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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:25:25 UTC

Update Date

2021-09-26 23:02:57 UTC

HMDB ID

HMDB0251119

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Diacetazotol

Description

Diacetazotol, also known as dermagan or pellidol, belongs to the class of organic compounds known as azobenzenes. These are organonitrogen aromatic compounds that contain a central azo group, where each nitrogen atom is conjugated to a benzene ring. Based on a literature review very few articles have been published on Diacetazotol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Diacetazotol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Diacetazotol 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

HMDB0251119
     RDKit          3D
Diacetazotol
 42 43  0  0  0  0  0  0  0  0999 V2000
   -3.5659   -2.1759    0.7156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3309   -0.9277    0.5542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5782   -0.9855    0.6908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7287    0.3306    0.2520 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4976    1.5120    0.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9831    1.5214    0.2554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9325    2.5927   -0.1772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3263    0.4048    0.0972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6354    1.0878    1.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2678    1.2150    1.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4332    0.6723   -0.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8444    0.8039   -0.1236 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5762   -0.2194    0.0173 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9909    0.0217   -0.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3972    0.8899   -1.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7495    1.1954   -1.2717 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6592    0.5791   -0.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2909   -0.2929    0.5771 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9315   -0.5594    0.7223 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4699   -1.4923    1.7775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3038   -0.0070   -1.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6635   -0.1508   -0.9673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4525   -0.8684   -2.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8585   -2.6830    1.6678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7510   -2.8679   -0.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4774   -1.9484    0.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3910    2.5463    0.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5036    0.8938   -0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2805    1.1646    1.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1655    1.5298    1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2737    1.7398    1.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6961    1.3655   -1.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0714    1.8814   -2.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7116    0.8007   -0.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0523   -0.7313    1.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1420   -2.4199    1.2437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6625   -1.0337    2.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3092   -1.7916    2.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2404   -0.4337   -1.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5297   -0.6257   -1.9393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0519   -0.5855   -3.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2269   -1.9482   -1.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  3
 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
 11 21  1  0
 21 22  2  0
 22 23  1  0
 22  8  1  0
 19 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  6 28  1  0
  6 29  1  0
  9 30  1  0
 10 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 20 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
 23 40  1  0
 23 41  1  0
 23 42  1  0
M  END

  Mrv1652309112110252D          

 23 24  0  0  0  0            999 V2000
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  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
    0.7145   -3.7125    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   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   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   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   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  7  2  0  0  0  0
  2  7  1  0  0  0  0
  8  7  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 12 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251119

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)N(C(C)=O)C1=C(C)C=C(C=C1)N=NC1=CC=CC=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C18H19N3O2/c1-12-7-5-6-8-17(12)20-19-16-9-10-18(13(2)11-16)21(14(3)22)15(4)23/h5-11H,1-4H3

> <INCHI_KEY>
YIEDSISPYKQADU-UHFFFAOYSA-N

> <FORMULA>
C18H19N3O2

> <MOLECULAR_WEIGHT>
309.369

> <EXACT_MASS>
309.147726864

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
33.960904811426204

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-acetyl-N-{2-methyl-4-[2-(2-methylphenyl)diazen-1-yl]phenyl}acetamide

> <ALOGPS_LOGP>
4.03

> <JCHEM_LOGP>
4.272690944

> <ALOGPS_LOGS>
-4.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.822766447733198

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.94308151182357

> <JCHEM_PKA_STRONGEST_BASIC>
0.4092840027862784

> <JCHEM_POLAR_SURFACE_AREA>
62.1

> <JCHEM_REFRACTIVITY>
93.1075

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.47e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-acetyl-N-{2-methyl-4-[2-(2-methylphenyl)diazen-1-yl]phenyl}acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251119
     RDKit          3D
Diacetazotol
 42 43  0  0  0  0  0  0  0  0999 V2000
   -3.5659   -2.1759    0.7156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3309   -0.9277    0.5542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5782   -0.9855    0.6908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7287    0.3306    0.2520 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4976    1.5120    0.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9831    1.5214    0.2554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9325    2.5927   -0.1772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3263    0.4048    0.0972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6354    1.0878    1.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2678    1.2150    1.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4332    0.6723   -0.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8444    0.8039   -0.1236 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5762   -0.2194    0.0173 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9909    0.0217   -0.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3972    0.8899   -1.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7495    1.1954   -1.2717 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6592    0.5791   -0.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2909   -0.2929    0.5771 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9315   -0.5594    0.7223 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4699   -1.4923    1.7775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3038   -0.0070   -1.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6635   -0.1508   -0.9673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4525   -0.8684   -2.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8585   -2.6830    1.6678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7510   -2.8679   -0.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4774   -1.9484    0.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3910    2.5463    0.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5036    0.8938   -0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2805    1.1646    1.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1655    1.5298    1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2737    1.7398    1.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6961    1.3655   -1.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0714    1.8814   -2.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7116    0.8007   -0.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0523   -0.7313    1.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1420   -2.4199    1.2437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6625   -1.0337    2.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3092   -1.7916    2.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2404   -0.4337   -1.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5297   -0.6257   -1.9393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0519   -0.5855   -3.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2269   -1.9482   -1.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  3
 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
 11 21  1  0
 21 22  2  0
 22 23  1  0
 22  8  1  0
 19 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  6 28  1  0
  6 29  1  0
  9 30  1  0
 10 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 20 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
 23 40  1  0
 23 41  1  0
 23 42  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       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       0.000  -4.620   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      -1.334  -5.390   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -6.668  -2.310   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -8.002   0.000   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   23                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   13   17   20                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   16   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   12                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0251119
HETATM    1  C1  UNL     1      -3.566  -2.176   0.716  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.331  -0.928   0.554  1.00  0.00           C  
HETATM    3  O1  UNL     1      -5.578  -0.986   0.691  1.00  0.00           O  
HETATM    4  N1  UNL     1      -3.729   0.331   0.252  1.00  0.00           N  
HETATM    5  C3  UNL     1      -4.498   1.512   0.098  1.00  0.00           C  
HETATM    6  C4  UNL     1      -5.983   1.521   0.255  1.00  0.00           C  
HETATM    7  O2  UNL     1      -3.932   2.593  -0.177  1.00  0.00           O  
HETATM    8  C5  UNL     1      -2.326   0.405   0.097  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.635   1.088   1.092  1.00  0.00           C  
HETATM   10  C7  UNL     1      -0.268   1.215   1.019  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.433   0.672  -0.032  1.00  0.00           C  
HETATM   12  N2  UNL     1       1.844   0.804  -0.124  1.00  0.00           N  
HETATM   13  N3  UNL     1       2.576  -0.219   0.017  1.00  0.00           N  
HETATM   14  C9  UNL     1       3.991   0.022  -0.092  1.00  0.00           C  
HETATM   15  C10 UNL     1       4.397   0.890  -1.078  1.00  0.00           C  
HETATM   16  C11 UNL     1       5.749   1.195  -1.272  1.00  0.00           C  
HETATM   17  C12 UNL     1       6.659   0.579  -0.419  1.00  0.00           C  
HETATM   18  C13 UNL     1       6.291  -0.293   0.577  1.00  0.00           C  
HETATM   19  C14 UNL     1       4.932  -0.559   0.722  1.00  0.00           C  
HETATM   20  C15 UNL     1       4.470  -1.492   1.778  1.00  0.00           C  
HETATM   21  C16 UNL     1      -0.304  -0.007  -1.011  1.00  0.00           C  
HETATM   22  C17 UNL     1      -1.664  -0.151  -0.967  1.00  0.00           C  
HETATM   23  C18 UNL     1      -2.453  -0.868  -2.002  1.00  0.00           C  
HETATM   24  H1  UNL     1      -3.859  -2.683   1.668  1.00  0.00           H  
HETATM   25  H2  UNL     1      -3.751  -2.868  -0.157  1.00  0.00           H  
HETATM   26  H3  UNL     1      -2.477  -1.948   0.684  1.00  0.00           H  
HETATM   27  H4  UNL     1      -6.391   2.546   0.157  1.00  0.00           H  
HETATM   28  H5  UNL     1      -6.504   0.894  -0.498  1.00  0.00           H  
HETATM   29  H6  UNL     1      -6.281   1.165   1.256  1.00  0.00           H  
HETATM   30  H7  UNL     1      -2.165   1.530   1.939  1.00  0.00           H  
HETATM   31  H8  UNL     1       0.274   1.740   1.780  1.00  0.00           H  
HETATM   32  H9  UNL     1       3.696   1.365  -1.733  1.00  0.00           H  
HETATM   33  H10 UNL     1       6.071   1.881  -2.052  1.00  0.00           H  
HETATM   34  H11 UNL     1       7.712   0.801  -0.547  1.00  0.00           H  
HETATM   35  H12 UNL     1       7.052  -0.731   1.198  1.00  0.00           H  
HETATM   36  H13 UNL     1       4.142  -2.420   1.244  1.00  0.00           H  
HETATM   37  H14 UNL     1       3.663  -1.034   2.363  1.00  0.00           H  
HETATM   38  H15 UNL     1       5.309  -1.792   2.441  1.00  0.00           H  
HETATM   39  H16 UNL     1       0.240  -0.434  -1.836  1.00  0.00           H  
HETATM   40  H17 UNL     1      -3.530  -0.626  -1.939  1.00  0.00           H  
HETATM   41  H18 UNL     1      -2.052  -0.585  -3.021  1.00  0.00           H  
HETATM   42  H19 UNL     1      -2.227  -1.948  -1.895  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    3    4
CONECT    4    5    8
CONECT    5    6    7    7
CONECT    6   27   28   29
CONECT    8    9    9   22
CONECT    9   10   30
CONECT   10   11   11   31
CONECT   11   12   21
CONECT   12   13   13
CONECT   13   14
CONECT   14   15   15   19
CONECT   15   16   32
CONECT   16   17   17   33
CONECT   17   18   34
CONECT   18   19   19   35
CONECT   19   20
CONECT   20   36   37   38
CONECT   21   22   22   39
CONECT   22   23
CONECT   23   40   41   42
END

HMDB0251119
     RDKit          3D
Diacetazotol
 42 43  0  0  0  0  0  0  0  0999 V2000
   -3.5659   -2.1759    0.7156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3309   -0.9277    0.5542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5782   -0.9855    0.6908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7287    0.3306    0.2520 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4976    1.5120    0.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9831    1.5214    0.2554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9325    2.5927   -0.1772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3263    0.4048    0.0972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6354    1.0878    1.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2678    1.2150    1.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4332    0.6723   -0.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8444    0.8039   -0.1236 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5762   -0.2194    0.0173 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9909    0.0217   -0.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3972    0.8899   -1.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7495    1.1954   -1.2717 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6592    0.5791   -0.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2909   -0.2929    0.5771 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9315   -0.5594    0.7223 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4699   -1.4923    1.7775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3038   -0.0070   -1.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6635   -0.1508   -0.9673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4525   -0.8684   -2.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8585   -2.6830    1.6678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7510   -2.8679   -0.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4774   -1.9484    0.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3910    2.5463    0.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5036    0.8938   -0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2805    1.1646    1.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1655    1.5298    1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2737    1.7398    1.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6961    1.3655   -1.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0714    1.8814   -2.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7116    0.8007   -0.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0523   -0.7313    1.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1420   -2.4199    1.2437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6625   -1.0337    2.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3092   -1.7916    2.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2404   -0.4337   -1.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5297   -0.6257   -1.9393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0519   -0.5855   -3.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2269   -1.9482   -1.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  3
 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
 11 21  1  0
 21 22  2  0
 22 23  1  0
 22  8  1  0
 19 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  6 28  1  0
  6 29  1  0
  9 30  1  0
 10 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 20 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
 23 40  1  0
 23 41  1  0
 23 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Diacetylaminoazotoluene	HMDB
Dermagan	HMDB
Pellidol	HMDB

Chemical Formula

C₁₈H₁₉N₃O₂

Average Molecular Weight

309.369

Monoisotopic Molecular Weight

309.147726864

IUPAC Name

N-acetyl-N-{2-methyl-4-[2-(2-methylphenyl)diazen-1-yl]phenyl}acetamide

Traditional Name

N-acetyl-N-{2-methyl-4-[2-(2-methylphenyl)diazen-1-yl]phenyl}acetamide

CAS Registry Number

Not Available

SMILES

CC(=O)N(C(C)=O)C1=C(C)C=C(C=C1)N=NC1=CC=CC=C1C

InChI Identifier

InChI=1S/C18H19N3O2/c1-12-7-5-6-8-17(12)20-19-16-9-10-18(13(2)11-16)21(14(3)22)15(4)23/h5-11H,1-4H3

InChI Key

YIEDSISPYKQADU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azobenzenes. These are organonitrogen aromatic compounds that contain a central azo group, where each nitrogen atom is conjugated to a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azobenzenes

Sub Class

Not Available

Direct Parent

Azobenzenes

Alternative Parents

Substituents

Azobenzene
Acetanilide
Anilide
Toluene
Monocyclic benzene moiety
Carboxylic acid imide, n-substituted
Benzenoid
Carboxylic acid imide
Dicarboximide
Acetamide
Azo compound
Carboxylic acid derivative
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	4.03	ALOGPS
logP	4.27	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	18.94	ChemAxon
pKa (Strongest Basic)	0.41	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	62.1 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	93.11 m³·mol⁻¹	ChemAxon
Polarizability	33.96 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+H]+	173.251	30932474
DeepCCS	[M-H]-	170.893	30932474
DeepCCS	[M-2H]-	205.02	30932474
DeepCCS	[M+Na]+	180.247	30932474
AllCCS	[M+H]+	174.0	32859911
AllCCS	[M+H-H2O]+	170.7	32859911
AllCCS	[M+NH4]+	177.0	32859911
AllCCS	[M+Na]+	177.9	32859911
AllCCS	[M-H]-	178.7	32859911
AllCCS	[M+Na-2H]-	178.2	32859911
AllCCS	[M+HCOO]-	177.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Diacetazotol	CC(=O)N(C(C)=O)C1=C(C)C=C(C=C1)N=NC1=CC=CC=C1C	3317.3	Standard polar	33892256
Diacetazotol	CC(=O)N(C(C)=O)C1=C(C)C=C(C=C1)N=NC1=CC=CC=C1C	2645.9	Standard non polar	33892256
Diacetazotol	CC(=O)N(C(C)=O)C1=C(C)C=C(C=C1)N=NC1=CC=CC=C1C	2457.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Diacetazotol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0w2c-4950000000-86ba79ca734bf51c45e5	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diacetazotol 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 - Diacetazotol 10V, Positive-QTOF	splash10-014i-0092000000-2dc383b629f637f16ebe	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diacetazotol 20V, Positive-QTOF	splash10-0gba-0590000000-677518d2f44bcdd1cecb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diacetazotol 40V, Positive-QTOF	splash10-03kc-4790000000-6d8c0cd921657d941baa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diacetazotol 10V, Negative-QTOF	splash10-0a4i-0009000000-efd4203a15a2f3514f68	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diacetazotol 20V, Negative-QTOF	splash10-01b9-0290000000-c2b236705658c98e17fe	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diacetazotol 40V, Negative-QTOF	splash10-00xr-0490000000-4f83771b44baeabb5194	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

21159407

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6751

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 Diacetazotol (HMDB0251119)

MOL for HMDB0251119 (Diacetazotol)

3D MOL for HMDB0251119 (Diacetazotol)

3D SDF for HMDB0251119 (Diacetazotol)

3D-SDF for HMDB0251119 (Diacetazotol)

PDB for HMDB0251119 (Diacetazotol)

3D PDB for HMDB0251119 (Diacetazotol)

SMILES for HMDB0251119 (Diacetazotol)

INCHI for HMDB0251119 (Diacetazotol)

Structure for HMDB0251119 (Diacetazotol)

3D Structure for HMDB0251119 (Diacetazotol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra