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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:48:05 UTC

Update Date

2022-03-07 02:53:15 UTC

HMDB ID

HMDB0032141

Secondary Accession Numbers

HMDB32141

Metabolite Identification

Common Name

4-(Dimethylamino)azobenzene

Description

4-(Dimethylamino)azobenzene is formerly used as a food dye, use discontinued.Methyl yellow, or C.I. 11020, is a chemical compound which may be used as a pH indicator. In aqueous solution at low pH, methyl yellow appears red. Between pH 2.9 and 4.0, methyl yellow undergoes a transition, to become yellow above pH 4.0. As "butter yellow" the agent had been used as a food additive before its toxicity was recognized (Opie EL). (Wikipedia

Structure

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

HMDB0032141
     RDKit          3D
4-(Dimethylamino)azobenzene
 32 33  0  0  0  0  0  0  0  0999 V2000
    4.3501    0.3196   -0.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9785    0.7633   -0.2134 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7082    2.1644   -0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8956   -0.1234    0.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4185   -0.3937    1.2829 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3653   -1.2584    1.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2784   -1.9078    0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3640   -2.7992    0.6974 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5693   -2.4865    0.6098 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8997   -1.1648    0.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2324   -0.2645    1.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5669    1.0584    0.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5546    1.4389   -0.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2264    0.5603   -1.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8973   -0.7546   -1.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1992   -1.6370   -0.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2519   -0.7733   -1.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4180   -0.4220   -1.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0467    1.1555   -0.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5317   -0.2362    0.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3571    2.5942   -1.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9513    2.7503    0.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6414    2.3744   -0.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9093    0.1057    2.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0027   -1.4633    2.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2584   -0.5086    2.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8231    1.7408    1.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8081    2.4502   -0.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2240    0.8782   -2.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6375   -1.4481   -1.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3011   -2.1455   -1.6374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6211   -0.5674   -2.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  7 16  1  0
 16 17  2  0
 17  4  1  0
 15 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
M  END


  Mrv0541 05061306232D          

 17 18  0  0  0  0            999 V2000
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    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
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
 10  8  1  0  0  0  0
 11  9  2  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 13  8  2  0  0  0  0
 13  9  1  0  0  0  0
 14 10  2  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 16 15  2  0  0  0  0
 17  1  1  0  0  0  0
 17  2  1  0  0  0  0
 17 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032141

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)C1=CC=C(C=C1)\N=N/C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H15N3/c1-17(2)14-10-8-13(9-11-14)16-15-12-6-4-3-5-7-12/h3-11H,1-2H3/b16-15-

> <INCHI_KEY>
JCYPECIVGRXBMO-NXVVXOECSA-N

> <FORMULA>
C14H15N3

> <MOLECULAR_WEIGHT>
225.289

> <EXACT_MASS>
225.126597495

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
25.016170978848464

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N,N-dimethyl-4-[(Z)-2-phenyldiazen-1-yl]aniline

> <ALOGPS_LOGP>
4.63

> <JCHEM_LOGP>
4.487183347999999

> <ALOGPS_LOGS>
-3.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.584110461818058

> <JCHEM_POLAR_SURFACE_AREA>
27.96

> <JCHEM_REFRACTIVITY>
74.80560000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.83e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N,N-dimethyl-4-[(Z)-2-phenyldiazen-1-yl]aniline

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0032141
     RDKit          3D
4-(Dimethylamino)azobenzene
 32 33  0  0  0  0  0  0  0  0999 V2000
    4.3501    0.3196   -0.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9785    0.7633   -0.2134 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7082    2.1644   -0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8956   -0.1234    0.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4185   -0.3937    1.2829 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3653   -1.2584    1.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2784   -1.9078    0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3640   -2.7992    0.6974 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5693   -2.4865    0.6098 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8997   -1.1648    0.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2324   -0.2645    1.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5669    1.0584    0.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5546    1.4389   -0.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2264    0.5603   -1.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8973   -0.7546   -1.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1992   -1.6370   -0.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2519   -0.7733   -1.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4180   -0.4220   -1.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0467    1.1555   -0.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5317   -0.2362    0.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3571    2.5942   -1.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9513    2.7503    0.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6414    2.3744   -0.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9093    0.1057    2.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0027   -1.4633    2.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2584   -0.5086    2.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8231    1.7408    1.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8081    2.4502   -0.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2240    0.8782   -2.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6375   -1.4481   -1.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3011   -2.1455   -1.6374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6211   -0.5674   -2.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  7 16  1  0
 16 17  2  0
 17  4  1  0
 15 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       1.334   8.470   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       0.000   9.240   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0      -5.335   6.160   0.000  0.00  0.00           N+0
CONECT    1   17                                                            
CONECT    2   17                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   12                                                       
CONECT    7    5   12                                                       
CONECT    8   10   13                                                       
CONECT    9   11   13                                                       
CONECT   10    8   14                                                       
CONECT   11    9   14                                                       
CONECT   12    6    7   15                                                  
CONECT   13    8    9   16                                                  
CONECT   14   10   11   17                                                  
CONECT   15   12   16                                                       
CONECT   16   13   15                                                       
CONECT   17    1    2   14                                                  
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0032141
HETATM    1  C1  UNL     1       4.350   0.320  -0.261  1.00  0.00           C  
HETATM    2  N1  UNL     1       2.978   0.763  -0.213  1.00  0.00           N  
HETATM    3  C2  UNL     1       2.708   2.164  -0.406  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.896  -0.123   0.016  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.419  -0.394   1.283  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.365  -1.258   1.500  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.278  -1.908   0.467  1.00  0.00           C  
HETATM    8  N2  UNL     1      -1.364  -2.799   0.697  1.00  0.00           N  
HETATM    9  N3  UNL     1      -2.569  -2.487   0.610  1.00  0.00           N  
HETATM   10  C7  UNL     1      -2.900  -1.165   0.260  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.232  -0.264   1.241  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.567   1.058   0.925  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.555   1.439  -0.399  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.226   0.560  -1.398  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.897  -0.755  -1.045  1.00  0.00           C  
HETATM   16  C13 UNL     1       0.199  -1.637  -0.798  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.252  -0.773  -1.021  1.00  0.00           C  
HETATM   18  H1  UNL     1       4.418  -0.422  -1.090  1.00  0.00           H  
HETATM   19  H2  UNL     1       5.047   1.155  -0.354  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.532  -0.236   0.705  1.00  0.00           H  
HETATM   21  H4  UNL     1       3.357   2.594  -1.204  1.00  0.00           H  
HETATM   22  H5  UNL     1       2.951   2.750   0.514  1.00  0.00           H  
HETATM   23  H6  UNL     1       1.641   2.374  -0.627  1.00  0.00           H  
HETATM   24  H7  UNL     1       1.909   0.106   2.109  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.003  -1.463   2.515  1.00  0.00           H  
HETATM   26  H9  UNL     1      -3.258  -0.509   2.293  1.00  0.00           H  
HETATM   27  H10 UNL     1      -3.823   1.741   1.721  1.00  0.00           H  
HETATM   28  H11 UNL     1      -3.808   2.450  -0.665  1.00  0.00           H  
HETATM   29  H12 UNL     1      -3.224   0.878  -2.418  1.00  0.00           H  
HETATM   30  H13 UNL     1      -2.637  -1.448  -1.845  1.00  0.00           H  
HETATM   31  H14 UNL     1      -0.301  -2.145  -1.637  1.00  0.00           H  
HETATM   32  H15 UNL     1       1.621  -0.567  -2.032  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4
CONECT    3   21   22   23
CONECT    4    5    5   17
CONECT    5    6   24
CONECT    6    7    7   25
CONECT    7    8   16
CONECT    8    9    9
CONECT    9   10
CONECT   10   11   11   15
CONECT   11   12   26
CONECT   12   13   13   27
CONECT   13   14   28
CONECT   14   15   15   29
CONECT   15   30
CONECT   16   17   17   31
CONECT   17   32
END

HMDB0032141
     RDKit          3D
4-(Dimethylamino)azobenzene
 32 33  0  0  0  0  0  0  0  0999 V2000
    4.3501    0.3196   -0.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9785    0.7633   -0.2134 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7082    2.1644   -0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8956   -0.1234    0.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4185   -0.3937    1.2829 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3653   -1.2584    1.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2784   -1.9078    0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3640   -2.7992    0.6974 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5693   -2.4865    0.6098 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8997   -1.1648    0.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2324   -0.2645    1.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5669    1.0584    0.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5546    1.4389   -0.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2264    0.5603   -1.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8973   -0.7546   -1.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1992   -1.6370   -0.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2519   -0.7733   -1.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4180   -0.4220   -1.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0467    1.1555   -0.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5317   -0.2362    0.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3571    2.5942   -1.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9513    2.7503    0.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6414    2.3744   -0.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9093    0.1057    2.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0027   -1.4633    2.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2584   -0.5086    2.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8231    1.7408    1.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8081    2.4502   -0.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2240    0.8782   -2.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6375   -1.4481   -1.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3011   -2.1455   -1.6374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6211   -0.5674   -2.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  7 16  1  0
 16 17  2  0
 17  4  1  0
 15 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-(dimethylamino)Phenylazobenzene	HMDB
4-(N,N-dimethylamino)Azobenzene	HMDB
4-(phenylazo)-N,N-Dimethylaniline	HMDB
Butter yellow	HMDB
C.I. 11020	HMDB
C.I. solvent yellow 2	HMDB
Dimethyl yellow	HMDB
Methyl yellow	HMDB
N,N-Dimethyl-4-(phenylazo)aniline	HMDB
N,N-Dimethyl-4-(phenylazo)benzenamine, 9ci	HMDB
N,N-Dimethyl-P-(phenylazo)aniline, 8ci	HMDB
P-Dimethylaminoazobenzene	HMDB
Para-(dimethylamino)azobenzene	HMDB

Chemical Formula

C₁₄H₁₅N₃

Average Molecular Weight

225.289

Monoisotopic Molecular Weight

225.126597495

IUPAC Name

N,N-dimethyl-4-[(Z)-2-phenyldiazen-1-yl]aniline

Traditional Name

N,N-dimethyl-4-[(Z)-2-phenyldiazen-1-yl]aniline

CAS Registry Number

60-11-7

SMILES

CN(C)C1=CC=C(C=C1)\N=N/C1=CC=CC=C1

InChI Identifier

InChI=1S/C14H15N3/c1-17(2)14-10-8-13(9-11-14)16-15-12-6-4-3-5-7-12/h3-11H,1-2H3/b16-15-

InChI Key

JCYPECIVGRXBMO-NXVVXOECSA-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
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Aniline or substituted anilines
Monocyclic benzene moiety
Benzenoid
Tertiary amine
Azo compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Amine
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0032141)

Cellular substructure

Membrane (HMDB: HMDB0032141)

Source

Exogenous

Food

Food (HMDB: HMDB0032141)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	117 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.00023 mg/mL at 25 °C	Not Available
LogP	4.58	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.038 g/L	ALOGPS
logP	4.63	ALOGPS
logP	4.49	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	3.58	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	27.96 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	74.81 m³·mol⁻¹	ChemAxon
Polarizability	25.02 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	153.948	31661259
DarkChem	[M-H]-	154.012	31661259
DeepCCS	[M+H]+	155.956	30932474
DeepCCS	[M-H]-	153.561	30932474
DeepCCS	[M-2H]-	186.637	30932474
DeepCCS	[M+Na]+	161.942	30932474
AllCCS	[M+H]+	151.6	32859911
AllCCS	[M+H-H2O]+	147.6	32859911
AllCCS	[M+NH4]+	155.3	32859911
AllCCS	[M+Na]+	156.4	32859911
AllCCS	[M-H]-	156.7	32859911
AllCCS	[M+Na-2H]-	156.2	32859911
AllCCS	[M+HCOO]-	155.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-(Dimethylamino)azobenzene	CN(C)C1=CC=C(C=C1)\N=N/C1=CC=CC=C1	2867.3	Standard polar	33892256
4-(Dimethylamino)azobenzene	CN(C)C1=CC=C(C=C1)\N=N/C1=CC=CC=C1	2054.5	Standard non polar	33892256
4-(Dimethylamino)azobenzene	CN(C)C1=CC=C(C=C1)\N=N/C1=CC=CC=C1	2228.0	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 - 4-(Dimethylamino)azobenzene GC-MS (Non-derivatized) - 70eV, Positive	splash10-08mj-2950000000-6cf8ed8137b762dfc23a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(Dimethylamino)azobenzene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(Dimethylamino)azobenzene 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 - 4-(Dimethylamino)azobenzene 10V, Positive-QTOF	splash10-004i-0390000000-badb099a6ae876ea9707	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Dimethylamino)azobenzene 20V, Positive-QTOF	splash10-004i-2490000000-fcd0c32faf8282fd01d7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Dimethylamino)azobenzene 40V, Positive-QTOF	splash10-074i-8900000000-c382af11783786097fbb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Dimethylamino)azobenzene 10V, Negative-QTOF	splash10-00di-0190000000-7e1ef6f96dfd76915cad	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Dimethylamino)azobenzene 20V, Negative-QTOF	splash10-00di-0390000000-bc7ea2df7a4f79767ff3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Dimethylamino)azobenzene 40V, Negative-QTOF	splash10-0a4i-4900000000-017365fe2cddc7af5d6e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Dimethylamino)azobenzene 10V, Positive-QTOF	splash10-00di-0920000000-ed067556ed6bda3ce175	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Dimethylamino)azobenzene 20V, Positive-QTOF	splash10-00di-0900000000-6c9e2ad47f5f86f488d1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Dimethylamino)azobenzene 40V, Positive-QTOF	splash10-05i3-7910000000-74de58bf2ace81762fa1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Dimethylamino)azobenzene 10V, Negative-QTOF	splash10-00di-0090000000-ff7f62f4d103a87b156c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Dimethylamino)azobenzene 20V, Negative-QTOF	splash10-00di-0290000000-a84b04af439ae311917f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Dimethylamino)azobenzene 40V, Negative-QTOF	splash10-0a4i-2900000000-e74c7e19a4372d8a0eda	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB008867

KNApSAcK ID

Not Available

Chemspider ID

10439353

KEGG Compound ID

C03764

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

17903

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 4-(Dimethylamino)azobenzene (HMDB0032141)

MOL for HMDB0032141 (4-(Dimethylamino)azobenzene)

3D MOL for HMDB0032141 (4-(Dimethylamino)azobenzene)

3D SDF for HMDB0032141 (4-(Dimethylamino)azobenzene)

3D-SDF for HMDB0032141 (4-(Dimethylamino)azobenzene)

PDB for HMDB0032141 (4-(Dimethylamino)azobenzene)

3D PDB for HMDB0032141 (4-(Dimethylamino)azobenzene)

SMILES for HMDB0032141 (4-(Dimethylamino)azobenzene)

INCHI for HMDB0032141 (4-(Dimethylamino)azobenzene)

Structure for HMDB0032141 (4-(Dimethylamino)azobenzene)

3D Structure for HMDB0032141 (4-(Dimethylamino)azobenzene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra