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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:45:18 UTC

Update Date

2022-03-07 02:53:06 UTC

HMDB ID

HMDB0031762

Secondary Accession Numbers

HMDB31762

Metabolite Identification

Common Name

Carbadox

Description

Carbadox is found in animal foods. Animal growth promoter especially for pigs. Banned in the EU. Carbadox is a permitted in USA subject to a 45-day withdrawal period (2001) Carbadox is a drug that combats parasite infection. In early 2004 it was banned by the Canadian government as a livestock feed additive and for human consumption. The European Union also forbids the use of Carbadox at any level. It is approved in the United States for use in swine for up to 42 days before slaughter

Structure

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

HMDB0031762
     RDKit          3D
Carbadox
 29 30  0  0  0  0  0  0  0  0999 V2000
    6.2187    0.0718    1.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4425    0.0528    0.0016 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0723    0.2061   -0.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4507    0.3784    1.0258 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3154    0.1809   -1.2517 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275    0.3396   -1.2660 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1343   -0.2298   -0.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3083   -0.0334   -0.4788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8661    0.7752   -1.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2041    0.9727   -1.5156 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.7789    1.7788   -2.4757 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.9913    0.3571   -0.6142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3674    0.5367   -0.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2165   -0.0711    0.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6696   -0.8830    1.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3020   -1.0688    1.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4551   -0.4588    0.3639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1041   -0.6428    0.4157 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.6196   -1.4594    1.4018 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.5693   -0.9413    1.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7555    0.5448    2.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1603    0.6468    0.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7754    0.0407   -2.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5946   -0.8561    0.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2695    1.2910   -2.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7702    1.1710   -1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2756    0.1142    0.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3104   -1.3725    1.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9077   -1.6998    2.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 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  8  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
  9 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
M  CHG  4  10   1  11  -1  18   1  19  -1
M  END


  Mrv0541 03191307072D          

 19 20  0  0  0  0            999 V2000
    0.0000   -6.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -7.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -5.3035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.1286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -5.3035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -4.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -5.3035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -4.8910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -5.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -4.8911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -5.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -4.8910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.5410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.1286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  9  1  0  0  0  0
  1  6  2  0  0  0  0
  8  1  1  0  0  0  0
  7  8  2  0  0  0  0
  9 10  2  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  8 17  2  0  0  0  0
  9 18  2  0  0  0  0
 14 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031762

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)N\N=C\C1=N(=O)C2=C(C=CC=C2)N(=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H10N4O4/c1-19-11(16)13-12-6-8-7-14(17)9-4-2-3-5-10(9)15(8)18/h2-7H,1H3,(H,13,16)/b12-6+

> <INCHI_KEY>
OVGGLBAWFMIPPY-WUXMJOGZSA-N

> <FORMULA>
C11H10N4O4

> <MOLECULAR_WEIGHT>
262.2215

> <EXACT_MASS>
262.070204828

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
24.59817971870804

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N'-[(1E)-(1,4-dioxo-1λ⁵,4λ⁵-quinoxalin-2-yl)methylidene]methoxycarbohydrazide

> <ALOGPS_LOGP>
0.04

> <JCHEM_LOGP>
-0.7063662483333331

> <ALOGPS_LOGS>
-3.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.596716698002085

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4190900945499356

> <JCHEM_POLAR_SURFACE_AREA>
101.60999999999999

> <JCHEM_REFRACTIVITY>
68.24199999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.74e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
carbadox

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031762
     RDKit          3D
Carbadox
 29 30  0  0  0  0  0  0  0  0999 V2000
    6.2187    0.0718    1.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4425    0.0528    0.0016 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0723    0.2061   -0.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4507    0.3784    1.0258 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3154    0.1809   -1.2517 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275    0.3396   -1.2660 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1343   -0.2298   -0.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3083   -0.0334   -0.4788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8661    0.7752   -1.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2041    0.9727   -1.5156 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.7789    1.7788   -2.4757 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.9913    0.3571   -0.6142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3674    0.5367   -0.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2165   -0.0711    0.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6696   -0.8830    1.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3020   -1.0688    1.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4551   -0.4588    0.3639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1041   -0.6428    0.4157 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.6196   -1.4594    1.4018 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.5693   -0.9413    1.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7555    0.5448    2.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1603    0.6468    0.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7754    0.0407   -2.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5946   -0.8561    0.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2695    1.2910   -2.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7702    1.1710   -1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2756    0.1142    0.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3104   -1.3725    1.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9077   -1.6998    2.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 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  8  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
  9 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
M  CHG  4  10   1  11  -1  18   1  19  -1
M  END

HEADER    PROTEIN                                 19-MAR-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-MAR-13         0                                  
HETATM    1  C   UNK     0       0.000 -11.440   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334 -12.210   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334 -13.750   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000 -14.520   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334 -13.750   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334 -12.210   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -9.130   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       0.000  -9.900   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0       2.667 -11.440   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       2.667  -9.900   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -9.130   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       5.335  -9.900   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       6.668  -9.130   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       8.002  -9.900   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.336  -9.130   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      10.669  -9.900   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.334  -9.130   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.001 -12.210   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       8.002 -11.440   0.000  0.00  0.00           O+0
CONECT    1    2    6    8                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    9    1                                                  
CONECT    7    8   10                                                       
CONECT    8    1    7   17                                                  
CONECT    9    6   10   18                                                  
CONECT   10    9    7   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17    8                                                            
CONECT   18    9                                                            
CONECT   19   14                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0031762
HETATM    1  C1  UNL     1       6.219   0.072   1.161  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.443   0.053   0.002  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.072   0.206  -0.049  1.00  0.00           C  
HETATM    4  O2  UNL     1       3.451   0.378   1.026  1.00  0.00           O  
HETATM    5  N1  UNL     1       3.315   0.181  -1.252  1.00  0.00           N  
HETATM    6  N2  UNL     1       1.927   0.340  -1.266  1.00  0.00           N  
HETATM    7  C3  UNL     1       1.134  -0.230  -0.423  1.00  0.00           C  
HETATM    8  C4  UNL     1      -0.308  -0.033  -0.479  1.00  0.00           C  
HETATM    9  C5  UNL     1      -0.866   0.775  -1.444  1.00  0.00           C  
HETATM   10  N3  UNL     1      -2.204   0.973  -1.516  1.00  0.00           N1+
HETATM   11  O3  UNL     1      -2.779   1.779  -2.476  1.00  0.00           O1-
HETATM   12  C6  UNL     1      -2.991   0.357  -0.614  1.00  0.00           C  
HETATM   13  C7  UNL     1      -4.367   0.537  -0.657  1.00  0.00           C  
HETATM   14  C8  UNL     1      -5.217  -0.071   0.243  1.00  0.00           C  
HETATM   15  C9  UNL     1      -4.670  -0.883   1.214  1.00  0.00           C  
HETATM   16  C10 UNL     1      -3.302  -1.069   1.266  1.00  0.00           C  
HETATM   17  C11 UNL     1      -2.455  -0.459   0.364  1.00  0.00           C  
HETATM   18  N4  UNL     1      -1.104  -0.643   0.416  1.00  0.00           N1+
HETATM   19  O4  UNL     1      -0.620  -1.459   1.402  1.00  0.00           O1-
HETATM   20  H1  UNL     1       6.569  -0.941   1.470  1.00  0.00           H  
HETATM   21  H2  UNL     1       5.756   0.545   2.027  1.00  0.00           H  
HETATM   22  H3  UNL     1       7.160   0.647   0.951  1.00  0.00           H  
HETATM   23  H4  UNL     1       3.775   0.041  -2.183  1.00  0.00           H  
HETATM   24  H5  UNL     1       1.595  -0.856   0.321  1.00  0.00           H  
HETATM   25  H6  UNL     1      -0.269   1.291  -2.191  1.00  0.00           H  
HETATM   26  H7  UNL     1      -4.770   1.171  -1.419  1.00  0.00           H  
HETATM   27  H8  UNL     1      -6.276   0.114   0.149  1.00  0.00           H  
HETATM   28  H9  UNL     1      -5.310  -1.372   1.933  1.00  0.00           H  
HETATM   29  H10 UNL     1      -2.908  -1.700   2.025  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   23
CONECT    6    7    7
CONECT    7    8   24
CONECT    8    9    9   18
CONECT    9   10   25
CONECT   10   11   12   12
CONECT   12   13   17
CONECT   13   14   14   26
CONECT   14   15   27
CONECT   15   16   16   28
CONECT   16   17   29
CONECT   17   18   18
CONECT   18   19
END

HMDB0031762
     RDKit          3D
Carbadox
 29 30  0  0  0  0  0  0  0  0999 V2000
    6.2187    0.0718    1.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4425    0.0528    0.0016 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0723    0.2061   -0.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4507    0.3784    1.0258 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3154    0.1809   -1.2517 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275    0.3396   -1.2660 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1343   -0.2298   -0.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3083   -0.0334   -0.4788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8661    0.7752   -1.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2041    0.9727   -1.5156 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.7789    1.7788   -2.4757 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.9913    0.3571   -0.6142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3674    0.5367   -0.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2165   -0.0711    0.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6696   -0.8830    1.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3020   -1.0688    1.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4551   -0.4588    0.3639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1041   -0.6428    0.4157 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.6196   -1.4594    1.4018 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.5693   -0.9413    1.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7555    0.5448    2.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1603    0.6468    0.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7754    0.0407   -2.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5946   -0.8561    0.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2695    1.2910   -2.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7702    1.1710   -1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2756    0.1142    0.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3104   -1.3725    1.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9077   -1.6998    2.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 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  8  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
  9 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  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
Mecadox	Kegg
Fortigro	HMDB
Getroxel	HMDB, MeSH
GS 6244	HMDB
Methyl (2-quinoxalinylmethylene)hydrazinecarboxylate N,n'-dioxide, 9ci	HMDB
Methyl 3-(2-quinoxalinylmethylene)carbazate N1,N4-dioxide, 8ci	HMDB
Fortrigo	MeSH

Chemical Formula

C₁₁H₁₀N₄O₄

Average Molecular Weight

262.2215

Monoisotopic Molecular Weight

262.070204828

IUPAC Name

N'-[(1E)-(1,4-dioxo-1λ⁵,4λ⁵-quinoxalin-2-yl)methylidene]methoxycarbohydrazide

Traditional Name

carbadox

CAS Registry Number

6804-07-5

SMILES

COC(=O)N\N=C\C1=N(=O)C2=C(C=CC=C2)N(=O)=C1

InChI Identifier

InChI=1S/C11H10N4O4/c1-19-11(16)13-12-6-8-7-14(17)9-4-2-3-5-10(9)15(8)18/h2-7H,1H3,(H,13,16)/b12-6+

InChI Key

OVGGLBAWFMIPPY-WUXMJOGZSA-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
Pyrazine
Pyrazinium
Benzenoid
Heteroaromatic compound
Carbonic acid derivative
Azacycle
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0031762)
Cytoplasm (HMDB: HMDB0031762)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031762)

Source

Endogenous

Endogenous (HMDB: HMDB0031762)

Exogenous

Food

Food (HMDB: HMDB0031762)

Exogenous (HMDB: HMDB0031762)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	239.5 - 240 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	153.904	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001110

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.17 g/L	ALOGPS
logP	0.04	ALOGPS
logP	-0.71	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	10.6	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	101.61 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	68.24 m³·mol⁻¹	ChemAxon
Polarizability	24.6 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]+	164.011	30932474
DeepCCS	[M-H]-	161.653	30932474
DeepCCS	[M-2H]-	194.54	30932474
DeepCCS	[M+Na]+	170.104	30932474
AllCCS	[M+H]+	155.9	32859911
AllCCS	[M+H-H2O]+	152.4	32859911
AllCCS	[M+NH4]+	159.2	32859911
AllCCS	[M+Na]+	160.2	32859911
AllCCS	[M-H]-	159.0	32859911
AllCCS	[M+Na-2H]-	158.5	32859911
AllCCS	[M+HCOO]-	158.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
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. Predicted by Afia on May 17, 2022.	3.63 minutes	32390414
Predicted by Siyang on May 30, 2022	10.4284 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.94 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1122.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	305.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	56.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	182.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	143.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	314.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	307.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	714.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	645.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	99.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	798.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	208.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	219.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	636.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	428.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	310.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Carbadox	COC(=O)N\N=C\C1=N(=O)C2=C(C=CC=C2)N(=O)=C1	2688.7	Standard polar	33892256
Carbadox	COC(=O)N\N=C\C1=N(=O)C2=C(C=CC=C2)N(=O)=C1	2394.7	Standard non polar	33892256
Carbadox	COC(=O)N\N=C\C1=N(=O)C2=C(C=CC=C2)N(=O)=C1	2865.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Carbadox,1TMS,isomer #1	COC(=O)N(/N=C/C1=C[N+]([O-])=C2C=CC=CC2=[N+]1[O-])[Si](C)(C)C	2537.6	Semi standard non polar	33892256
Carbadox,1TMS,isomer #1	COC(=O)N(/N=C/C1=C[N+]([O-])=C2C=CC=CC2=[N+]1[O-])[Si](C)(C)C	2337.3	Standard non polar	33892256
Carbadox,1TBDMS,isomer #1	COC(=O)N(/N=C/C1=C[N+]([O-])=C2C=CC=CC2=[N+]1[O-])[Si](C)(C)C(C)(C)C	2782.5	Semi standard non polar	33892256
Carbadox,1TBDMS,isomer #1	COC(=O)N(/N=C/C1=C[N+]([O-])=C2C=CC=CC2=[N+]1[O-])[Si](C)(C)C(C)(C)C	2521.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Carbadox GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-3970000000-3037b7a5857e4305f479	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carbadox GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbadox 10V, Positive-QTOF	splash10-03di-1090000000-acfd5f3199bf3a581384	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbadox 20V, Positive-QTOF	splash10-03di-1090000000-51c02229637aaea8813d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbadox 40V, Positive-QTOF	splash10-000i-9000000000-adeec8ad9da91723b12f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbadox 10V, Negative-QTOF	splash10-03di-4090000000-8d770403588b6d80e7e6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbadox 20V, Negative-QTOF	splash10-01oy-9080000000-56bde0011f61f7a80608	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbadox 40V, Negative-QTOF	splash10-0a4m-9340000000-6d6688b016e13dda7fc4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbadox 10V, Positive-QTOF	splash10-03di-0090000000-85154d7ac4c387cf3923	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbadox 20V, Positive-QTOF	splash10-08fr-0190000000-634be1693ff1e5dcb730	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbadox 40V, Positive-QTOF	splash10-0a4i-3900000000-91dc5d49ec6d3023d7a2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbadox 10V, Negative-QTOF	splash10-03di-0090000000-a0b3f9ff2bed8d0db7bc	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbadox 20V, Negative-QTOF	splash10-0006-9240000000-97a02e7662b3a6380e5b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbadox 40V, Negative-QTOF	splash10-0006-9000000000-5fe5feb7921a4b681f8e	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008435

KNApSAcK ID

Not Available

Chemspider ID

10606106

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Carbadox

METLIN ID

Not Available

PubChem Compound

135511839

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

Mevius DJ, Veldman KT, van der Giessen A, van Leeuwen WJ: [Preliminary results of antibiotic resistance monitoring in the Netherlands]. Tijdschr Diergeneeskd. 2000 Mar 1;125(5):143-6. [PubMed:10730338 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Carbadox (HMDB0031762)

MOL for HMDB0031762 (Carbadox)

3D MOL for HMDB0031762 (Carbadox)

3D SDF for HMDB0031762 (Carbadox)

3D-SDF for HMDB0031762 (Carbadox)

PDB for HMDB0031762 (Carbadox)

3D PDB for HMDB0031762 (Carbadox)

SMILES for HMDB0031762 (Carbadox)

INCHI for HMDB0031762 (Carbadox)

Structure for HMDB0031762 (Carbadox)

3D Structure for HMDB0031762 (Carbadox)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra