NP-MRD: Showing NP-Card for 8-Anilino-1-naphthalenesulfonic acid (NP0002867)

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Record Information

Version

1.0

Created at

2020-11-23 19:42:23 UTC

Updated at

2021-08-12 19:52:22 UTC

NP-MRD ID

NP0002867

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-Anilino-1-naphthalenesulfonic acid

Provided By

BMRB

Description

8-Anilino-1-naphthalene sulfonate, also known as 8-anilinonaphthalene-1-sulphonic acid or ANS, 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. 8-Anilino-1-naphthalenesulfonic acid is found in Homo sapiens. It was first documented in 1969 (PMID: 4309361). Based on a literature review a significant number of articles have been published on 8-Anilino-1-naphthalene sulfonate (PMID: 17984079) (PMID: 17006) (PMID: 477994) (PMID: 4202820).

Structure

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


     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
   -2.3614   -3.2825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2306   -2.2970    0.0000 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.4154   -1.7456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2450   -3.4277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2162   -1.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6883   -1.4544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6739   -0.3236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1874    1.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7153    1.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2289    2.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7568    3.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2288    1.9598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2577    0.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7279   -0.5899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2000   -0.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1856   -1.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6576   -1.1443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1441    0.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1585    1.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6864    1.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7297    0.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7315   -4.8466    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2144    3.9332    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2703    4.5095    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6450    2.8243    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1351    1.9324    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 20 34  1  0
M  END

NP0002867
     RDKit          3D

 34 36  0  0  0  0  0  0  0  0999 V2000
   -0.7263   -2.5064    2.3558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9419   -2.3028    0.9210 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.7068   -3.6627    0.6152 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3564   -2.6058   -0.1066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0565   -1.1176    0.3911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4109   -1.4399    0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
   -2.3614   -3.2825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2306   -2.2970    0.0000 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.4154   -1.7456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2450   -3.4277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2162   -1.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6883   -1.4544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6739   -0.3236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1874    1.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7153    1.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2289    2.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7568    3.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2288    1.9598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2577    0.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7279   -0.5899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2000   -0.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1351    1.9324    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  2  0
  2  4  1  6
  2  5  1  0
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M  END
> <DATABASE_ID>
NP0002867

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OS(=O)(=O)C1=C2C(NC3=CC=CC=C3)=CC=CC2=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H13NO3S/c18-21(19,20)15-11-5-7-12-6-4-10-14(16(12)15)17-13-8-2-1-3-9-13/h1-11,17H,(H,18,19,20)

> <INCHI_KEY>
FWEOQOXTVHGIFQ-UHFFFAOYSA-N

> <FORMULA>
C16H13NO3S

> <MOLECULAR_WEIGHT>
299.344

> <EXACT_MASS>
299.061613977

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
30.335203662221733

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-(phenylamino)naphthalene-1-sulfonic acid

> <ALOGPS_LOGP>
1.54

> <JCHEM_LOGP>
2.1060172343589314

> <ALOGPS_LOGS>
-4.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.905787667525306

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.0288841730433544

> <JCHEM_PKA_STRONGEST_BASIC>
-0.08307410962368678

> <JCHEM_POLAR_SURFACE_AREA>
66.4

> <JCHEM_REFRACTIVITY>
81.6169

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.51e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
phenyl-peri acid

> <JCHEM_VEBER_RULE>
0

$$$$

NP0002867
     RDKit          3D

 34 36  0  0  0  0  0  0  0  0999 V2000
   -0.7263   -2.5064    2.3558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9419   -2.3028    0.9210 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.7068   -3.6627    0.6152 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6310    0.5173   -1.6792 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 17 18  2  0
 18 19  1  0
 19 20  2  0
 13 21  2  0
 21  5  1  0
 21  9  1  0
 20 15  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 2AN                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       0.228   0.537   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.106   1.307   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.106   2.847   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.228   3.617   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.561   2.847   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.895   3.617   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.229   2.847   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.229   1.307   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       0.228  -1.003   0.000  0.00  0.00           N+0
HETATM   10  S   UNK     0       2.895  -1.003   0.000  0.00  0.00           S+0
HETATM   11  C   UNK     0       2.895   0.537   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.561   1.307   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.106  -1.773   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.106  -3.313   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.440  -4.083   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.773  -3.313   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.773  -1.773   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.440  -1.003   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.895  -2.543   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.355  -1.003   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.435  -1.003   0.000  0.00  0.00           O+0
CONECT    1    2    9   12                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7   11                                                       
CONECT    9    1   13                                                       
CONECT   10   11   19   20   21                                             
CONECT   11    8   10   12                                                  
CONECT   12    1    5   11                                                  
CONECT   13    9   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   13   17                                                       
CONECT   19   10                                                            
CONECT   20   10                                                            
CONECT   21   10                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    NP0002867
HETATM    1  O1  UNL     1      -0.726  -2.506   2.356  1.00  0.00           O  
HETATM    2  S1  UNL     1      -0.942  -2.303   0.921  1.00  0.00           S  
HETATM    3  O2  UNL     1      -1.707  -3.663   0.615  1.00  0.00           O  
HETATM    4  O3  UNL     1       0.356  -2.606  -0.107  1.00  0.00           O  
HETATM    5  C1  UNL     1      -2.057  -1.118   0.391  1.00  0.00           C  
HETATM    6  C2  UNL     1      -3.411  -1.440   0.236  1.00  0.00           C  
HETATM    7  C3  UNL     1      -4.339  -0.579  -0.235  1.00  0.00           C  
HETATM    8  C4  UNL     1      -3.971   0.688  -0.591  1.00  0.00           C  
HETATM    9  C5  UNL     1      -2.655   1.062  -0.460  1.00  0.00           C  
HETATM   10  C6  UNL     1      -2.311   2.333  -0.862  1.00  0.00           C  
HETATM   11  C7  UNL     1      -1.013   2.710  -0.771  1.00  0.00           C  
HETATM   12  C8  UNL     1      -0.071   1.867  -0.295  1.00  0.00           C  
HETATM   13  C9  UNL     1      -0.368   0.546   0.135  1.00  0.00           C  
HETATM   14  N1  UNL     1       0.656  -0.149   0.784  1.00  0.00           N  
HETATM   15  C10 UNL     1       2.002   0.042   0.342  1.00  0.00           C  
HETATM   16  C11 UNL     1       3.076  -0.147   1.227  1.00  0.00           C  
HETATM   17  C12 UNL     1       4.385  -0.022   0.873  1.00  0.00           C  
HETATM   18  C13 UNL     1       4.712   0.306  -0.408  1.00  0.00           C  
HETATM   19  C14 UNL     1       3.691   0.501  -1.314  1.00  0.00           C  
HETATM   20  C15 UNL     1       2.370   0.369  -0.933  1.00  0.00           C  
HETATM   21  C16 UNL     1      -1.682   0.158   0.038  1.00  0.00           C  
HETATM   22  H1  UNL     1       0.812  -3.401   0.265  1.00  0.00           H  
HETATM   23  H2  UNL     1      -3.693  -2.436   0.523  1.00  0.00           H  
HETATM   24  H3  UNL     1      -5.372  -0.886  -0.332  1.00  0.00           H  
HETATM   25  H4  UNL     1      -4.712   1.407  -0.979  1.00  0.00           H  
HETATM   26  H5  UNL     1      -3.090   2.982  -1.234  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.743   3.713  -1.091  1.00  0.00           H  
HETATM   28  H7  UNL     1       0.961   2.160  -0.193  1.00  0.00           H  
HETATM   29  H8  UNL     1       0.552  -0.696   1.589  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.829  -0.412   2.263  1.00  0.00           H  
HETATM   31  H10 UNL     1       5.178  -0.175   1.581  1.00  0.00           H  
HETATM   32  H11 UNL     1       5.731   0.412  -0.720  1.00  0.00           H  
HETATM   33  H12 UNL     1       3.919   0.767  -2.357  1.00  0.00           H  
HETATM   34  H13 UNL     1       1.631   0.517  -1.679  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    3    4    5
CONECT    4   22
CONECT    5    6    6   21
CONECT    6    7   23
CONECT    7    8    8   24
CONECT    8    9   25
CONECT    9   10   10   21
CONECT   10   11   26
CONECT   11   12   12   27
CONECT   12   13   28
CONECT   13   14   21   21
CONECT   14   15   29
CONECT   15   16   16   20
CONECT   16   17   30
CONECT   17   18   18   31
CONECT   18   19   32
CONECT   19   20   20   33
CONECT   20   34
END

NP0002867
     RDKit          3D

34 36  0  0  0  0  0  0  0  0999 V2000
   -0.7263   -2.5064    2.3558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9419   -2.3028    0.9210 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.7068   -3.6627    0.6152 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3564   -2.6058   -0.1066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0565   -1.1176    0.3911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4109   -1.4399    0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3388   -0.5795   -0.2347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9714    0.6875   -0.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6554    1.0619   -0.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3111    2.3325   -0.8615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0133    2.7100   -0.7708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0708    1.8667   -0.2949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3680    0.5455    0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6556   -0.1490    0.7844 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0019    0.0420    0.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0759   -0.1474    1.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3855   -0.0219    0.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7118    0.3056   -0.4075 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6913    0.5014   -1.3138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3704    0.3686   -0.9329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6818    0.1583    0.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8119   -3.4015    0.2650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6925   -2.4358    0.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3721   -0.8856   -0.3321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7116    1.4071   -0.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0895    2.9819   -1.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7432    3.7134   -1.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9613    2.1601   -0.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5521   -0.6963    1.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8293   -0.4119    2.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1783   -0.1754    1.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7306    0.4125   -0.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9189    0.7670   -2.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6310    0.5173   -1.6792 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 13 21  2  0
 21  5  1  0
 21  9  1  0
 20 15  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
M  END

View in JSmol

Synonyms

Value	Source
1-(Phenylamino)-8-naphthalenesulfonic acid	ChEBI
1-ANILINO-8-naphthalene sulfonATE	ChEBI
1-Anilino-8-naphthalenesulfonate	ChEBI
1-Anilino-8-naphthalenesulfonic acid	ChEBI
8-Anilino-1-naphthalene sulfonic acid	ChEBI
8-Anilinonaphthalene-1-sulphonic acid	ChEBI
ANS	ChEBI
1-(Phenylamino)-8-naphthalenesulfonate	Generator
1-(Phenylamino)-8-naphthalenesulphonate	Generator
1-(Phenylamino)-8-naphthalenesulphonic acid	Generator
1-ANILINO-8-naphthalene sulfonic acid	Generator
1-ANILINO-8-naphthalene sulphonate	Generator
1-ANILINO-8-naphthalene sulphonic acid	Generator
1-Anilino-8-naphthalenesulphonate	Generator
1-Anilino-8-naphthalenesulphonic acid	Generator
8-Anilino-1-naphthalene sulphonate	Generator
8-Anilino-1-naphthalene sulphonic acid	Generator
8-Anilinonaphthalene-1-sulfonate	Generator
8-Anilinonaphthalene-1-sulfonic acid	Generator
8-Anilinonaphthalene-1-sulphonate	Generator
1-Anilino-8-naphthalenesulfonate, monoammonium salt, hemihydrate	HMDB
1-Anilino-8-naphthalenesulfonate, monosodium salt	HMDB
1-Anilinonaphthalene-8-sulfonic acid	HMDB
1-Anilino-8-naphthalenesulfonate, magnesium (2:1)	HMDB
1,8-ANS	HMDB
1-Anilino-8-naphthalenesulfonate, 3H-labeled	HMDB
1-Anilino-8-naphthalenesulfonate, ion(1-)	HMDB
1-Anilino-8-naphthalenesulfonate, monoammonium salt	HMDB
8-Anilino-1-naphthalenesulfonate	MeSH
8-ANSA CPD	MeSH

Chemical Formula

C₁₆H₁₃NO₃S

Average Mass

299.3440 Da

Monoisotopic Mass

299.06161 Da

IUPAC Name

8-(phenylamino)naphthalene-1-sulfonic acid

Traditional Name

phenyl-peri acid

CAS Registry Number

Not Available

SMILES

OS(=O)(=O)C1=C2C(NC3=CC=CC=C3)=CC=CC2=CC=C1

InChI Identifier

InChI=1S/C16H13NO3S/c18-21(19,20)15-11-5-7-12-6-4-10-14(16(12)15)17-13-8-2-1-3-9-13/h1-11,17H,(H,18,19,20)

InChI Key

FWEOQOXTVHGIFQ-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Homo sapiens	LOTUS Database	35616633

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
Arylsulfonic acid or derivatives
1-sulfo,2-unsubstituted aromatic compound
Aniline or substituted anilines
Monocyclic benzene moiety
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Organosulfonic acid
Secondary amine
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organosulfur compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

naphthalenesulfonic acid (CHEBI:39708 )
aminonaphthalene (CHEBI:39708 )

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	1.54	ALOGPS
logP	2.11	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	-2	ChemAxon
pKa (Strongest Basic)	-0.083	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.4 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	81.62 m³·mol⁻¹	ChemAxon
Polarizability	30.34 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0061854

DrugBank ID

DB04474

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

1328

KEGG Compound ID

C11326

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

8-Anilinonaphthalene-1-sulfonic_acid

METLIN ID

Not Available

PubChem Compound

1369

PDB ID

Not Available

ChEBI ID

39708

Good Scents ID

Not Available

References

General References

Ulrich EL, Akutsu H, Doreleijers JF, Harano Y, Ioannidis YE, Lin J, Livny M, Mading S, Maziuk D, Miller Z, Nakatani E, Schulte CF, Tolmie DE, Kent Wenger R, Yao H, Markley JL: BioMagResBank. Nucleic Acids Res. 2008 Jan;36(Database issue):D402-8. doi: 10.1093/nar/gkm957. Epub 2007 Nov 4. [PubMed:17984079 ]
Lewin M, Saccomani G, Schackmann R, Sachs G: Use of 1-anilino-8-naphthalene-sulfonate as a probe of gastric vesicle transport. J Membr Biol. 1977 Apr 22;32(3-4):301-18. doi: 10.1007/BF01905224. [PubMed:17006 ]
Stiborova M, Lapka R, Leblova S: The bonding of 8-anilino-1-naphthalene sulfonate to rape (Brassica napus) alcohol dehydrogenase. FEBS Lett. 1979 Aug 15;104(2):309-12. doi: 10.1016/0014-5793(79)80840-6. [PubMed:477994 ]
Mantsala P, Lang M: 1 Anilino-8-naphthalene sulfonate and n-phenyl-1-naphthylamine as the indicators of bacterial thermosensitivity. FEBS Lett. 1973 Nov 1;36(3):265-7. doi: 10.1016/0014-5793(73)80387-4. [PubMed:4202820 ]
Vanderkooi J, Martonosi A: Sarcoplasmic reticulum. 8. Use of 8-anilino-1-naphthalene sulfonate as conformational probe on biological membranes. Arch Biochem Biophys. 1969 Aug;133(1):153-63. doi: 10.1016/0003-9861(69)90499-8. [PubMed:4309361 ]

Showing NP-Card for 8-Anilino-1-naphthalenesulfonic acid (NP0002867)

MOL for NP0002867 (8-Anilino-1-naphthalenesulfonic acid)

3D MOL for NP0002867 (8-Anilino-1-naphthalenesulfonic acid)

3D SDF for NP0002867 (8-Anilino-1-naphthalenesulfonic acid)

3D-SDF for NP0002867 (8-Anilino-1-naphthalenesulfonic acid)

PDB for NP0002867 (8-Anilino-1-naphthalenesulfonic acid)

3D PDB for NP0002867 (8-Anilino-1-naphthalenesulfonic acid)

SMILES for NP0002867 (8-Anilino-1-naphthalenesulfonic acid)

INCHI for NP0002867 (8-Anilino-1-naphthalenesulfonic acid)

Structure for NP0002867 (8-Anilino-1-naphthalenesulfonic acid)

3D Structure for NP0002867 (8-Anilino-1-naphthalenesulfonic acid)