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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 20:11:36 UTC

Update Date

2021-09-26 23:15:32 UTC

HMDB ID

HMDB0258559

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Sudan III

Description

Sudan III, also known as solvent red 23 or c.i. 26100, belongs to the class of organic compounds known as azobenzenes. These are organonitrogen aromatic compounds that contain a central azo group, where each nitrogen atom is conjugated to a benzene ring. Based on a literature review a significant number of articles have been published on Sudan III. This compound has been identified in human blood as reported by (PMID: 31557052 ). Sudan iii is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Sudan III is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

  Mrv1652309112122112D          

 27 30  0  0  0  0            999 V2000
    1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    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   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 N   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
    1.4289   -1.6500    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   -0.4125    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   -0.4125    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
    3.5724   -0.4125    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
    2.8579   -1.6500    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
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  7  4  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 15 12  1  4  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 17 26  1  0  0  0  0
 18 27  1  0  0  0  0
M  END

HMDB0258559
     RDKit          3D
Sudan III
 43 46  0  0  0  0  0  0  0  0999 V2000
   -3.5542   -2.7708   -1.1824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3950   -1.7589   -0.7893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7758   -1.9347   -0.7773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6150   -0.9157   -0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1071    0.3144    0.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9494    1.3348    0.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4159    2.5453    0.8012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0510    2.7550    0.8017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2366    1.7153    0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7306    0.4843    0.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9008   -0.5454   -0.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4938   -0.2585   -0.3719 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7372   -0.9736    0.3531 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3413   -0.7027    0.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5087   -1.5963    1.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8666   -1.3816    1.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3876   -0.2395    0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7845    0.0282    0.5375 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6271   -0.6138   -0.1308 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9931   -0.2512   -0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7802   -0.8134    1.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1025   -0.4413    1.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6170    0.4618    0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8460    1.0311   -0.8012 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5221    0.6633   -0.9014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5480    0.6504   -0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1753    0.4285   -0.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5602   -2.6180   -1.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1719   -2.8950   -1.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6892   -1.0851   -0.3838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0148    1.1943    0.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0384    3.3762    1.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5889    3.6733    1.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1594    1.8445    0.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0721   -2.4743    1.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5059   -2.0884    1.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2918   -1.5124    1.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6953   -0.8824    1.8803 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6484    0.7581    0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2401    1.7440   -1.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9101    1.1024   -1.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9075    1.5406   -0.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5031    1.1070   -0.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  3
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 17 26  1  0
 26 27  2  0
 11  2  1  0
 27 14  1  0
 10  5  1  0
 25 20  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
  9 34  1  0
 15 35  1  0
 16 36  1  0
 21 37  1  0
 22 38  1  0
 23 39  1  0
 24 40  1  0
 25 41  1  0
 26 42  1  0
 27 43  1  0
M  END

  Mrv1652309112122112D          

 27 30  0  0  0  0            999 V2000
    1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    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   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 N   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
    1.4289   -1.6500    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   -0.4125    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   -0.4125    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
    3.5724   -0.4125    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
    2.8579   -1.6500    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
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  7  4  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 15 12  1  4  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 17 26  1  0  0  0  0
 18 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258559

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C(N=NC2=CC=C(C=C2)N=NC2=CC=CC=C2)C2=CC=CC=C2C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H16N4O/c27-21-15-10-16-6-4-5-9-20(16)22(21)26-25-19-13-11-18(12-14-19)24-23-17-7-2-1-3-8-17/h1-15,27H

> <INCHI_KEY>
FHNINJWBTRXEBC-UHFFFAOYSA-N

> <FORMULA>
C22H16N4O

> <MOLECULAR_WEIGHT>
352.397

> <EXACT_MASS>
352.132411151

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
39.17145256921951

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-{2-[4-(2-phenyldiazen-1-yl)phenyl]diazen-1-yl}naphthalen-2-ol

> <ALOGPS_LOGP>
6.01

> <JCHEM_LOGP>
7.4709445976666675

> <ALOGPS_LOGS>
-5.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.33552193165185

> <JCHEM_PKA_STRONGEST_BASIC>
0.22391273958478197

> <JCHEM_POLAR_SURFACE_AREA>
69.67

> <JCHEM_REFRACTIVITY>
113.12710000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.40e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{2-[4-(2-phenyldiazen-1-yl)phenyl]diazen-1-yl}naphthalen-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258559
     RDKit          3D
Sudan III
 43 46  0  0  0  0  0  0  0  0999 V2000
   -3.5542   -2.7708   -1.1824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3950   -1.7589   -0.7893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7758   -1.9347   -0.7773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6150   -0.9157   -0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1071    0.3144    0.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9494    1.3348    0.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4159    2.5453    0.8012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0510    2.7550    0.8017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2366    1.7153    0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7306    0.4843    0.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9008   -0.5454   -0.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4938   -0.2585   -0.3719 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7372   -0.9736    0.3531 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3413   -0.7027    0.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5087   -1.5963    1.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8666   -1.3816    1.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3876   -0.2395    0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7845    0.0282    0.5375 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6271   -0.6138   -0.1308 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9931   -0.2512   -0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7802   -0.8134    1.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1025   -0.4413    1.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6170    0.4618    0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8460    1.0311   -0.8012 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5221    0.6633   -0.9014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5480    0.6504   -0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1753    0.4285   -0.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5602   -2.6180   -1.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1719   -2.8950   -1.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6892   -1.0851   -0.3838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0148    1.1943    0.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0384    3.3762    1.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5889    3.6733    1.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1594    1.8445    0.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0721   -2.4743    1.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5059   -2.0884    1.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2918   -1.5124    1.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6953   -0.8824    1.8803 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6484    0.7581    0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2401    1.7440   -1.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9101    1.1024   -1.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9075    1.5406   -0.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5031    1.1070   -0.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  3
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 17 26  1  0
 26 27  2  0
 11  2  1  0
 27 14  1  0
 10  5  1  0
 25 20  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
  9 34  1  0
 15 35  1  0
 16 36  1  0
 21 37  1  0
 22 38  1  0
 23 39  1  0
 24 40  1  0
 25 41  1  0
 26 42  1  0
 27 43  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       2.667 -16.940   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334 -16.170   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334 -14.630   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001 -14.630   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001 -16.170   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.667 -12.320   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       1.334 -11.550   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       1.334  -5.390   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       2.667  -4.620   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15   12   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   26                                                  
CONECT   18   17   19   27                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21   17                                                  
CONECT   27   18                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0258559
HETATM    1  O1  UNL     1      -3.554  -2.771  -1.182  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.395  -1.759  -0.789  1.00  0.00           C  
HETATM    3  C2  UNL     1      -5.776  -1.935  -0.777  1.00  0.00           C  
HETATM    4  C3  UNL     1      -6.615  -0.916  -0.382  1.00  0.00           C  
HETATM    5  C4  UNL     1      -6.107   0.314   0.016  1.00  0.00           C  
HETATM    6  C5  UNL     1      -6.949   1.335   0.412  1.00  0.00           C  
HETATM    7  C6  UNL     1      -6.416   2.545   0.801  1.00  0.00           C  
HETATM    8  C7  UNL     1      -5.051   2.755   0.802  1.00  0.00           C  
HETATM    9  C8  UNL     1      -4.237   1.715   0.400  1.00  0.00           C  
HETATM   10  C9  UNL     1      -4.731   0.484   0.002  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.901  -0.545  -0.397  1.00  0.00           C  
HETATM   12  N1  UNL     1      -2.494  -0.258  -0.372  1.00  0.00           N  
HETATM   13  N2  UNL     1      -1.737  -0.974   0.353  1.00  0.00           N  
HETATM   14  C11 UNL     1      -0.341  -0.703   0.389  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.509  -1.596   1.042  1.00  0.00           C  
HETATM   16  C13 UNL     1       1.867  -1.382   1.106  1.00  0.00           C  
HETATM   17  C14 UNL     1       2.388  -0.240   0.499  1.00  0.00           C  
HETATM   18  N3  UNL     1       3.784   0.028   0.538  1.00  0.00           N  
HETATM   19  N4  UNL     1       4.627  -0.614  -0.131  1.00  0.00           N  
HETATM   20  C15 UNL     1       5.993  -0.251  -0.007  1.00  0.00           C  
HETATM   21  C16 UNL     1       6.780  -0.813   1.004  1.00  0.00           C  
HETATM   22  C17 UNL     1       8.102  -0.441   1.098  1.00  0.00           C  
HETATM   23  C18 UNL     1       8.617   0.462   0.211  1.00  0.00           C  
HETATM   24  C19 UNL     1       7.846   1.031  -0.801  1.00  0.00           C  
HETATM   25  C20 UNL     1       6.522   0.663  -0.901  1.00  0.00           C  
HETATM   26  C21 UNL     1       1.548   0.650  -0.149  1.00  0.00           C  
HETATM   27  C22 UNL     1       0.175   0.429  -0.212  1.00  0.00           C  
HETATM   28  H1  UNL     1      -2.560  -2.618  -1.182  1.00  0.00           H  
HETATM   29  H2  UNL     1      -6.172  -2.895  -1.088  1.00  0.00           H  
HETATM   30  H3  UNL     1      -7.689  -1.085  -0.384  1.00  0.00           H  
HETATM   31  H4  UNL     1      -8.015   1.194   0.419  1.00  0.00           H  
HETATM   32  H5  UNL     1      -7.038   3.376   1.120  1.00  0.00           H  
HETATM   33  H6  UNL     1      -4.589   3.673   1.094  1.00  0.00           H  
HETATM   34  H7  UNL     1      -3.159   1.845   0.388  1.00  0.00           H  
HETATM   35  H8  UNL     1       0.072  -2.474   1.503  1.00  0.00           H  
HETATM   36  H9  UNL     1       2.506  -2.088   1.617  1.00  0.00           H  
HETATM   37  H10 UNL     1       6.292  -1.512   1.653  1.00  0.00           H  
HETATM   38  H11 UNL     1       8.695  -0.882   1.880  1.00  0.00           H  
HETATM   39  H12 UNL     1       9.648   0.758   0.277  1.00  0.00           H  
HETATM   40  H13 UNL     1       8.240   1.744  -1.506  1.00  0.00           H  
HETATM   41  H14 UNL     1       5.910   1.102  -1.689  1.00  0.00           H  
HETATM   42  H15 UNL     1       1.908   1.541  -0.629  1.00  0.00           H  
HETATM   43  H16 UNL     1      -0.503   1.107  -0.712  1.00  0.00           H  
CONECT    1    2   28
CONECT    2    3    3   11
CONECT    3    4   29
CONECT    4    5    5   30
CONECT    5    6   10
CONECT    6    7    7   31
CONECT    7    8   32
CONECT    8    9    9   33
CONECT    9   10   34
CONECT   10   11   11
CONECT   11   12
CONECT   12   13   13
CONECT   13   14
CONECT   14   15   15   27
CONECT   15   16   35
CONECT   16   17   17   36
CONECT   17   18   26
CONECT   18   19   19
CONECT   19   20
CONECT   20   21   21   25
CONECT   21   22   37
CONECT   22   23   23   38
CONECT   23   24   39
CONECT   24   25   25   40
CONECT   25   41
CONECT   26   27   27   42
CONECT   27   43
END

HMDB0258559
     RDKit          3D
Sudan III
 43 46  0  0  0  0  0  0  0  0999 V2000
   -3.5542   -2.7708   -1.1824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3950   -1.7589   -0.7893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7758   -1.9347   -0.7773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6150   -0.9157   -0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1071    0.3144    0.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9494    1.3348    0.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4159    2.5453    0.8012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0510    2.7550    0.8017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2366    1.7153    0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7306    0.4843    0.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9008   -0.5454   -0.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4938   -0.2585   -0.3719 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7372   -0.9736    0.3531 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3413   -0.7027    0.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5087   -1.5963    1.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8666   -1.3816    1.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3876   -0.2395    0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7845    0.0282    0.5375 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6271   -0.6138   -0.1308 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9931   -0.2512   -0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7802   -0.8134    1.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1025   -0.4413    1.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6170    0.4618    0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8460    1.0311   -0.8012 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5221    0.6633   -0.9014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5480    0.6504   -0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1753    0.4285   -0.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5602   -2.6180   -1.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1719   -2.8950   -1.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6892   -1.0851   -0.3838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0148    1.1943    0.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0384    3.3762    1.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5889    3.6733    1.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1594    1.8445    0.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0721   -2.4743    1.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5059   -2.0884    1.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2918   -1.5124    1.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6953   -0.8824    1.8803 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6484    0.7581    0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2401    1.7440   -1.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9101    1.1024   -1.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9075    1.5406   -0.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5031    1.1070   -0.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  3
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 17 26  1  0
 26 27  2  0
 11  2  1  0
 27 14  1  0
 10  5  1  0
 25 20  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
  9 34  1  0
 15 35  1  0
 16 36  1  0
 21 37  1  0
 22 38  1  0
 23 39  1  0
 24 40  1  0
 25 41  1  0
 26 42  1  0
 27 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(4-(Phenylazo)phenylazo)-2-naphthol	ChEBI
Benzeneazobenzeneazo-beta-naphthol	ChEBI
C.I. 26100	ChEBI
Solvent red 23	ChEBI
Sudan 3	ChEBI
Sudan red BK	ChEBI
Benzeneazobenzeneazo-b-naphthol	Generator
Benzeneazobenzeneazo-β-naphthol	Generator
D And C red #17	HMDB
D.C. red no 17	HMDB

Chemical Formula

C₂₂H₁₆N₄O

Average Molecular Weight

352.397

Monoisotopic Molecular Weight

352.132411151

IUPAC Name

1-{2-[4-(2-phenyldiazen-1-yl)phenyl]diazen-1-yl}naphthalen-2-ol

Traditional Name

1-{2-[4-(2-phenyldiazen-1-yl)phenyl]diazen-1-yl}naphthalen-2-ol

CAS Registry Number

Not Available

SMILES

OC1=C(N=NC2=CC=C(C=C2)N=NC2=CC=CC=C2)C2=CC=CC=C2C=C1

InChI Identifier

InChI=1S/C22H16N4O/c27-21-15-10-16-6-4-5-9-20(16)22(21)26-25-19-13-11-18(12-14-19)24-23-17-7-2-1-3-8-17/h1-15,27H

InChI Key

FHNINJWBTRXEBC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azobenzenes. These are organonitrogen aromatic compounds that contain a central azo group, where each nitrogen atom is conjugated to a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azobenzenes

Sub Class

Not Available

Direct Parent

Azobenzenes

Alternative Parents

Substituents

Azobenzene
2-naphthol
Naphthalene
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Azo compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
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

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	6.01	ALOGPS
logP	7.47	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	11.34	ChemAxon
pKa (Strongest Basic)	0.22	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	69.67 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	113.13 m³·mol⁻¹	ChemAxon
Polarizability	39.17 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	181.817	30932474
DeepCCS	[M-H]-	179.459	30932474
DeepCCS	[M-2H]-	213.559	30932474
DeepCCS	[M+Na]+	188.787	30932474
AllCCS	[M+H]+	184.7	32859911
AllCCS	[M+H-H2O]+	182.0	32859911
AllCCS	[M+NH4]+	187.1	32859911
AllCCS	[M+Na]+	187.9	32859911
AllCCS	[M-H]-	159.7	32859911
AllCCS	[M+Na-2H]-	157.1	32859911
AllCCS	[M+HCOO]-	154.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Sudan III	OC1=C(N=NC2=CC=C(C=C2)N=NC2=CC=CC=C2)C2=CC=CC=C2C=C1	4547.4	Standard polar	33892256
Sudan III	OC1=C(N=NC2=CC=C(C=C2)N=NC2=CC=CC=C2)C2=CC=CC=C2C=C1	3324.0	Standard non polar	33892256
Sudan III	OC1=C(N=NC2=CC=C(C=C2)N=NC2=CC=CC=C2)C2=CC=CC=C2C=C1	3514.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Sudan III GC-MS (Non-derivatized) - 70eV, Positive	splash10-052b-1914000000-e57d5e2e490f60640eef	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sudan III GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sudan III GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sudan III GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

21159416

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Sudan III

METLIN ID

Not Available

PubChem Compound

62331

PDB ID

Not Available

ChEBI ID

82535

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1284861

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Sudan III (HMDB0258559)

MOL for HMDB0258559 (Sudan III)

3D MOL for HMDB0258559 (Sudan III)

3D SDF for HMDB0258559 (Sudan III)

3D-SDF for HMDB0258559 (Sudan III)

PDB for HMDB0258559 (Sudan III)

3D PDB for HMDB0258559 (Sudan III)

SMILES for HMDB0258559 (Sudan III)

INCHI for HMDB0258559 (Sudan III)

Structure for HMDB0258559 (Sudan III)

3D Structure for HMDB0258559 (Sudan III)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra