859911
AllCCS	[M+H-H2O]+	154.3	32859911
AllCCS	[M+NH4]+	161.1	32859911
AllCCS	[M+Na]+	162.0	32859911
AllCCS	[M-H]-	158.9	32859911
AllCCS	[M+Na-2H]-	158.7	32859911
AllCCS	[M+HCOO]-	158.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Olaquindox	CC1=N(=O)C2=CC=CC=C2N(=O)=C1C(O)=NCCO	3218.7	Standard polar	33892256
Olaquindox	CC1=N(=O)C2=CC=CC=C2N(=O)=C1C(O)=NCCO	2668.9	Standard non polar	33892256
Olaquindox	CC1=N(=O)C2=CC=CC=C2N(=O)=C1C(O)=NCCO	2745.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Olaquindox GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pc0-1290000000-cea97d9cd140636865bc	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Olaquindox GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Olaquindox GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Olaquindox GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Olaquindox GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Olaquindox GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Olaquindox GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Olaquindox GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	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 - Olaquindox 10V, Positive-QTOF	splash10-03di-9080000000-88e1899afc814ab88fb0	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olaquindox 20V, Positive-QTOF	splash10-03di-9000000000-64af3ad83ca7737f4b3f	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olaquindox 40V, Positive-QTOF	splash10-0006-9000000000-f9870b6b209156c130f0	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olaquindox 10V, Negative-QTOF	splash10-03di-1090000000-b4da9ca7a5ce47180230	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olaquindox 20V, Negative-QTOF	splash10-03di-6090000000-e292a40f6427c928a1a0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olaquindox 40V, Negative-QTOF	splash10-0006-9100000000-56ee06f6e910737353fd	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

64916

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71905

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Olaquindox (HMDB0255930)

MOL for HMDB0255930 (Olaquindox)

3D MOL for HMDB0255930 (Olaquindox)

3D SDF for HMDB0255930 (Olaquindox)

3D-SDF for HMDB0255930 (Olaquindox)

PDB for HMDB0255930 (Olaquindox)

3D PDB for HMDB0255930 (Olaquindox)

SMILES for HMDB0255930 (Olaquindox)

INCHI for HMDB0255930 (Olaquindox)

Structure for HMDB0255930 (Olaquindox)

3D Structure for HMDB0255930 (Olaquindox)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra