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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:58:19 UTC

Update Date

2022-03-07 02:55:04 UTC

HMDB ID

HMDB0036795

Secondary Accession Numbers

HMDB36795

Metabolite Identification

Common Name

Azorubine

Description

Azorubine is a food dye Azorubine is commonly used in the UK and in several other countries in a popular soda brand, but it is a prohibited food additive in Canada, Japan, Norway, Sweden and the United States. Azorubine, carmoisine, food Red 3, Azorubin S, Brillantcarmoisin O, Acid Red 14, or C.I. 14720 is a synthetic red food dye from the azo dye group. It usually comes as a disodium salt. It is a red to maroon powder. It is used for the purposes where the food is heat-treated after fermentation. It has E number E122. Some of the foods it can be present in are blancmange, marzipan, Swiss roll, jams, preserves, yoghurts, jellies, breadcrumbs, and cheesecake mixes. It is also present in Oraldene Mouthwash. It is one of the colourants that the Hyperactive Children's Support Group recommends be eliminated from the diet of children.

Structure

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


  Mrv0541 05061309202D          

 31 34  0  0  0  0            999 V2000
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    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
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    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
    4.2868    0.8250    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
    3.5724    1.2375    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
    5.7158    0.0000    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
    5.0013    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
    5.0013   -0.4125    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
    5.0013    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    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
    5.0013   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1763   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8263   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  3  2  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
 10  9  1  0  0  0  0
 12  5  2  0  0  0  0
 13  6  2  0  0  0  0
 13 12  1  0  0  0  0
 14  7  2  0  0  0  0
 15  8  2  0  0  0  0
 15 14  1  0  0  0  0
 16  9  2  0  0  0  0
 16 12  1  0  0  0  0
 17 11  1  0  0  0  0
 18 10  2  0  0  0  0
 18 13  1  0  0  0  0
 19 11  2  0  0  0  0
 19 14  1  0  0  0  0
 20 15  1  0  0  0  0
 20 17  2  0  0  0  0
 21 16  1  0  0  0  0
 22 17  1  0  0  0  0
 22 21  2  0  0  0  0
 23 20  1  0  0  0  0
 30 18  1  0  0  0  0
 30 24  1  0  0  0  0
 30 25  2  0  0  0  0
 30 26  2  0  0  0  0
 31 19  1  0  0  0  0
 31 27  1  0  0  0  0
 31 28  2  0  0  0  0
 31 29  2  0  0  0  0
M  END

HMDB0036795
     RDKit          3D
Azorubine
 45 48  0  0  0  0  0  0  0  0999 V2000
    4.9800    1.0371   -1.8780 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.2125   -2.0232 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.0026    0.1657   -2.9797 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2123    2.7587   -2.5964 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6678    1.0262   -0.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9314    2.0684    0.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2696    1.9213    1.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3395    0.7494    1.9716 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6861    0.5652    3.2080 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5273    0.2884    3.2344 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2643    0.1552    2.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7715    1.2651    1.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5053    1.1563    0.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1681    2.5518   -0.5881 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.9389    3.8076    0.2079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6560    2.3694   -0.6746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5719    2.7000   -2.1454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7171   -0.0874   -0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4327   -0.2471   -1.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6625   -1.4656   -2.0573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1635   -2.5975   -1.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4494   -2.4593   -0.2896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2124   -1.2426    0.2931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4901   -1.0781    1.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9775   -2.1622    2.1067 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0830   -0.2975    1.4534 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2011   -1.5016    2.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9498   -2.5142    1.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5977   -2.3823    0.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4965   -1.1864   -0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7430   -0.1489    0.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7884    2.8642   -3.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8875    2.9824   -0.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7056    2.7566    1.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6327    2.2615    1.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2684    3.0036   -2.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8402    0.6284   -1.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2332   -1.5892   -2.9884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3481   -3.5751   -1.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0764   -3.3633    0.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0862   -3.0903    1.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6958   -1.6177    3.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0618   -3.4857    2.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1978   -3.1676   -0.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9975   -1.0357   -1.2580 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  1  0
 14 15  2  0
 14 16  2  0
 14 17  1  0
 13 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
  8 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31  5  1  0
 24 11  1  0
 31 26  1  0
 23 18  1  0
  4 32  1  0
  6 33  1  0
  7 34  1  0
 12 35  1  0
 17 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 25 41  1  0
 27 42  1  0
 28 43  1  0
 29 44  1  0
 30 45  1  0
M  END


  Mrv0541 05061309202D          

 31 34  0  0  0  0            999 V2000
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    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
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    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
    4.2868    0.8250    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
    3.5724    1.2375    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
    5.7158    0.0000    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
    5.0013    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
    5.0013   -0.4125    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
    5.0013    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    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
    5.0013   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1763   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8263   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  3  2  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
 10  9  1  0  0  0  0
 12  5  2  0  0  0  0
 13  6  2  0  0  0  0
 13 12  1  0  0  0  0
 14  7  2  0  0  0  0
 15  8  2  0  0  0  0
 15 14  1  0  0  0  0
 16  9  2  0  0  0  0
 16 12  1  0  0  0  0
 17 11  1  0  0  0  0
 18 10  2  0  0  0  0
 18 13  1  0  0  0  0
 19 11  2  0  0  0  0
 19 14  1  0  0  0  0
 20 15  1  0  0  0  0
 20 17  2  0  0  0  0
 21 16  1  0  0  0  0
 22 17  1  0  0  0  0
 22 21  2  0  0  0  0
 23 20  1  0  0  0  0
 30 18  1  0  0  0  0
 30 24  1  0  0  0  0
 30 25  2  0  0  0  0
 30 26  2  0  0  0  0
 31 19  1  0  0  0  0
 31 27  1  0  0  0  0
 31 28  2  0  0  0  0
 31 29  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036795

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C(C=C(C2=CC=CC=C12)S(O)(=O)=O)\N=N/C1=CC=C(C2=CC=CC=C12)S(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H14N2O7S2/c23-20-15-8-4-3-7-14(15)19(31(27,28)29)11-17(20)22-21-16-9-10-18(30(24,25)26)13-6-2-1-5-12(13)16/h1-11,23H,(H,24,25,26)(H,27,28,29)/b22-21-

> <INCHI_KEY>
TVWOWDDBXAFQDG-DQRAZIAOSA-N

> <FORMULA>
C20H14N2O7S2

> <MOLECULAR_WEIGHT>
458.464

> <EXACT_MASS>
458.024242192

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
42.516396712619496

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-3-[(Z)-2-(4-sulfonaphthalen-1-yl)diazen-1-yl]naphthalene-1-sulfonic acid

> <ALOGPS_LOGP>
-0.06

> <JCHEM_LOGP>
0.4879579205876192

> <ALOGPS_LOGS>
-4.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
-2.1310206432622945

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.1811030378007628

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0903092622421138

> <JCHEM_POLAR_SURFACE_AREA>
153.69

> <JCHEM_REFRACTIVITY>
116.50329999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-3-[(Z)-2-(4-sulfonaphthalen-1-yl)diazen-1-yl]naphthalene-1-sulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036795
     RDKit          3D
Azorubine
 45 48  0  0  0  0  0  0  0  0999 V2000
    4.9800    1.0371   -1.8780 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.2125   -2.0232 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.0026    0.1657   -2.9797 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2123    2.7587   -2.5964 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6678    1.0262   -0.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9314    2.0684    0.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2696    1.9213    1.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3395    0.7494    1.9716 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6861    0.5652    3.2080 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5273    0.2884    3.2344 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2643    0.1552    2.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7715    1.2651    1.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5053    1.1563    0.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1681    2.5518   -0.5881 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.9389    3.8076    0.2079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6560    2.3694   -0.6746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5719    2.7000   -2.1454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7171   -0.0874   -0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4327   -0.2471   -1.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6625   -1.4656   -2.0573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1635   -2.5975   -1.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4494   -2.4593   -0.2896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2124   -1.2426    0.2931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4901   -1.0781    1.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9775   -2.1622    2.1067 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0830   -0.2975    1.4534 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2011   -1.5016    2.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9498   -2.5142    1.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5977   -2.3823    0.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4965   -1.1864   -0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7430   -0.1489    0.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7884    2.8642   -3.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8875    2.9824   -0.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7056    2.7566    1.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6327    2.2615    1.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2684    3.0036   -2.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8402    0.6284   -1.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2332   -1.5892   -2.9884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3481   -3.5751   -1.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0764   -3.3633    0.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0862   -3.0903    1.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6958   -1.6177    3.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0618   -3.4857    2.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1978   -3.1676   -0.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9975   -1.0357   -1.2580 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  1  0
 14 15  2  0
 14 16  2  0
 14 17  1  0
 13 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
  8 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31  5  1  0
 24 11  1  0
 31 26  1  0
 23 18  1  0
  4 32  1  0
  6 33  1  0
  7 34  1  0
 12 35  1  0
 17 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 25 41  1  0
 27 42  1  0
 28 43  1  0
 29 44  1  0
 30 45  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      13.337   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.337   0.000   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      12.003   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.003  -0.770   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       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   2.310   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      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       9.336   3.850   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       8.002   4.620   0.000  0.00  0.00           N+0
HETATM   23  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       9.336  -3.850   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       7.796  -2.310   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      10.876  -2.310   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.335  -1.540   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       3.795   0.000   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       6.875   0.000   0.000  0.00  0.00           O+0
HETATM   30  S   UNK     0       9.336  -2.310   0.000  0.00  0.00           S+0
HETATM   31  S   UNK     0       5.335   0.000   0.000  0.00  0.00           S+0
CONECT    1    2    5                                                       
CONECT    2    1    6                                                       
CONECT    3    4    7                                                       
CONECT    4    3    8                                                       
CONECT    5    1   12                                                       
CONECT    6    2   13                                                       
CONECT    7    3   14                                                       
CONECT    8    4   15                                                       
CONECT    9   10   16                                                       
CONECT   10    9   18                                                       
CONECT   11   17   19                                                       
CONECT   12    5   13   16                                                  
CONECT   13    6   12   18                                                  
CONECT   14    7   15   19                                                  
CONECT   15    8   14   20                                                  
CONECT   16    9   12   21                                                  
CONECT   17   11   20   22                                                  
CONECT   18   10   13   30                                                  
CONECT   19   11   14   31                                                  
CONECT   20   15   17   23                                                  
CONECT   21   16   22                                                       
CONECT   22   17   21                                                       
CONECT   23   20                                                            
CONECT   24   30                                                            
CONECT   25   30                                                            
CONECT   26   30                                                            
CONECT   27   31                                                            
CONECT   28   31                                                            
CONECT   29   31                                                            
CONECT   30   18   24   25   26                                             
CONECT   31   19   27   28   29                                             
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0036795
HETATM    1  O1  UNL     1       4.980   1.037  -1.878  1.00  0.00           O  
HETATM    2  S1  UNL     1       3.499   1.212  -2.023  1.00  0.00           S  
HETATM    3  O2  UNL     1       3.003   0.166  -2.980  1.00  0.00           O  
HETATM    4  O3  UNL     1       3.212   2.759  -2.596  1.00  0.00           O  
HETATM    5  C1  UNL     1       2.668   1.026  -0.473  1.00  0.00           C  
HETATM    6  C2  UNL     1       1.931   2.068   0.037  1.00  0.00           C  
HETATM    7  C3  UNL     1       1.270   1.921   1.261  1.00  0.00           C  
HETATM    8  C4  UNL     1       1.339   0.749   1.972  1.00  0.00           C  
HETATM    9  N1  UNL     1       0.686   0.565   3.208  1.00  0.00           N  
HETATM   10  N2  UNL     1      -0.527   0.288   3.234  1.00  0.00           N  
HETATM   11  C5  UNL     1      -1.264   0.155   2.038  1.00  0.00           C  
HETATM   12  C6  UNL     1      -1.772   1.265   1.416  1.00  0.00           C  
HETATM   13  C7  UNL     1      -2.505   1.156   0.228  1.00  0.00           C  
HETATM   14  S2  UNL     1      -3.168   2.552  -0.588  1.00  0.00           S  
HETATM   15  O4  UNL     1      -2.939   3.808   0.208  1.00  0.00           O  
HETATM   16  O5  UNL     1      -4.656   2.369  -0.675  1.00  0.00           O  
HETATM   17  O6  UNL     1      -2.572   2.700  -2.145  1.00  0.00           O  
HETATM   18  C8  UNL     1      -2.717  -0.087  -0.317  1.00  0.00           C  
HETATM   19  C9  UNL     1      -3.433  -0.247  -1.486  1.00  0.00           C  
HETATM   20  C10 UNL     1      -3.663  -1.466  -2.057  1.00  0.00           C  
HETATM   21  C11 UNL     1      -3.164  -2.598  -1.452  1.00  0.00           C  
HETATM   22  C12 UNL     1      -2.449  -2.459  -0.290  1.00  0.00           C  
HETATM   23  C13 UNL     1      -2.212  -1.243   0.293  1.00  0.00           C  
HETATM   24  C14 UNL     1      -1.490  -1.078   1.471  1.00  0.00           C  
HETATM   25  O7  UNL     1      -0.978  -2.162   2.107  1.00  0.00           O  
HETATM   26  C15 UNL     1       2.083  -0.297   1.453  1.00  0.00           C  
HETATM   27  C16 UNL     1       2.201  -1.502   2.108  1.00  0.00           C  
HETATM   28  C17 UNL     1       2.950  -2.514   1.560  1.00  0.00           C  
HETATM   29  C18 UNL     1       3.598  -2.382   0.371  1.00  0.00           C  
HETATM   30  C19 UNL     1       3.496  -1.186  -0.307  1.00  0.00           C  
HETATM   31  C20 UNL     1       2.743  -0.149   0.231  1.00  0.00           C  
HETATM   32  H1  UNL     1       3.788   2.864  -3.414  1.00  0.00           H  
HETATM   33  H2  UNL     1       1.888   2.982  -0.535  1.00  0.00           H  
HETATM   34  H3  UNL     1       0.706   2.757   1.627  1.00  0.00           H  
HETATM   35  H4  UNL     1      -1.633   2.262   1.805  1.00  0.00           H  
HETATM   36  H5  UNL     1      -3.268   3.004  -2.791  1.00  0.00           H  
HETATM   37  H6  UNL     1      -3.840   0.628  -1.990  1.00  0.00           H  
HETATM   38  H7  UNL     1      -4.233  -1.589  -2.988  1.00  0.00           H  
HETATM   39  H8  UNL     1      -3.348  -3.575  -1.910  1.00  0.00           H  
HETATM   40  H9  UNL     1      -2.076  -3.363   0.153  1.00  0.00           H  
HETATM   41  H10 UNL     1      -1.086  -3.090   1.778  1.00  0.00           H  
HETATM   42  H11 UNL     1       1.696  -1.618   3.045  1.00  0.00           H  
HETATM   43  H12 UNL     1       3.062  -3.486   2.061  1.00  0.00           H  
HETATM   44  H13 UNL     1       4.198  -3.168  -0.087  1.00  0.00           H  
HETATM   45  H14 UNL     1       3.997  -1.036  -1.258  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    3    4    5
CONECT    4   32
CONECT    5    6    6   31
CONECT    6    7   33
CONECT    7    8    8   34
CONECT    8    9   26
CONECT    9   10   10
CONECT   10   11
CONECT   11   12   12   24
CONECT   12   13   35
CONECT   13   14   18   18
CONECT   14   15   15   16   16
CONECT   14   17
CONECT   17   36
CONECT   18   19   23
CONECT   19   20   20   37
CONECT   20   21   38
CONECT   21   22   22   39
CONECT   22   23   40
CONECT   23   24   24
CONECT   24   25
CONECT   25   41
CONECT   26   27   27   31
CONECT   27   28   42
CONECT   28   29   29   43
CONECT   29   30   44
CONECT   30   31   31   45
END

HMDB0036795
     RDKit          3D
Azorubine
 45 48  0  0  0  0  0  0  0  0999 V2000
    4.9800    1.0371   -1.8780 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.2125   -2.0232 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.0026    0.1657   -2.9797 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2123    2.7587   -2.5964 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6678    1.0262   -0.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9314    2.0684    0.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2696    1.9213    1.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3395    0.7494    1.9716 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6861    0.5652    3.2080 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5273    0.2884    3.2344 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2643    0.1552    2.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7715    1.2651    1.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5053    1.1563    0.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1681    2.5518   -0.5881 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.9389    3.8076    0.2079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6560    2.3694   -0.6746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5719    2.7000   -2.1454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7171   -0.0874   -0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4327   -0.2471   -1.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6625   -1.4656   -2.0573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1635   -2.5975   -1.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4494   -2.4593   -0.2896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2124   -1.2426    0.2931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4901   -1.0781    1.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9775   -2.1622    2.1067 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0830   -0.2975    1.4534 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2011   -1.5016    2.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9498   -2.5142    1.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5977   -2.3823    0.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4965   -1.1864   -0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7430   -0.1489    0.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7884    2.8642   -3.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8875    2.9824   -0.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7056    2.7566    1.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6327    2.2615    1.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2684    3.0036   -2.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8402    0.6284   -1.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2332   -1.5892   -2.9884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3481   -3.5751   -1.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0764   -3.3633    0.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0862   -3.0903    1.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6958   -1.6177    3.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0618   -3.4857    2.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1978   -3.1676   -0.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9975   -1.0357   -1.2580 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  1  0
 14 15  2  0
 14 16  2  0
 14 17  1  0
 13 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
  8 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31  5  1  0
 24 11  1  0
 31 26  1  0
 23 18  1  0
  4 32  1  0
  6 33  1  0
  7 34  1  0
 12 35  1  0
 17 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 25 41  1  0
 27 42  1  0
 28 43  1  0
 29 44  1  0
 30 45  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
4-Hydroxy-3-[(4-sulfO-1-naphthalenyl)azo]-1-naphthalenesulfonic acid, 9ci	HMDB
Acetacid red b	HMDB
Acid brilliant rubine 2g	HMDB
Acid brilliant rubine 2GT	HMDB
Acid brilliant rubine a2g CONC.	HMDB
Acid chrome blue 2R	HMDB
Acid chrome blue ba	HMDB
Acid chrome blue ba-CF	HMDB
Acid chrome blue FBS	HMDB
Acid fast red FB	HMDB
Acid red 14	HMDB
Acid red 26	HMDB
Acid red 2C	HMDB
Acid red 2S	HMDB
Acid rubine	HMDB
Acid rubine extra	HMDB
Airedale carmoisine	HMDB
Amacid carmoisine b	HMDB
Amacid chrome blue R	HMDB
Atul acid crystal red	HMDB
Atul crystal red F	HMDB
azo Rubin extra	HMDB
azo Rubin S	HMDB
azo Rubin XX	HMDB
azo Rubine	HMDB
azo Rubine (biological stain)	HMDB
azo Rubine af	HMDB
azo Rubine extra LC	HMDB
azo Rubine for FOOD	HMDB
azo Rubine LZ	HMDB
azo Rubine S specially pure	HMDB
azo Rubine XX	HMDB
Azorubin	HMDB
Brasilan azo rubine 2NS	HMDB
Brilliant acid rubine m	HMDB
Brilliant carmoisine	HMDB
Brilliant crimson 2R.fq	HMDB
Brilliant crimson red	HMDB
Bucacid azo rubine	HMDB
C.I. acid red 14	HMDB
C.I. acid red 14, disodium salt	HMDB
C.I. acid red no. 14	HMDB
C.I. chromotrope FB	HMDB
C.I. FOOD red 3	HMDB
C.I. mordant blue 79	HMDB
Calcocid rubine XX	HMDB
Carmoisine	HMDB
Carmoisine aluminium lake	HMDB
Carmoisine aluminum lake	HMDB
Carmoisine ba	HMDB
Carmoisine ba-CF	HMDB
Carmoisine BSS	HMDB
Carmoisine fu	HMDB
Carmoisine GRN	HMDB
Carmoisine las	HMDB
Carmoisine S	HMDB
Carmoisine supra	HMDB
Carmoisine W	HMDB
Carmoisine WS	HMDB
Certicol carmoisine S	HMDB
Chrome fast blue 2R	HMDB
Chromotrop FB	HMDB
Chromotrope FB	HMDB
Cilefa rubine R	HMDB
Crimson 2EMBL	HMDB
Crimson embl	HMDB
Diadem chrome blue g	HMDB
Diadem chrome blue R	HMDB
Disodium 2-(4-sulfO-1-naphthylazo)-1-naphthol-4-sulfonate	HMDB
e122	HMDB
Edicol supra carmoisine W	HMDB
Edicol supra carmoisine WS	HMDB
Eniacid brilliant rubine 3b	HMDB
erio Rubine b	HMDB
Eurocert azorubine	HMDB
Ext D and C red no. 10	HMDB
Ext. D & C red no. 10	HMDB
Extract D and C red no. 10	HMDB
fenazo Red c	HMDB
FOOD Red 5	HMDB
Fruit red a extra yellowish geigy	HMDB
HD Carmoisine	HMDB
HD Carmoisine supra	HMDB
Hexacol carmoisine	HMDB
Hexacol carmoisine CONC.	HMDB
Hidacid azo rubine	HMDB
Hispacid rubine F	HMDB
Java rubine N	HMDB
Karmesin	HMDB
Kenachrome blue 2R	HMDB
Kiton crimson 2R	HMDB
Kiton rubine R	HMDB
Lighthouse chrome blue 2R	HMDB
Lissamine red W	HMDB
Nacarat	HMDB
Nacarat a export	HMDB
Nacarat extra pure a	HMDB
Neklacid azorubine W	HMDB
Neklacid rubine W	HMDB
Nylomine acid red P4b	HMDB
Pontacyl rubine R	HMDB
Solar rubine	HMDB
Solochrome blue FB	HMDB
Solochrome brilliant blue	HMDB
Standacol carmoisine	HMDB
Tertracid red ca	HMDB
Tertrochrome blue FB	HMDB
4-Hydroxy-3-[(Z)-2-(4-sulfonaphthalen-1-yl)diazen-1-yl]naphthalene-1-sulfonate	Generator
4-Hydroxy-3-[(Z)-2-(4-sulphonaphthalen-1-yl)diazen-1-yl]naphthalene-1-sulphonate	Generator
4-Hydroxy-3-[(Z)-2-(4-sulphonaphthalen-1-yl)diazen-1-yl]naphthalene-1-sulphonic acid	Generator

Chemical Formula

C₂₀H₁₄N₂O₇S₂

Average Molecular Weight

458.464

Monoisotopic Molecular Weight

458.024242192

IUPAC Name

4-hydroxy-3-[(Z)-2-(4-sulfonaphthalen-1-yl)diazen-1-yl]naphthalene-1-sulfonic acid

Traditional Name

4-hydroxy-3-[(Z)-2-(4-sulfonaphthalen-1-yl)diazen-1-yl]naphthalene-1-sulfonic acid

CAS Registry Number

3567-69-9

SMILES

OC1=C(C=C(C2=CC=CC=C12)S(O)(=O)=O)\N=N/C1=CC=C(C2=CC=CC=C12)S(O)(=O)=O

InChI Identifier

InChI=1S/C20H14N2O7S2/c23-20-15-8-4-3-7-14(15)19(31(27,28)29)11-17(20)22-21-16-9-10-18(30(24,25)26)13-6-2-1-5-12(13)16/h1-11,23H,(H,24,25,26)(H,27,28,29)/b22-21-

InChI Key

TVWOWDDBXAFQDG-DQRAZIAOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-naphthalene sulfonates. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group at the 1-position. Naphthalene is a bicyclic compound that is made up of two fused benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthalene sulfonic acids and derivatives

Direct Parent

1-naphthalene sulfonates

Alternative Parents

Substituents

1-naphthalene sulfonate
1-naphthalene sulfonic acid or derivatives
1-naphthol
Arylsulfonic acid or derivatives
1-sulfo,2-unsubstituted aromatic compound
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Organosulfonic acid
Sulfonyl
Azo compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Hydrocarbon derivative
Organic oxide
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen 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: HMDB0036795)
Cytoplasm (HMDB: HMDB0036795)

Source

Exogenous

Exogenous (HMDB: HMDB0036795)

Food

Food (HMDB: HMDB0036795)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0036795)

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Dye (HMDB: HMDB0036795)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	> 300 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	30 mg/mL	Not Available
LogP	3.024 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.013 g/L	ALOGPS
logP	-0.06	ALOGPS
logP	0.49	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	-3.2	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	153.69 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	116.5 m³·mol⁻¹	ChemAxon
Polarizability	42.52 Å³	ChemAxon
Number of Rings	4	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]-	215.408	30932474
DeepCCS	[M+Na]+	190.835	30932474
AllCCS	[M+H]+	200.3	32859911
AllCCS	[M+H-H2O]+	198.1	32859911
AllCCS	[M+NH4]+	202.4	32859911
AllCCS	[M+Na]+	203.0	32859911
AllCCS	[M-H]-	187.5	32859911
AllCCS	[M+Na-2H]-	186.7	32859911
AllCCS	[M+HCOO]-	185.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.85 minutes	32390414
Predicted by Siyang on May 30, 2022	12.2874 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.35 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2130.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	243.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	128.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	178.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	100.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	462.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	406.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	750.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	702.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	343.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1608.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	218.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	318.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	420.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	269.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	293.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Azorubine	OC1=C(C=C(C2=CC=CC=C12)S(O)(=O)=O)\N=N/C1=CC=C(C2=CC=CC=C12)S(O)(=O)=O	6576.9	Standard polar	33892256
Azorubine	OC1=C(C=C(C2=CC=CC=C12)S(O)(=O)=O)\N=N/C1=CC=C(C2=CC=CC=C12)S(O)(=O)=O	2843.5	Standard non polar	33892256
Azorubine	OC1=C(C=C(C2=CC=CC=C12)S(O)(=O)=O)\N=N/C1=CC=C(C2=CC=CC=C12)S(O)(=O)=O	4463.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Azorubine,1TMS,isomer #1	C[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)C=C(S(=O)(=O)O)C2=CC=CC=C12	4415.0	Semi standard non polar	33892256
Azorubine,1TMS,isomer #2	C[Si](C)(C)OS(=O)(=O)C1=CC(/N=N\C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)=C(O)C2=CC=CC=C12	4264.7	Semi standard non polar	33892256
Azorubine,1TMS,isomer #3	C[Si](C)(C)OS(=O)(=O)C1=CC=C(/N=N\C2=CC(S(=O)(=O)O)=C3C=CC=CC3=C2O)C2=CC=CC=C12	4231.2	Semi standard non polar	33892256
Azorubine,2TMS,isomer #1	C[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C3=CC=CC=C23)C=C(S(=O)(=O)O)C2=CC=CC=C12	4234.0	Semi standard non polar	33892256
Azorubine,2TMS,isomer #1	C[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C3=CC=CC=C23)C=C(S(=O)(=O)O)C2=CC=CC=C12	3908.2	Standard non polar	33892256
Azorubine,2TMS,isomer #2	C[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)C=C(S(=O)(=O)O[Si](C)(C)C)C2=CC=CC=C12	4263.8	Semi standard non polar	33892256
Azorubine,2TMS,isomer #2	C[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)C=C(S(=O)(=O)O[Si](C)(C)C)C2=CC=CC=C12	3903.1	Standard non polar	33892256
Azorubine,2TMS,isomer #3	C[Si](C)(C)OS(=O)(=O)C1=CC=C(/N=N\C2=CC(S(=O)(=O)O[Si](C)(C)C)=C3C=CC=CC3=C2O)C2=CC=CC=C12	4108.4	Semi standard non polar	33892256
Azorubine,2TMS,isomer #3	C[Si](C)(C)OS(=O)(=O)C1=CC=C(/N=N\C2=CC(S(=O)(=O)O[Si](C)(C)C)=C3C=CC=CC3=C2O)C2=CC=CC=C12	3932.4	Standard non polar	33892256
Azorubine,3TMS,isomer #1	C[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C3=CC=CC=C23)C=C(S(=O)(=O)O[Si](C)(C)C)C2=CC=CC=C12	4135.4	Semi standard non polar	33892256
Azorubine,3TMS,isomer #1	C[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C3=CC=CC=C23)C=C(S(=O)(=O)O[Si](C)(C)C)C2=CC=CC=C12	4033.6	Standard non polar	33892256
Azorubine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)C=C(S(=O)(=O)O)C2=CC=CC=C12	4651.6	Semi standard non polar	33892256
Azorubine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC(/N=N\C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)=C(O)C2=CC=CC=C12	4521.0	Semi standard non polar	33892256
Azorubine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C(/N=N\C2=CC(S(=O)(=O)O)=C3C=CC=CC3=C2O)C2=CC=CC=C12	4505.3	Semi standard non polar	33892256
Azorubine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C3=CC=CC=C23)C=C(S(=O)(=O)O)C2=CC=CC=C12	4713.1	Semi standard non polar	33892256
Azorubine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C3=CC=CC=C23)C=C(S(=O)(=O)O)C2=CC=CC=C12	4370.4	Standard non polar	33892256
Azorubine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)C=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C2=CC=CC=C12	4724.5	Semi standard non polar	33892256
Azorubine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)C=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C2=CC=CC=C12	4381.9	Standard non polar	33892256
Azorubine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C(/N=N\C2=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=C3C=CC=CC3=C2O)C2=CC=CC=C12	4601.3	Semi standard non polar	33892256
Azorubine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C(/N=N\C2=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=C3C=CC=CC3=C2O)C2=CC=CC=C12	4447.1	Standard non polar	33892256
Azorubine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C3=CC=CC=C23)C=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C2=CC=CC=C12	4809.0	Semi standard non polar	33892256
Azorubine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C(/N=N\C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C3=CC=CC=C23)C=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C2=CC=CC=C12	4764.0	Standard non polar	33892256

Spectra

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

FDB015741

KNApSAcK ID

Not Available

Chemspider ID

30777170

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Azorubine

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

rw1131791

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 Azorubine (HMDB0036795)

MOL for HMDB0036795 (Azorubine)

3D MOL for HMDB0036795 (Azorubine)

3D SDF for HMDB0036795 (Azorubine)

3D-SDF for HMDB0036795 (Azorubine)

PDB for HMDB0036795 (Azorubine)

3D PDB for HMDB0036795 (Azorubine)

SMILES for HMDB0036795 (Azorubine)

INCHI for HMDB0036795 (Azorubine)

Structure for HMDB0036795 (Azorubine)

3D Structure for HMDB0036795 (Azorubine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized