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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:52:29 UTC

Update Date

2022-03-07 02:53:30 UTC

HMDB ID

HMDB0032886

Secondary Accession Numbers

HMDB32886

Metabolite Identification

Common Name

Orange I

Description

Orange I 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 Orange I.

Structure

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

HMDB0032886
     RDKit          3D
Orange I
 35 37  0  0  0  0  0  0  0  0999 V2000
    3.1185    3.2507   -1.0609 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8578    1.9602   -1.1702 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.0394    1.6563   -2.6315 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3898    2.0997   -0.4952 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9296    0.6874   -0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1469    0.9590    0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4319   -0.0677    1.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4754   -1.3596    0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7604   -2.4228    1.4295 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4347   -2.6129    1.1454 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1442   -1.7945    0.2373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1114   -1.9679   -1.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8099   -1.1593   -1.9913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5978   -0.1070   -1.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2737    0.6665   -2.4449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6392    0.0770   -0.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4147    1.1139    0.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4624    1.3064    1.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7625    0.4962    2.5591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0036   -0.5200    2.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9206   -0.7576    0.7077 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2677   -1.6128   -0.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9968   -0.5865   -0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6132    1.2158   -0.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1194    1.9805    1.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8331    0.2046    2.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5012   -2.7841   -1.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7745   -1.3084   -3.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8615    1.4379   -2.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9814    1.7771   -0.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0533    2.1052    2.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7969    0.6437    3.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4350   -1.1850    2.7066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3810   -2.5890   -0.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6178   -0.8030   -1.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  8 22  1  0
 22 23  2  0
 23  5  1  0
 21 11  1  0
 21 16  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
 12 27  1  0
 13 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  0
 22 34  1  0
 23 35  1  0
M  END


  Mrv0541 05061306462D          

 23 25  0  0  0  0            999 V2000
    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
    1.4289    0.8250    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
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    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
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    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
    3.5724   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8427    0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0177    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 10  9  1  0  0  0  0
 11  5  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  3  2  0  0  0  0
 14  4  2  0  0  0  0
 14 13  1  0  0  0  0
 15  9  2  0  0  0  0
 15 13  1  0  0  0  0
 16 10  2  0  0  0  0
 16 14  1  0  0  0  0
 17 11  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
 23 12  1  0  0  0  0
 23 20  1  0  0  0  0
 23 21  2  0  0  0  0
 23 22  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032886

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C(\N=N/C2=CC=C(C=C2)S(O)(=O)=O)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C16H12N2O4S/c19-16-10-9-15(13-3-1-2-4-14(13)16)18-17-11-5-7-12(8-6-11)23(20,21)22/h1-10,19H,(H,20,21,22)/b18-17-

> <INCHI_KEY>
PURJGKXXWJKIQR-ZCXUNETKSA-N

> <FORMULA>
C16H12N2O4S

> <MOLECULAR_WEIGHT>
328.342

> <EXACT_MASS>
328.051777572

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
32.04902439129795

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(Z)-2-(4-hydroxynaphthalen-1-yl)diazen-1-yl]benzene-1-sulfonic acid

> <ALOGPS_LOGP>
1.92

> <JCHEM_LOGP>
2.3344601676178613

> <ALOGPS_LOGS>
-4.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.063118382767318

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.5551253448956475

> <JCHEM_PKA_STRONGEST_BASIC>
0.18953367724286807

> <JCHEM_POLAR_SURFACE_AREA>
99.32

> <JCHEM_REFRACTIVITY>
89.43060000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.70e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(Z)-2-(4-hydroxynaphthalen-1-yl)diazen-1-yl]benzenesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032886
     RDKit          3D
Orange I
 35 37  0  0  0  0  0  0  0  0999 V2000
    3.1185    3.2507   -1.0609 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8578    1.9602   -1.1702 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.0394    1.6563   -2.6315 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3898    2.0997   -0.4952 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9296    0.6874   -0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1469    0.9590    0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4319   -0.0677    1.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4754   -1.3596    0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7604   -2.4228    1.4295 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4347   -2.6129    1.1454 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1442   -1.7945    0.2373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1114   -1.9679   -1.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8099   -1.1593   -1.9913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5978   -0.1070   -1.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2737    0.6665   -2.4449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6392    0.0770   -0.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4147    1.1139    0.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4624    1.3064    1.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7625    0.4962    2.5591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0036   -0.5200    2.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9206   -0.7576    0.7077 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2677   -1.6128   -0.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9968   -0.5865   -0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6132    1.2158   -0.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1194    1.9805    1.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8331    0.2046    2.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5012   -2.7841   -1.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7745   -1.3084   -3.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8615    1.4379   -2.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9814    1.7771   -0.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0533    2.1052    2.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7969    0.6437    3.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4350   -1.1850    2.7066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3810   -2.5890   -0.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6178   -0.8030   -1.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  8 22  1  0
 22 23  2  0
 23  5  1  0
 21 11  1  0
 21 16  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
 12 27  1  0
 13 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  0
 22 34  1  0
 23 35  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       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   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       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       6.668  -0.770   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       5.335   0.000   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      13.337   3.080   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      12.773   0.976   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      11.233   3.644   0.000  0.00  0.00           O+0
HETATM   23  S   UNK     0      12.003   2.310   0.000  0.00  0.00           S+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1   13                                                       
CONECT    4    2   14                                                       
CONECT    5    7   11                                                       
CONECT    6    8   11                                                       
CONECT    7    5   12                                                       
CONECT    8    6   12                                                       
CONECT    9   10   15                                                       
CONECT   10    9   16                                                       
CONECT   11    5    6   17                                                  
CONECT   12    7    8   23                                                  
CONECT   13    3   14   15                                                  
CONECT   14    4   13   16                                                  
CONECT   15    9   13   18                                                  
CONECT   16   10   14   19                                                  
CONECT   17   11   18                                                       
CONECT   18   15   17                                                       
CONECT   19   16                                                            
CONECT   20   23                                                            
CONECT   21   23                                                            
CONECT   22   23                                                            
CONECT   23   12   20   21   22                                             
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0032886
HETATM    1  O1  UNL     1       3.118   3.251  -1.061  1.00  0.00           O  
HETATM    2  S1  UNL     1       3.858   1.960  -1.170  1.00  0.00           S  
HETATM    3  O2  UNL     1       4.039   1.656  -2.631  1.00  0.00           O  
HETATM    4  O3  UNL     1       5.390   2.100  -0.495  1.00  0.00           O  
HETATM    5  C1  UNL     1       2.930   0.687  -0.378  1.00  0.00           C  
HETATM    6  C2  UNL     1       2.147   0.959   0.710  1.00  0.00           C  
HETATM    7  C3  UNL     1       1.432  -0.068   1.306  1.00  0.00           C  
HETATM    8  C4  UNL     1       1.475  -1.360   0.846  1.00  0.00           C  
HETATM    9  N1  UNL     1       0.760  -2.423   1.429  1.00  0.00           N  
HETATM   10  N2  UNL     1      -0.435  -2.613   1.145  1.00  0.00           N  
HETATM   11  C5  UNL     1      -1.144  -1.794   0.237  1.00  0.00           C  
HETATM   12  C6  UNL     1      -1.111  -1.968  -1.126  1.00  0.00           C  
HETATM   13  C7  UNL     1      -1.810  -1.159  -1.991  1.00  0.00           C  
HETATM   14  C8  UNL     1      -2.598  -0.107  -1.515  1.00  0.00           C  
HETATM   15  O4  UNL     1      -3.274   0.667  -2.445  1.00  0.00           O  
HETATM   16  C9  UNL     1      -2.639   0.077  -0.155  1.00  0.00           C  
HETATM   17  C10 UNL     1      -3.415   1.114   0.327  1.00  0.00           C  
HETATM   18  C11 UNL     1      -3.462   1.306   1.692  1.00  0.00           C  
HETATM   19  C12 UNL     1      -2.763   0.496   2.559  1.00  0.00           C  
HETATM   20  C13 UNL     1      -2.004  -0.520   2.072  1.00  0.00           C  
HETATM   21  C14 UNL     1      -1.921  -0.758   0.708  1.00  0.00           C  
HETATM   22  C15 UNL     1       2.268  -1.613  -0.250  1.00  0.00           C  
HETATM   23  C16 UNL     1       2.997  -0.587  -0.863  1.00  0.00           C  
HETATM   24  H1  UNL     1       5.613   1.216  -0.119  1.00  0.00           H  
HETATM   25  H2  UNL     1       2.119   1.980   1.065  1.00  0.00           H  
HETATM   26  H3  UNL     1       0.833   0.205   2.159  1.00  0.00           H  
HETATM   27  H4  UNL     1      -0.501  -2.784  -1.509  1.00  0.00           H  
HETATM   28  H5  UNL     1      -1.775  -1.308  -3.069  1.00  0.00           H  
HETATM   29  H6  UNL     1      -3.862   1.438  -2.230  1.00  0.00           H  
HETATM   30  H7  UNL     1      -3.981   1.777  -0.300  1.00  0.00           H  
HETATM   31  H8  UNL     1      -4.053   2.105   2.150  1.00  0.00           H  
HETATM   32  H9  UNL     1      -2.797   0.644   3.634  1.00  0.00           H  
HETATM   33  H10 UNL     1      -1.435  -1.185   2.707  1.00  0.00           H  
HETATM   34  H11 UNL     1       2.381  -2.589  -0.701  1.00  0.00           H  
HETATM   35  H12 UNL     1       3.618  -0.803  -1.728  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    3    4    5
CONECT    4   24
CONECT    5    6    6   23
CONECT    6    7   25
CONECT    7    8    8   26
CONECT    8    9   22
CONECT    9   10   10
CONECT   10   11
CONECT   11   12   12   21
CONECT   12   13   27
CONECT   13   14   14   28
CONECT   14   15   16
CONECT   15   29
CONECT   16   17   17   21
CONECT   17   18   30
CONECT   18   19   19   31
CONECT   19   20   32
CONECT   20   21   21   33
CONECT   22   23   23   34
CONECT   23   35
END

HMDB0032886
     RDKit          3D
Orange I
 35 37  0  0  0  0  0  0  0  0999 V2000
    3.1185    3.2507   -1.0609 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8578    1.9602   -1.1702 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.0394    1.6563   -2.6315 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3898    2.0997   -0.4952 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9296    0.6874   -0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1469    0.9590    0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4319   -0.0677    1.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4754   -1.3596    0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7604   -2.4228    1.4295 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4347   -2.6129    1.1454 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1442   -1.7945    0.2373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1114   -1.9679   -1.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8099   -1.1593   -1.9913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5978   -0.1070   -1.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2737    0.6665   -2.4449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6392    0.0770   -0.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4147    1.1139    0.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4624    1.3064    1.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7625    0.4962    2.5591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0036   -0.5200    2.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9206   -0.7576    0.7077 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2677   -1.6128   -0.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9968   -0.5865   -0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6132    1.2158   -0.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1194    1.9805    1.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8331    0.2046    2.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5012   -2.7841   -1.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7745   -1.3084   -3.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8615    1.4379   -2.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9814    1.7771   -0.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0533    2.1052    2.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7969    0.6437    3.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4350   -1.1850    2.7066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3810   -2.5890   -0.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6178   -0.8030   -1.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  8 22  1  0
 22 23  2  0
 23  5  1  0
 21 11  1  0
 21 16  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
 12 27  1  0
 13 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  0
 22 34  1  0
 23 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1333 Orange	HMDB
4-(4-Sulfophenylazo)-1-naphthol	HMDB
4-(P-Sulfophenylazo)-1-naphthol, monosodium salt	HMDB
4-(P-Sulfophenylazo)-1-naphthol, sodium salt	HMDB
4-P-Sulfophenylazo-1-naphthol monosodium salt	HMDB
4-[(4-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid, 9ci	HMDB
a-Naphthol orange	HMDB
A.F. orange no. 1	HMDB
Acid leather orange I	HMDB
Acid orange 20	HMDB
Acid orange I	HMDB
Acid phosphine CL	HMDB
Aizen FOOD orange no. 1	HMDB
Aizen naphthol orange I	HMDB
Aizen orange I	HMDB
alpha -Naphthol orange	HMDB
C.I. 14600	HMDB
C.I. acid orange 20	HMDB
C.I. acid orange 20, monosodium salt	HMDB
Certiqual orange I	HMDB
D & C orange no. 3	HMDB
Dye orange no. 1	HMDB
Egacid orange GG	HMDB
Elgacid orange 2g	HMDB
Eniacid orange I	HMDB
Ext. D and C orange no. 3	HMDB
External D and C orange no. 3	HMDB
Extract D and C orange no. 3	HMDB
Extract D and C orange number 3	HMDB
F. d. C orange 1	HMDB
FD And C orange no. 1	HMDB
FDC Orange I	HMDB
Hispacid orange 1	HMDB
Java orange I	HMDB
Nankai acid orange I	HMDB
Naphthalene orange I	HMDB
Naphthol orange	HMDB
Neklacid orange 1	HMDB
Orange 1 sodium salt	HMDB
Orange I extra CONC. a export	HMDB
Orange I, sodium salt	HMDB
Orange im	HMDB
Orange S	HMDB
Sodium azo-alpha -naphtholsulfanilate	HMDB
Tertracid orange I	HMDB
Tropaeolin 000	HMDB
Tropaeolin 1	HMDB
Tropaeolin g	HMDB
Tropaeolin ooo no. 1	HMDB
Tropeolin 000-1	HMDB
4-[(Z)-2-(4-Hydroxynaphthalen-1-yl)diazen-1-yl]benzene-1-sulfonate	Generator
4-[(Z)-2-(4-Hydroxynaphthalen-1-yl)diazen-1-yl]benzene-1-sulphonate	Generator
4-[(Z)-2-(4-Hydroxynaphthalen-1-yl)diazen-1-yl]benzene-1-sulphonic acid	Generator

Chemical Formula

C₁₆H₁₂N₂O₄S

Average Molecular Weight

328.342

Monoisotopic Molecular Weight

328.051777572

IUPAC Name

4-[(Z)-2-(4-hydroxynaphthalen-1-yl)diazen-1-yl]benzene-1-sulfonic acid

Traditional Name

4-[(Z)-2-(4-hydroxynaphthalen-1-yl)diazen-1-yl]benzenesulfonic acid

CAS Registry Number

523-44-4

SMILES

OC1=CC=C(\N=N/C2=CC=C(C=C2)S(O)(=O)=O)C2=CC=CC=C12

InChI Identifier

InChI=1S/C16H12N2O4S/c19-16-10-9-15(13-3-1-2-4-14(13)16)18-17-11-5-7-12(8-6-11)23(20,21)22/h1-10,19H,(H,20,21,22)/b18-17-

InChI Key

PURJGKXXWJKIQR-ZCXUNETKSA-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

1-naphthol
Benzenesulfonate
Arylsulfonic acid or derivatives
Benzenesulfonyl group
1-sulfo,2-unsubstituted aromatic compound
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Organic sulfonic acid or derivatives
Sulfonyl
Organosulfonic acid
Organosulfonic acid or derivatives
Azo compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032886)
Cytoplasm (HMDB: HMDB0032886)

Source

Exogenous

Food

Food (HMDB: HMDB0032886)

Not Available

Nutrient (HMDB: HMDB0032886)

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
Water Solubility	0.027 g/L	ALOGPS
logP	1.92	ALOGPS
logP	2.33	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	-2.6	ChemAxon
pKa (Strongest Basic)	0.19	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	99.32 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	89.43 m³·mol⁻¹	ChemAxon
Polarizability	32.05 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]-	206.617	30932474
DeepCCS	[M+Na]+	182.477	30932474
AllCCS	[M+H]+	173.9	32859911
AllCCS	[M+H-H2O]+	170.6	32859911
AllCCS	[M+NH4]+	176.9	32859911
AllCCS	[M+Na]+	177.7	32859911
AllCCS	[M-H]-	169.6	32859911
AllCCS	[M+Na-2H]-	168.5	32859911
AllCCS	[M+HCOO]-	167.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Orange I	OC1=CC=C(\N=N/C2=CC=C(C=C2)S(O)(=O)=O)C2=CC=CC=C12	5026.1	Standard polar	33892256
Orange I	OC1=CC=C(\N=N/C2=CC=C(C=C2)S(O)(=O)=O)C2=CC=CC=C12	3135.8	Standard non polar	33892256
Orange I	OC1=CC=C(\N=N/C2=CC=C(C=C2)S(O)(=O)=O)C2=CC=CC=C12	3385.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Orange I,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/N=N\C2=CC=C(S(=O)(=O)O)C=C2)C2=CC=CC=C12	3321.1	Semi standard non polar	33892256
Orange I,1TMS,isomer #2	C[Si](C)(C)OS(=O)(=O)C1=CC=C(/N=N\C2=CC=C(O)C3=CC=CC=C23)C=C1	3205.1	Semi standard non polar	33892256
Orange I,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/N=N\C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C2)C2=CC=CC=C12	3172.1	Semi standard non polar	33892256
Orange I,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/N=N\C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C2)C2=CC=CC=C12	3118.8	Standard non polar	33892256
Orange I,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/N=N\C2=CC=C(S(=O)(=O)O)C=C2)C2=CC=CC=C12	3566.2	Semi standard non polar	33892256
Orange I,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C(/N=N\C2=CC=C(O)C3=CC=CC=C23)C=C1	3501.7	Semi standard non polar	33892256
Orange I,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/N=N\C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C2)C2=CC=CC=C12	3689.2	Semi standard non polar	33892256
Orange I,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/N=N\C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C2)C2=CC=CC=C12	3597.0	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Orange I GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fs-2932000000-1a20d15b3a4e5bed12ca	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Orange I GC-MS (1 TMS) - 70eV, Positive	splash10-076r-7389000000-eacd88769c10cdff4a98	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Orange I 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 - Orange I 10V, Positive-QTOF	splash10-004i-0509000000-a7c1980ce4e11d4f8ea2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orange I 20V, Positive-QTOF	splash10-05dj-1987000000-6f903c11b9074c7c0052	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orange I 40V, Positive-QTOF	splash10-03di-9610000000-003aa0df3839f15b12de	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orange I 10V, Negative-QTOF	splash10-004i-0309000000-2003d414059b837c93f3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orange I 20V, Negative-QTOF	splash10-056r-2918000000-e9033b61968d29420f07	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orange I 40V, Negative-QTOF	splash10-0ac0-2900000000-18a821a7d2b220506363	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orange I 10V, Negative-QTOF	splash10-004i-0009000000-698baf2a661bbd8b51a1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orange I 20V, Negative-QTOF	splash10-004i-0009000000-77f05e6fd230bde032f7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orange I 40V, Negative-QTOF	splash10-0a5a-5940000000-041db2f0fb5396289a2f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orange I 10V, Positive-QTOF	splash10-004i-0009000000-7efa953c0ed8e7616fbe	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orange I 20V, Positive-QTOF	splash10-004i-0009000000-c515c585030cf9bd70ab	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orange I 40V, Positive-QTOF	splash10-0a4i-1960000000-9c238fe1de417c773f54	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB010868

KNApSAcK ID

Not Available

Chemspider ID

30776958

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Acid orange 20

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

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 Orange I (HMDB0032886)

MOL for HMDB0032886 (Orange I)

3D MOL for HMDB0032886 (Orange I)

3D SDF for HMDB0032886 (Orange I)

3D-SDF for HMDB0032886 (Orange I)

PDB for HMDB0032886 (Orange I)

3D PDB for HMDB0032886 (Orange I)

SMILES for HMDB0032886 (Orange I)

INCHI for HMDB0032886 (Orange I)

Structure for HMDB0032886 (Orange I)

3D Structure for HMDB0032886 (Orange I)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra