Np mrd loader

Showing NP-Card for 4-hydroxybenzoic acid 4-O-sulphate (NP0339545)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2024-09-11 22:22:38 UTC
Updated at2024-09-11 22:22:39 UTC
NP-MRD IDNP0339545
Secondary Accession NumbersNone
Natural Product Identification
Common Name4-hydroxybenzoic acid 4-O-sulphate
Description4-Hydroxybenzoic acid-4-O-sulphate belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. 4-Hydroxybenzoic acid-4-O-sulphate is an extremely strong acidic compound (based on its pKa). It also inhibits protein isoprenylation, depletes plasma glutamine, increases production of foetal haemoglobin through transcriptional activation of the γ-globin gene and affects hPPARγ activation. It inhibits cell proliferation, invasion and migration and induces apoptosis in glioma cells. 4-Phenylbutyric acid is a monocarboxylic acid the structure of which is that of butyric acid substituted with a phenyl group at C-4. It is a histone deacetylase inhibitor that displays anticancer activity. 4-Hydroxybenzoic acid-4-O-sulphate is a conjugate of 4-hydroxybenzoic acid and sulphate.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0339545 (4-hydroxybenzoic acid 4-O-sulphate)


  Mrv1652303102016572D          

 14 14  0  0  0  0            999 V2000
    0.2551   -0.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9696   -0.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4593   -0.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9696    0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4593    0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2551    1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2551    2.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4593    2.4455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9696    2.4455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2551   -1.2669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9696   -1.6794    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3821   -0.9649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5571   -2.3939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6841   -2.0919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 13  2  0  0  0  0
 11 12  2  0  0  0  0
 11 14  1  0  0  0  0
M  END
Download

3D MOL for NP0339545 (4-hydroxybenzoic acid 4-O-sulphate)

Download
3D SDF for NP0339545 (4-hydroxybenzoic acid 4-O-sulphate)

  Mrv1652303102016572D          

 14 14  0  0  0  0            999 V2000
    0.2551   -0.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9696   -0.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4593   -0.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9696    0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4593    0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2551    1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2551    2.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4593    2.4455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9696    2.4455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2551   -1.2669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9696   -1.6794    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3821   -0.9649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5571   -2.3939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6841   -2.0919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 13  2  0  0  0  0
 11 12  2  0  0  0  0
 11 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0339545

> <DATABASE_NAME>
NP-MRD

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

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

> <INCHI_KEY>
RJTYSXVYCZAUHE-UHFFFAOYSA-N

> <FORMULA>
C7H6O6S

> <MOLECULAR_WEIGHT>
218.184

> <EXACT_MASS>
217.988508614

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
18.274947234483605

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(sulfooxy)benzoic acid

> <ALOGPS_LOGP>
-0.91

> <JCHEM_LOGP>
0.851950056

> <ALOGPS_LOGS>
-1.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.224170856366528

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.5663350291443185

> <JCHEM_POLAR_SURFACE_AREA>
100.9

> <JCHEM_REFRACTIVITY>
45.28690000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.78e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(sulfooxy)benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0339545 (4-hydroxybenzoic acid 4-O-sulphate)
Download
PDB for NP0339545 (4-hydroxybenzoic acid 4-O-sulphate)
HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  C   UNK     0       0.476  -0.825   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.810  -0.055   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.857  -0.055   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.810   1.485   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.857   1.485   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.476   2.255   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.476   3.795   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.857   4.565   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       1.810   4.565   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.476  -2.365   0.000  0.00  0.00           O+0
HETATM   11  S   UNK     0       1.810  -3.135   0.000  0.00  0.00           S+0
HETATM   12  O   UNK     0       2.580  -1.801   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       1.040  -4.469   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       3.144  -3.905   0.000  0.00  0.00           O+0
CONECT    1    2    3   10                                                  
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    6                                                       
CONECT    6    4    5    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    1   11                                                       
CONECT   11   10   13   12   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

Download
3D PDB for NP0339545 (4-hydroxybenzoic acid 4-O-sulphate)
Download
SMILES for NP0339545 (4-hydroxybenzoic acid 4-O-sulphate)
OC(=O)C1=CC=C(OS(O)(=O)=O)C=C1
Download
INCHI for NP0339545 (4-hydroxybenzoic acid 4-O-sulphate)
InChI=1S/C7H6O6S/c8-7(9)5-1-3-6(4-2-5)13-14(10,11)12/h1-4H,(H,8,9)(H,10,11,12)
Download
View in JSmol
Synonyms
ValueSource
4-Hydroxybenzoate-4-O-sulfateGenerator
4-Hydroxybenzoate-4-O-sulphateGenerator
4-Hydroxybenzoic acid-4-O-sulfuric acidGenerator
4-Hydroxybenzoic acid-4-O-sulphuric acidGenerator
4-(Sulfooxy)benzoateGenerator
4-(Sulphooxy)benzoateGenerator
4-(Sulphooxy)benzoic acidGenerator
4-Hydroxybenzoate 4-O-sulfateGenerator
4-Hydroxybenzoate 4-O-sulphateGenerator
4-Hydroxybenzoic acid 4-O-sulfuric acidGenerator
4-Hydroxybenzoic acid 4-O-sulphuric acidGenerator
Chemical FormulaC7H6O6S
Average Mass218.1840 Da
Monoisotopic Mass217.98851 Da
IUPAC Name4-(sulfooxy)benzoic acid
Traditional Name4-(sulfooxy)benzoic acid
CAS Registry NumberNot Available
SMILES
OC(=O)C1=CC=C(OS(O)(=O)=O)C=C1
InChI Identifier
InChI=1S/C7H6O6S/c8-7(9)5-1-3-6(4-2-5)13-14(10,11)12/h1-4H,(H,8,9)(H,10,11,12)
InChI KeyRJTYSXVYCZAUHE-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassOrganic sulfuric acids and derivatives  
Sub ClassArylsulfates  
Direct ParentPhenylsulfates  
Alternative Parents
Substituents
  • Phenylsulfate
    • 

  • Benzoic acid or derivatives
    • 

  • Benzoic acid
    • 

  • Phenoxy compound
    • 

  • Benzoyl
    • 

  • Sulfuric acid ester
    • 

  • Sulfate-ester
    • 

  • Sulfuric acid monoester
    • 

  • Monocyclic benzene moiety
    • 

  • Benzenoid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxide
    • 

  • Organooxygen compound
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.91ALOGPS
logP0.85ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)-2.6ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area100.9 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity45.29 m³·mol⁻¹ChemAxon
Polarizability18.27 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0059982  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB031313  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound18690341  
PDB IDNot Available
ChEBI ID88700  
Good Scents IDNot Available
References
General References