NP-MRD: Showing NP-Card for 5-Sulfosalicylic acid (NP0091575)

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Record Information

Version

2.0

Created at

2022-05-11 18:41:43 UTC

Updated at

2022-05-11 18:41:43 UTC

NP-MRD ID

NP0091575

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-Sulfosalicylic acid

Description

5-Sulfosalicylic acid, also known as sulfosalicylate or 2-hydroxysulfO-benzoate, belongs to the class of organic compounds known as 3-sulfobenzoic acids. These are sulfobenzoic acid carrying the sulfonyl group at the 3-position of the benzene group. 5-Sulfosalicylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). An arenesulfonic acid that is benzoic acid substituted by a hydroxy at position C-2 and a sulfo group at C-5.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241201522D          

 14 14  0  0  0  0            999 V2000
   13.3910   -3.2056    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.3910   -2.3806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3910   -6.5056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2160   -3.2056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5660   -3.2056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2476   -5.2681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9621   -6.5056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3910   -4.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6766   -4.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6766   -5.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1055   -4.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3910   -5.6806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1055   -5.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9621   -5.6806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  4  2  0  0  0  0
  1  5  2  0  0  0  0
  1  8  1  0  0  0  0
  3 12  1  0  0  0  0
  6 14  1  0  0  0  0
  7 14  2  0  0  0  0
  8  9  2  0  0  0  0
  8 11  1  0  0  0  0
  9 10  1  0  0  0  0
 10 12  2  0  0  0  0
 10 14  1  0  0  0  0
 11 13  2  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0091575

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H6O6S/c8-6-2-1-4(14(11,12)13)3-5(6)7(9)10/h1-3,8H,(H,9,10)(H,11,12,13)

> <INCHI_KEY>
YCPXWRQRBFJBPZ-UHFFFAOYSA-N

> <FORMULA>
C7H6O6S

> <MOLECULAR_WEIGHT>
218.184

> <EXACT_MASS>
217.988508614

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
18.41316552475454

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-5-sulfobenzoic acid

> <ALOGPS_LOGP>
-0.90

> <JCHEM_LOGP>
1.158170119

> <ALOGPS_LOGS>
-1.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.618552171062958

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.8072508635054465

> <JCHEM_PKA_STRONGEST_BASIC>
-6.436506391897336

> <JCHEM_POLAR_SURFACE_AREA>
111.9

> <JCHEM_REFRACTIVITY>
45.9176

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.50e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sulfosalicylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  S   UNK     0      24.997  -5.984   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0      24.997  -4.444   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      24.997 -12.144   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      26.537  -5.984   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      23.457  -5.984   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      20.996  -9.834   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      22.329 -12.144   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      24.997  -7.524   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      23.663  -8.294   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.663  -9.834   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      26.330  -8.294   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.997 -10.604   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      26.330  -9.834   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      22.329 -10.604   0.000  0.00  0.00           C+0
CONECT    1    2    4    5    8                                             
CONECT    2    1                                                            
CONECT    3   12                                                            
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6   14                                                            
CONECT    7   14                                                            
CONECT    8    1    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9   12   14                                                  
CONECT   11    8   13                                                       
CONECT   12    3   10   13                                                  
CONECT   13   11   12                                                       
CONECT   14    6    7   10                                                  
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol

Synonyms

Value	Source
Sulfosalicylic acid	ChEBI
Sulfosalicylate	Generator
Sulphosalicylate	Generator
Sulphosalicylic acid	Generator
5-Sulfosalicylate	Generator
5-Sulphosalicylate	Generator
5-Sulphosalicylic acid	Generator
2-HydroxysulfO-benzoate	HMDB
2-HydroxysulfO-benzoic acid	HMDB
5-SulfO-salicylic acid	HMDB
Salicylsulfonic acid	HMDB
3-Carboxy-4-hydroxybenzenesulfonate	HMDB
Sulfosalicylic acid, beryllium salt (1:1)	HMDB
Sulfosalicylic acid, beryllium salt (2:1)	HMDB
Cesium 5-sulfosalicylate	HMDB
Phlogosam	HMDB
Phlogosol	HMDB
2-Hydroxy-5-sulfobenzoic acid	HMDB
3-Carboxy-4-hydroxybenzenesulfonic acid	HMDB
2-Hydroxybenzoic-5-sulfonic acid	HMDB

Chemical Formula

C₇H₆O₆S

Average Mass

218.1840 Da

Monoisotopic Mass

217.98851 Da

IUPAC Name

2-hydroxy-5-sulfobenzoic acid

Traditional Name

sulfosalicylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1=C(O)C=CC(=C1)S(O)(=O)=O

InChI Identifier

InChI=1S/C7H6O6S/c8-6-2-1-4(14(11,12)13)3-5(6)7(9)10/h1-3,8H,(H,9,10)(H,11,12,13)

InChI Key

YCPXWRQRBFJBPZ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-sulfobenzoic acids. These are sulfobenzoic acid carrying the sulfonyl group at the 3-position of the benzene group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzenesulfonic acids and derivatives

Direct Parent

3-sulfobenzoic acids

Alternative Parents

Substituents

3-sulfobenzoic acid
Sulfosalicylic acid or derivatives
Hydroxybenzoic acid
Salicylic acid or derivatives
Salicylic acid
Benzenesulfonyl group
1-sulfo,2-unsubstituted aromatic compound
Benzoic acid or derivatives
Benzoic acid
Arylsulfonic acid or derivatives
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous acid
Sulfonyl
Organosulfonic acid
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organosulfur compound
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:68555 )
arenesulfonic acid (CHEBI:68555 )
benzoic acids (CHEBI:68555 )

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	-0.9	ALOGPS
logP	1.16	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	-2.8	ChemAxon
pKa (Strongest Basic)	-6.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.9 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	45.92 m³·mol⁻¹	ChemAxon
Polarizability	18.41 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon