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Showing NP-Card for Phenol sulphate (NP0136307)

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Record Information
Version2.0
Created at2022-05-12 15:11:10 UTC
Updated at2022-05-12 15:11:10 UTC
NP-MRD IDNP0136307
Secondary Accession NumbersNone
Natural Product Identification
Common NamePhenol sulphate
DescriptionPhenol sulphate, also known as phenylsulfate or aryl sulphate, belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. Phenol sulphate is a drug. Phenol sulphate is an extremely strong acidic compound (based on its pKa). Phenol sulphate exists in all living organisms, ranging from bacteria to humans. Adenosine 3',5'-diphosphate and phenol sulphate can be biosynthesized from phosphoadenosine phosphosulfate and phenol through the action of the enzyme sulfotransferase 1A1. In humans, phenol sulphate is involved in the metabolic disorder called the sulfite oxidase deficiency pathway. Phenol sulphate is found in Trypanosoma brucei. Phenol sulphate was first documented in 2002 (PMID: 12119069). These are aromatic compounds containing a benzene substituted at one or more positions (PMID: 25041144).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0136307 (Phenol sulphate)


  Mrv1652304062013152D          

 11 11  0  0  0  0            999 V2000
    4.1237   -5.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8382   -6.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8382   -6.9101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1237   -7.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4092   -6.9101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4092   -6.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1237   -4.8476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4092   -4.4351    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6948   -4.0226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8217   -3.7206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9967   -5.1496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  2  0  0  0  0
  8 11  1  0  0  0  0
M  END
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3D MOL for NP0136307 (Phenol sulphate)

     RDKit          3D

 17 17  0  0  0  0  0  0  0  0999 V2000
    1.6507   -1.0812    1.6601 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4547   -0.5233    0.5213 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.3054   -1.5960   -0.1320 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4128    0.7485    1.0584 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4263    0.1190   -0.7015 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0637    0.1402   -0.4735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5150    1.2396    0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8912    1.2478    0.3530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6615    0.1737   -0.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0466   -0.9061   -0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6913   -0.9527   -0.8591 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3683    0.5154    0.8746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0578    2.1028    0.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3527    2.0973    0.8207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7397    0.2106    0.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6532   -1.7570   -0.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1882   -1.7786   -1.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0
  2  1  2  0
  2  3  2  0
  2  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  4 12  1  0
  7 13  1  0
  8 14  1  0
  9 15  1  0
 10 16  1  0
 11 17  1  0
M  END
Download

3D SDF for NP0136307 (Phenol sulphate)


  Mrv1652304062013152D          

 11 11  0  0  0  0            999 V2000
    4.1237   -5.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8382   -6.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8382   -6.9101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1237   -7.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4092   -6.9101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4092   -6.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1237   -4.8476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4092   -4.4351    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6948   -4.0226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8217   -3.7206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9967   -5.1496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  2  0  0  0  0
  8 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0136307

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OS(=O)(=O)OC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C6H6O4S/c7-11(8,9)10-6-4-2-1-3-5-6/h1-5H,(H,7,8,9)

> <INCHI_KEY>
CTYRPMDGLDAWRQ-UHFFFAOYSA-N

> <FORMULA>
C6H6O4S

> <MOLECULAR_WEIGHT>
174.174

> <EXACT_MASS>
173.99867937

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
15.0326808114296

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
phenyloxidanesulfonic acid

> <ALOGPS_LOGP>
-0.75

> <JCHEM_LOGP>
1.194367148

> <ALOGPS_LOGS>
-1.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.225815209389176

> <JCHEM_POLAR_SURFACE_AREA>
63.60000000000001

> <JCHEM_REFRACTIVITY>
38.0307

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.57e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
phenylsulfate

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0136307 (Phenol sulphate)

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PDB for NP0136307 (Phenol sulphate)
HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0       7.698 -10.589   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.031 -11.359   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.031 -12.899   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.698 -13.669   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.364 -12.899   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.364 -11.359   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       7.698  -9.049   0.000  0.00  0.00           O+0
HETATM    8  S   UNK     0       6.364  -8.279   0.000  0.00  0.00           S+0
HETATM    9  O   UNK     0       5.030  -7.509   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       7.134  -6.945   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       5.594  -9.613   0.000  0.00  0.00           O+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    1    8                                                       
CONECT    8    7    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 NP0136307 (Phenol sulphate)
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SMILES for NP0136307 (Phenol sulphate)
OS(=O)(=O)OC1=CC=CC=C1
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INCHI for NP0136307 (Phenol sulphate)
InChI=1S/C6H6O4S/c7-11(8,9)10-6-4-2-1-3-5-6/h1-5H,(H,7,8,9)
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View in JSmol
Synonyms
ValueSource
Phenol sulfateChEBI
PhenylsulfateChEBI
Phenol sulfuric acidGenerator
Phenol sulphuric acidGenerator
Phenylsulfuric acidGenerator
PhenylsulphateGenerator
Phenylsulphuric acidGenerator
Aryl sulfuric acidHMDB
Aryl sulphateHMDB
Aryl sulphuric acidHMDB
Phenylsulfate, sodium saltHMDB
Phenylsulfate, potassium saltHMDB
Phenyl hydrogen sulfateHMDB
Phenyl sulfateHMDB
Phenol sulphateGenerator
Chemical FormulaC6H6O4S
Average Mass174.1740 Da
Monoisotopic Mass173.99868 Da
IUPAC Namephenyloxidanesulfonic acid
Traditional Namephenylsulfate
CAS Registry NumberNot Available
SMILES
OS(=O)(=O)OC1=CC=CC=C1
InChI Identifier
InChI=1S/C6H6O4S/c7-11(8,9)10-6-4-2-1-3-5-6/h1-5H,(H,7,8,9)
InChI KeyCTYRPMDGLDAWRQ-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Trypanosoma bruceiLOTUS Database
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
    • 

  • Phenoxy compound
    • 

  • Benzenoid
    • 

  • Sulfuric acid ester
    • 

  • Sulfate-ester
    • 

  • Sulfuric acid monoester
    • 

  • Monocyclic benzene moiety
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
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-0.75ALOGPS
logP1.19ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)-2.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity38.03 m³·mol⁻¹ChemAxon
Polarizability15.03 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0060015  
DrugBank IDDBSALT002236  
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC02180  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound74426  
PDB IDNot Available
ChEBI ID27905  
Good Scents IDNot Available
References
General References
  1. Lustgarten MS, Price LL, Chale A, Fielding RA: Metabolites related to gut bacterial metabolism, peroxisome proliferator-activated receptor-alpha activation, and insulin sensitivity are associated with physical function in functionally-limited older adults. Aging Cell. 2014 Oct;13(5):918-25. doi: 10.1111/acel.12251. Epub 2014 Jul 18. [PubMed:25041144  ] 
  2. Powley MW, Carlson GP: Benzene metabolism by the isolated perfused lung. Inhal Toxicol. 2002 Jun;14(6):569-84. doi: 10.1080/08958370290084502. [PubMed:12119069  ]