Hmdb loader

Showing metabocard for 4-Nitrophenyl sulfate (HMDB0006492)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Show more...Show more...Show more...Show more...
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2007-05-23 11:49:22 UTC
Update Date2020-02-26 21:26:26 UTC
HMDB IDHMDB0006492
Secondary Accession Numbers
  • HMDB06492
Metabolite Identification
Common Name4-Nitrophenyl sulfate
Description4-Nitrophenyl sulfate is a minor metabolic byproduct of parathion metabolism that is excreted in the urine (PMID: 1956875 ). Parathion is an organophosphate compound developed in the 1940's. It is a potent insecticide and acaricide. It is highly toxic to non-target organisms, including humans. 4-Nitrophenyl sulfate is also used as a model substrate to investigate the influence of drug therapy, disease, nutrient deficiencies and other physiologically altered conditions on conjugative drug metabolism in animal studies.(PMID: 16844228 ).
Structure
Data?1582752386
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0006492 (4-Nitrophenyl sulfate)

  Mrv0541 02231220402D          

 14 14  0  0  0  0            999 V2000
   14.8347   -7.9420    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.1200   -8.3545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5491   -7.5295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4222   -7.2275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2472   -8.6564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4056  -12.0670    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   14.8347  -12.0670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1200  -11.6545    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   14.1200   -9.1795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1200  -10.8295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4056   -9.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8347   -9.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4056  -10.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8347  -10.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  1  5  2  0  0  0  0
  2  9  1  0  0  0  0
  6  8  1  0  0  0  0
  7  8  2  0  0  0  0
  8 10  1  0  0  0  0
  9 11  2  0  0  0  0
  9 12  1  0  0  0  0
 10 13  2  0  0  0  0
 10 14  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  2  0  0  0  0
M  CHG  2   6  -1   8   1
M  END
Download

3D MOL for HMDB0006492 (4-Nitrophenyl sulfate)

HMDB0006492
     RDKit          3D
4-Nitrophenyl sulfate
 19 19  0  0  0  0  0  0  0  0999 V2000
    3.9253   -0.8602    1.3657 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4317   -0.7335    0.2508 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.1312   -1.0669   -0.8806 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.1092   -0.2329    0.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3718    0.1148    1.2341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0958    0.5988    1.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4832    0.7507   -0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7534    1.2321   -0.2679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1593    0.3105   -0.2897 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.3085    1.2284    0.0979 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4635   -0.1889   -1.6660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0335   -0.9701    0.7886 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2274    0.4129   -1.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5089   -0.0719   -1.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8001    0.0065    2.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4626    0.8641    1.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7982   -1.5821    0.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2265    0.5311   -2.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0873   -0.3434   -1.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
  7 13  1  0
 13 14  2  0
 14  4  1  0
  5 15  1  0
  6 16  1  0
 12 17  1  0
 13 18  1  0
 14 19  1  0
M  CHG  2   2   1   3  -1
M  END
Download

3D SDF for HMDB0006492 (4-Nitrophenyl sulfate)

  Mrv0541 02231220402D          

 14 14  0  0  0  0            999 V2000
   14.8347   -7.9420    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.1200   -8.3545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5491   -7.5295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4222   -7.2275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2472   -8.6564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4056  -12.0670    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   14.8347  -12.0670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1200  -11.6545    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   14.1200   -9.1795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1200  -10.8295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4056   -9.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8347   -9.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4056  -10.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8347  -10.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  1  5  2  0  0  0  0
  2  9  1  0  0  0  0
  6  8  1  0  0  0  0
  7  8  2  0  0  0  0
  8 10  1  0  0  0  0
  9 11  2  0  0  0  0
  9 12  1  0  0  0  0
 10 13  2  0  0  0  0
 10 14  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  2  0  0  0  0
M  CHG  2   6  -1   8   1
M  END
> <DATABASE_ID>
HMDB0006492

> <DATABASE_NAME>
hmdb

> <SMILES>
OS(=O)(=O)OC1=CC=C(C=C1)[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H5NO6S/c8-7(9)5-1-3-6(4-2-5)13-14(10,11)12/h1-4H,(H,10,11,12)

> <INCHI_KEY>
JBGHTSSFSSUKLR-UHFFFAOYSA-N

> <FORMULA>
C6H5NO6S

> <MOLECULAR_WEIGHT>
219.172

> <EXACT_MASS>
218.983757587

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
17.37870956505951

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4-nitrophenyl)oxidanesulfonic acid

> <ALOGPS_LOGP>
-0.66

> <JCHEM_LOGP>
1.1343513373333332

> <ALOGPS_LOGS>
-2.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.905532033972489

> <JCHEM_POLAR_SURFACE_AREA>
109.42000000000002

> <JCHEM_REFRACTIVITY>
45.3554

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.46e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
P-nitrophenyl sulfate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0006492 (4-Nitrophenyl sulfate)

HMDB0006492
     RDKit          3D
4-Nitrophenyl sulfate
 19 19  0  0  0  0  0  0  0  0999 V2000
    3.9253   -0.8602    1.3657 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4317   -0.7335    0.2508 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.1312   -1.0669   -0.8806 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.1092   -0.2329    0.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3718    0.1148    1.2341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0958    0.5988    1.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4832    0.7507   -0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7534    1.2321   -0.2679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1593    0.3105   -0.2897 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.3085    1.2284    0.0979 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4635   -0.1889   -1.6660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0335   -0.9701    0.7886 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2274    0.4129   -1.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5089   -0.0719   -1.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8001    0.0065    2.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4626    0.8641    1.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7982   -1.5821    0.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2265    0.5311   -2.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0873   -0.3434   -1.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
  7 13  1  0
 13 14  2  0
 14  4  1  0
  5 15  1  0
  6 16  1  0
 12 17  1  0
 13 18  1  0
 14 19  1  0
M  CHG  2   2   1   3  -1
M  END
Download

PDB for HMDB0006492 (4-Nitrophenyl sulfate)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0      27.691 -14.825   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0      26.357 -15.595   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      29.025 -14.055   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      26.921 -13.491   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      28.461 -16.159   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      25.024 -22.525   0.000  0.00  0.00           O-1
HETATM    7  O   UNK     0      27.691 -22.525   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0      26.357 -21.755   0.000  0.00  0.00           N+1
HETATM    9  C   UNK     0      26.357 -17.135   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.357 -20.215   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      25.024 -17.905   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      27.691 -17.905   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      25.024 -19.445   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.691 -19.445   0.000  0.00  0.00           C+0
CONECT    1    2    3    4    5                                             
CONECT    2    1    9                                                       
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    8                                                            
CONECT    7    8                                                            
CONECT    8    6    7   10                                                  
CONECT    9    2   11   12                                                  
CONECT   10    8   13   14                                                  
CONECT   11    9   13                                                       
CONECT   12    9   14                                                       
CONECT   13   10   11                                                       
CONECT   14   10   12                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END
Download

3D PDB for HMDB0006492 (4-Nitrophenyl sulfate)

COMPND    HMDB0006492
HETATM    1  O1  UNL     1       3.925  -0.860   1.366  1.00  0.00           O  
HETATM    2  N1  UNL     1       3.432  -0.734   0.251  1.00  0.00           N1+
HETATM    3  O2  UNL     1       4.131  -1.067  -0.881  1.00  0.00           O1-
HETATM    4  C1  UNL     1       2.109  -0.233   0.105  1.00  0.00           C  
HETATM    5  C2  UNL     1       1.372   0.115   1.234  1.00  0.00           C  
HETATM    6  C3  UNL     1       0.096   0.599   1.111  1.00  0.00           C  
HETATM    7  C4  UNL     1      -0.483   0.751  -0.138  1.00  0.00           C  
HETATM    8  O3  UNL     1      -1.753   1.232  -0.268  1.00  0.00           O  
HETATM    9  S1  UNL     1      -3.159   0.311  -0.290  1.00  0.00           S  
HETATM   10  O4  UNL     1      -4.309   1.228   0.098  1.00  0.00           O  
HETATM   11  O5  UNL     1      -3.464  -0.189  -1.666  1.00  0.00           O  
HETATM   12  O6  UNL     1      -3.034  -0.970   0.789  1.00  0.00           O  
HETATM   13  C5  UNL     1       0.227   0.413  -1.273  1.00  0.00           C  
HETATM   14  C6  UNL     1       1.509  -0.072  -1.127  1.00  0.00           C  
HETATM   15  H1  UNL     1       1.800   0.007   2.229  1.00  0.00           H  
HETATM   16  H2  UNL     1      -0.463   0.864   1.998  1.00  0.00           H  
HETATM   17  H3  UNL     1      -3.798  -1.582   0.718  1.00  0.00           H  
HETATM   18  H4  UNL     1      -0.226   0.531  -2.267  1.00  0.00           H  
HETATM   19  H5  UNL     1       2.087  -0.343  -1.990  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    4    5    5   14
CONECT    5    6   15
CONECT    6    7    7   16
CONECT    7    8   13
CONECT    8    9
CONECT    9   10   10   11   11
CONECT    9   12
CONECT   12   17
CONECT   13   14   14   18
CONECT   14   19
END
Download

SMILES for HMDB0006492 (4-Nitrophenyl sulfate)

OS(=O)(=O)OC1=CC=C(C=C1)[N+]([O-])=O
Download

INCHI for HMDB0006492 (4-Nitrophenyl sulfate)

InChI=1S/C6H5NO6S/c8-7(9)5-1-3-6(4-2-5)13-14(10,11)12/h1-4H,(H,10,11,12)
Download
View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
Chemical FormulaC6H5NO6S
Average Molecular Weight219.172
Monoisotopic Molecular Weight218.983757587
IUPAC Name(4-nitrophenyl)oxidanesulfonic acid
Traditional NameP-nitrophenyl sulfate
CAS Registry Number1080-04-2
SMILES
OS(=O)(=O)OC1=CC=C(C=C1)[N+]([O-])=O
InChI Identifier
InChI=1S/C6H5NO6S/c8-7(9)5-1-3-6(4-2-5)13-14(10,11)12/h1-4H,(H,10,11,12)
InChI KeyJBGHTSSFSSUKLR-UHFFFAOYSA-N
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
  • Nitrobenzene
  • Phenoxy compound
  • Nitroaromatic compound
  • Monocyclic benzene moiety
  • Benzenoid
  • Sulfuric acid ester
  • Sulfate-ester
  • Sulfuric acid monoester
  • C-nitro compound
  • Organic nitro compound
  • Organic oxoazanium
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Allyl-type 1,3-dipolar organic compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023939
KNApSAcK IDNot Available
Chemspider ID72581
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG ID2320881
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound80349
PDB IDNot Available
ChEBI ID35422
Food Biomarker OntologyNot Available
VMH ID4NPHSF
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Almasi A, Fischer E, Perjesi P: A simple and rapid ion-pair HPLC method for simultaneous quantitation of 4-nitrophenol and its glucuronide and sulfate conjugates. J Biochem Biophys Methods. 2006 Nov 30;69(1-2):43-50. Epub 2006 May 7. [PubMed:16844228 ]
  2. Nielsen P, Friis C, Gyrd-Hansen N, Kraul I: Disposition of parathion in neonatal and young pigs. Pharmacol Toxicol. 1991 Oct;69(4):233-7. [PubMed:1956875 ]