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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:52:28 UTC

Update Date

2022-03-07 02:53:30 UTC

HMDB ID

HMDB0032884

Secondary Accession Numbers

HMDB32884

Metabolite Identification

Common Name

Allura red AC

Description

Colour additive used in gelatins, puddings, custards, beverages, sauces, toppings, fruits, dairy products, bakery products, jams, jellies, condiments, meat and poultry Allura Red AC is a red azo dye that goes by several names including: Allura Red, Food Red 17, C.I. 16035, FD&C Red 40, 2-naphthalenesulfonic acid, 6-hydroxy-5-((2-methoxy-5-methyl-4-sulfophenyl)azo)-, disodium salt, and disodium 6-hydroxy-5-((2-methoxy-5-methyl-4-sulfophenyl)azo)-2-naphthalene-sulfonate. It is used as a food dye and has the E number E129. Allura Red AC was originally introduced in the United States as a replacement for the use of amaranth as a food coloring. Allura Red AC is one of many High Production Volume Chemicals. Some manufacturers of Allura Red AC include: Asim Products, Sanchi Chemicals Pvt. Ltd., and Warner-Jenkinson Europe Ltd. Upon its introduction into the market, there were fears that Allura Red AC was carcinogenic; however, studies have since shown that this is not the case.[citation needed] The initial reports of its consumption causing tumors have since been shown to have been caused by the presence of para-cresidine.[citation needed] Although para-cresidine is an important reactant in the manufacture of Allura Red AC and is a known carcinogen, further studies conducted since have found no trace of para-cresidine to be present in food-grade Allura Red AC.[citation needed].

Structure

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


  Mrv0541 05061306462D          

 30 32  0  0  0  0            999 V2000
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    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
    1.4289    4.9500    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    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138    0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5888   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  3  2  0  0  0  0
 10  1  1  0  0  0  0
 10  7  2  0  0  0  0
 11  3  1  0  0  0  0
 11  8  2  0  0  0  0
 12  4  2  0  0  0  0
 12  8  1  0  0  0  0
 13  5  2  0  0  0  0
 13 11  1  0  0  0  0
 14  7  1  0  0  0  0
 15  6  1  0  0  0  0
 16  9  1  0  0  0  0
 16 14  2  0  0  0  0
 17  9  2  0  0  0  0
 17 10  1  0  0  0  0
 18 13  1  0  0  0  0
 18 15  2  0  0  0  0
 19 14  1  0  0  0  0
 20 18  1  0  0  0  0
 20 19  2  0  0  0  0
 21 15  1  0  0  0  0
 28  2  1  0  0  0  0
 28 16  1  0  0  0  0
 29 12  1  0  0  0  0
 29 22  1  0  0  0  0
 29 23  2  0  0  0  0
 29 24  2  0  0  0  0
 30 17  1  0  0  0  0
 30 25  1  0  0  0  0
 30 26  2  0  0  0  0
 30 27  2  0  0  0  0
M  END

HMDB0032884
     RDKit          3D
Allura red AC
 46 48  0  0  0  0  0  0  0  0999 V2000
   -1.4105    3.0858   -0.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2025    1.6785   -0.4358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2190    0.8263   -0.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4339    1.3156    0.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4550    0.4402    0.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0039    1.0473    1.2522 S   0  0  0  0  0  6  0  0  0  0  0  0
   -6.2750    0.6830    2.6804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0012    2.5521    1.1673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2397    0.5052    0.2440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2597   -0.9241    0.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3202   -1.9015    1.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0339   -1.3789    0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0253   -0.5159   -0.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7751   -1.0961   -0.5629 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3222   -0.4859   -0.4007 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5728   -1.0412   -0.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6498   -2.0610   -1.7424 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4364   -2.5328   -2.2506 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8617   -2.5621   -2.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0281   -2.0584   -1.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9708   -1.0368   -0.6599 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1188   -0.5047   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0586    0.5150    0.8201 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4991    1.2055    1.5411 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.1353    1.7756    2.8817 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5794    0.1661    1.6530 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9985    2.4839    0.5723 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8361    1.0263    1.2034 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6915    0.4964    0.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7389   -0.5360   -0.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5074    3.6470   -0.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6802    3.3958    0.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2415    3.3301   -1.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6280    2.3761    0.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8532   -0.1211   -0.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8354   -2.7233    1.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1312   -1.4201    1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6808   -2.3581    0.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8539   -2.4560    0.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4583   -3.2806   -2.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8831   -3.3657   -2.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9930   -2.4366   -1.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0794   -0.8884   -0.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6519    2.4134   -0.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7795    1.8398    1.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7236    0.8801    0.9313 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  1  0
  6  7  2  0
  6  8  2  0
  6  9  1  0
  5 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  2  0
 24 27  1  0
 23 28  2  0
 28 29  1  0
 29 30  2  0
 13  3  1  0
 30 16  1  0
 30 21  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  9 35  1  0
 11 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 22 43  1  0
 27 44  1  0
 28 45  1  0
 29 46  1  0
M  END


  Mrv0541 05061306462D          

 30 32  0  0  0  0            999 V2000
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    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
    1.4289    4.9500    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    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138    0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5888   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  3  2  0  0  0  0
 10  1  1  0  0  0  0
 10  7  2  0  0  0  0
 11  3  1  0  0  0  0
 11  8  2  0  0  0  0
 12  4  2  0  0  0  0
 12  8  1  0  0  0  0
 13  5  2  0  0  0  0
 13 11  1  0  0  0  0
 14  7  1  0  0  0  0
 15  6  1  0  0  0  0
 16  9  1  0  0  0  0
 16 14  2  0  0  0  0
 17  9  2  0  0  0  0
 17 10  1  0  0  0  0
 18 13  1  0  0  0  0
 18 15  2  0  0  0  0
 19 14  1  0  0  0  0
 20 18  1  0  0  0  0
 20 19  2  0  0  0  0
 21 15  1  0  0  0  0
 28  2  1  0  0  0  0
 28 16  1  0  0  0  0
 29 12  1  0  0  0  0
 29 22  1  0  0  0  0
 29 23  2  0  0  0  0
 29 24  2  0  0  0  0
 30 17  1  0  0  0  0
 30 25  1  0  0  0  0
 30 26  2  0  0  0  0
 30 27  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032884

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(C=C(C)C(=C1)S(O)(=O)=O)\N=N\C1=C(O)C=CC2=CC(=CC=C12)S(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H16N2O8S2/c1-10-7-14(16(28-2)9-17(10)30(25,26)27)19-20-18-13-5-4-12(29(22,23)24)8-11(13)3-6-15(18)21/h3-9,21H,1-2H3,(H,22,23,24)(H,25,26,27)/b20-19+

> <INCHI_KEY>
UQWIHFJXDRNUDP-FMQUCBEESA-N

> <FORMULA>
C18H16N2O8S2

> <MOLECULAR_WEIGHT>
452.458

> <EXACT_MASS>
452.034806878

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
43.415681777381

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-hydroxy-5-[(E)-2-(2-methoxy-5-methyl-4-sulfophenyl)diazen-1-yl]naphthalene-2-sulfonic acid

> <ALOGPS_LOGP>
-0.35

> <JCHEM_LOGP>
-0.4377221091803605

> <ALOGPS_LOGS>
-4.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
-2.380663279106824

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.95184174708408

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6991560359944682

> <JCHEM_POLAR_SURFACE_AREA>
162.92

> <JCHEM_REFRACTIVITY>
111.55749999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.00e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-hydroxy-5-[(E)-2-(2-methoxy-5-methyl-4-sulfophenyl)diazen-1-yl]naphthalene-2-sulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032884
     RDKit          3D
Allura red AC
 46 48  0  0  0  0  0  0  0  0999 V2000
   -1.4105    3.0858   -0.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2025    1.6785   -0.4358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2190    0.8263   -0.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4339    1.3156    0.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4550    0.4402    0.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0039    1.0473    1.2522 S   0  0  0  0  0  6  0  0  0  0  0  0
   -6.2750    0.6830    2.6804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0012    2.5521    1.1673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2397    0.5052    0.2440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2597   -0.9241    0.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3202   -1.9015    1.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0339   -1.3789    0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0253   -0.5159   -0.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7751   -1.0961   -0.5629 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3222   -0.4859   -0.4007 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5728   -1.0412   -0.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6498   -2.0610   -1.7424 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4364   -2.5328   -2.2506 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8617   -2.5621   -2.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0281   -2.0584   -1.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9708   -1.0368   -0.6599 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1188   -0.5047   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0586    0.5150    0.8201 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4991    1.2055    1.5411 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.1353    1.7756    2.8817 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5794    0.1661    1.6530 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9985    2.4839    0.5723 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8361    1.0263    1.2034 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6915    0.4964    0.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7389   -0.5360   -0.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5074    3.6470   -0.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6802    3.3958    0.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2415    3.3301   -1.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6280    2.3761    0.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8532   -0.1211   -0.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8354   -2.7233    1.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1312   -1.4201    1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6808   -2.3581    0.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8539   -2.4560    0.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4583   -3.2806   -2.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8831   -3.3657   -2.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9930   -2.4366   -1.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0794   -0.8884   -0.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6519    2.4134   -0.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7795    1.8398    1.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7236    0.8801    0.9313 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  1  0
  6  7  2  0
  6  8  2  0
  6  9  1  0
  5 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  2  0
 24 27  1  0
 23 28  2  0
 28 29  1  0
 29 30  2  0
 13  3  1  0
 30 16  1  0
 30 21  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  9 35  1  0
 11 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 22 43  1  0
 27 44  1  0
 28 45  1  0
 29 46  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   6.930   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       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       2.667   4.620   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       4.001   3.850   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      10.669  -1.540   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      10.106   0.564   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       8.566  -2.104   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.667  12.320   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       4.207  10.780   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.127  10.780   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
HETATM   29  S   UNK     0       9.336  -0.770   0.000  0.00  0.00           S+0
HETATM   30  S   UNK     0       2.667  10.780   0.000  0.00  0.00           S+0
CONECT    1   10                                                            
CONECT    2   28                                                            
CONECT    3    6   11                                                       
CONECT    4    5   12                                                       
CONECT    5    4   13                                                       
CONECT    6    3   15                                                       
CONECT    7   10   14                                                       
CONECT    8   11   12                                                       
CONECT    9   16   17                                                       
CONECT   10    1    7   17                                                  
CONECT   11    3    8   13                                                  
CONECT   12    4    8   29                                                  
CONECT   13    5   11   18                                                  
CONECT   14    7   16   19                                                  
CONECT   15    6   18   21                                                  
CONECT   16    9   14   28                                                  
CONECT   17    9   10   30                                                  
CONECT   18   13   15   20                                                  
CONECT   19   14   20                                                       
CONECT   20   18   19                                                       
CONECT   21   15                                                            
CONECT   22   29                                                            
CONECT   23   29                                                            
CONECT   24   29                                                            
CONECT   25   30                                                            
CONECT   26   30                                                            
CONECT   27   30                                                            
CONECT   28    2   16                                                       
CONECT   29   12   22   23   24                                             
CONECT   30   17   25   26   27                                             
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    HMDB0032884
HETATM    1  C1  UNL     1      -1.411   3.086  -0.374  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.203   1.679  -0.436  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.219   0.826  -0.073  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.434   1.316   0.349  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.455   0.440   0.714  1.00  0.00           C  
HETATM    6  S1  UNL     1      -6.004   1.047   1.252  1.00  0.00           S  
HETATM    7  O2  UNL     1      -6.275   0.683   2.680  1.00  0.00           O  
HETATM    8  O3  UNL     1      -6.001   2.552   1.167  1.00  0.00           O  
HETATM    9  O4  UNL     1      -7.240   0.505   0.244  1.00  0.00           O  
HETATM   10  C5  UNL     1      -4.260  -0.924   0.657  1.00  0.00           C  
HETATM   11  C6  UNL     1      -5.320  -1.901   1.037  1.00  0.00           C  
HETATM   12  C7  UNL     1      -3.034  -1.379   0.231  1.00  0.00           C  
HETATM   13  C8  UNL     1      -2.025  -0.516  -0.130  1.00  0.00           C  
HETATM   14  N1  UNL     1      -0.775  -1.096  -0.563  1.00  0.00           N  
HETATM   15  N2  UNL     1       0.322  -0.486  -0.401  1.00  0.00           N  
HETATM   16  C9  UNL     1       1.573  -1.041  -0.822  1.00  0.00           C  
HETATM   17  C10 UNL     1       1.650  -2.061  -1.742  1.00  0.00           C  
HETATM   18  O5  UNL     1       0.436  -2.533  -2.251  1.00  0.00           O  
HETATM   19  C11 UNL     1       2.862  -2.562  -2.117  1.00  0.00           C  
HETATM   20  C12 UNL     1       4.028  -2.058  -1.583  1.00  0.00           C  
HETATM   21  C13 UNL     1       3.971  -1.037  -0.660  1.00  0.00           C  
HETATM   22  C14 UNL     1       5.119  -0.505  -0.101  1.00  0.00           C  
HETATM   23  C15 UNL     1       5.059   0.515   0.820  1.00  0.00           C  
HETATM   24  S2  UNL     1       6.499   1.205   1.541  1.00  0.00           S  
HETATM   25  O6  UNL     1       6.135   1.776   2.882  1.00  0.00           O  
HETATM   26  O7  UNL     1       7.579   0.166   1.653  1.00  0.00           O  
HETATM   27  O8  UNL     1       6.999   2.484   0.572  1.00  0.00           O  
HETATM   28  C16 UNL     1       3.836   1.026   1.203  1.00  0.00           C  
HETATM   29  C17 UNL     1       2.692   0.496   0.647  1.00  0.00           C  
HETATM   30  C18 UNL     1       2.739  -0.536  -0.287  1.00  0.00           C  
HETATM   31  H1  UNL     1      -0.507   3.647  -0.658  1.00  0.00           H  
HETATM   32  H2  UNL     1      -1.680   3.396   0.656  1.00  0.00           H  
HETATM   33  H3  UNL     1      -2.242   3.330  -1.055  1.00  0.00           H  
HETATM   34  H4  UNL     1      -3.628   2.376   0.409  1.00  0.00           H  
HETATM   35  H5  UNL     1      -6.853  -0.121  -0.412  1.00  0.00           H  
HETATM   36  H6  UNL     1      -4.835  -2.723   1.603  1.00  0.00           H  
HETATM   37  H7  UNL     1      -6.131  -1.420   1.612  1.00  0.00           H  
HETATM   38  H8  UNL     1      -5.681  -2.358   0.080  1.00  0.00           H  
HETATM   39  H9  UNL     1      -2.854  -2.456   0.177  1.00  0.00           H  
HETATM   40  H10 UNL     1       0.458  -3.281  -2.928  1.00  0.00           H  
HETATM   41  H11 UNL     1       2.883  -3.366  -2.845  1.00  0.00           H  
HETATM   42  H12 UNL     1       4.993  -2.437  -1.863  1.00  0.00           H  
HETATM   43  H13 UNL     1       6.079  -0.888  -0.386  1.00  0.00           H  
HETATM   44  H14 UNL     1       6.652   2.413  -0.354  1.00  0.00           H  
HETATM   45  H15 UNL     1       3.780   1.840   1.938  1.00  0.00           H  
HETATM   46  H16 UNL     1       1.724   0.880   0.931  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3
CONECT    3    4    4   13
CONECT    4    5   34
CONECT    5    6   10   10
CONECT    6    7    7    8    8
CONECT    6    9
CONECT    9   35
CONECT   10   11   12
CONECT   11   36   37   38
CONECT   12   13   13   39
CONECT   13   14
CONECT   14   15   15
CONECT   15   16
CONECT   16   17   17   30
CONECT   17   18   19
CONECT   18   40
CONECT   19   20   20   41
CONECT   20   21   42
CONECT   21   22   22   30
CONECT   22   23   43
CONECT   23   24   28   28
CONECT   24   25   25   26   26
CONECT   24   27
CONECT   27   44
CONECT   28   29   45
CONECT   29   30   30   46
END

HMDB0032884
     RDKit          3D
Allura red AC
 46 48  0  0  0  0  0  0  0  0999 V2000
   -1.4105    3.0858   -0.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2025    1.6785   -0.4358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2190    0.8263   -0.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4339    1.3156    0.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4550    0.4402    0.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0039    1.0473    1.2522 S   0  0  0  0  0  6  0  0  0  0  0  0
   -6.2750    0.6830    2.6804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0012    2.5521    1.1673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2397    0.5052    0.2440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2597   -0.9241    0.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3202   -1.9015    1.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0339   -1.3789    0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0253   -0.5159   -0.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7751   -1.0961   -0.5629 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3222   -0.4859   -0.4007 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5728   -1.0412   -0.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6498   -2.0610   -1.7424 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4364   -2.5328   -2.2506 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8617   -2.5621   -2.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0281   -2.0584   -1.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9708   -1.0368   -0.6599 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1188   -0.5047   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0586    0.5150    0.8201 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4991    1.2055    1.5411 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.1353    1.7756    2.8817 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5794    0.1661    1.6530 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9985    2.4839    0.5723 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8361    1.0263    1.2034 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6915    0.4964    0.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7389   -0.5360   -0.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5074    3.6470   -0.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6802    3.3958    0.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2415    3.3301   -1.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6280    2.3761    0.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8532   -0.1211   -0.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8354   -2.7233    1.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1312   -1.4201    1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6808   -2.3581    0.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8539   -2.4560    0.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4583   -3.2806   -2.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8831   -3.3657   -2.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9930   -2.4366   -1.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0794   -0.8884   -0.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6519    2.4134   -0.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7795    1.8398    1.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7236    0.8801    0.9313 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  1  0
  6  7  2  0
  6  8  2  0
  6  9  1  0
  5 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  2  0
 24 27  1  0
 23 28  2  0
 28 29  1  0
 29 30  2  0
 13  3  1  0
 30 16  1  0
 30 21  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  9 35  1  0
 11 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 22 43  1  0
 27 44  1  0
 28 45  1  0
 29 46  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
6-Hydroxy-5-[(2-methoxy-5-methyl-4-sulfophenyl)azo]-2-naphthalenesulfonic acid, 9ci	HMDB
Allura red	HMDB
Allura red ac dye	HMDB
C.I. 16035	HMDB
C.I. FOOD red 17	HMDB
Curry red	HMDB
e129	HMDB
FD & C red no. 40	HMDB
FD And C red no. 40	HMDB
FD&C red no. 40	HMDB
FOOD Red 17	HMDB
FOOD Red no. 40	HMDB
Red no. 40	HMDB
6-Hydroxy-5-[(e)-2-(2-methoxy-5-methyl-4-sulfophenyl)diazen-1-yl]naphthalene-2-sulfonate	Generator
6-Hydroxy-5-[(e)-2-(2-methoxy-5-methyl-4-sulphophenyl)diazen-1-yl]naphthalene-2-sulphonate	Generator
6-Hydroxy-5-[(e)-2-(2-methoxy-5-methyl-4-sulphophenyl)diazen-1-yl]naphthalene-2-sulphonic acid	Generator

Chemical Formula

C₁₈H₁₆N₂O₈S₂

Average Molecular Weight

452.458

Monoisotopic Molecular Weight

452.034806878

IUPAC Name

6-hydroxy-5-[(E)-2-(2-methoxy-5-methyl-4-sulfophenyl)diazen-1-yl]naphthalene-2-sulfonic acid

Traditional Name

6-hydroxy-5-[(E)-2-(2-methoxy-5-methyl-4-sulfophenyl)diazen-1-yl]naphthalene-2-sulfonic acid

CAS Registry Number

25956-17-6

SMILES

COC1=C(C=C(C)C(=C1)S(O)(=O)=O)\N=N\C1=C(O)C=CC2=CC(=CC=C12)S(O)(=O)=O

InChI Identifier

InChI=1S/C18H16N2O8S2/c1-10-7-14(16(28-2)9-17(10)30(25,26)27)19-20-18-13-5-4-12(29(22,23)24)8-11(13)3-6-15(18)21/h3-9,21H,1-2H3,(H,22,23,24)(H,25,26,27)/b20-19+

InChI Key

UQWIHFJXDRNUDP-FMQUCBEESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-naphthalene sulfonates. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group at the 2-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

2-naphthalene sulfonates

Alternative Parents

Substituents

2-naphthalene sulfonic acid or derivatives
2-naphthalene sulfonate
2-naphthol
Benzenesulfonate
Arylsulfonic acid or derivatives
Benzenesulfonyl group
1-sulfo,2-unsubstituted aromatic compound
Methoxyaniline
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Toluene
Monocyclic benzene moiety
Organic sulfonic acid or derivatives
Sulfonyl
Organosulfonic acid
Organosulfonic acid or derivatives
Azo compound
Ether
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organopnictogen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic oxide
Organic nitrogen compound
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032884)
Cytoplasm (HMDB: HMDB0032884)

Source

Exogenous

Exogenous (HMDB: HMDB0032884)

Food

Food (HMDB: HMDB0032884)

Process

Not Available

Role

Industrial application

Food and nutrition

Food and nutrition (HMDB: HMDB0032884)

Manufacturing industry

Material processing agent

Coloring agent

Dye (HMDB: HMDB0032884)

