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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:41:37 UTC

Update Date

2021-09-26 23:02:10 UTC

HMDB ID

HMDB0250601

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ciadox

Description

Ciadox, also known as cyadox, 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 very few articles have been published on Ciadox. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ciadox is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ciadox 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

HMDB0250601
     RDKit          3D
Ciadox
 29 30  0  0  0  0  0  0  0  0999 V2000
   -2.7965   -0.7076   -5.7525 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9567   -0.3109   -4.6983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1881    0.2019   -3.3467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0762    1.0625   -2.8865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0801    1.2858   -3.6118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1336    1.6492   -1.5990 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1142    2.4414   -1.1703 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1291    2.2953   -0.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2730    1.0977    0.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4401   -0.0732    0.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0696   -1.2086    0.8822 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.8248   -2.3461    0.7693 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.0269   -1.1874    1.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4172   -2.3263    2.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5597   -2.2352    3.0736 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3104   -1.0784    3.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9027    0.0321    2.4939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7577   -0.0216    1.7203 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3846    1.0900    1.0607 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.1021    2.2612    1.1358 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.2959   -0.6903   -2.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1566    0.7594   -3.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9946    1.4367   -1.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5342    3.1910   -0.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3464   -0.1503   -0.3837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8125   -3.2002    2.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8646   -3.1385    3.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -1.0914    3.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4510    0.9619    2.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19  9  1  0
 18 13  1  0
  3 21  1  0
  3 22  1  0
  6 23  1  0
  8 24  1  0
 10 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
M  CHG  4  11   1  12  -1  19   1  20  -1
M  END

  Mrv1652309112109412D          

 20 21  0  0  0  0            999 V2000
   -1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 N   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
    3.5724    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12  9  1  4  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  3  0  0  0  0
  7 20  1  0  0  0  0
M  CHG  4   7   1  10   1  11  -1  20  -1
M  END
> <DATABASE_ID>
HMDB0250601

> <DATABASE_NAME>
hmdb

> <SMILES>
[O-][N+]1=CC(C=NNC(=O)CC#N)=[N+]([O-])C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C12H9N5O3/c13-6-5-12(18)15-14-7-9-8-16(19)10-3-1-2-4-11(10)17(9)20/h1-4,7-8H,5H2,(H,15,18)

> <INCHI_KEY>
MBCZYLSVSCJJJQ-UHFFFAOYSA-N

> <FORMULA>
C12H9N5O3

> <MOLECULAR_WEIGHT>
271.236

> <EXACT_MASS>
271.07053917

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
25.355479646042756

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{[(2-cyanoacetamido)imino]methyl}quinoxaline-1,4-diium-1,4-bis(olate)

> <ALOGPS_LOGP>
-0.01

> <JCHEM_LOGP>
-1.0867872883333327

> <ALOGPS_LOGS>
-3.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.169238236346924

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.835669019385999

> <JCHEM_PKA_STRONGEST_BASIC>
1.1273287486936332

> <JCHEM_POLAR_SURFACE_AREA>
119.13

> <JCHEM_REFRACTIVITY>
71.2687

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.51e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{[(2-cyanoacetamido)imino]methyl}quinoxaline-1,4-diium-1,4-bis(olate)

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250601
     RDKit          3D
Ciadox
 29 30  0  0  0  0  0  0  0  0999 V2000
   -2.7965   -0.7076   -5.7525 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9567   -0.3109   -4.6983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1881    0.2019   -3.3467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0762    1.0625   -2.8865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0801    1.2858   -3.6118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1336    1.6492   -1.5990 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1142    2.4414   -1.1703 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1291    2.2953   -0.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2730    1.0977    0.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4401   -0.0732    0.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0696   -1.2086    0.8822 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.8248   -2.3461    0.7693 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.0269   -1.1874    1.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4172   -2.3263    2.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5597   -2.2352    3.0736 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3104   -1.0784    3.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9027    0.0321    2.4939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7577   -0.0216    1.7203 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3846    1.0900    1.0607 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.1021    2.2612    1.1358 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.2959   -0.6903   -2.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1566    0.7594   -3.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9946    1.4367   -1.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5342    3.1910   -0.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3464   -0.1503   -0.3837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8125   -3.2002    2.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8646   -3.1385    3.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -1.0914    3.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4510    0.9619    2.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19  9  1  0
 18 13  1  0
  3 21  1  0
  3 22  1  0
  6 23  1  0
  8 24  1  0
 10 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
M  CHG  4  11   1  12  -1  19   1  20  -1
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.000   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.000   7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       1.334   8.470   0.000  0.00  0.00           N+1
HETATM    8  C   UNK     0       2.667   7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       1.334   5.390   0.000  0.00  0.00           N+1
HETATM   11  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O-1
HETATM   12  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       4.001   3.850   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       5.335   3.080   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.668   5.390   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      10.669   4.620   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0       1.334  10.010   0.000  0.00  0.00           O-1
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   20                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9    4   11                                                  
CONECT   11   10                                                            
CONECT   12    9   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20    7                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0250601
HETATM    1  N1  UNL     1      -2.797  -0.708  -5.752  1.00  0.00           N  
HETATM    2  C1  UNL     1      -2.957  -0.311  -4.698  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.188   0.202  -3.347  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.076   1.062  -2.887  1.00  0.00           C  
HETATM    5  O1  UNL     1      -1.080   1.286  -3.612  1.00  0.00           O  
HETATM    6  N2  UNL     1      -2.134   1.649  -1.599  1.00  0.00           N  
HETATM    7  N3  UNL     1      -1.114   2.441  -1.170  1.00  0.00           N  
HETATM    8  C4  UNL     1      -0.129   2.295  -0.427  1.00  0.00           C  
HETATM    9  C5  UNL     1       0.273   1.098   0.287  1.00  0.00           C  
HETATM   10  C6  UNL     1      -0.440  -0.073   0.216  1.00  0.00           C  
HETATM   11  N4  UNL     1      -0.070  -1.209   0.882  1.00  0.00           N1+
HETATM   12  O2  UNL     1      -0.825  -2.346   0.769  1.00  0.00           O1-
HETATM   13  C7  UNL     1       1.027  -1.187   1.634  1.00  0.00           C  
HETATM   14  C8  UNL     1       1.417  -2.326   2.315  1.00  0.00           C  
HETATM   15  C9  UNL     1       2.560  -2.235   3.074  1.00  0.00           C  
HETATM   16  C10 UNL     1       3.310  -1.078   3.177  1.00  0.00           C  
HETATM   17  C11 UNL     1       2.903   0.032   2.494  1.00  0.00           C  
HETATM   18  C12 UNL     1       1.758  -0.022   1.720  1.00  0.00           C  
HETATM   19  N5  UNL     1       1.385   1.090   1.061  1.00  0.00           N1+
HETATM   20  O3  UNL     1       2.102   2.261   1.136  1.00  0.00           O1-
HETATM   21  H1  UNL     1      -3.296  -0.690  -2.667  1.00  0.00           H  
HETATM   22  H2  UNL     1      -4.157   0.759  -3.278  1.00  0.00           H  
HETATM   23  H3  UNL     1      -2.995   1.437  -1.023  1.00  0.00           H  
HETATM   24  H4  UNL     1       0.534   3.191  -0.285  1.00  0.00           H  
HETATM   25  H5  UNL     1      -1.346  -0.150  -0.384  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.812  -3.200   2.211  1.00  0.00           H  
HETATM   27  H7  UNL     1       2.865  -3.138   3.610  1.00  0.00           H  
HETATM   28  H8  UNL     1       4.206  -1.091   3.801  1.00  0.00           H  
HETATM   29  H9  UNL     1       3.451   0.962   2.539  1.00  0.00           H  
CONECT    1    2    2    2
CONECT    2    3
CONECT    3    4   21   22
CONECT    4    5    5    6
CONECT    6    7   23
CONECT    7    8    8
CONECT    8    9   24
CONECT    9   10   10   19
CONECT   10   11   25
CONECT   11   12   13   13
CONECT   13   14   18
CONECT   14   15   15   26
CONECT   15   16   27
CONECT   16   17   17   28
CONECT   17   18   29
CONECT   18   19   19
CONECT   19   20
END

HMDB0250601
     RDKit          3D
Ciadox
 29 30  0  0  0  0  0  0  0  0999 V2000
   -2.7965   -0.7076   -5.7525 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9567   -0.3109   -4.6983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1881    0.2019   -3.3467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0762    1.0625   -2.8865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0801    1.2858   -3.6118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1336    1.6492   -1.5990 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1142    2.4414   -1.1703 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1291    2.2953   -0.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2730    1.0977    0.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4401   -0.0732    0.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0696   -1.2086    0.8822 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.8248   -2.3461    0.7693 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.0269   -1.1874    1.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4172   -2.3263    2.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5597   -2.2352    3.0736 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3104   -1.0784    3.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9027    0.0321    2.4939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7577   -0.0216    1.7203 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3846    1.0900    1.0607 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.1021    2.2612    1.1358 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.2959   -0.6903   -2.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1566    0.7594   -3.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9946    1.4367   -1.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5342    3.1910   -0.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3464   -0.1503   -0.3837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8125   -3.2002    2.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8646   -3.1385    3.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -1.0914    3.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4510    0.9619    2.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19  9  1  0
 18 13  1  0
  3 21  1  0
  3 22  1  0
  6 23  1  0
  8 24  1  0
 10 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
M  CHG  4  11   1  12  -1  19   1  20  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Cyano-N-[(1,4-dioxo-1,4-quinoxalin-2-yl)methylidene]ethanehydrazonate	HMDB
2-Formylquinoxaline-1,4-dioxide cyanoacetylhydrazone	HMDB
Cyadox	HMDB

Chemical Formula

C₁₂H₉N₅O₃

Average Molecular Weight

271.236

Monoisotopic Molecular Weight

271.07053917

IUPAC Name

3-{[(2-cyanoacetamido)imino]methyl}quinoxaline-1,4-diium-1,4-bis(olate)

Traditional Name

3-{[(2-cyanoacetamido)imino]methyl}quinoxaline-1,4-diium-1,4-bis(olate)

CAS Registry Number

Not Available

SMILES

[O-][N+]1=CC(C=NNC(=O)CC#N)=[N+]([O-])C2=CC=CC=C12

InChI Identifier

InChI=1S/C12H9N5O3/c13-6-5-12(18)15-14-7-9-8-16(19)10-3-1-2-4-11(10)17(9)20/h1-4,7-8H,5H2,(H,15,18)

InChI Key

MBCZYLSVSCJJJQ-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

Quinoxaline
Benzenoid
Pyrazinium
Pyrazine
Heteroaromatic compound
Azacycle
Nitrile
Carbonitrile
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
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	-0.01	ALOGPS
logP	-1.1	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	7.84	ChemAxon
pKa (Strongest Basic)	1.13	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	119.13 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	71.27 m³·mol⁻¹	ChemAxon
Polarizability	25.36 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-2H]-	186.915	30932474
DeepCCS	[M+Na]+	162.716	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ciadox	[O-][N+]1=CC(C=NNC(=O)CC#N)=[N+]([O-])C2=CC=CC=C12	3110.2	Standard polar	33892256
Ciadox	[O-][N+]1=CC(C=NNC(=O)CC#N)=[N+]([O-])C2=CC=CC=C12	2621.2	Standard non polar	33892256
Ciadox	[O-][N+]1=CC(C=NNC(=O)CC#N)=[N+]([O-])C2=CC=CC=C12	3118.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ciadox,1TMS,isomer #1	C[Si](C)(C)N(N=CC1=C[N+]([O-])=C2C=CC=CC2=[N+]1[O-])C(=O)CC#N	2803.3	Semi standard non polar	33892256
Ciadox,1TMS,isomer #1	C[Si](C)(C)N(N=CC1=C[N+]([O-])=C2C=CC=CC2=[N+]1[O-])C(=O)CC#N	2661.1	Standard non polar	33892256
Ciadox,1TMS,isomer #1	C[Si](C)(C)N(N=CC1=C[N+]([O-])=C2C=CC=CC2=[N+]1[O-])C(=O)CC#N	3858.4	Standard polar	33892256
Ciadox,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(N=CC1=C[N+]([O-])=C2C=CC=CC2=[N+]1[O-])C(=O)CC#N	2999.1	Semi standard non polar	33892256
Ciadox,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(N=CC1=C[N+]([O-])=C2C=CC=CC2=[N+]1[O-])C(=O)CC#N	2870.0	Standard non polar	33892256
Ciadox,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(N=CC1=C[N+]([O-])=C2C=CC=CC2=[N+]1[O-])C(=O)CC#N	3786.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ciadox GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kf-9360000000-15a9e47162bfea99f8fb	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ciadox GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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

21162270

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

135565684

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 Ciadox (HMDB0250601)

MOL for HMDB0250601 (Ciadox)

3D MOL for HMDB0250601 (Ciadox)

3D SDF for HMDB0250601 (Ciadox)

3D-SDF for HMDB0250601 (Ciadox)

PDB for HMDB0250601 (Ciadox)

3D PDB for HMDB0250601 (Ciadox)

SMILES for HMDB0250601 (Ciadox)

INCHI for HMDB0250601 (Ciadox)

Structure for HMDB0250601 (Ciadox)

3D Structure for HMDB0250601 (Ciadox)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra