Hmdb loader

Showing metabocard for Pyrocatechol sulfate (HMDB0059724)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Show more...Show more...Show more...Show more...
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2013-01-09 12:11:23 UTC
Update Date2023-02-21 17:29:16 UTC
HMDB IDHMDB0059724
Secondary Accession Numbers
  • HMDB0061713
  • HMDB59724
  • HMDB61713
Metabolite Identification
Common NamePyrocatechol sulfate
DescriptionPyrocatechol sulfate, also known as 1,2-benzenediol mono(hydrogen sulfate) and 2-aminophenol sulfate, is classified as a member of the class of compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. Pyrocatechol sulfate is considered to be slightly soluble (in water) and an extremely strong acidic compound. Pyrocatechol sulfate is a benzoxazinoid metabolite. It is a potential urinary biomarker of whole grain intake (PMID: 27805021 ).
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0059724 (Pyrocatechol sulfate)

  Mrv1652305062021432D          

 12 12  0  0  0  0            999 V2000
10000.341610000.4021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.0564 9999.9902    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
10001.4684 9999.2774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.6444 9999.2774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.769110000.4021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.916610001.2261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6297 9999.9909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.915310000.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2007 9999.9908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2007 9999.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9152 9998.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6297 9999.1659    0.0000 C   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
  2  4  2  0  0  0  0
  2  5  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12  7  1  0  0  0  0
  1  7  1  0  0  0  0
  8  6  1  0  0  0  0
M  END
Download

3D MOL for HMDB0059724 (Pyrocatechol sulfate)

HMDB0059724
     RDKit          3D
Pyrocatechol sulfate
 18 18  0  0  0  0  0  0  0  0999 V2000
    2.4085   -1.6631    1.1252 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6054   -0.5945    0.1201 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.8368   -0.9585   -0.6886 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9517    0.8790    0.8611 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3024   -0.4899   -0.9308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0135   -0.3219   -0.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8230   -1.4213   -0.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1335   -1.2016    0.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659    0.0633    0.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8236    1.1273   -0.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5076    0.9600   -0.4339 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3403    2.0318   -0.6858 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5452    0.7442    1.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4182   -2.4126   -0.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7802   -2.0681    0.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7051    0.1985    0.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1811    2.1397    0.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0614    2.9877   -0.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  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 12  1  0
 11  6  1  0
  4 13  1  0
  7 14  1  0
  8 15  1  0
  9 16  1  0
 10 17  1  0
 12 18  1  0
M  END
Download

3D SDF for HMDB0059724 (Pyrocatechol sulfate)

  Mrv1652305062021432D          

 12 12  0  0  0  0            999 V2000
10000.341610000.4021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.0564 9999.9902    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
10001.4684 9999.2774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.6444 9999.2774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.769110000.4021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.916610001.2261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6297 9999.9909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.915310000.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2007 9999.9908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2007 9999.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9152 9998.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6297 9999.1659    0.0000 C   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
  2  4  2  0  0  0  0
  2  5  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12  7  1  0  0  0  0
  1  7  1  0  0  0  0
  8  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059724

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H6O5S/c7-5-3-1-2-4-6(5)11-12(8,9)10/h1-4,7H,(H,8,9,10)

> <INCHI_KEY>
MZPWKJZDOCIALD-UHFFFAOYSA-N

> <FORMULA>
C6H6O5S

> <MOLECULAR_WEIGHT>
190.174

> <EXACT_MASS>
189.993593992

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
15.921503324007631

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-hydroxyphenyl)oxidanesulfonic acid

> <ALOGPS_LOGP>
-0.81

> <JCHEM_LOGP>
1.5408018263333332

> <ALOGPS_LOGS>
-1.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.192720415583834

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.430354425452797

> <JCHEM_PKA_STRONGEST_BASIC>
-4.4117540072310435

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
40.0116

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.23e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-hydroxyphenyl)oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0059724 (Pyrocatechol sulfate)

HMDB0059724
     RDKit          3D
Pyrocatechol sulfate
 18 18  0  0  0  0  0  0  0  0999 V2000
    2.4085   -1.6631    1.1252 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6054   -0.5945    0.1201 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.8368   -0.9585   -0.6886 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9517    0.8790    0.8611 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3024   -0.4899   -0.9308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0135   -0.3219   -0.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8230   -1.4213   -0.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1335   -1.2016    0.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659    0.0633    0.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8236    1.1273   -0.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5076    0.9600   -0.4339 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3403    2.0318   -0.6858 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5452    0.7442    1.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4182   -2.4126   -0.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7802   -2.0681    0.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7051    0.1985    0.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1811    2.1397    0.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0614    2.9877   -0.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  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 12  1  0
 11  6  1  0
  4 13  1  0
  7 14  1  0
  8 15  1  0
  9 16  1  0
 10 17  1  0
 12 18  1  0
M  END
Download

PDB for HMDB0059724 (Pyrocatechol sulfate)

HEADER    PROTEIN                                 06-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-20         0                                  
HETATM    1  O   UNK     0    8667.3048667.417   0.000  0.00  0.00           O+0
HETATM    2  S   UNK     0    8668.6398666.648   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0    8669.4088665.318   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8667.8708665.318   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8669.9698667.417   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8664.6448668.955   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8665.9758666.650   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8664.6428667.420   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8663.3088666.649   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8663.3088665.110   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8664.6428664.340   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8665.9758665.110   0.000  0.00  0.00           C+0
CONECT    1    2    7                                                       
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2                                                            
CONECT    6    8                                                            
CONECT    7    8   12    1                                                  
CONECT    8    7    9    6                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
Download

3D PDB for HMDB0059724 (Pyrocatechol sulfate)

COMPND    HMDB0059724
HETATM    1  O1  UNL     1       2.408  -1.663   1.125  1.00  0.00           O  
HETATM    2  S1  UNL     1       2.605  -0.594   0.120  1.00  0.00           S  
HETATM    3  O2  UNL     1       3.837  -0.959  -0.689  1.00  0.00           O  
HETATM    4  O3  UNL     1       2.952   0.879   0.861  1.00  0.00           O  
HETATM    5  O4  UNL     1       1.302  -0.490  -0.931  1.00  0.00           O  
HETATM    6  C1  UNL     1      -0.013  -0.322  -0.560  1.00  0.00           C  
HETATM    7  C2  UNL     1      -0.823  -1.421  -0.319  1.00  0.00           C  
HETATM    8  C3  UNL     1      -2.133  -1.202   0.050  1.00  0.00           C  
HETATM    9  C4  UNL     1      -2.666   0.063   0.187  1.00  0.00           C  
HETATM   10  C5  UNL     1      -1.824   1.127  -0.063  1.00  0.00           C  
HETATM   11  C6  UNL     1      -0.508   0.960  -0.434  1.00  0.00           C  
HETATM   12  O5  UNL     1       0.340   2.032  -0.686  1.00  0.00           O  
HETATM   13  H1  UNL     1       3.545   0.744   1.625  1.00  0.00           H  
HETATM   14  H2  UNL     1      -0.418  -2.413  -0.422  1.00  0.00           H  
HETATM   15  H3  UNL     1      -2.780  -2.068   0.243  1.00  0.00           H  
HETATM   16  H4  UNL     1      -3.705   0.199   0.480  1.00  0.00           H  
HETATM   17  H5  UNL     1      -2.181   2.140   0.027  1.00  0.00           H  
HETATM   18  H6  UNL     1       0.061   2.988  -0.617  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    3    4    5
CONECT    4   13
CONECT    5    6
CONECT    6    7    7   11
CONECT    7    8   14
CONECT    8    9    9   15
CONECT    9   10   16
CONECT   10   11   11   17
CONECT   11   12
CONECT   12   18
END
Download

SMILES for HMDB0059724 (Pyrocatechol sulfate)

OC1=C(OS(O)(=O)=O)C=CC=C1
Download

INCHI for HMDB0059724 (Pyrocatechol sulfate)

InChI=1S/C6H6O5S/c7-5-3-1-2-4-6(5)11-12(8,9)10/h1-4,7H,(H,8,9,10)
Download
View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
Chemical FormulaC6H6O5S
Average Molecular Weight190.174
Monoisotopic Molecular Weight189.993593992
IUPAC Name(2-hydroxyphenyl)oxidanesulfonic acid
Traditional Name(2-hydroxyphenyl)oxidanesulfonic acid
CAS Registry Number4918-96-1
SMILES
OC1=C(OS(O)(=O)=O)C=CC=C1
InChI Identifier
InChI=1S/C6H6O5S/c7-5-3-1-2-4-6(5)11-12(8,9)10/h1-4,7H,(H,8,9,10)
InChI KeyMZPWKJZDOCIALD-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
  • Phenoxy compound
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • 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
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 LocationsNot Available
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Female
Normal		 details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal adenoma 		details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB031315
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound3083879
PDB IDNot Available
ChEBI ID68505
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Roux A, Xu Y, Heilier JF, Olivier MF, Ezan E, Tabet JC, Junot C: Annotation of the human adult urinary metabolome and metabolite identification using ultra high performance liquid chromatography coupled to a linear quadrupole ion trap-Orbitrap mass spectrometer. Anal Chem. 2012 Aug 7;84(15):6429-37. doi: 10.1021/ac300829f. Epub 2012 Jul 17. [PubMed:22770225 ]
  2. Zhu Y, Wang P, Sha W, Sang S: Urinary Biomarkers of Whole Grain Wheat Intake Identified by Non-targeted and Targeted Metabolomics Approaches. Sci Rep. 2016 Nov 2;6:36278. doi: 10.1038/srep36278. [PubMed:27805021 ]
  3. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
  4. Koistinen VM (2019). Effects of Food Processing and Gut Microbial Metabolism on Whole Grain Phytochemicals: A Metabolomics Approach. In Publications of the University of Eastern Finland. Dissertations in Health Sciences., no 510 (pp. 26-58). University of Eastern Finland. [ISBN:978-952-61-3088-0 ]