Biological role

Nutrient (HMDB: HMDB0032884)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	300 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	225 mg/mL at 25 °C	Not Available
LogP	-0.550	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.02 g/L	ALOGPS
logP	-0.35	ALOGPS
logP	-0.44	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	-3	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	162.92 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	111.56 m³·mol⁻¹	ChemAxon
Polarizability	43.42 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	225.833	30932474
DeepCCS	[M+Na]+	201.258	30932474
AllCCS	[M+H]+	199.8	32859911
AllCCS	[M+H-H2O]+	197.4	32859911
AllCCS	[M+NH4]+	201.9	32859911
AllCCS	[M+Na]+	202.5	32859911
AllCCS	[M-H]-	190.5	32859911
AllCCS	[M+Na-2H]-	190.2	32859911
AllCCS	[M+HCOO]-	189.9	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.	4.92 minutes	32390414
Predicted by Siyang on May 30, 2022	11.53 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.74 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	78.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1628.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	215.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	136.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	177.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	64.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	427.8 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	368.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	647.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	727.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	314.1 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	1295.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	223.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	287.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	389.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	339.5 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	303.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Allura red AC	COC1=C(C=C(C)C(=C1)S(O)(=O)=O)\N=N\C1=C(O)C=CC2=CC(=CC=C12)S(O)(=O)=O	5895.2	Standard polar	33892256
Allura red AC	COC1=C(C=C(C)C(=C1)S(O)(=O)=O)\N=N\C1=C(O)C=CC2=CC(=CC=C12)S(O)(=O)=O	3229.3	Standard non polar	33892256
Allura red AC	COC1=C(C=C(C)C(=C1)S(O)(=O)=O)\N=N\C1=C(O)C=CC2=CC(=CC=C12)S(O)(=O)=O	4205.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Allura red AC,1TMS,isomer #1	COC1=CC(S(=O)(=O)O)=C(C)C=C1/N=N/C1=C(O[Si](C)(C)C)C=CC2=CC(S(=O)(=O)O)=CC=C12	4061.1	Semi standard non polar	33892256
Allura red AC,1TMS,isomer #2	COC1=CC(S(=O)(=O)O[Si](C)(C)C)=C(C)C=C1/N=N/C1=C(O)C=CC2=CC(S(=O)(=O)O)=CC=C12	3976.5	Semi standard non polar	33892256
Allura red AC,1TMS,isomer #3	COC1=CC(S(=O)(=O)O)=C(C)C=C1/N=N/C1=C(O)C=CC2=CC(S(=O)(=O)O[Si](C)(C)C)=CC=C12	3919.7	Semi standard non polar	33892256
Allura red AC,2TMS,isomer #1	COC1=CC(S(=O)(=O)O[Si](C)(C)C)=C(C)C=C1/N=N/C1=C(O[Si](C)(C)C)C=CC2=CC(S(=O)(=O)O)=CC=C12	3878.7	Semi standard non polar	33892256
Allura red AC,2TMS,isomer #1	COC1=CC(S(=O)(=O)O[Si](C)(C)C)=C(C)C=C1/N=N/C1=C(O[Si](C)(C)C)C=CC2=CC(S(=O)(=O)O)=CC=C12	3919.1	Standard non polar	33892256
Allura red AC,2TMS,isomer #2	COC1=CC(S(=O)(=O)O)=C(C)C=C1/N=N/C1=C(O[Si](C)(C)C)C=CC2=CC(S(=O)(=O)O[Si](C)(C)C)=CC=C12	3847.2	Semi standard non polar	33892256
Allura red AC,2TMS,isomer #2	COC1=CC(S(=O)(=O)O)=C(C)C=C1/N=N/C1=C(O[Si](C)(C)C)C=CC2=CC(S(=O)(=O)O[Si](C)(C)C)=CC=C12	3929.5	Standard non polar	33892256
Allura red AC,2TMS,isomer #3	COC1=CC(S(=O)(=O)O[Si](C)(C)C)=C(C)C=C1/N=N/C1=C(O)C=CC2=CC(S(=O)(=O)O[Si](C)(C)C)=CC=C12	3745.7	Semi standard non polar	33892256
Allura red AC,2TMS,isomer #3	COC1=CC(S(=O)(=O)O[Si](C)(C)C)=C(C)C=C1/N=N/C1=C(O)C=CC2=CC(S(=O)(=O)O[Si](C)(C)C)=CC=C12	3879.3	Standard non polar	33892256
Allura red AC,3TMS,isomer #1	COC1=CC(S(=O)(=O)O[Si](C)(C)C)=C(C)C=C1/N=N/C1=C(O[Si](C)(C)C)C=CC2=CC(S(=O)(=O)O[Si](C)(C)C)=CC=C12	3742.9	Semi standard non polar	33892256
Allura red AC,3TMS,isomer #1	COC1=CC(S(=O)(=O)O[Si](C)(C)C)=C(C)C=C1/N=N/C1=C(O[Si](C)(C)C)C=CC2=CC(S(=O)(=O)O[Si](C)(C)C)=CC=C12	3995.3	Standard non polar	33892256
Allura red AC,1TBDMS,isomer #1	COC1=CC(S(=O)(=O)O)=C(C)C=C1/N=N/C1=C(O[Si](C)(C)C(C)(C)C)C=CC2=CC(S(=O)(=O)O)=CC=C12	4295.5	Semi standard non polar	33892256
Allura red AC,1TBDMS,isomer #2	COC1=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=C(C)C=C1/N=N/C1=C(O)C=CC2=CC(S(=O)(=O)O)=CC=C12	4218.9	Semi standard non polar	33892256
Allura red AC,1TBDMS,isomer #3	COC1=CC(S(=O)(=O)O)=C(C)C=C1/N=N/C1=C(O)C=CC2=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C12	4156.4	Semi standard non polar	33892256
Allura red AC,2TBDMS,isomer #1	COC1=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=C(C)C=C1/N=N/C1=C(O[Si](C)(C)C(C)(C)C)C=CC2=CC(S(=O)(=O)O)=CC=C12	4335.7	Semi standard non polar	33892256
Allura red AC,2TBDMS,isomer #1	COC1=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=C(C)C=C1/N=N/C1=C(O[Si](C)(C)C(C)(C)C)C=CC2=CC(S(=O)(=O)O)=CC=C12	4422.1	Standard non polar	33892256
Allura red AC,2TBDMS,isomer #2	COC1=CC(S(=O)(=O)O)=C(C)C=C1/N=N/C1=C(O[Si](C)(C)C(C)(C)C)C=CC2=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C12	4306.1	Semi standard non polar	33892256
Allura red AC,2TBDMS,isomer #2	COC1=CC(S(=O)(=O)O)=C(C)C=C1/N=N/C1=C(O[Si](C)(C)C(C)(C)C)C=CC2=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C12	4441.6	Standard non polar	33892256
Allura red AC,2TBDMS,isomer #3	COC1=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=C(C)C=C1/N=N/C1=C(O)C=CC2=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C12	4219.1	Semi standard non polar	33892256
Allura red AC,2TBDMS,isomer #3	COC1=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=C(C)C=C1/N=N/C1=C(O)C=CC2=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C12	4418.5	Standard non polar	33892256
Allura red AC,3TBDMS,isomer #1	COC1=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=C(C)C=C1/N=N/C1=C(O[Si](C)(C)C(C)(C)C)C=CC2=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C12	4387.9	Semi standard non polar	33892256
Allura red AC,3TBDMS,isomer #1	COC1=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=C(C)C=C1/N=N/C1=C(O[Si](C)(C)C(C)(C)C)C=CC2=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C12	4787.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Allura red AC GC-MS (Non-derivatized) - 70eV, Positive	splash10-0079-0194400000-18e286940f518096ed97	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Allura red AC GC-MS (1 TMS) - 70eV, Positive	splash10-01vo-3154920000-1e2da1baaba41d420686	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Allura red AC 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 - Allura red AC 10V, Positive-QTOF	splash10-0udi-0000900000-d0a5b7281767780579c9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Allura red AC 20V, Positive-QTOF	splash10-0udi-0312900000-ad84ed764e2434380742	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Allura red AC 40V, Positive-QTOF	splash10-0avl-2329000000-6bd858afebf71d6ff8e4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Allura red AC 10V, Negative-QTOF	splash10-0udi-0001900000-c1fb3bb729e1a24a69cd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Allura red AC 20V, Negative-QTOF	splash10-0uk9-0115900000-08ef62471db37994b26c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Allura red AC 40V, Negative-QTOF	splash10-0fl0-0390000000-50ed853957d4d7d0df44	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Allura red AC 10V, Positive-QTOF	splash10-0fki-0083900000-d4e076cb60a93b75d012	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Allura red AC 20V, Positive-QTOF	splash10-000i-0292200000-daf149179f0b507d5cf4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Allura red AC 40V, Positive-QTOF	splash10-0072-0942000000-b6dbb62519877fe6bee2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Allura red AC 10V, Negative-QTOF	splash10-0udi-0000900000-fbbfdc64fa7f94cc59b5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Allura red AC 20V, Negative-QTOF	splash10-0udi-1031900000-29caa7d0b05ab522ca45	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Allura red AC 40V, Negative-QTOF	splash10-001i-9864200000-14a17bd14e7cde4184ea	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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

FDB010866

KNApSAcK ID

Not Available

Chemspider ID

10677559

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Allura Red AC

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

rw1300031

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 Allura red AC (HMDB0032884)

MOL for HMDB0032884 (Allura red AC)

3D MOL for HMDB0032884 (Allura red AC)

3D SDF for HMDB0032884 (Allura red AC)

3D-SDF for HMDB0032884 (Allura red AC)

PDB for HMDB0032884 (Allura red AC)

3D PDB for HMDB0032884 (Allura red AC)

SMILES for HMDB0032884 (Allura red AC)

INCHI for HMDB0032884 (Allura red AC)

Structure for HMDB0032884 (Allura red AC)

3D Structure for HMDB0032884 (Allura red AC)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra