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Showing metabocard for Carbamazepine iminoquinone (HMDB0060675)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-06-18 18:42:36 UTC
Update Date2023-02-21 17:30:08 UTC
HMDB IDHMDB0060675
Secondary Accession Numbers
  • HMDB60675
Metabolite Identification
Common NameCarbamazepine iminoquinone
DescriptionCarbamazepine iminoquinone is a metabolite of carbamazepine. Carbamazepine (CBZ) is an anticonvulsant and mood-stabilizing drug used primarily in the treatment of epilepsy and bipolar disorder, as well as trigeminal neuralgia. (Wikipedia) Conversion of the carbamazepine metabolite, 2-hydroxycarbamazepine, to the potentially reactive species, carbamazepine iminoquinone (CBZ-IQ), has been proposed as a possible bioactivation pathway in the pathogenesis of carbamazepine-induced hypersensitivity. (PMID: 16135660 )
Structure
Data?1677000608
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0060675 (Carbamazepine iminoquinone)

 
  Mrv0541 06181311422D          
 
 16 18  0  0  0  0            999 V2000
   14.2962  -11.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0347  -11.0949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7831  -11.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9752  -12.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1222  -12.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4725  -12.8953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6467  -12.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6840  -10.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8990  -11.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7250  -11.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3372  -12.5226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7721  -12.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3555  -11.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1420  -11.0726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3450  -10.8591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9569  -12.2176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  1  5  1  0  0  0  0
  4  6  1  0  0  0  0
  2  3  1  0  0  0  0
  5  7  1  0  0  0  0
  1  2  2  0  0  0  0
  6  7  2  0  0  0  0
  1  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 11  2  0  0  0  0
  4 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15  3  2  0  0  0  0
 10 16  2  0  0  0  0
M  END
Download

3D MOL for HMDB0060675 (Carbamazepine iminoquinone)

HMDB0060675
     RDKit          3D
Carbamazepine iminoquinone
 25 27  0  0  0  0  0  0  0  0999 V2000
   -5.0094   -0.9263   -0.4550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8212   -0.4884   -0.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6554    0.8786   -0.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3730    1.3928   -0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2668    0.5829   -0.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1093    1.2506    0.1299 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1757    0.8044    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0775    1.8454   -0.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4359    1.6136   -0.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8417    0.2954   -0.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9547   -0.7509    0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5904   -0.5141    0.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8632   -1.7047    0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4919   -1.8534   -0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4624   -0.8584   -0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7371   -1.3594   -0.2403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5297    1.5201   -0.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2572    2.4609   -0.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7137    2.8766   -0.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1422    2.4309   -0.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9036    0.1059   -0.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3012   -1.7685    0.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4264   -2.5681    0.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8402   -2.8461   -0.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8724   -2.4201   -0.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  2  1  0
 15  5  1  0
 12  7  1  0
  3 17  1  0
  4 18  1  0
  8 19  1  0
  9 20  1  0
 10 21  1  0
 11 22  1  0
 13 23  1  0
 14 24  1  0
 16 25  1  0
M  END
Download

3D SDF for HMDB0060675 (Carbamazepine iminoquinone)

 
  Mrv0541 06181311422D          
 
 16 18  0  0  0  0            999 V2000
   14.2962  -11.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0347  -11.0949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7831  -11.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9752  -12.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1222  -12.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4725  -12.8953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6467  -12.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6840  -10.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8990  -11.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7250  -11.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3372  -12.5226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7721  -12.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3555  -11.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1420  -11.0726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3450  -10.8591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9569  -12.2176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  1  5  1  0  0  0  0
  4  6  1  0  0  0  0
  2  3  1  0  0  0  0
  5  7  1  0  0  0  0
  1  2  2  0  0  0  0
  6  7  2  0  0  0  0
  1  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 11  2  0  0  0  0
  4 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15  3  2  0  0  0  0
 10 16  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060675

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1C=CC2=NC3=CC=CC=C3C=CC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H9NO/c16-12-7-8-14-11(9-12)6-5-10-3-1-2-4-13(10)15-14/h1-9H

> <INCHI_KEY>
CVKDTTCYQAJIAC-UHFFFAOYSA-N

> <FORMULA>
C14H9NO

> <MOLECULAR_WEIGHT>
207.2274

> <EXACT_MASS>
207.068413915

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
22.279107776996828

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-azatricyclo[9.4.0.0³,⁸]pentadeca-1(15),2,4,7,9,11,13-heptaen-6-one

> <ALOGPS_LOGP>
2.35

> <JCHEM_LOGP>
2.6599966986666668

> <ALOGPS_LOGS>
-3.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.5206872196023835

> <JCHEM_POLAR_SURFACE_AREA>
29.43

> <JCHEM_REFRACTIVITY>
68.48710000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.79e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2H-dibenz[b,f]azepin-2-one

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0060675 (Carbamazepine iminoquinone)

HMDB0060675
     RDKit          3D
Carbamazepine iminoquinone
 25 27  0  0  0  0  0  0  0  0999 V2000
   -5.0094   -0.9263   -0.4550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8212   -0.4884   -0.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6554    0.8786   -0.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3730    1.3928   -0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2668    0.5829   -0.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1093    1.2506    0.1299 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1757    0.8044    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0775    1.8454   -0.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4359    1.6136   -0.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8417    0.2954   -0.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9547   -0.7509    0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5904   -0.5141    0.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8632   -1.7047    0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4919   -1.8534   -0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4624   -0.8584   -0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7371   -1.3594   -0.2403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5297    1.5201   -0.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2572    2.4609   -0.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7137    2.8766   -0.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1422    2.4309   -0.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9036    0.1059   -0.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3012   -1.7685    0.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4264   -2.5681    0.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8402   -2.8461   -0.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8724   -2.4201   -0.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  2  1  0
 15  5  1  0
 12  7  1  0
  3 17  1  0
  4 18  1  0
  8 19  1  0
  9 20  1  0
 10 21  1  0
 11 22  1  0
 13 23  1  0
 14 24  1  0
 16 25  1  0
M  END
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PDB for HMDB0060675 (Carbamazepine iminoquinone)

HEADER    PROTEIN                                 18-JUN-13   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-JUN-13         0                                  
HETATM    1  C   UNK     0      26.686 -21.387   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      28.065 -20.711   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      29.462 -21.360   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      29.820 -22.847   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      26.361 -22.902   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      28.882 -24.071   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      27.341 -24.092   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      25.544 -20.354   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      24.078 -20.828   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.753 -22.343   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      24.896 -23.376   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      31.308 -23.245   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      32.397 -22.156   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      31.998 -20.669   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      30.511 -20.270   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      22.320 -22.806   0.000  0.00  0.00           O+0
CONECT    1    5    2    8                                                  
CONECT    2    3    1                                                       
CONECT    3    4    2   15                                                  
CONECT    4    3    6   12                                                  
CONECT    5    1    7   11                                                  
CONECT    6    4    7                                                       
CONECT    7    5    6                                                       
CONECT    8    1    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10    5                                                       
CONECT   12    4   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    3                                                       
CONECT   16   10                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END
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3D PDB for HMDB0060675 (Carbamazepine iminoquinone)

COMPND    HMDB0060675
HETATM    1  O1  UNL     1      -5.009  -0.926  -0.455  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.821  -0.488  -0.317  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.655   0.879  -0.246  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.373   1.393  -0.095  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.267   0.583  -0.014  1.00  0.00           C  
HETATM    6  N1  UNL     1      -0.109   1.251   0.130  1.00  0.00           N  
HETATM    7  C5  UNL     1       1.176   0.804   0.084  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.077   1.845  -0.004  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.436   1.614  -0.063  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.842   0.295  -0.029  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.955  -0.751   0.060  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.590  -0.514   0.118  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.863  -1.705   0.205  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.492  -1.853  -0.031  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.462  -0.858  -0.091  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.737  -1.359  -0.240  1.00  0.00           C  
HETATM   17  H1  UNL     1      -4.530   1.520  -0.310  1.00  0.00           H  
HETATM   18  H2  UNL     1      -2.257   2.461  -0.041  1.00  0.00           H  
HETATM   19  H3  UNL     1       1.714   2.877  -0.029  1.00  0.00           H  
HETATM   20  H4  UNL     1       4.142   2.431  -0.133  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.904   0.106  -0.074  1.00  0.00           H  
HETATM   22  H6  UNL     1       3.301  -1.769   0.085  1.00  0.00           H  
HETATM   23  H7  UNL     1       1.426  -2.568   0.480  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.840  -2.846  -0.185  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.872  -2.420  -0.296  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   16
CONECT    3    4    4   17
CONECT    4    5   18
CONECT    5    6    6   15
CONECT    6    7
CONECT    7    8    8   12
CONECT    8    9   19
CONECT    9   10   10   20
CONECT   10   11   21
CONECT   11   12   12   22
CONECT   12   13
CONECT   13   14   14   23
CONECT   14   15   24
CONECT   15   16   16
CONECT   16   25
END
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SMILES for HMDB0060675 (Carbamazepine iminoquinone)

O=C1C=CC2=NC3=CC=CC=C3C=CC2=C1
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INCHI for HMDB0060675 (Carbamazepine iminoquinone)

InChI=1S/C14H9NO/c16-12-7-8-14-11(9-12)6-5-10-3-1-2-4-13(10)15-14/h1-9H
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SynonymsNot Available
Chemical FormulaC14H9NO
Average Molecular Weight207.2274
Monoisotopic Molecular Weight207.068413915
IUPAC Name2-azatricyclo[9.4.0.0³,⁸]pentadeca-1(15),2,4,7,9,11,13-heptaen-6-one
Traditional Name2H-dibenz[b,f]azepin-2-one
CAS Registry NumberNot Available
SMILES
O=C1C=CC2=NC3=CC=CC=C3C=CC2=C1
InChI Identifier
InChI=1S/C14H9NO/c16-12-7-8-14-11(9-12)6-5-10-3-1-2-4-13(10)15-14/h1-9H
InChI KeyCVKDTTCYQAJIAC-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dibenzazepines. Dibenzazepines are compounds with two benzene rings connected by an azepine ring. Azepine is an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzazepines
Sub ClassDibenzazepines
Direct ParentDibenzazepines
Alternative Parents
Substituents
  • Dibenzazepine
  • Azepine
  • Benzenoid
  • Heteroaromatic compound
  • Cyclic ketone
  • Azacycle
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.028 g/LALOGPS
logP2.35ALOGPS
logP2.66ChemAxon
logS-3.9ALOGPS
pKa (Strongest Basic)3.52ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area29.43 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity68.49 m³·mol⁻¹ChemAxon
Polarizability22.28 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+145.98831661259
DarkChem[M-H]-147.38431661259
DeepCCS[M+H]+152.61430932474
DeepCCS[M-H]-150.25630932474
DeepCCS[M-2H]-183.69330932474
DeepCCS[M+Na]+158.70730932474
AllCCS[M+H]+144.632859911
AllCCS[M+H-H2O]+140.132859911
AllCCS[M+NH4]+148.732859911
AllCCS[M+Na]+149.932859911
AllCCS[M-H]-147.432859911
AllCCS[M+Na-2H]-146.732859911
AllCCS[M+HCOO]-146.132859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.5.69 minutes32390414
Predicted by Siyang on May 30, 202210.4014 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20221.72 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid2228.1 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid332.8 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid159.6 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid213.0 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid332.9 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid462.5 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid449.5 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)103.8 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid976.2 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid301.2 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid956.1 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid272.6 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid314.6 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate412.0 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA207.3 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water101.9 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Carbamazepine iminoquinoneO=C1C=CC2=NC3=CC=CC=C3C=CC2=C13016.5Standard polar33892256
Carbamazepine iminoquinoneO=C1C=CC2=NC3=CC=CC=C3C=CC2=C12053.9Standard non polar33892256
Carbamazepine iminoquinoneO=C1C=CC2=NC3=CC=CC=C3C=CC2=C12536.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Carbamazepine iminoquinone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a6r-0950000000-189567fd14401173ee822017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Carbamazepine iminoquinone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carbamazepine iminoquinone 10V, Positive-QTOFsplash10-0a4i-0190000000-54c44ae3829aa40292262016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carbamazepine iminoquinone 20V, Positive-QTOFsplash10-0a4i-0290000000-14a2ff31e0fc3cddd1122016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carbamazepine iminoquinone 40V, Positive-QTOFsplash10-0006-0900000000-958cd558ba6a9260ae342016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carbamazepine iminoquinone 10V, Negative-QTOFsplash10-0a4i-0090000000-0b39f2f542581f50fbc52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carbamazepine iminoquinone 20V, Negative-QTOFsplash10-0a4i-0090000000-2374fc30100bac10b2d62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carbamazepine iminoquinone 40V, Negative-QTOFsplash10-0a4i-0980000000-481de430e183886e60512016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carbamazepine iminoquinone 10V, Positive-QTOFsplash10-0a4i-0090000000-0f66c8c7117700b524e12021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carbamazepine iminoquinone 20V, Positive-QTOFsplash10-0a4i-0090000000-0f66c8c7117700b524e12021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carbamazepine iminoquinone 40V, Positive-QTOFsplash10-0a59-0920000000-a9aadd9e82d60957d3a52021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carbamazepine iminoquinone 10V, Negative-QTOFsplash10-0a4i-0090000000-296de1c6f0c6cab3a7f12021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carbamazepine iminoquinone 20V, Negative-QTOFsplash10-0a4i-0090000000-296de1c6f0c6cab3a7f12021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carbamazepine iminoquinone 40V, Negative-QTOFsplash10-056r-0940000000-946e5436a530ce4816de2021-10-12Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC16605
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound276457
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Ju C, Uetrecht JP: Detection of 2-hydroxyiminostilbene in the urine of patients taking carbamazepine and its oxidation to a reactive iminoquinone intermediate. J Pharmacol Exp Ther. 1999 Jan;288(1):51-6. [PubMed:9862752 ]
  2. Pearce RE, Uetrecht JP, Leeder JS: Pathways of carbamazepine bioactivation in vitro: II. The role of human cytochrome P450 enzymes in the formation of 2-hydroxyiminostilbene. Drug Metab Dispos. 2005 Dec;33(12):1819-26. Epub 2005 Aug 31. [PubMed:16135660 ]