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Showing NP-Card for Sulfanilic acid (NP0002877)

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Record Information
Version2.0
Created at2020-11-23 19:42:37 UTC
Updated at2021-08-19 23:59:29 UTC
NP-MRD IDNP0002877
Secondary Accession NumbersNone
Natural Product Identification
Common NameSulfanilic acid
Provided ByBMRBBMRB logo
DescriptionSulfanilic acid, also known as sulfanilate or sulphanilsaeure, belongs to the class of organic compounds known as benzenesulfonic acids and derivatives. These are organic compounds containing a sulfonic acid or a derivative thereof that is linked to a benzene ring. Sulfanilic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Sulfanilic acid is found in Apis cerana. Sulfanilic acid was first documented in 1987 (PMID: 2434548). Based on a literature review a small amount of articles have been published on Sulfanilic acid (PMID: 22764117) (PMID: 24435205) (PMID: 25259503).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002877 (Sulfanilic acid)


     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
    3.4537   -0.1925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9581   -0.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1110   -1.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3846   -1.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0331    0.1516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5287    0.2663    0.0000 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.4140    1.7619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6434   -1.2293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0243    0.3810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1860    1.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3096    1.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1022   -1.5451    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3009    1.0454    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7595   -2.6683    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2318   -2.4389    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8715   -0.8569    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8344    2.7421    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1568    2.5127    0.0000 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
  6  8  2  0
  6  9  1  1
  5 10  1  0
 10 11  2  0
 11  2  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  4 15  1  0
  9 16  1  0
 10 17  1  0
 11 18  1  0
M  END
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3D MOL for NP0002877 (Sulfanilic acid)

NP0002877
     RDKit          3D

 18 18  0  0  0  0  0  0  0  0999 V2000
    3.2268   -0.1568    0.0561 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8186   -0.1271   -0.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1488    1.0222   -0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2094    1.0964   -0.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9697   -0.0196   -0.1719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7091    0.1235   -0.2909 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.0157    1.1378   -1.3566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3416   -1.1786   -0.6937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2856    0.6020    1.2143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3369   -1.1838    0.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461   -1.2427    0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7073    0.6623    0.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7906   -0.9500   -0.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7565    1.8946   -0.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6788    2.0491   -0.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6064    0.4806    1.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9280   -2.0733    0.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5868   -2.1366    0.5430 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
  6  8  2  0
  6  9  1  0
  5 10  1  0
 10 11  2  0
 11  2  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  4 15  1  0
  9 16  1  0
 10 17  1  0
 11 18  1  0
M  END
Download

3D SDF for NP0002877 (Sulfanilic acid)


     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
    3.4537   -0.1925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9581   -0.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1110   -1.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3846   -1.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0331    0.1516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5287    0.2663    0.0000 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.4140    1.7619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6434   -1.2293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0243    0.3810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1860    1.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3096    1.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1022   -1.5451    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3009    1.0454    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7595   -2.6683    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2318   -2.4389    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8715   -0.8569    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8344    2.7421    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1568    2.5127    0.0000 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
  6  8  2  0
  6  9  1  1
  5 10  1  0
 10 11  2  0
 11  2  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  4 15  1  0
  9 16  1  0
 10 17  1  0
 11 18  1  0
M  END
> <DATABASE_ID>
NP0002877

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC1=CC=C(C=C1)S(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H7NO3S/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4H,7H2,(H,8,9,10)

> <INCHI_KEY>
HVBSAKJJOYLTQU-UHFFFAOYSA-N

> <FORMULA>
C6H7NO3S

> <MOLECULAR_WEIGHT>
173.19

> <EXACT_MASS>
173.014664263

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
15.69280439804721

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-aminobenzene-1-sulfonic acid

> <ALOGPS_LOGP>
-1.35

> <JCHEM_LOGP>
0.10319340454694116

> <ALOGPS_LOGS>
-1.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.3874067009181124

> <JCHEM_PKA_STRONGEST_BASIC>
2.9158209972073625

> <JCHEM_POLAR_SURFACE_AREA>
80.39

> <JCHEM_REFRACTIVITY>
41.3809

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.31e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sulfanilic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0002877 (Sulfanilic acid)

NP0002877
     RDKit          3D

 18 18  0  0  0  0  0  0  0  0999 V2000
    3.2268   -0.1568    0.0561 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8186   -0.1271   -0.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1488    1.0222   -0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2094    1.0964   -0.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9697   -0.0196   -0.1719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7091    0.1235   -0.2909 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.0157    1.1378   -1.3566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3416   -1.1786   -0.6937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2856    0.6020    1.2143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3369   -1.1838    0.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461   -1.2427    0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7073    0.6623    0.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7906   -0.9500   -0.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7565    1.8946   -0.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6788    2.0491   -0.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6064    0.4806    1.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9280   -2.0733    0.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5868   -2.1366    0.5430 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
  6  8  2  0
  6  9  1  0
  5 10  1  0
 10 11  2  0
 11  2  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  4 15  1  0
  9 16  1  0
 10 17  1  0
 11 18  1  0
M  END
Download

PDB for NP0002877 (Sulfanilic acid)

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  S   UNK     0       1.334  -2.310   0.000  0.00  0.00           S+0
HETATM    9  O   UNK     0       1.334  -3.850   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -0.206  -2.310   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       2.874  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    5    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for NP0002877 (Sulfanilic acid)

COMPND    NP0002877
HETATM    1  N1  UNL     1       3.227  -0.157   0.056  1.00  0.00           N  
HETATM    2  C1  UNL     1       1.819  -0.127  -0.016  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.149   1.022  -0.372  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.209   1.096  -0.454  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.970  -0.020  -0.172  1.00  0.00           C  
HETATM    6  S1  UNL     1      -2.709   0.123  -0.291  1.00  0.00           S  
HETATM    7  O1  UNL     1      -3.016   1.138  -1.357  1.00  0.00           O  
HETATM    8  O2  UNL     1      -3.342  -1.179  -0.694  1.00  0.00           O  
HETATM    9  O3  UNL     1      -3.286   0.602   1.214  1.00  0.00           O  
HETATM   10  C5  UNL     1      -0.337  -1.184   0.186  1.00  0.00           C  
HETATM   11  C6  UNL     1       1.046  -1.243   0.265  1.00  0.00           C  
HETATM   12  H1  UNL     1       3.707   0.662   0.491  1.00  0.00           H  
HETATM   13  H2  UNL     1       3.791  -0.950  -0.302  1.00  0.00           H  
HETATM   14  H3  UNL     1       1.756   1.895  -0.591  1.00  0.00           H  
HETATM   15  H4  UNL     1      -0.679   2.049  -0.745  1.00  0.00           H  
HETATM   16  H5  UNL     1      -2.606   0.481   1.906  1.00  0.00           H  
HETATM   17  H6  UNL     1      -0.928  -2.073   0.412  1.00  0.00           H  
HETATM   18  H7  UNL     1       1.587  -2.137   0.543  1.00  0.00           H  
CONECT    1    2   12   13
CONECT    2    3    3   11
CONECT    3    4   14
CONECT    4    5    5   15
CONECT    5    6   10
CONECT    6    7    7    8    8
CONECT    6    9
CONECT    9   16
CONECT   10   11   11   17
CONECT   11   18
END
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SMILES for NP0002877 (Sulfanilic acid)

NC1=CC=C(C=C1)S(O)(=O)=O
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INCHI for NP0002877 (Sulfanilic acid)

InChI=1S/C6H7NO3S/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4H,7H2,(H,8,9,10)
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View in JSmol
Synonyms
ValueSource
Aniline-p-sulfonic acidChEBI
Aniline-p-sulphonic acidChEBI
p-Aminobenzenesulfonic acidChEBI
p-Aminophenylsulfonic acidChEBI
SulfanilsaeureChEBI
Sulphanilic acidChEBI
4-Aminobenzenesulfonic acidKegg
Aniline-p-sulfonateGenerator
Aniline-p-sulphonateGenerator
p-AminobenzenesulfonateGenerator
p-AminobenzenesulphonateGenerator
p-Aminobenzenesulphonic acidGenerator
p-AminophenylsulfonateGenerator
p-AminophenylsulphonateGenerator
p-Aminophenylsulphonic acidGenerator
SulphanilsaeureGenerator
SulfanilateGenerator
SulphanilateGenerator
4-AminobenzenesulfonateGenerator
4-AminobenzenesulphonateGenerator
4-Aminobenzenesulphonic acidGenerator
Para-aminobenzenesulfonic acidHMDB
4-Sulfanilic acid, sodium saltHMDB
4-Sulfanilic acidHMDB
4-Sulfanilic acid, zinc (2:1) saltHMDB
4-AminobenzenethiolHMDB
Sulfanilic acidChEBI
Chemical FormulaC6H7NO3S
Average Mass173.1900 Da
Monoisotopic Mass173.01466 Da
IUPAC Name4-aminobenzene-1-sulfonic acid
Traditional Namesulfanilic acid
CAS Registry NumberNot Available
SMILES
NC1=CC=C(C=C1)S(O)(=O)=O
InChI Identifier
InChI=1S/C6H7NO3S/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4H,7H2,(H,8,9,10)
InChI KeyHVBSAKJJOYLTQU-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Apis ceranaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzenesulfonic acids and derivatives. These are organic compounds containing a sulfonic acid or a derivative thereof that is linked to a benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzenesulfonic acids and derivatives
Direct ParentBenzenesulfonic acids and derivatives
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point288.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling PointNot AvailableNot Available
Water Solubility41530 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP-1.568 (est)The Good Scents Company Information System
Predicted Properties
PropertyValueSource
logP-1.4ALOGPS
logP0.1ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)-3.4ChemAxon
pKa (Strongest Basic)2.92ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area80.39 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity41.38 m³·mol⁻¹ChemAxon
Polarizability15.69 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0258581
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID8166
KEGG Compound IDC06335
BioCyc IDCPD-10427
BiGG IDNot Available
Wikipedia LinkSulfanilic_acid
METLIN IDNot Available
PubChem Compound8479
PDB IDNot Available
ChEBI ID27500
Good Scents IDrw1284971
References
General References
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