NP-MRD: Showing NP-Card for 5-Sulfo-1,3-benzenedicarboxylic acid (NP0337251)

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Record Information

Version

2.0

Created at

2024-09-11 10:01:38 UTC

Updated at

2024-09-11 10:01:38 UTC

NP-MRD ID

NP0337251

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-Sulfo-1,3-benzenedicarboxylic acid

Description

5-Sulfo-1,3-benzenedicarboxylic acid, also known as 5-sulfO-isophthalic acid or isophthalic acid, 5-sulfO- (6ci,7ci,8ci), 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-Sulfo-1,3-benzenedicarboxylic acid is an extremely strong acidic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061306432D          

 16 16  0  0  0  0            999 V2000
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  4  2  1  0  0  0  0
  5  1  1  0  0  0  0
  5  3  2  0  0  0  0
  6  2  2  0  0  0  0
  6  3  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  7  2  0  0  0  0
 10  7  1  0  0  0  0
 11  8  2  0  0  0  0
 12  8  1  0  0  0  0
 16  6  1  0  0  0  0
 16 13  1  0  0  0  0
 16 14  2  0  0  0  0
 16 15  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0337251

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C8H6O7S/c9-7(10)4-1-5(8(11)12)3-6(2-4)16(13,14)15/h1-3H,(H,9,10)(H,11,12)(H,13,14,15)

> <INCHI_KEY>
CARJPEPCULYFFP-UHFFFAOYSA-N

> <FORMULA>
C8H6O7S

> <MOLECULAR_WEIGHT>
246.194

> <EXACT_MASS>
245.983423236

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
20.60051188553877

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-sulfobenzene-1,3-dicarboxylic acid

> <ALOGPS_LOGP>
-0.45

> <JCHEM_LOGP>
0.46931834866666666

> <ALOGPS_LOGS>
-1.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.3953836252027907

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.875294510665145

> <JCHEM_POLAR_SURFACE_AREA>
128.97

> <JCHEM_REFRACTIVITY>
51.19290000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.57e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-sulfobenzene-1,3-dicarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   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       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -2.667  -1.540   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -0.564  -2.104   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -2.104   0.564   0.000  0.00  0.00           O+0
HETATM   16  S   UNK     0      -1.334  -0.770   0.000  0.00  0.00           S+0
CONECT    1    4    5                                                       
CONECT    2    4    6                                                       
CONECT    3    5    6                                                       
CONECT    4    1    2    7                                                  
CONECT    5    1    3    8                                                  
CONECT    6    2    3   16                                                  
CONECT    7    4    9   10                                                  
CONECT    8    5   11   12                                                  
CONECT    9    7                                                            
CONECT   10    7                                                            
CONECT   11    8                                                            
CONECT   12    8                                                            
CONECT   13   16                                                            
CONECT   14   16                                                            
CONECT   15   16                                                            
CONECT   16    6   13   14   15                                             
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

View in JSmol

Synonyms

Value	Source
5-SulfO-1,3-benzenedicarboxylate	Generator
5-SulphO-1,3-benzenedicarboxylate	Generator
5-SulphO-1,3-benzenedicarboxylic acid	Generator
5-SulfO-isophthalic acid	HMDB
5-SulfO-isophthalate	HMDB
5-SulphO-isophthalate	HMDB
5-SulphO-isophthalic acid	HMDB
1,3-Benzenedicarboxylic acid, 5-sulfO-, monopotassium salt	HMDB
5-SulfO-1,3-benzenedicarboxylic acid, monopotassium salt	HMDB
5-Sulfoisophthalic acid	HMDB
5-Sulfoisophthalic acid, 8ci	HMDB
5-Sulphoisophthalic acid	HMDB
Isophthalic acid, 5-sulfO- (6ci,7ci,8ci)	HMDB
Monopotassium 5-sulfoisophthalate	HMDB
5-Sulfobenzene-1,3-dicarboxylate	Generator
5-Sulphobenzene-1,3-dicarboxylate	Generator
5-Sulphobenzene-1,3-dicarboxylic acid	Generator

Chemical Formula

C₈H₆O₇S

Average Mass

246.1940 Da

Monoisotopic Mass

245.98342 Da

IUPAC Name

5-sulfobenzene-1,3-dicarboxylic acid

Traditional Name

5-sulfobenzene-1,3-dicarboxylic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C8H6O7S/c9-7(10)4-1-5(8(11)12)3-6(2-4)16(13,14)15/h1-3H,(H,9,10)(H,11,12)(H,13,14,15)

InChI Key

CARJPEPCULYFFP-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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
Meta_phthalic_acid
Arylsulfonic acid or derivatives
Benzenesulfonyl group
Benzoic acid or derivatives
1-sulfo,2-unsubstituted aromatic compound
Benzoic acid
Benzoyl
Dicarboxylic acid or derivatives
Sulfonyl
Organosulfonic acid
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organosulfur compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

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	-0.45	ALOGPS
logP	0.47	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	-2.9	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	128.97 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	51.19 m³·mol⁻¹	ChemAxon
Polarizability	20.6 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

External Links

HMDB ID

HMDB0032822

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB010798

KNApSAcK ID

Not Available

Chemspider ID

72881

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

80714

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 5-Sulfo-1,3-benzenedicarboxylic acid (NP0337251)

MOL for NP0337251 (5-Sulfo-1,3-benzenedicarboxylic acid)

3D MOL for NP0337251 (5-Sulfo-1,3-benzenedicarboxylic acid)

3D SDF for NP0337251 (5-Sulfo-1,3-benzenedicarboxylic acid)

3D-SDF for NP0337251 (5-Sulfo-1,3-benzenedicarboxylic acid)

PDB for NP0337251 (5-Sulfo-1,3-benzenedicarboxylic acid)

3D PDB for NP0337251 (5-Sulfo-1,3-benzenedicarboxylic acid)

SMILES for NP0337251 (5-Sulfo-1,3-benzenedicarboxylic acid)

INCHI for NP0337251 (5-Sulfo-1,3-benzenedicarboxylic acid)

Structure for NP0337251 (5-Sulfo-1,3-benzenedicarboxylic acid)

3D Structure for NP0337251 (5-Sulfo-1,3-benzenedicarboxylic acid)