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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 04:07:45 UTC

Update Date

2021-09-26 23:00:37 UTC

HMDB ID

HMDB0249613

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Carbazochrome

Description

Carbazochrome, also known as AC-17 or adona, belongs to the class of organic compounds known as indoles and derivatives. These are organic compounds containing an indole, which is a bicyclic ring system made up of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. Based on a literature review a significant number of articles have been published on Carbazochrome. This compound has been identified in human blood as reported by (PMID: 31557052 ). Carbazochrome is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Carbazochrome 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

HMDB0249613
     RDKit          3D
Carbazochrome
 29 30  0  0  0  0  0  0  0  0999 V2000
   -3.7955    1.4893    0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8728    0.3694    0.0890 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1475   -1.0373    0.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8686   -1.7299    0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8816   -2.4310    1.5155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8347   -0.7003    0.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5637   -0.7687    0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3044    0.3893    0.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7214    0.2697    0.2302 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3225    0.0750   -0.8750 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7276   -0.0471   -0.8581 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -1.0957   -0.1290 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4480    0.7587   -1.4783 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7119    1.6267    0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4623    2.8049   -0.0517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6631    1.6740    0.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4537    0.5189    0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3970    2.3105   -0.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7941    1.1792   -0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8790    1.9165    1.1713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9601   -1.2740    0.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5599   -1.3102   -1.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6707   -2.4600   -0.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2213   -3.1821    1.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9828   -1.7545    0.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5792   -2.0176   -0.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5255   -0.9334    0.8767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4506    2.7175   -0.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1265    2.6422   -0.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 11 13  2  0
  8 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17  2  1  0
 17  6  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
 12 26  1  0
 12 27  1  0
 15 28  1  0
 16 29  1  0
M  END

  Mrv1652309112106082D          

 17 18  0  0  0  0            999 V2000
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  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
  5 10  1  0  0  0  0
  2 10  1  0  0  0  0
  8 11  1  0  0  0  0
 12  7  1  4  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  4 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249613

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CC(O)C2=CC(N=NC(N)=O)=C(O)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C10H12N4O3/c1-14-4-9(16)5-2-6(12-13-10(11)17)8(15)3-7(5)14/h2-3,9,15-16H,4H2,1H3,(H2,11,17)

> <INCHI_KEY>
SSCSSDNTQJGTJT-UHFFFAOYSA-N

> <FORMULA>
C10H12N4O3

> <MOLECULAR_WEIGHT>
236.231

> <EXACT_MASS>
236.090940262

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
23.029475124708572

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(3,6-dihydroxy-1-methyl-2,3-dihydro-1H-indol-5-yl)imino]urea

> <ALOGPS_LOGP>
0.26

> <JCHEM_LOGP>
0.19194573866666687

> <ALOGPS_LOGS>
-2.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.326694793680105

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.755519443831544

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0418964130779642

> <JCHEM_POLAR_SURFACE_AREA>
111.50999999999999

> <JCHEM_REFRACTIVITY>
62.6577

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.75e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3,6-dihydroxy-1-methyl-2,3-dihydroindol-5-yl)iminourea

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249613
     RDKit          3D
Carbazochrome
 29 30  0  0  0  0  0  0  0  0999 V2000
   -3.7955    1.4893    0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8728    0.3694    0.0890 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1475   -1.0373    0.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8686   -1.7299    0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8816   -2.4310    1.5155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8347   -0.7003    0.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5637   -0.7687    0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3044    0.3893    0.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7214    0.2697    0.2302 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3225    0.0750   -0.8750 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7276   -0.0471   -0.8581 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -1.0957   -0.1290 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4480    0.7587   -1.4783 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7119    1.6267    0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4623    2.8049   -0.0517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6631    1.6740    0.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4537    0.5189    0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3970    2.3105   -0.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7941    1.1792   -0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8790    1.9165    1.1713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9601   -1.2740    0.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5599   -1.3102   -1.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6707   -2.4600   -0.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2213   -3.1821    1.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9828   -1.7545    0.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5792   -2.0176   -0.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5255   -0.9334    0.8767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4506    2.7175   -0.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1265    2.6422   -0.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 11 13  2  0
  8 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17  2  1  0
 17  6  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
 12 26  1  0
 12 27  1  0
 15 28  1  0
 16 29  1  0
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       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       2.126  -2.549   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       7.591  -2.843   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       7.591   0.237   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       8.925  -0.533   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      10.259   0.237   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      10.259   1.777   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0      11.592  -0.533   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       1.650   1.408   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   17                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5    2                                                  
CONECT   11    8                                                            
CONECT   12    7   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    4                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0249613
HETATM    1  C1  UNL     1      -3.796   1.489   0.151  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.873   0.369   0.089  1.00  0.00           N  
HETATM    3  C2  UNL     1      -3.148  -1.037   0.002  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.869  -1.730   0.322  1.00  0.00           C  
HETATM    5  O1  UNL     1      -1.882  -2.431   1.516  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.835  -0.700   0.243  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.564  -0.769   0.283  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.304   0.389   0.185  1.00  0.00           C  
HETATM    9  N2  UNL     1       2.721   0.270   0.230  1.00  0.00           N  
HETATM   10  N3  UNL     1       3.323   0.075  -0.875  1.00  0.00           N  
HETATM   11  C7  UNL     1       4.728  -0.047  -0.858  1.00  0.00           C  
HETATM   12  N4  UNL     1       5.326  -1.096  -0.129  1.00  0.00           N  
HETATM   13  O2  UNL     1       5.448   0.759  -1.478  1.00  0.00           O  
HETATM   14  C8  UNL     1       0.712   1.627   0.048  1.00  0.00           C  
HETATM   15  O3  UNL     1       1.462   2.805  -0.052  1.00  0.00           O  
HETATM   16  C9  UNL     1      -0.663   1.674   0.011  1.00  0.00           C  
HETATM   17  C10 UNL     1      -1.454   0.519   0.107  1.00  0.00           C  
HETATM   18  H1  UNL     1      -3.397   2.311  -0.499  1.00  0.00           H  
HETATM   19  H2  UNL     1      -4.794   1.179  -0.200  1.00  0.00           H  
HETATM   20  H3  UNL     1      -3.879   1.917   1.171  1.00  0.00           H  
HETATM   21  H4  UNL     1      -3.960  -1.274   0.729  1.00  0.00           H  
HETATM   22  H5  UNL     1      -3.560  -1.310  -1.002  1.00  0.00           H  
HETATM   23  H6  UNL     1      -1.671  -2.460  -0.516  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.221  -3.182   1.405  1.00  0.00           H  
HETATM   25  H8  UNL     1       0.983  -1.755   0.391  1.00  0.00           H  
HETATM   26  H9  UNL     1       5.579  -2.018  -0.537  1.00  0.00           H  
HETATM   27  H10 UNL     1       5.525  -0.933   0.877  1.00  0.00           H  
HETATM   28  H11 UNL     1       2.451   2.718  -0.020  1.00  0.00           H  
HETATM   29  H12 UNL     1      -1.126   2.642  -0.096  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   17
CONECT    3    4   21   22
CONECT    4    5    6   23
CONECT    5   24
CONECT    6    7    7   17
CONECT    7    8   25
CONECT    8    9   14   14
CONECT    9   10   10
CONECT   10   11
CONECT   11   12   13   13
CONECT   12   26   27
CONECT   14   15   16
CONECT   15   28
CONECT   16   17   17   29
END

HMDB0249613
     RDKit          3D
Carbazochrome
 29 30  0  0  0  0  0  0  0  0999 V2000
   -3.7955    1.4893    0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8728    0.3694    0.0890 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1475   -1.0373    0.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8686   -1.7299    0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8816   -2.4310    1.5155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8347   -0.7003    0.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5637   -0.7687    0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3044    0.3893    0.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7214    0.2697    0.2302 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3225    0.0750   -0.8750 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7276   -0.0471   -0.8581 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -1.0957   -0.1290 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4480    0.7587   -1.4783 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7119    1.6267    0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4623    2.8049   -0.0517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6631    1.6740    0.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4537    0.5189    0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3970    2.3105   -0.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7941    1.1792   -0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8790    1.9165    1.1713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9601   -1.2740    0.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5599   -1.3102   -1.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6707   -2.4600   -0.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2213   -3.1821    1.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9828   -1.7545    0.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5792   -2.0176   -0.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5255   -0.9334    0.8767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4506    2.7175   -0.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1265    2.6422   -0.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 11 13  2  0
  8 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17  2  1  0
 17  6  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
 12 26  1  0
 12 27  1  0
 15 28  1  0
 16 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-[(3,6-Dihydroxy-1-methyl-2,3-dihydro-1H-indol-5-yl)imino]carbamimidate	HMDB
AC-17	HMDB
Adona	HMDB
Adrenosem	HMDB
Adrenoxyl	HMDB
Adrenochromazone	HMDB
Adrenochrome semicarbazone	HMDB
Adrenochrome semicarbazone sodium sulfonate	HMDB
Carbazochrome salicylate	HMDB
Carbazochrome sodium sulfonate	HMDB

Chemical Formula

C₁₀H₁₂N₄O₃

Average Molecular Weight

236.231

Monoisotopic Molecular Weight

236.090940262

IUPAC Name

[(3,6-dihydroxy-1-methyl-2,3-dihydro-1H-indol-5-yl)imino]urea

Traditional Name

(3,6-dihydroxy-1-methyl-2,3-dihydroindol-5-yl)iminourea

CAS Registry Number

Not Available

SMILES

CN1CC(O)C2=CC(N=NC(N)=O)=C(O)C=C12

InChI Identifier

InChI=1S/C10H12N4O3/c1-14-4-9(16)5-2-6(12-13-10(11)17)8(15)3-7(5)14/h2-3,9,15-16H,4H2,1H3,(H2,11,17)

InChI Key

SSCSSDNTQJGTJT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indoles and derivatives. These are organic compounds containing an indole, which is a bicyclic ring system made up of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Not Available

Direct Parent

Indoles and derivatives

Alternative Parents

Substituents

Indole or derivatives
Dialkylarylamine
Tertiary aliphatic/aromatic amine
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Benzenoid
Tertiary amine
Secondary alcohol
Azo compound
1,2-aminoalcohol
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Imine
Amine
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 (HMDB: HMDB0249613)

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	0.26	ALOGPS
logP	0.19	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	7.76	ChemAxon
pKa (Strongest Basic)	-1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.51 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	62.66 m³·mol⁻¹	ChemAxon
Polarizability	23.03 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]-	182.222	30932474
DeepCCS	[M+Na]+	157.634	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Carbazochrome	CN1CC(O)C2=CC(N=NC(N)=O)=C(O)C=C12	2855.9	Standard polar	33892256
Carbazochrome	CN1CC(O)C2=CC(N=NC(N)=O)=C(O)C=C12	2170.7	Standard non polar	33892256
Carbazochrome	CN1CC(O)C2=CC(N=NC(N)=O)=C(O)C=C12	2605.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Carbazochrome,3TMS,isomer #1	CN1CC(O[Si](C)(C)C)C2=CC(N=NC(=O)N[Si](C)(C)C)=C(O[Si](C)(C)C)C=C21	2391.6	Semi standard non polar	33892256
Carbazochrome,3TMS,isomer #1	CN1CC(O[Si](C)(C)C)C2=CC(N=NC(=O)N[Si](C)(C)C)=C(O[Si](C)(C)C)C=C21	2399.2	Standard non polar	33892256
Carbazochrome,3TMS,isomer #1	CN1CC(O[Si](C)(C)C)C2=CC(N=NC(=O)N[Si](C)(C)C)=C(O[Si](C)(C)C)C=C21	3323.0	Standard polar	33892256
Carbazochrome,3TMS,isomer #2	CN1CC(O[Si](C)(C)C)C2=CC(N=NC(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O)C=C21	2392.1	Semi standard non polar	33892256
Carbazochrome,3TMS,isomer #2	CN1CC(O[Si](C)(C)C)C2=CC(N=NC(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O)C=C21	2619.1	Standard non polar	33892256
Carbazochrome,3TMS,isomer #2	CN1CC(O[Si](C)(C)C)C2=CC(N=NC(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O)C=C21	3208.8	Standard polar	33892256
Carbazochrome,3TMS,isomer #3	CN1CC(O)C2=CC(N=NC(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)C=C21	2459.3	Semi standard non polar	33892256
Carbazochrome,3TMS,isomer #3	CN1CC(O)C2=CC(N=NC(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)C=C21	2637.1	Standard non polar	33892256
Carbazochrome,3TMS,isomer #3	CN1CC(O)C2=CC(N=NC(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)C=C21	3158.3	Standard polar	33892256
Carbazochrome,4TMS,isomer #1	CN1CC(O[Si](C)(C)C)C2=CC(N=NC(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)C=C21	2477.1	Semi standard non polar	33892256
Carbazochrome,4TMS,isomer #1	CN1CC(O[Si](C)(C)C)C2=CC(N=NC(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)C=C21	2550.5	Standard non polar	33892256
Carbazochrome,4TMS,isomer #1	CN1CC(O[Si](C)(C)C)C2=CC(N=NC(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)C=C21	2956.0	Standard polar	33892256
Carbazochrome,3TBDMS,isomer #1	CN1CC(O[Si](C)(C)C(C)(C)C)C2=CC(N=NC(=O)N[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C21	2981.5	Semi standard non polar	33892256
Carbazochrome,3TBDMS,isomer #1	CN1CC(O[Si](C)(C)C(C)(C)C)C2=CC(N=NC(=O)N[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C21	3071.3	Standard non polar	33892256
Carbazochrome,3TBDMS,isomer #1	CN1CC(O[Si](C)(C)C(C)(C)C)C2=CC(N=NC(=O)N[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C21	3474.0	Standard polar	33892256
Carbazochrome,3TBDMS,isomer #2	CN1CC(O[Si](C)(C)C(C)(C)C)C2=CC(N=NC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(O)C=C21	3044.1	Semi standard non polar	33892256
Carbazochrome,3TBDMS,isomer #2	CN1CC(O[Si](C)(C)C(C)(C)C)C2=CC(N=NC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(O)C=C21	3267.5	Standard non polar	33892256
Carbazochrome,3TBDMS,isomer #2	CN1CC(O[Si](C)(C)C(C)(C)C)C2=CC(N=NC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(O)C=C21	3335.3	Standard polar	33892256
Carbazochrome,3TBDMS,isomer #3	CN1CC(O)C2=CC(N=NC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C21	3060.4	Semi standard non polar	33892256
Carbazochrome,3TBDMS,isomer #3	CN1CC(O)C2=CC(N=NC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C21	3295.3	Standard non polar	33892256
Carbazochrome,3TBDMS,isomer #3	CN1CC(O)C2=CC(N=NC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C21	3301.7	Standard polar	33892256
Carbazochrome,4TBDMS,isomer #1	CN1CC(O[Si](C)(C)C(C)(C)C)C2=CC(N=NC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C21	3222.0	Semi standard non polar	33892256
Carbazochrome,4TBDMS,isomer #1	CN1CC(O[Si](C)(C)C(C)(C)C)C2=CC(N=NC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C21	3399.6	Standard non polar	33892256
Carbazochrome,4TBDMS,isomer #1	CN1CC(O[Si](C)(C)C(C)(C)C)C2=CC(N=NC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C21	3256.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Carbazochrome GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-5940000000-67d926c6634835cab7bb	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carbazochrome GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carbazochrome GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carbazochrome GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carbazochrome GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carbazochrome GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carbazochrome GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carbazochrome GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carbazochrome GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carbazochrome GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carbazochrome GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carbazochrome GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carbazochrome GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carbazochrome GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carbazochrome GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carbazochrome GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-03	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 - Carbazochrome 10V, Positive-QTOF	splash10-000i-0090000000-43e9966c456bd3244b43	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbazochrome 20V, Positive-QTOF	splash10-01w0-2690000000-d87df13f70a729402b8b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbazochrome 40V, Positive-QTOF	splash10-059e-1900000000-cb943fdd30dfe6ab60cd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbazochrome 10V, Negative-QTOF	splash10-01p9-0490000000-4e10d2b2da115882e4ed	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbazochrome 20V, Negative-QTOF	splash10-002b-0900000000-b46736223df8ef5c843e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbazochrome 40V, Negative-QTOF	splash10-00ai-0930000000-7dff197002ba1eb77b94	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

24816153

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Carbazochrome

METLIN ID

Not Available

PubChem Compound

2557

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 Carbazochrome (HMDB0249613)

MOL for HMDB0249613 (Carbazochrome)

3D MOL for HMDB0249613 (Carbazochrome)

3D SDF for HMDB0249613 (Carbazochrome)

3D-SDF for HMDB0249613 (Carbazochrome)

PDB for HMDB0249613 (Carbazochrome)

3D PDB for HMDB0249613 (Carbazochrome)

SMILES for HMDB0249613 (Carbazochrome)

INCHI for HMDB0249613 (Carbazochrome)

Structure for HMDB0249613 (Carbazochrome)

3D Structure for HMDB0249613 (Carbazochrome)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra