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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:52:30 UTC

Update Date

2022-03-07 02:53:30 UTC

HMDB ID

HMDB0032889

Secondary Accession Numbers

HMDB32889

Metabolite Identification

Common Name

1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol

Description

1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position. Based on a literature review very few articles have been published on 1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol.

Structure

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

HMDB0032889
     RDKit          3D
1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol
 37 39  0  0  0  0  0  0  0  0999 V2000
   -3.6802    2.8258   -0.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2429    1.4637   -0.6427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2505    0.5056   -0.8094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9146   -0.7695   -1.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5830   -1.1399   -1.2847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3446   -2.5671   -1.6281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5509   -0.2255   -1.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2476   -0.6433   -1.2996 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7775   -0.8475   -0.7890 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4779   -0.8232    0.4096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1221   -1.5374    1.5610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0199   -2.3209    1.4785 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8774   -1.4545    2.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0010   -0.6662    2.7428 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3678    0.0436    1.6215 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5208    0.8318    1.7111 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8944    1.5455    0.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1518    1.4797   -0.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0108    0.6964   -0.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6280   -0.0263    0.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9319    1.0760   -0.8060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8674    3.4877    0.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2355    3.2172   -1.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4054    2.7549    0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2808    0.7777   -0.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7276   -1.4998   -1.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5848   -3.1373   -0.6814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2506   -2.6930   -1.8006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9509   -2.9188   -2.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5241   -2.3484    0.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5653   -2.0228    3.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5963   -0.6022    3.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0690    0.8524    2.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8006    2.1693    0.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4866    2.0610   -1.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4151    0.6252   -1.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1692    1.8301   -0.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  7 21  2  0
 21  2  1  0
 20 10  1  0
 20 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  6 28  1  0
  6 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 21 37  1  0
M  END


  Mrv0541 05061306462D          

 21 23  0  0  0  0            999 V2000
    3.5724    6.1875    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
   -0.7145    1.2375    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
    0.0000    0.8250    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
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    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
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    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    1.2375    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
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    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
    2.1434    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   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
  8  7  2  0  0  0  0
 10  9  2  0  0  0  0
 12  1  1  0  0  0  0
 12  7  1  0  0  0  0
 12 11  2  0  0  0  0
 13  2  1  0  0  0  0
 13  8  1  0  0  0  0
 14  5  2  0  0  0  0
 14  9  1  0  0  0  0
 15  6  2  0  0  0  0
 15 14  1  0  0  0  0
 16 11  1  0  0  0  0
 16 13  2  0  0  0  0
 17 10  1  0  0  0  0
 18 15  1  0  0  0  0
 18 17  2  0  0  0  0
 19 16  1  0  0  0  0
 20 18  1  0  0  0  0
 20 19  2  0  0  0  0
 21 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032889

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC(\N=N\C2=C(O)C=CC3=CC=CC=C23)=C(C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H16N2O/c1-12-7-8-13(2)16(11-12)19-20-18-15-6-4-3-5-14(15)9-10-17(18)21/h3-11,21H,1-2H3/b20-19+

> <INCHI_KEY>
VUSAIZBVVMZCCH-FMQUCBEESA-N

> <FORMULA>
C18H16N2O

> <MOLECULAR_WEIGHT>
276.3324

> <EXACT_MASS>
276.126263144

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
31.197652174765437

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(E)-2-(2,5-dimethylphenyl)diazen-1-yl]naphthalen-2-ol

> <ALOGPS_LOGP>
5.45

> <JCHEM_LOGP>
6.091893703

> <ALOGPS_LOGS>
-5.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.835175506599823

> <JCHEM_PKA_STRONGEST_BASIC>
0.22924349843314296

> <JCHEM_POLAR_SURFACE_AREA>
44.95

> <JCHEM_REFRACTIVITY>
88.89050000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.16e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-xylylazo-2-naphthol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032889
     RDKit          3D
1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol
 37 39  0  0  0  0  0  0  0  0999 V2000
   -3.6802    2.8258   -0.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2429    1.4637   -0.6427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2505    0.5056   -0.8094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9146   -0.7695   -1.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5830   -1.1399   -1.2847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3446   -2.5671   -1.6281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5509   -0.2255   -1.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2476   -0.6433   -1.2996 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7775   -0.8475   -0.7890 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4779   -0.8232    0.4096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1221   -1.5374    1.5610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0199   -2.3209    1.4785 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8774   -1.4545    2.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0010   -0.6662    2.7428 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3678    0.0436    1.6215 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5208    0.8318    1.7111 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8944    1.5455    0.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1518    1.4797   -0.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0108    0.6964   -0.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6280   -0.0263    0.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9319    1.0760   -0.8060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8674    3.4877    0.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2355    3.2172   -1.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4054    2.7549    0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2808    0.7777   -0.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7276   -1.4998   -1.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5848   -3.1373   -0.6814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2506   -2.6930   -1.8006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9509   -2.9188   -2.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5241   -2.3484    0.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5653   -2.0228    3.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5963   -0.6022    3.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0690    0.8524    2.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8006    2.1693    0.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4866    2.0610   -1.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4151    0.6252   -1.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1692    1.8301   -0.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  7 21  2  0
 21  2  1  0
 20 10  1  0
 20 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  6 28  1  0
  6 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 21 37  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       6.668  11.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       4.001   6.930   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       2.667   6.160   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   13                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3   14                                                       
CONECT    6    4   15                                                       
CONECT    7    8   12                                                       
CONECT    8    7   13                                                       
CONECT    9   10   14                                                       
CONECT   10    9   17                                                       
CONECT   11   12   16                                                       
CONECT   12    1    7   11                                                  
CONECT   13    2    8   16                                                  
CONECT   14    5    9   15                                                  
CONECT   15    6   14   18                                                  
CONECT   16   11   13   19                                                  
CONECT   17   10   18   21                                                  
CONECT   18   15   17   20                                                  
CONECT   19   16   20                                                       
CONECT   20   18   19                                                       
CONECT   21   17                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0032889
HETATM    1  C1  UNL     1      -3.680   2.826  -0.303  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.243   1.464  -0.643  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.250   0.506  -0.809  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.915  -0.770  -1.124  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.583  -1.140  -1.285  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.345  -2.567  -1.628  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.551  -0.225  -1.130  1.00  0.00           C  
HETATM    8  N1  UNL     1      -0.248  -0.643  -1.300  1.00  0.00           N  
HETATM    9  N2  UNL     1       0.777  -0.848  -0.789  1.00  0.00           N  
HETATM   10  C8  UNL     1       1.478  -0.823   0.410  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.122  -1.537   1.561  1.00  0.00           C  
HETATM   12  O1  UNL     1      -0.020  -2.321   1.479  1.00  0.00           O  
HETATM   13  C10 UNL     1       1.877  -1.455   2.705  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.001  -0.666   2.743  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.368   0.044   1.622  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.521   0.832   1.711  1.00  0.00           C  
HETATM   17  C14 UNL     1       4.894   1.546   0.593  1.00  0.00           C  
HETATM   18  C15 UNL     1       4.152   1.480  -0.570  1.00  0.00           C  
HETATM   19  C16 UNL     1       3.011   0.696  -0.651  1.00  0.00           C  
HETATM   20  C17 UNL     1       2.628  -0.026   0.472  1.00  0.00           C  
HETATM   21  C18 UNL     1      -1.932   1.076  -0.806  1.00  0.00           C  
HETATM   22  H1  UNL     1      -2.867   3.488   0.027  1.00  0.00           H  
HETATM   23  H2  UNL     1      -4.235   3.217  -1.172  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.405   2.755   0.555  1.00  0.00           H  
HETATM   25  H4  UNL     1      -5.281   0.778  -0.689  1.00  0.00           H  
HETATM   26  H5  UNL     1      -4.728  -1.500  -1.249  1.00  0.00           H  
HETATM   27  H6  UNL     1      -2.585  -3.137  -0.681  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.251  -2.693  -1.801  1.00  0.00           H  
HETATM   29  H8  UNL     1      -2.951  -2.919  -2.472  1.00  0.00           H  
HETATM   30  H9  UNL     1      -0.524  -2.348   0.609  1.00  0.00           H  
HETATM   31  H10 UNL     1       1.565  -2.023   3.569  1.00  0.00           H  
HETATM   32  H11 UNL     1       3.596  -0.602   3.645  1.00  0.00           H  
HETATM   33  H12 UNL     1       5.069   0.852   2.638  1.00  0.00           H  
HETATM   34  H13 UNL     1       5.801   2.169   0.654  1.00  0.00           H  
HETATM   35  H14 UNL     1       4.487   2.061  -1.424  1.00  0.00           H  
HETATM   36  H15 UNL     1       2.415   0.625  -1.537  1.00  0.00           H  
HETATM   37  H16 UNL     1      -1.169   1.830  -0.673  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    3   21
CONECT    3    4   25
CONECT    4    5    5   26
CONECT    5    6    7
CONECT    6   27   28   29
CONECT    7    8   21   21
CONECT    8    9    9
CONECT    9   10
CONECT   10   11   11   20
CONECT   11   12   13
CONECT   12   30
CONECT   13   14   14   31
CONECT   14   15   32
CONECT   15   16   16   20
CONECT   16   17   33
CONECT   17   18   18   34
CONECT   18   19   35
CONECT   19   20   20   36
CONECT   21   37
END

HMDB0032889
     RDKit          3D
1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol
 37 39  0  0  0  0  0  0  0  0999 V2000
   -3.6802    2.8258   -0.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2429    1.4637   -0.6427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2505    0.5056   -0.8094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9146   -0.7695   -1.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5830   -1.1399   -1.2847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3446   -2.5671   -1.6281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5509   -0.2255   -1.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2476   -0.6433   -1.2996 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7775   -0.8475   -0.7890 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4779   -0.8232    0.4096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1221   -1.5374    1.5610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0199   -2.3209    1.4785 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8774   -1.4545    2.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0010   -0.6662    2.7428 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3678    0.0436    1.6215 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5208    0.8318    1.7111 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8944    1.5455    0.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1518    1.4797   -0.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0108    0.6964   -0.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6280   -0.0263    0.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9319    1.0760   -0.8060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8674    3.4877    0.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2355    3.2172   -1.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4054    2.7549    0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2808    0.7777   -0.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7276   -1.4998   -1.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5848   -3.1373   -0.6814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2506   -2.6930   -1.8006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9509   -2.9188   -2.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5241   -2.3484    0.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5653   -2.0228    3.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5963   -0.6022    3.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0690    0.8524    2.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8006    2.1693    0.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4866    2.0610   -1.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4151    0.6252   -1.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1692    1.8301   -0.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  7 21  2  0
 21  2  1  0
 20 10  1  0
 20 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  6 28  1  0
  6 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 21 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-((2,5-Dimethylphenyl)azo)-2-naphthalenol	HMDB
1-(2,5-xylylazo)-2-Naphthol	HMDB
1-(2,5-xylylazo)-2-Naphthol, 8ci	HMDB
1-xylylazo-2-Naphthol	HMDB

Chemical Formula

C₁₈H₁₆N₂O

Average Molecular Weight

276.3324

Monoisotopic Molecular Weight

276.126263144

IUPAC Name

1-[(E)-2-(2,5-dimethylphenyl)diazen-1-yl]naphthalen-2-ol

Traditional Name

1-xylylazo-2-naphthol

CAS Registry Number

85-82-5

SMILES

CC1=CC(\N=N\C2=C(O)C=CC3=CC=CC=C23)=C(C)C=C1

InChI Identifier

InChI=1S/C18H16N2O/c1-12-7-8-13(2)16(11-12)19-20-18-15-6-4-3-5-14(15)9-10-17(18)21/h3-11,21H,1-2H3/b20-19+

InChI Key

VUSAIZBVVMZCCH-FMQUCBEESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthols and derivatives

Direct Parent

Naphthols and derivatives

Alternative Parents

Substituents

2-naphthol
P-xylene
Xylene
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Azo compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0032889)

Cellular substructure

Membrane (HMDB: HMDB0032889)

Source

Exogenous

Food

Food (HMDB: HMDB0032889)

Not Available

Nutrient (HMDB: HMDB0032889)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	150 - 151 °C	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
Water Solubility	0.0022 g/L	ALOGPS
logP	5.45	ALOGPS
logP	6.09	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	11.84	ChemAxon
pKa (Strongest Basic)	0.23	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	44.95 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	88.89 m³·mol⁻¹	ChemAxon
Polarizability	31.2 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	204.645	30932474
DeepCCS	[M+Na]+	179.872	30932474
AllCCS	[M+H]+	162.9	32859911
AllCCS	[M+H-H2O]+	159.2	32859911
AllCCS	[M+NH4]+	166.4	32859911
AllCCS	[M+Na]+	167.4	32859911
AllCCS	[M-H]-	164.1	32859911
AllCCS	[M+Na-2H]-	162.5	32859911
AllCCS	[M+HCOO]-	160.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol	CC1=CC(\N=N\C2=C(O)C=CC3=CC=CC=C23)=C(C)C=C1	3333.7	Standard polar	33892256
1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol	CC1=CC(\N=N\C2=C(O)C=CC3=CC=CC=C23)=C(C)C=C1	2387.0	Standard non polar	33892256
1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol	CC1=CC(\N=N\C2=C(O)C=CC3=CC=CC=C23)=C(C)C=C1	2674.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol,1TMS,isomer #1	CC1=CC=C(C)C(/N=N/C2=C(O[Si](C)(C)C)C=CC3=CC=CC=C23)=C1	2511.7	Semi standard non polar	33892256
1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol,1TBDMS,isomer #1	CC1=CC=C(C)C(/N=N/C2=C(O[Si](C)(C)C(C)(C)C)C=CC3=CC=CC=C23)=C1	2729.8	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 - 1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-014j-2970000000-75e546361332cb311fe3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol GC-MS (1 TMS) - 70eV, Positive	splash10-00e9-5696000000-281bd8bfa10c77dc3ff5	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol 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 - 1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol 10V, Positive-QTOF	splash10-004i-0790000000-8c9dd91d8e28f1a62454	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol 20V, Positive-QTOF	splash10-0a7i-1930000000-3c9ca5ff4ad8b6142ed4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol 40V, Positive-QTOF	splash10-0a4i-3900000000-d0c4f5cb8f08d42a6664	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol 10V, Negative-QTOF	splash10-004i-0690000000-152c01770946519638d6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol 20V, Negative-QTOF	splash10-05r0-0940000000-6b292b85bd102704c7ef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol 40V, Negative-QTOF	splash10-0api-2900000000-6a69754dfb6aff19b981	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol 10V, Positive-QTOF	splash10-004i-0490000000-c7697c9c7b0945bb8c64	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol 20V, Positive-QTOF	splash10-0a6r-0930000000-0e13aa08182739bb8e5c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol 40V, Positive-QTOF	splash10-0uxr-2910000000-a961d648a9cabd41df32	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol 10V, Negative-QTOF	splash10-004i-0090000000-2d992a3c6212e763fa4d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol 20V, Negative-QTOF	splash10-004i-0690000000-4e10523a069adbc36387	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol 40V, Negative-QTOF	splash10-0lfr-1920000000-feefee6974e311d64117	2021-09-24	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

FDB010871

KNApSAcK ID

Not Available

Chemspider ID

20152670

KEGG Compound ID

Not Available

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

138774

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 1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol (HMDB0032889)

MOL for HMDB0032889 (1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol)

3D MOL for HMDB0032889 (1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol)

3D SDF for HMDB0032889 (1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol)

3D-SDF for HMDB0032889 (1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol)

PDB for HMDB0032889 (1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol)

3D PDB for HMDB0032889 (1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol)

SMILES for HMDB0032889 (1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol)

INCHI for HMDB0032889 (1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol)

Structure for HMDB0032889 (1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol)

3D Structure for HMDB0032889 (1-[(2,5-Dimethylphenyl)azo]-2-naphthalenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra