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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2020-06-04 22:00:18 UTC

Update Date

2022-09-22 18:34:33 UTC

HMDB ID

HMDB0240662

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-Methylcatechol 1-sulfate

Description

3-Methylcatechol 1-sulfate belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. Based on a literature review very few articles have been published on 3-Methylcatechol 1-sulfate.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv1652306042023562D          

 13 13  0  0  0  0            999 V2000
    5.8431   -6.5183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1287   -6.9307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4142   -6.5181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4141   -5.6933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1285   -5.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8431   -5.6933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5574   -6.9309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4108   -3.2168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5868   -4.0420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4100   -4.0416    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9990   -4.7559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1285   -4.4558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5576   -5.2808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  1  7  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 10  9  2  0  0  0  0
  8 10  1  0  0  0  0
  6 13  1  0  0  0  0
  5 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240662

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC=CC(OS(O)(=O)=O)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C7H8O5S/c1-5-3-2-4-6(7(5)8)12-13(9,10)11/h2-4,8H,1H3,(H,9,10,11)

> <INCHI_KEY>
HFDKYCXWNHNKAF-UHFFFAOYSA-N

> <FORMULA>
C7H8O5S

> <MOLECULAR_WEIGHT>
204.2

> <EXACT_MASS>
204.009244532

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
17.93971873257263

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2-hydroxy-3-methylphenyl)oxidanesulfonic acid

> <ALOGPS_LOGP>
-0.66

> <JCHEM_LOGP>
2.0542232156666667

> <ALOGPS_LOGS>
-1.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.585318319837791

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.2341431645299332

> <JCHEM_PKA_STRONGEST_BASIC>
-4.393200596779569

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
45.0528

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.81e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-hydroxy-3-methylphenyl)oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JUN-20         0                                  
HETATM    1  C   UNK     0      10.907 -12.168   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.574 -12.937   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.240 -12.167   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.240 -10.627   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.573  -9.857   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.907 -10.627   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.241 -12.938   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       8.233  -6.005   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       6.695  -7.545   0.000  0.00  0.00           O+0
HETATM   10  S   UNK     0       8.232  -7.544   0.000  0.00  0.00           S+0
HETATM   11  O   UNK     0       7.465  -8.878   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       9.573  -8.317   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      12.241  -9.858   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   12                                                  
CONECT    6    5    1   13                                                  
CONECT    7    1                                                            
CONECT    8   10                                                            
CONECT    9   10                                                            
CONECT   10   11   12    9    8                                             
CONECT   11   10                                                            
CONECT   12   10    5                                                       
CONECT   13    6                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-Methylcatechol 1-sulfuric acid	Generator
3-Methylcatechol 1-sulphate	Generator
3-Methylcatechol 1-sulphuric acid	Generator
3-Methylcatechol monosulfate	HMDB
3-Methylcatechol monosulphate	HMDB
3-Methylcatechol sulfate	HMDB
3-Methylcatechol sulphate	HMDB
3-Methylcatechol 1-sulfate	HMDB

Chemical Formula

C₇H₈O₅S

Average Molecular Weight

204.2

Monoisotopic Molecular Weight

204.009244532

IUPAC Name

(2-hydroxy-3-methylphenyl)oxidanesulfonic acid

Traditional Name

(2-hydroxy-3-methylphenyl)oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

CC1=CC=CC(OS(O)(=O)=O)=C1O

InChI Identifier

InChI=1S/C7H8O5S/c1-5-3-2-4-6(7(5)8)12-13(9,10)11/h2-4,8H,1H3,(H,9,10,11)

InChI Key

HFDKYCXWNHNKAF-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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfuric acids and derivatives

Sub Class

Arylsulfates

Direct Parent

Phenylsulfates

Alternative Parents

Substituents

Phenylsulfate
Phenoxy compound
O-cresol
1-hydroxy-4-unsubstituted benzenoid
Phenol
Toluene
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Monocyclic benzene moiety
Benzenoid
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 27805021)

Source

Exogenous

Exogenous (HMDB: HMDB0240662)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.66	ALOGPS
logP	2.05	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	-2.2	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	45.05 m³·mol⁻¹	ChemAxon
Polarizability	17.94 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	142.59	30932474
DeepCCS	[M-H]-	140.253	30932474
DeepCCS	[M-2H]-	176.162	30932474
DeepCCS	[M+Na]+	151.323	30932474
AllCCS	[M+H]+	145.3	32859911
AllCCS	[M+H-H2O]+	141.4	32859911
AllCCS	[M+NH4]+	149.0	32859911
AllCCS	[M+Na]+	150.0	32859911
AllCCS	[M-H]-	135.5	32859911
AllCCS	[M+Na-2H]-	136.5	32859911
AllCCS	[M+HCOO]-	137.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Methylcatechol 1-sulfate	CC1=CC=CC(OS(O)(=O)=O)=C1O	3269.5	Standard polar	33892256
3-Methylcatechol 1-sulfate	CC1=CC=CC(OS(O)(=O)=O)=C1O	1545.2	Standard non polar	33892256
3-Methylcatechol 1-sulfate	CC1=CC=CC(OS(O)(=O)=O)=C1O	1709.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Methylcatechol 1-sulfate,1TMS,isomer #1	CC1=CC=CC(OS(=O)(=O)O)=C1O[Si](C)(C)C	1795.0	Semi standard non polar	33892256
3-Methylcatechol 1-sulfate,1TMS,isomer #2	CC1=CC=CC(OS(=O)(=O)O[Si](C)(C)C)=C1O	1730.8	Semi standard non polar	33892256
3-Methylcatechol 1-sulfate,2TMS,isomer #1	CC1=CC=CC(OS(=O)(=O)O[Si](C)(C)C)=C1O[Si](C)(C)C	1782.2	Semi standard non polar	33892256
3-Methylcatechol 1-sulfate,2TMS,isomer #1	CC1=CC=CC(OS(=O)(=O)O[Si](C)(C)C)=C1O[Si](C)(C)C	1886.4	Standard non polar	33892256
3-Methylcatechol 1-sulfate,2TMS,isomer #1	CC1=CC=CC(OS(=O)(=O)O[Si](C)(C)C)=C1O[Si](C)(C)C	2317.8	Standard polar	33892256
3-Methylcatechol 1-sulfate,1TBDMS,isomer #1	CC1=CC=CC(OS(=O)(=O)O)=C1O[Si](C)(C)C(C)(C)C	2053.3	Semi standard non polar	33892256
3-Methylcatechol 1-sulfate,1TBDMS,isomer #2	CC1=CC=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1O	1983.6	Semi standard non polar	33892256
3-Methylcatechol 1-sulfate,2TBDMS,isomer #1	CC1=CC=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2286.8	Semi standard non polar	33892256
3-Methylcatechol 1-sulfate,2TBDMS,isomer #1	CC1=CC=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2403.8	Standard non polar	33892256
3-Methylcatechol 1-sulfate,2TBDMS,isomer #1	CC1=CC=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2495.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Methylcatechol 1-sulfate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylcatechol 1-sulfate 10V, Positive-QTOF	splash10-0a6r-0970000000-0ac55abb1f5a90d8fde8	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylcatechol 1-sulfate 20V, Positive-QTOF	splash10-05fr-1900000000-edefee6d31f5106113de	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylcatechol 1-sulfate 40V, Positive-QTOF	splash10-00or-9100000000-7dca7d2acd506167ab21	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylcatechol 1-sulfate 10V, Negative-QTOF	splash10-0udi-0090000000-ca2df71642be8b8709e3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylcatechol 1-sulfate 20V, Negative-QTOF	splash10-0f7k-9040000000-992bd3ce6adcd7a21fd9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylcatechol 1-sulfate 40V, Negative-QTOF	splash10-0002-9100000000-814d90c6034df6847480	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27805021	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

118431379

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 ]

Showing metabocard for 3-Methylcatechol 1-sulfate (HMDB0240662)

MOL for HMDB0240662 (3-Methylcatechol 1-sulfate)

3D MOL for HMDB0240662 (3-Methylcatechol 1-sulfate)

3D SDF for HMDB0240662 (3-Methylcatechol 1-sulfate)

3D-SDF for HMDB0240662 (3-Methylcatechol 1-sulfate)

PDB for HMDB0240662 (3-Methylcatechol 1-sulfate)

3D PDB for HMDB0240662 (3-Methylcatechol 1-sulfate)

SMILES for HMDB0240662 (3-Methylcatechol 1-sulfate)

INCHI for HMDB0240662 (3-Methylcatechol 1-sulfate)

Structure for HMDB0240662 (3-Methylcatechol 1-sulfate)

3D Structure for HMDB0240662 (3-Methylcatechol 1-sulfate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra