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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:46:24 UTC

Update Date

2022-03-07 02:55:22 UTC

HMDB ID

HMDB0037522

Secondary Accession Numbers

HMDB37522

Metabolite Identification

Common Name

Orange B

Description

Orange B 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. Based on a literature review very few articles have been published on Orange B.

Structure

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


  Mrv0541 05061309502D          

 37 40  0  0  0  0            999 V2000
    1.5492   -4.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8848   -4.0144    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
    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
    0.5198   -0.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0783   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2648   -0.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7064   -1.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6914   -1.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8779   -0.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8109   -1.7224    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
    3.0408   -3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -2.5070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4760   -1.7224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5955   -1.4675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8613   -3.0882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4471   -0.4477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9175   -1.4873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4076    0.0820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7053   -3.9282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6625   -0.7027    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 12 11  1  0  0  0  0
 13  7  2  0  0  0  0
 13  8  1  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15  5  2  0  0  0  0
 16  6  2  0  0  0  0
 16 15  1  0  0  0  0
 17 11  2  0  0  0  0
 17 15  1  0  0  0  0
 18 12  2  0  0  0  0
 18 16  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 19  1  0  0  0  0
 23 17  1  0  0  0  0
 24 21  1  0  0  0  0
 24 23  2  0  0  0  0
 25 19  2  0  0  0  0
 26 13  1  0  0  0  0
 26 21  1  0  0  0  0
 26 25  1  0  0  0  0
 27 20  2  0  0  0  0
 28 22  2  0  0  0  0
 35  2  1  0  0  0  0
 35 22  1  0  0  0  0
 36 14  1  0  0  0  0
 36 29  1  0  0  0  0
 36 30  2  0  0  0  0
 36 31  2  0  0  0  0
 37 18  1  0  0  0  0
 37 32  1  0  0  0  0
 37 33  2  0  0  0  0
 37 34  2  0  0  0  0
M  END

HMDB0037522
     RDKit          3D
Orange B
 55 58  0  0  0  0  0  0  0  0999 V2000
   -3.9876    6.2380   -1.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5747    6.0718   -0.8468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3521    4.8467   -0.2045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5045    3.6140   -0.7706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8756    3.5542   -1.9716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2531    2.3765   -0.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3764    1.1745   -0.5071 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0662    0.2107    0.4350 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2620   -1.2072    0.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8249   -1.8039   -0.7445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0087   -3.1686   -0.7967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6516   -4.0069    0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8870   -5.7398    0.1686 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.8762   -6.4507    1.0468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7548   -6.2839   -1.2033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4082   -6.1464    0.8003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0878   -3.4022    1.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9023   -2.0376    1.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4717    0.8612    1.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0552    0.6093    1.5846 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5309   -0.2231    0.8605 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9220   -0.4894    0.8466 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6029   -1.0168    1.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9590   -1.2691    1.8836 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6590   -0.9822    0.7305 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3760   -1.2595    0.5694 S   0  0  0  0  0  6  0  0  0  0  0  0
    7.1258    0.0109    0.2954 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6020   -2.2984   -0.4874 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9278   -1.9025    2.0199 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9834   -0.4463   -0.3673 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6629   -0.1513   -1.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0107    0.3793   -2.6306 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6536    0.6272   -2.5827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9676    0.3345   -1.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -0.2009   -0.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8226    2.2837    1.3536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7770    3.2516    2.1585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7440    6.0685   -0.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0965    7.3280   -1.6186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1865    5.6837   -2.2772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9120    6.2187   -1.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3599    6.9022   -0.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1174   -1.1682   -1.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4556   -3.6472   -1.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1090   -5.6263    0.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8096   -4.0640    2.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4598   -1.5713    2.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9812    0.4601    2.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0392   -1.2359    2.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5051   -1.6819    2.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5467   -1.4277    2.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7208   -0.3512   -1.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5777    0.6054   -3.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1246    1.0410   -3.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8950    0.5091   -1.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 12 17  1  0
 17 18  2  0
  8 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  2  0
 26 29  1  0
 25 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 19 36  1  0
 36 37  2  0
 36  6  1  0
 18  9  1  0
 35 22  1  0
 35 30  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  2 41  1  0
  2 42  1  0
 10 43  1  0
 11 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 19 48  1  0
 23 49  1  0
 24 50  1  0
 29 51  1  0
 31 52  1  0
 32 53  1  0
 33 54  1  0
 34 55  1  0
M  END


  Mrv0541 05061309502D          

 37 40  0  0  0  0            999 V2000
    1.5492   -4.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8848   -4.0144    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
    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
    0.5198   -0.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0783   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2648   -0.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7064   -1.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6914   -1.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8779   -0.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8109   -1.7224    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
    3.0408   -3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -2.5070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4760   -1.7224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5955   -1.4675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8613   -3.0882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4471   -0.4477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9175   -1.4873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4076    0.0820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7053   -3.9282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6625   -0.7027    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 12 11  1  0  0  0  0
 13  7  2  0  0  0  0
 13  8  1  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15  5  2  0  0  0  0
 16  6  2  0  0  0  0
 16 15  1  0  0  0  0
 17 11  2  0  0  0  0
 17 15  1  0  0  0  0
 18 12  2  0  0  0  0
 18 16  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 19  1  0  0  0  0
 23 17  1  0  0  0  0
 24 21  1  0  0  0  0
 24 23  2  0  0  0  0
 25 19  2  0  0  0  0
 26 13  1  0  0  0  0
 26 21  1  0  0  0  0
 26 25  1  0  0  0  0
 27 20  2  0  0  0  0
 28 22  2  0  0  0  0
 35  2  1  0  0  0  0
 35 22  1  0  0  0  0
 36 14  1  0  0  0  0
 36 29  1  0  0  0  0
 36 30  2  0  0  0  0
 36 31  2  0  0  0  0
 37 18  1  0  0  0  0
 37 32  1  0  0  0  0
 37 33  2  0  0  0  0
 37 34  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037522

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)C1=NN(C(\N=N\C2=CC=C(C3=CC=CC=C23)S(O)(=O)=O)C1=O)C1=CC=C(C=C1)S(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H18N4O9S2/c1-2-35-22(28)19-20(27)21(26(25-19)13-7-9-14(10-8-13)36(29,30)31)24-23-17-11-12-18(37(32,33)34)16-6-4-3-5-15(16)17/h3-12,21H,2H2,1H3,(H,29,30,31)(H,32,33,34)/b24-23+

> <INCHI_KEY>
QUMAZTILKPUCPP-WCWDXBQESA-N

> <FORMULA>
C22H18N4O9S2

> <MOLECULAR_WEIGHT>
546.53

> <EXACT_MASS>
546.051519574

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
52.25024877411069

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[(E)-2-[3-(ethoxycarbonyl)-4-oxo-1-(4-sulfophenyl)-4,5-dihydro-1H-pyrazol-5-yl]diazen-1-yl]naphthalene-1-sulfonic acid

> <ALOGPS_LOGP>
0.20

> <JCHEM_LOGP>
0.787520215183058

> <ALOGPS_LOGS>
-4.82

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
-1.7920012438763449

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.8659205315011187

> <JCHEM_PKA_STRONGEST_BASIC>
-2.2998860231812417

> <JCHEM_POLAR_SURFACE_AREA>
192.42999999999998

> <JCHEM_REFRACTIVITY>
141.05479999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.35e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(E)-2-[5-(ethoxycarbonyl)-4-oxo-2-(4-sulfophenyl)-3H-pyrazol-3-yl]diazen-1-yl]naphthalene-1-sulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037522
     RDKit          3D
Orange B
 55 58  0  0  0  0  0  0  0  0999 V2000
   -3.9876    6.2380   -1.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5747    6.0718   -0.8468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3521    4.8467   -0.2045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5045    3.6140   -0.7706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8756    3.5542   -1.9716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2531    2.3765   -0.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3764    1.1745   -0.5071 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0662    0.2107    0.4350 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2620   -1.2072    0.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8249   -1.8039   -0.7445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0087   -3.1686   -0.7967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6516   -4.0069    0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8870   -5.7398    0.1686 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.8762   -6.4507    1.0468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7548   -6.2839   -1.2033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4082   -6.1464    0.8003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0878   -3.4022    1.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9023   -2.0376    1.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4717    0.8612    1.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0552    0.6093    1.5846 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5309   -0.2231    0.8605 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9220   -0.4894    0.8466 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6029   -1.0168    1.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9590   -1.2691    1.8836 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6590   -0.9822    0.7305 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3760   -1.2595    0.5694 S   0  0  0  0  0  6  0  0  0  0  0  0
    7.1258    0.0109    0.2954 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6020   -2.2984   -0.4874 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9278   -1.9025    2.0199 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9834   -0.4463   -0.3673 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6629   -0.1513   -1.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0107    0.3793   -2.6306 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6536    0.6272   -2.5827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9676    0.3345   -1.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -0.2009   -0.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8226    2.2837    1.3536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7770    3.2516    2.1585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7440    6.0685   -0.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0965    7.3280   -1.6186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1865    5.6837   -2.2772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9120    6.2187   -1.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3599    6.9022   -0.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1174   -1.1682   -1.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4556   -3.6472   -1.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1090   -5.6263    0.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8096   -4.0640    2.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4598   -1.5713    2.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9812    0.4601    2.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0392   -1.2359    2.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5051   -1.6819    2.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5467   -1.4277    2.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7208   -0.3512   -1.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5777    0.6054   -3.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1246    1.0410   -3.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8950    0.5091   -1.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 12 17  1  0
 17 18  2  0
  8 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  2  0
 26 29  1  0
 25 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 19 36  1  0
 36 37  2  0
 36  6  1  0
 18  9  1  0
 35 22  1  0
 35 30  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  2 41  1  0
  2 42  1  0
 10 43  1  0
 11 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 19 48  1  0
 23 49  1  0
 24 50  1  0
 29 51  1  0
 31 52  1  0
 32 53  1  0
 33 54  1  0
 34 55  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       2.892  -8.900   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.518  -7.494   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       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.970  -1.233   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.146  -3.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.494  -0.757   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.319  -3.294   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       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.291  -2.739   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.639  -1.788   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.771  -4.680   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.247  -3.215   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.676  -5.926   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       5.335   0.000   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0       3.231  -4.680   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0       2.755  -3.215   0.000  0.00  0.00           N+0
HETATM   27  O   UNK     0       6.712  -2.739   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       7.208  -5.765   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -4.568  -0.836   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -3.579  -2.776   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -2.628   0.153   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       5.335   7.700   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       6.875   6.160   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       3.795   6.160   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       5.050  -7.333   0.000  0.00  0.00           O+0
HETATM   36  S   UNK     0      -3.103  -1.312   0.000  0.00  0.00           S+0
HETATM   37  S   UNK     0       5.335   6.160   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1   35                                                       
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3   15                                                       
CONECT    6    4   16                                                       
CONECT    7    9   13                                                       
CONECT    8   10   13                                                       
CONECT    9    7   14                                                       
CONECT   10    8   14                                                       
CONECT   11   12   17                                                       
CONECT   12   11   18                                                       
CONECT   13    7    8   26                                                  
CONECT   14    9   10   36                                                  
CONECT   15    5   16   17                                                  
CONECT   16    6   15   18                                                  
CONECT   17   11   15   23                                                  
CONECT   18   12   16   37                                                  
CONECT   19   20   22   25                                                  
CONECT   20   19   21   27                                                  
CONECT   21   20   24   26                                                  
CONECT   22   19   28   35                                                  
CONECT   23   17   24                                                       
CONECT   24   21   23                                                       
CONECT   25   19   26                                                       
CONECT   26   13   21   25                                                  
CONECT   27   20                                                            
CONECT   28   22                                                            
CONECT   29   36                                                            
CONECT   30   36                                                            
CONECT   31   36                                                            
CONECT   32   37                                                            
CONECT   33   37                                                            
CONECT   34   37                                                            
CONECT   35    2   22                                                       
CONECT   36   14   29   30   31                                             
CONECT   37   18   32   33   34                                             
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

COMPND    HMDB0037522
HETATM    1  C1  UNL     1      -3.988   6.238  -1.340  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.575   6.072  -0.847  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.352   4.847  -0.204  1.00  0.00           O  
HETATM    4  C3  UNL     1      -2.504   3.614  -0.771  1.00  0.00           C  
HETATM    5  O2  UNL     1      -2.876   3.554  -1.972  1.00  0.00           O  
HETATM    6  C4  UNL     1      -2.253   2.377  -0.035  1.00  0.00           C  
HETATM    7  N1  UNL     1      -2.376   1.174  -0.507  1.00  0.00           N  
HETATM    8  N2  UNL     1      -2.066   0.211   0.435  1.00  0.00           N  
HETATM    9  C5  UNL     1      -2.262  -1.207   0.372  1.00  0.00           C  
HETATM   10  C6  UNL     1      -2.825  -1.804  -0.745  1.00  0.00           C  
HETATM   11  C7  UNL     1      -3.009  -3.169  -0.797  1.00  0.00           C  
HETATM   12  C8  UNL     1      -2.652  -4.007   0.238  1.00  0.00           C  
HETATM   13  S1  UNL     1      -2.887  -5.740   0.169  1.00  0.00           S  
HETATM   14  O3  UNL     1      -1.876  -6.451   1.047  1.00  0.00           O  
HETATM   15  O4  UNL     1      -2.755  -6.284  -1.203  1.00  0.00           O  
HETATM   16  O5  UNL     1      -4.408  -6.146   0.800  1.00  0.00           O  
HETATM   17  C9  UNL     1      -2.088  -3.402   1.355  1.00  0.00           C  
HETATM   18  C10 UNL     1      -1.902  -2.038   1.411  1.00  0.00           C  
HETATM   19  C11 UNL     1      -1.472   0.861   1.580  1.00  0.00           C  
HETATM   20  N3  UNL     1      -0.055   0.609   1.585  1.00  0.00           N  
HETATM   21  N4  UNL     1       0.531  -0.223   0.861  1.00  0.00           N  
HETATM   22  C12 UNL     1       1.922  -0.489   0.847  1.00  0.00           C  
HETATM   23  C13 UNL     1       2.603  -1.017   1.919  1.00  0.00           C  
HETATM   24  C14 UNL     1       3.959  -1.269   1.884  1.00  0.00           C  
HETATM   25  C15 UNL     1       4.659  -0.982   0.731  1.00  0.00           C  
HETATM   26  S2  UNL     1       6.376  -1.259   0.569  1.00  0.00           S  
HETATM   27  O6  UNL     1       7.126   0.011   0.295  1.00  0.00           O  
HETATM   28  O7  UNL     1       6.602  -2.298  -0.487  1.00  0.00           O  
HETATM   29  O8  UNL     1       6.928  -1.902   2.020  1.00  0.00           O  
HETATM   30  C16 UNL     1       3.983  -0.446  -0.367  1.00  0.00           C  
HETATM   31  C17 UNL     1       4.663  -0.151  -1.533  1.00  0.00           C  
HETATM   32  C18 UNL     1       4.011   0.379  -2.631  1.00  0.00           C  
HETATM   33  C19 UNL     1       2.654   0.627  -2.583  1.00  0.00           C  
HETATM   34  C20 UNL     1       1.968   0.335  -1.420  1.00  0.00           C  
HETATM   35  C21 UNL     1       2.619  -0.201  -0.309  1.00  0.00           C  
HETATM   36  C22 UNL     1      -1.823   2.284   1.354  1.00  0.00           C  
HETATM   37  O9  UNL     1      -1.777   3.252   2.159  1.00  0.00           O  
HETATM   38  H1  UNL     1      -4.744   6.069  -0.553  1.00  0.00           H  
HETATM   39  H2  UNL     1      -4.097   7.328  -1.619  1.00  0.00           H  
HETATM   40  H3  UNL     1      -4.186   5.684  -2.277  1.00  0.00           H  
HETATM   41  H4  UNL     1      -1.912   6.219  -1.731  1.00  0.00           H  
HETATM   42  H5  UNL     1      -2.360   6.902  -0.146  1.00  0.00           H  
HETATM   43  H6  UNL     1      -3.117  -1.168  -1.577  1.00  0.00           H  
HETATM   44  H7  UNL     1      -3.456  -3.647  -1.682  1.00  0.00           H  
HETATM   45  H8  UNL     1      -5.109  -5.626   0.297  1.00  0.00           H  
HETATM   46  H9  UNL     1      -1.810  -4.064   2.163  1.00  0.00           H  
HETATM   47  H10 UNL     1      -1.460  -1.571   2.292  1.00  0.00           H  
HETATM   48  H11 UNL     1      -1.981   0.460   2.480  1.00  0.00           H  
HETATM   49  H12 UNL     1       2.039  -1.236   2.814  1.00  0.00           H  
HETATM   50  H13 UNL     1       4.505  -1.682   2.716  1.00  0.00           H  
HETATM   51  H14 UNL     1       6.547  -1.428   2.799  1.00  0.00           H  
HETATM   52  H15 UNL     1       5.721  -0.351  -1.554  1.00  0.00           H  
HETATM   53  H16 UNL     1       4.578   0.605  -3.548  1.00  0.00           H  
HETATM   54  H17 UNL     1       2.125   1.041  -3.428  1.00  0.00           H  
HETATM   55  H18 UNL     1       0.895   0.509  -1.325  1.00  0.00           H  
CONECT    1    2   38   39   40
CONECT    2    3   41   42
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7    7   36
CONECT    7    8
CONECT    8    9   19
CONECT    9   10   10   18
CONECT   10   11   43
CONECT   11   12   12   44
CONECT   12   13   17
CONECT   13   14   14   15   15
CONECT   13   16
CONECT   16   45
CONECT   17   18   18   46
CONECT   18   47
CONECT   19   20   36   48
CONECT   20   21   21
CONECT   21   22
CONECT   22   23   23   35
CONECT   23   24   49
CONECT   24   25   25   50
CONECT   25   26   30
CONECT   26   27   27   28   28
CONECT   26   29
CONECT   29   51
CONECT   30   31   31   35
CONECT   31   32   52
CONECT   32   33   33   53
CONECT   33   34   54
CONECT   34   35   35   55
CONECT   36   37   37
END

HMDB0037522
     RDKit          3D
Orange B
 55 58  0  0  0  0  0  0  0  0999 V2000
   -3.9876    6.2380   -1.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5747    6.0718   -0.8468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3521    4.8467   -0.2045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5045    3.6140   -0.7706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8756    3.5542   -1.9716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2531    2.3765   -0.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3764    1.1745   -0.5071 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0662    0.2107    0.4350 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2620   -1.2072    0.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8249   -1.8039   -0.7445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0087   -3.1686   -0.7967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6516   -4.0069    0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8870   -5.7398    0.1686 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.8762   -6.4507    1.0468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7548   -6.2839   -1.2033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4082   -6.1464    0.8003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0878   -3.4022    1.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9023   -2.0376    1.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4717    0.8612    1.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0552    0.6093    1.5846 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5309   -0.2231    0.8605 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9220   -0.4894    0.8466 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6029   -1.0168    1.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9590   -1.2691    1.8836 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6590   -0.9822    0.7305 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3760   -1.2595    0.5694 S   0  0  0  0  0  6  0  0  0  0  0  0
    7.1258    0.0109    0.2954 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6020   -2.2984   -0.4874 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9278   -1.9025    2.0199 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9834   -0.4463   -0.3673 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6629   -0.1513   -1.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0107    0.3793   -2.6306 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6536    0.6272   -2.5827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9676    0.3345   -1.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -0.2009   -0.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8226    2.2837    1.3536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7770    3.2516    2.1585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7440    6.0685   -0.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0965    7.3280   -1.6186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1865    5.6837   -2.2772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9120    6.2187   -1.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3599    6.9022   -0.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1174   -1.1682   -1.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4556   -3.6472   -1.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1090   -5.6263    0.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8096   -4.0640    2.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4598   -1.5713    2.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9812    0.4601    2.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0392   -1.2359    2.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5051   -1.6819    2.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5467   -1.4277    2.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7208   -0.3512   -1.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5777    0.6054   -3.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1246    1.0410   -3.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8950    0.5091   -1.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 12 17  1  0
 17 18  2  0
  8 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  2  0
 26 29  1  0
 25 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 19 36  1  0
 36 37  2  0
 36  6  1  0
 18  9  1  0
 35 22  1  0
 35 30  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  2 41  1  0
  2 42  1  0
 10 43  1  0
 11 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 19 48  1  0
 23 49  1  0
 24 50  1  0
 29 51  1  0
 31 52  1  0
 32 53  1  0
 33 54  1  0
 34 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Acid orange 137	HMDB
C.I. 19235	HMDB
C.I. acid orange 137	HMDB
Ethyl 4,5-dihydro-5-oxo-4-[(4-sulfO-1-naphthalenyl)azo]-1-(4-sulfophenyl)-1H-pyrazole-3-carboxylate, 9ci	HMDB
Ethyl 5-oxo-4-[(4-sulfO-1-naphthyl)azo]-1-(P-sulfophenyl)-2-pyrazoline-3-carboxylate, 8ci	HMDB
4-[(e)-2-[3-(Ethoxycarbonyl)-4-oxo-1-(4-sulfophenyl)-4,5-dihydro-1H-pyrazol-5-yl]diazen-1-yl]naphthalene-1-sulfonate	Generator
4-[(e)-2-[3-(Ethoxycarbonyl)-4-oxo-1-(4-sulphophenyl)-4,5-dihydro-1H-pyrazol-5-yl]diazen-1-yl]naphthalene-1-sulphonate	Generator
4-[(e)-2-[3-(Ethoxycarbonyl)-4-oxo-1-(4-sulphophenyl)-4,5-dihydro-1H-pyrazol-5-yl]diazen-1-yl]naphthalene-1-sulphonic acid	Generator

Chemical Formula

C₂₂H₁₈N₄O₉S₂

Average Molecular Weight

546.53

Monoisotopic Molecular Weight

546.051519574

IUPAC Name

4-[(E)-2-[3-(ethoxycarbonyl)-4-oxo-1-(4-sulfophenyl)-4,5-dihydro-1H-pyrazol-5-yl]diazen-1-yl]naphthalene-1-sulfonic acid

Traditional Name

4-[(E)-2-[5-(ethoxycarbonyl)-4-oxo-2-(4-sulfophenyl)-3H-pyrazol-3-yl]diazen-1-yl]naphthalene-1-sulfonic acid

CAS Registry Number

15139-76-1

SMILES

CCOC(=O)C1=NN(C(\N=N\C2=CC=C(C3=CC=CC=C23)S(O)(=O)=O)C1=O)C1=CC=C(C=C1)S(O)(=O)=O

InChI Identifier

InChI=1S/C22H18N4O9S2/c1-2-35-22(28)19-20(27)21(26(25-19)13-7-9-14(10-8-13)36(29,30)31)24-23-17-11-12-18(37(32,33)34)16-6-4-3-5-15(16)17/h3-12,21H,2H2,1H3,(H,29,30,31)(H,32,33,34)/b24-23+

InChI Key

QUMAZTILKPUCPP-WCWDXBQESA-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
Benzenesulfonate
Arylsulfonic acid or derivatives
Benzenesulfonyl group
1-sulfo,2-unsubstituted aromatic compound
Monocyclic benzene moiety
Pyrazoline
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Organosulfonic acid
Sulfonyl
Azo compound
Carboxylic acid ester
Ketone
N-alkylated hydrazone
Cyclic ketone
Azacycle
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organoheterocyclic compound
Carboxylic acid derivative
Hydrazone
Monocarboxylic acid or derivatives
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Organosulfur compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0037522)
Cytoplasm (HMDB: HMDB0037522)

Source

Exogenous

Food

Food (HMDB: HMDB0037522)

Not Available

Nutrient (HMDB: HMDB0037522)

Industrial application

Dye (HMDB: HMDB0037522)

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0084 g/L	ALOGPS
logP	0.2	ALOGPS
logP	0.79	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	-2.9	ChemAxon
pKa (Strongest Basic)	-2.3	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	192.43 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	141.05 m³·mol⁻¹	ChemAxon
Polarizability	52.25 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	245.198	30932474
DeepCCS	[M+Na]+	220.335	30932474
AllCCS	[M+H]+	217.1	32859911
AllCCS	[M+H-H2O]+	215.5	32859911
AllCCS	[M+NH4]+	218.6	32859911
AllCCS	[M+Na]+	219.0	32859911
AllCCS	[M-H]-	205.8	32859911
AllCCS	[M+Na-2H]-	206.1	32859911
AllCCS	[M+HCOO]-	206.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Orange B	CCOC(=O)C1=NN(C(\N=N\C2=CC=C(C3=CC=CC=C23)S(O)(=O)=O)C1=O)C1=CC=C(C=C1)S(O)(=O)=O	6688.9	Standard polar	33892256
Orange B	CCOC(=O)C1=NN(C(\N=N\C2=CC=C(C3=CC=CC=C23)S(O)(=O)=O)C1=O)C1=CC=C(C=C1)S(O)(=O)=O	3865.2	Standard non polar	33892256
Orange B	CCOC(=O)C1=NN(C(\N=N\C2=CC=C(C3=CC=CC=C23)S(O)(=O)=O)C1=O)C1=CC=C(C=C1)S(O)(=O)=O	4970.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Orange B,1TMS,isomer #1	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C3=CC=CC=C23)C1=O	4750.5	Semi standard non polar	33892256
Orange B,1TMS,isomer #1	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C3=CC=CC=C23)C1=O	4396.2	Standard non polar	33892256
Orange B,1TMS,isomer #2	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)C1=O	4738.4	Semi standard non polar	33892256
Orange B,1TMS,isomer #2	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)C1=O	4389.7	Standard non polar	33892256
Orange B,1TMS,isomer #3	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)=C1O[Si](C)(C)C	4873.8	Semi standard non polar	33892256
Orange B,1TMS,isomer #3	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)=C1O[Si](C)(C)C	4325.5	Standard non polar	33892256
Orange B,2TMS,isomer #1	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C3=CC=CC=C23)C1=O	4606.5	Semi standard non polar	33892256
Orange B,2TMS,isomer #1	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C3=CC=CC=C23)C1=O	4516.0	Standard non polar	33892256
Orange B,2TMS,isomer #2	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C3=CC=CC=C23)=C1O[Si](C)(C)C	4643.1	Semi standard non polar	33892256
Orange B,2TMS,isomer #2	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C3=CC=CC=C23)=C1O[Si](C)(C)C	4418.1	Standard non polar	33892256
Orange B,2TMS,isomer #3	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)=C1O[Si](C)(C)C	4627.1	Semi standard non polar	33892256
Orange B,2TMS,isomer #3	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)=C1O[Si](C)(C)C	4392.9	Standard non polar	33892256
Orange B,3TMS,isomer #1	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C3=CC=CC=C23)=C1O[Si](C)(C)C	4507.7	Semi standard non polar	33892256
Orange B,3TMS,isomer #1	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O[Si](C)(C)C)C3=CC=CC=C23)=C1O[Si](C)(C)C	4502.1	Standard non polar	33892256
Orange B,1TBDMS,isomer #1	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C3=CC=CC=C23)C1=O	4945.0	Semi standard non polar	33892256
Orange B,1TBDMS,isomer #1	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C3=CC=CC=C23)C1=O	4630.4	Standard non polar	33892256
Orange B,1TBDMS,isomer #2	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)C1=O	4935.8	Semi standard non polar	33892256
Orange B,1TBDMS,isomer #2	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)C1=O	4621.7	Standard non polar	33892256
Orange B,1TBDMS,isomer #3	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)=C1O[Si](C)(C)C(C)(C)C	5070.7	Semi standard non polar	33892256
Orange B,1TBDMS,isomer #3	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)=C1O[Si](C)(C)C(C)(C)C	4543.9	Standard non polar	33892256
Orange B,2TBDMS,isomer #1	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C3=CC=CC=C23)C1=O	4974.5	Semi standard non polar	33892256
Orange B,2TBDMS,isomer #1	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C3=CC=CC=C23)C1=O	4991.6	Standard non polar	33892256
Orange B,2TBDMS,isomer #2	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C3=CC=CC=C23)=C1O[Si](C)(C)C(C)(C)C	5006.2	Semi standard non polar	33892256
Orange B,2TBDMS,isomer #2	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C3=CC=CC=C23)=C1O[Si](C)(C)C(C)(C)C	4882.0	Standard non polar	33892256
Orange B,2TBDMS,isomer #3	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)=C1O[Si](C)(C)C(C)(C)C	5001.3	Semi standard non polar	33892256
Orange B,2TBDMS,isomer #3	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O)C3=CC=CC=C23)=C1O[Si](C)(C)C(C)(C)C	4858.3	Standard non polar	33892256
Orange B,3TBDMS,isomer #1	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C3=CC=CC=C23)=C1O[Si](C)(C)C(C)(C)C	5059.9	Semi standard non polar	33892256
Orange B,3TBDMS,isomer #1	CCOC(=O)C1=NN(C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C2)C(/N=N/C2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C3=CC=CC=C23)=C1O[Si](C)(C)C(C)(C)C	5232.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Orange B GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-2192420000-4d9ee3e878ed78a96103	2017-09-01	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orange B 10V, Positive-QTOF	splash10-00di-0090680000-134f84f0a737bcb127ea	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orange B 20V, Positive-QTOF	splash10-00di-0262940000-7d936fcda463529ffecc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orange B 40V, Positive-QTOF	splash10-00di-0193000000-eea1f2041b634665fdb4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orange B 10V, Negative-QTOF	splash10-00dj-3169260000-bce6a0511d02fb843f28	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orange B 20V, Negative-QTOF	splash10-0550-3396000000-069b6cc657eac3bc3bde	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orange B 40V, Negative-QTOF	splash10-0f79-9350000000-82d4895c4867e05e6623	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orange B 10V, Positive-QTOF	splash10-0f6t-0001090000-f4df486a4c5dbe4da6cc	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orange B 20V, Positive-QTOF	splash10-014i-0090240000-753e7832505ac062c6a7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orange B 40V, Positive-QTOF	splash10-0ac0-0491600000-e5ac871fe2a6895ed1fe	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orange B 10V, Negative-QTOF	splash10-053r-1089030000-98423f140eec712b45be	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orange B 20V, Negative-QTOF	splash10-0080-6091600000-884f90f8dc096d6c3d34	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orange B 40V, Negative-QTOF	splash10-001i-9456300000-88679404fa57f1d8be4d	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016603

KNApSAcK ID

Not Available

Chemspider ID

35014426

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Orange B

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

rw1610191

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Orange B (HMDB0037522)

MOL for HMDB0037522 (Orange B)

3D MOL for HMDB0037522 (Orange B)

3D SDF for HMDB0037522 (Orange B)

3D-SDF for HMDB0037522 (Orange B)

PDB for HMDB0037522 (Orange B)

3D PDB for HMDB0037522 (Orange B)

SMILES for HMDB0037522 (Orange B)

INCHI for HMDB0037522 (Orange B)

Structure for HMDB0037522 (Orange B)

3D Structure for HMDB0037522 (Orange B)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra