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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:46:21 UTC

Update Date

2022-03-07 02:55:22 UTC

HMDB ID

HMDB0037521

Secondary Accession Numbers

HMDB37521

Metabolite Identification

Common Name

C.I. Solvent Red 80

Description

C.I. Solvent Red 80, also known as citrus red 2, 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 C.I. Solvent Red 80.

Structure

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

HMDB0037521
     RDKit          3D
C.I. Solvent Red 80
 39 41  0  0  0  0  0  0  0  0999 V2000
    5.2722    2.8181   -0.8228 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9062    2.6948   -0.4836 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3366    1.4243   -0.3406 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0979    0.2958   -0.5282 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4897   -0.9345   -0.3757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1545   -1.0673   -0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5925   -2.3521    0.0970 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3956   -3.4817   -0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4117    0.0651    0.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0352   -0.0244    0.4806 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7594   -0.8097   -0.1206 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1131   -0.8297    0.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6329   -1.9203    0.9440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8704   -3.0390    1.2315 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9713   -1.9504    1.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7448   -0.8375    1.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2460    0.2528    0.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0542    1.3184    0.1752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5452    2.4179   -0.4801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2318    2.4734   -0.8947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4451    1.3765   -0.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9133    0.2579    0.0275 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0098    1.2941   -0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9153    2.3306   -0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5261    3.8897   -0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4003    2.2779   -1.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1491    0.4087   -0.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1167   -1.8233   -0.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8702   -3.4380   -1.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1906   -3.4854    0.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7883   -4.3940    0.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9007   -3.1203    0.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3477   -2.8164    1.8631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7781   -0.8560    1.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0985    1.3741    0.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1665    3.2685   -0.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8451    3.3528   -1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3945    1.4000   -0.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4002    2.1886    0.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  9 23  2  0
 23  3  1  0
 22 12  1  0
 22 17  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
 23 39  1  0
M  END


  Mrv0541 05061309502D          

 23 25  0  0  0  0            999 V2000
    3.5724    7.0125    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    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
    1.4289    0.8250    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
    2.1434    1.2375    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
    2.8579    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
    2.8579    5.7750    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    4.9500    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
    3.5724    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    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
  9  7  2  0  0  0  0
 10  8  2  0  0  0  0
 12  5  2  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 13 11  2  0  0  0  0
 14  6  2  0  0  0  0
 14 12  1  0  0  0  0
 15 11  1  0  0  0  0
 16  9  1  0  0  0  0
 17 10  1  0  0  0  0
 17 15  2  0  0  0  0
 18 14  1  0  0  0  0
 18 16  2  0  0  0  0
 19 15  1  0  0  0  0
 20 18  1  0  0  0  0
 20 19  2  0  0  0  0
 21 16  1  0  0  0  0
 22  1  1  0  0  0  0
 22 13  1  0  0  0  0
 23  2  1  0  0  0  0
 23 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037521

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(\N=N\C2=C(O)C=CC3=CC=CC=C23)=C(OC)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H16N2O3/c1-22-13-8-10-17(23-2)15(11-13)19-20-18-14-6-4-3-5-12(14)7-9-16(18)21/h3-11,21H,1-2H3/b20-19+

> <INCHI_KEY>
GJUABKCEXOMRPQ-FMQUCBEESA-N

> <FORMULA>
C18H16N2O3

> <MOLECULAR_WEIGHT>
308.3312

> <EXACT_MASS>
308.116092388

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
32.778184426997605

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.93

> <JCHEM_LOGP>
4.749708393

> <ALOGPS_LOGS>
-4.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.83072887214484

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5910493369232892

> <JCHEM_POLAR_SURFACE_AREA>
63.41000000000001

> <JCHEM_REFRACTIVITY>
91.73450000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.59e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
citrus red 2

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037521
     RDKit          3D
C.I. Solvent Red 80
 39 41  0  0  0  0  0  0  0  0999 V2000
    5.2722    2.8181   -0.8228 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9062    2.6948   -0.4836 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3366    1.4243   -0.3406 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0979    0.2958   -0.5282 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4897   -0.9345   -0.3757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1545   -1.0673   -0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5925   -2.3521    0.0970 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3956   -3.4817   -0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4117    0.0651    0.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0352   -0.0244    0.4806 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7594   -0.8097   -0.1206 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1131   -0.8297    0.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6329   -1.9203    0.9440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8704   -3.0390    1.2315 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9713   -1.9504    1.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7448   -0.8375    1.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2460    0.2528    0.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0542    1.3184    0.1752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5452    2.4179   -0.4801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2318    2.4734   -0.8947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4451    1.3765   -0.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9133    0.2579    0.0275 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0098    1.2941   -0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9153    2.3306   -0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5261    3.8897   -0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4003    2.2779   -1.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1491    0.4087   -0.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1167   -1.8233   -0.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8702   -3.4380   -1.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1906   -3.4854    0.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7883   -4.3940    0.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9007   -3.1203    0.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3477   -2.8164    1.8631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7781   -0.8560    1.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0985    1.3741    0.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1665    3.2685   -0.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8451    3.3528   -1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3945    1.4000   -0.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4002    2.1886    0.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  9 23  2  0
 23  3  1  0
 22 12  1  0
 22 17  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
 23 39  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  13.090   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   6.930   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       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  10.780   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       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   9.240   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
HETATM   22  O   UNK     0       6.668  11.550   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.334   8.470   0.000  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2   23                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3   12                                                       
CONECT    6    4   14                                                       
CONECT    7    9   12                                                       
CONECT    8   10   13                                                       
CONECT    9    7   16                                                       
CONECT   10    8   17                                                       
CONECT   11   13   15                                                       
CONECT   12    5    7   14                                                  
CONECT   13    8   11   22                                                  
CONECT   14    6   12   18                                                  
CONECT   15   11   17   19                                                  
CONECT   16    9   18   21                                                  
CONECT   17   10   15   23                                                  
CONECT   18   14   16   20                                                  
CONECT   19   15   20                                                       
CONECT   20   18   19                                                       
CONECT   21   16                                                            
CONECT   22    1   13                                                       
CONECT   23    2   17                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0037521
HETATM    1  C1  UNL     1       5.272   2.818  -0.823  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.906   2.695  -0.484  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.337   1.424  -0.341  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.098   0.296  -0.528  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.490  -0.935  -0.376  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.155  -1.067  -0.044  1.00  0.00           C  
HETATM    7  O2  UNL     1       1.592  -2.352   0.097  1.00  0.00           O  
HETATM    8  C6  UNL     1       2.396  -3.482  -0.101  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.412   0.065   0.139  1.00  0.00           C  
HETATM   10  N1  UNL     1       0.035  -0.024   0.481  1.00  0.00           N  
HETATM   11  N2  UNL     1      -0.759  -0.810  -0.121  1.00  0.00           N  
HETATM   12  C8  UNL     1      -2.113  -0.830   0.290  1.00  0.00           C  
HETATM   13  C9  UNL     1      -2.633  -1.920   0.944  1.00  0.00           C  
HETATM   14  O3  UNL     1      -1.870  -3.039   1.231  1.00  0.00           O  
HETATM   15  C10 UNL     1      -3.971  -1.950   1.354  1.00  0.00           C  
HETATM   16  C11 UNL     1      -4.745  -0.838   1.073  1.00  0.00           C  
HETATM   17  C12 UNL     1      -4.246   0.253   0.425  1.00  0.00           C  
HETATM   18  C13 UNL     1      -5.054   1.318   0.175  1.00  0.00           C  
HETATM   19  C14 UNL     1      -4.545   2.418  -0.480  1.00  0.00           C  
HETATM   20  C15 UNL     1      -3.232   2.473  -0.895  1.00  0.00           C  
HETATM   21  C16 UNL     1      -2.445   1.376  -0.624  1.00  0.00           C  
HETATM   22  C17 UNL     1      -2.913   0.258   0.028  1.00  0.00           C  
HETATM   23  C18 UNL     1       2.010   1.294  -0.011  1.00  0.00           C  
HETATM   24  H1  UNL     1       5.915   2.331  -0.074  1.00  0.00           H  
HETATM   25  H2  UNL     1       5.526   3.890  -0.916  1.00  0.00           H  
HETATM   26  H3  UNL     1       5.400   2.278  -1.794  1.00  0.00           H  
HETATM   27  H4  UNL     1       5.149   0.409  -0.789  1.00  0.00           H  
HETATM   28  H5  UNL     1       4.117  -1.823  -0.530  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.870  -3.438  -1.109  1.00  0.00           H  
HETATM   30  H7  UNL     1       3.191  -3.485   0.688  1.00  0.00           H  
HETATM   31  H8  UNL     1       1.788  -4.394   0.001  1.00  0.00           H  
HETATM   32  H9  UNL     1      -0.901  -3.120   0.982  1.00  0.00           H  
HETATM   33  H10 UNL     1      -4.348  -2.816   1.863  1.00  0.00           H  
HETATM   34  H11 UNL     1      -5.778  -0.856   1.387  1.00  0.00           H  
HETATM   35  H12 UNL     1      -6.098   1.374   0.459  1.00  0.00           H  
HETATM   36  H13 UNL     1      -5.167   3.269  -0.686  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.845   3.353  -1.413  1.00  0.00           H  
HETATM   38  H15 UNL     1      -1.394   1.400  -0.946  1.00  0.00           H  
HETATM   39  H16 UNL     1       1.400   2.189   0.139  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4   23
CONECT    4    5   27
CONECT    5    6    6   28
CONECT    6    7    9
CONECT    7    8
CONECT    8   29   30   31
CONECT    9   10   23   23
CONECT   10   11   11
CONECT   11   12
CONECT   12   13   13   22
CONECT   13   14   15
CONECT   14   32
CONECT   15   16   16   33
CONECT   16   17   34
CONECT   17   18   18   22
CONECT   18   19   35
CONECT   19   20   20   36
CONECT   20   21   37
CONECT   21   22   22   38
CONECT   23   39
END

HMDB0037521
     RDKit          3D
C.I. Solvent Red 80
 39 41  0  0  0  0  0  0  0  0999 V2000
    5.2722    2.8181   -0.8228 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9062    2.6948   -0.4836 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3366    1.4243   -0.3406 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0979    0.2958   -0.5282 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4897   -0.9345   -0.3757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1545   -1.0673   -0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5925   -2.3521    0.0970 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3956   -3.4817   -0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4117    0.0651    0.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0352   -0.0244    0.4806 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7594   -0.8097   -0.1206 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1131   -0.8297    0.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6329   -1.9203    0.9440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8704   -3.0390    1.2315 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9713   -1.9504    1.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7448   -0.8375    1.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2460    0.2528    0.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0542    1.3184    0.1752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5452    2.4179   -0.4801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2318    2.4734   -0.8947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4451    1.3765   -0.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9133    0.2579    0.0275 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0098    1.2941   -0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9153    2.3306   -0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5261    3.8897   -0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4003    2.2779   -1.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1491    0.4087   -0.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1167   -1.8233   -0.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8702   -3.4380   -1.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1906   -3.4854    0.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7883   -4.3940    0.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9007   -3.1203    0.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3477   -2.8164    1.8631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7781   -0.8560    1.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0985    1.3741    0.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1665    3.2685   -0.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8451    3.3528   -1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3945    1.4000   -0.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4002    2.1886    0.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  9 23  2  0
 23  3  1  0
 22 12  1  0
 22 17  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
 23 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Citrus red 2	Kegg
1-((2,5-Dimethoxyphenyl)azo)-2-naphthalenol	HMDB
1-((2,5-Dimethoxyphenyl)azo)-2-naphthol	HMDB
1-(1-(2,5-Dimethoxyphenyl)azo)-2-naphthol	HMDB
1-(2,5-dimethoxyphenylazo)-2-Naphthol	HMDB
1-(2,5-dimethyloxyphenylazo)-2-Naphthol	HMDB
1-(2-(2,5-Dimethoxyphenyl)diazenyl)-2-naphthalenol	HMDB
1-[(2,5-Dimethoxyphenyl)azo]-2-naphthalenol	HMDB
1-[(2,5-Dimethoxyphenyl)azo]-2-naphthalenol, 9ci	HMDB
1-[(e)-(2,5-Dimethoxyphenyl)diazenyl]-2-naphthol	HMDB
2,5-Dimethoxy-1-(phenylazo)-2-naphthol	HMDB
2,5-Dimethoxy-1-phenylazo-2-naphthol	HMDB
2,5-dimethoxybenzeneazo-beta-Naphthol	HMDB
C.I. solvent red 80 (8ci)	HMDB
Cerven rozpoustedlova 80	HMDB
CI solvent red 80	HMDB
Citrus red	HMDB
Citrus red no. 2	HMDB
Solvent red 80	HMDB

Chemical Formula

C₁₈H₁₆N₂O₃

Average Molecular Weight

308.3312

Monoisotopic Molecular Weight

308.116092388

IUPAC Name

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

Traditional Name

citrus red 2

CAS Registry Number

6358-53-8

SMILES

COC1=CC(\N=N\C2=C(O)C=CC3=CC=CC=C23)=C(OC)C=C1

InChI Identifier

InChI=1S/C18H16N2O3/c1-22-13-8-10-17(23-2)15(11-13)19-20-18-14-6-4-3-5-12(14)7-9-16(18)21/h3-11,21H,1-2H3/b20-19+

InChI Key

GJUABKCEXOMRPQ-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-dimethoxybenzene
Dimethoxybenzene
Methoxyaniline
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Azo compound
Ether
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

azobenzenes (CHEBI:82306 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0037521)

Cellular substructure

Membrane (HMDB: HMDB0037521)

Source

Exogenous

Food

Food (HMDB: HMDB0037521)

Not Available

Nutrient (HMDB: HMDB0037521)

Industrial application

Food and nutrition

Food and nutrition (HMDB: HMDB0037521)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	156 °C	Not Available
Boiling Point	477.00 to 478.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.22 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.129 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0066 g/L	ALOGPS
logP	4.93	ALOGPS
logP	4.75	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	11.83	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.41 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	91.73 m³·mol⁻¹	ChemAxon
Polarizability	32.78 Å³	ChemAxon
Number of Rings	3	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]-	211.218	30932474
DeepCCS	[M+Na]+	186.445	30932474
AllCCS	[M+H]+	171.6	32859911
AllCCS	[M+H-H2O]+	168.1	32859911
AllCCS	[M+NH4]+	174.8	32859911
AllCCS	[M+Na]+	175.7	32859911
AllCCS	[M-H]-	173.2	32859911
AllCCS	[M+Na-2H]-	172.0	32859911
AllCCS	[M+HCOO]-	170.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
C.I. Solvent Red 80	COC1=CC(\N=N\C2=C(O)C=CC3=CC=CC=C23)=C(OC)C=C1	3551.2	Standard polar	33892256
C.I. Solvent Red 80	COC1=CC(\N=N\C2=C(O)C=CC3=CC=CC=C23)=C(OC)C=C1	2708.8	Standard non polar	33892256
C.I. Solvent Red 80	COC1=CC(\N=N\C2=C(O)C=CC3=CC=CC=C23)=C(OC)C=C1	2942.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
C.I. Solvent Red 80,1TMS,isomer #1	COC1=CC=C(OC)C(/N=N/C2=C(O[Si](C)(C)C)C=CC3=CC=CC=C23)=C1	2854.8	Semi standard non polar	33892256
C.I. Solvent Red 80,1TBDMS,isomer #1	COC1=CC=C(OC)C(/N=N/C2=C(O[Si](C)(C)C(C)(C)C)C=CC3=CC=CC=C23)=C1	3032.9	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 - C.I. Solvent Red 80 GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pec-0890000000-90c26eb0795e1847cb20	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - C.I. Solvent Red 80 GC-MS (1 TMS) - 70eV, Positive	splash10-0259-3196000000-428e6fa66af56291460e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - C.I. Solvent Red 80 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - C.I. Solvent Red 80 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 - C.I. Solvent Red 80 10V, Positive-QTOF	splash10-0a4i-0019000000-104a27d7dcee6b774cec	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - C.I. Solvent Red 80 20V, Positive-QTOF	splash10-0pdi-6988000000-7374a8cba1ecafd97cae	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - C.I. Solvent Red 80 40V, Positive-QTOF	splash10-0595-1960000000-d357680da1ed940ab711	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - C.I. Solvent Red 80 10V, Negative-QTOF	splash10-0a4i-0009000000-803aae7326db6073c42d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - C.I. Solvent Red 80 20V, Negative-QTOF	splash10-0a4i-0697000000-bb676c60d7f121b1c83f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - C.I. Solvent Red 80 40V, Negative-QTOF	splash10-0bt9-4900000000-58a7be9928591d104616	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - C.I. Solvent Red 80 10V, Negative-QTOF	splash10-0a4i-0009000000-2e386d675ad15bb583f6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - C.I. Solvent Red 80 20V, Negative-QTOF	splash10-0a4i-0459000000-4a34f206dc2fa40711c5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - C.I. Solvent Red 80 40V, Negative-QTOF	splash10-0a4i-0970000000-bf5c2d1d2bdee30c1972	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - C.I. Solvent Red 80 10V, Positive-QTOF	splash10-0a4i-0109000000-c9dd6a3e31db3ebd3597	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - C.I. Solvent Red 80 20V, Positive-QTOF	splash10-0a4i-0902000000-ee28deeb18d3507b2333	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - C.I. Solvent Red 80 40V, Positive-QTOF	splash10-0pc0-0930000000-44f63a494cda9d0485f3	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

FDB016602

KNApSAcK ID

Not Available

Chemspider ID

16735746

KEGG Compound ID

C19214

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

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1379141

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 C.I. Solvent Red 80 (HMDB0037521)

MOL for HMDB0037521 (C.I. Solvent Red 80)

3D MOL for HMDB0037521 (C.I. Solvent Red 80)

3D SDF for HMDB0037521 (C.I. Solvent Red 80)

3D-SDF for HMDB0037521 (C.I. Solvent Red 80)

PDB for HMDB0037521 (C.I. Solvent Red 80)

3D PDB for HMDB0037521 (C.I. Solvent Red 80)

SMILES for HMDB0037521 (C.I. Solvent Red 80)

INCHI for HMDB0037521 (C.I. Solvent Red 80)

Structure for HMDB0037521 (C.I. Solvent Red 80)

3D Structure for HMDB0037521 (C.I. Solvent Red 80)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra