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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-08-27 19:55:16 UTC

Update Date

2022-09-22 18:34:34 UTC

HMDB ID

HMDB0242166

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-Methylcatechol sulfate

Description

4-Methylcatechol sulfate belongs to the class of organic compounds known as arylsulfates. These are organic compounds containing a sulfate group that carries an aryl group through an ether group. Based on a literature review a significant number of articles have been published on 4-Methylcatechol sulfate.

Structure

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


  Mrv1652308272121032D          

 14 15  0  0  0  0            999 V2000
    0.0954    0.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2701   -0.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7628    0.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0456    0.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0323   -0.8486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2701    0.9915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0323    1.3072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8706    0.2293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3133    1.5749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7647   -0.2729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7647    0.7316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7945   -0.5329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7945    0.9915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1102    0.2293    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  2  0  0  0  0
  5  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  1  0  0  0  0
  7  3  1  0  0  0  0
  7  6  2  0  0  0  0
  8  4  1  0  0  0  0
  9  6  1  0  0  0  0
 12  5  1  0  0  0  0
 13  7  1  0  0  0  0
 14 10  2  0  0  0  0
 14 11  2  0  0  0  0
 14 12  1  0  0  0  0
 14 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0242166

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C2OS(=O)(=O)OC1=C(O)C(O)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C7H6O6S/c1-3-5-2-4(8)6(9)7(3)13-14(10,11)12-5/h2,8-9H,1H3

> <INCHI_KEY>
AATDNGCLCGOWJE-UHFFFAOYSA-N

> <FORMULA>
C7H6O6S

> <MOLECULAR_WEIGHT>
218.18

> <EXACT_MASS>
217.988509087

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
17.83634906866757

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,7-dihydroxy-9-methyl-2,4-dioxa-3lambda6-thiabicyclo[3.3.1]nona-1(9),5,7-triene-3,3-dione

> <ALOGPS_LOGP>
0.57

> <JCHEM_LOGP>
1.8133312493333333

> <ALOGPS_LOGS>
-1.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.327709923872234

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.793902111164456

> <JCHEM_PKA_STRONGEST_BASIC>
-4.726129846419689

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
45.235600000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.03e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,7-dihydroxy-9-methyl-2,4-dioxa-3lambda6-thiabicyclo[3.3.1]nona-1(9),5,7-triene-3,3-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-AUG-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-AUG-21         0                                  
HETATM    1  C   UNK     0       0.178   1.333   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.504  -0.995   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.424   0.428   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.085   0.428   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.927  -1.584   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.504   1.851   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.927   2.440   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.625   0.428   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -0.585   2.940   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       5.161  -0.509   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       5.161   1.366   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       3.350  -0.995   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       3.350   1.851   0.000  0.00  0.00           O+0
HETATM   14  S   UNK     0       3.939   0.428   0.000  0.00  0.00           S+0
CONECT    1    3                                                            
CONECT    2    4    5                                                       
CONECT    3    1    5    7                                                  
CONECT    4    2    6    8                                                  
CONECT    5    2    3   12                                                  
CONECT    6    4    7    9                                                  
CONECT    7    3    6   13                                                  
CONECT    8    4                                                            
CONECT    9    6                                                            
CONECT   10   14                                                            
CONECT   11   14                                                            
CONECT   12    5   14                                                       
CONECT   13    7   14                                                       
CONECT   14   10   11   12   13                                             
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
4-Methylcatechol sulfuric acid	Generator
4-Methylcatechol sulphate	Generator
4-Methylcatechol sulphuric acid	Generator

Chemical Formula

C₇H₆O₆S

Average Molecular Weight

218.18

Monoisotopic Molecular Weight

217.988509087

IUPAC Name

6,7-dihydroxy-9-methyl-2,4-dioxa-3lambda6-thiabicyclo[3.3.1]nona-1(9),5,7-triene-3,3-dione

Traditional Name

6,7-dihydroxy-9-methyl-2,4-dioxa-3lambda6-thiabicyclo[3.3.1]nona-1(9),5,7-triene-3,3-dione

CAS Registry Number

Not Available

SMILES

CC1=C2OS(=O)(=O)OC1=C(O)C(O)=C2

InChI Identifier

InChI=1S/C7H6O6S/c1-3-5-2-4(8)6(9)7(3)13-14(10,11)12-5/h2,8-9H,1H3

InChI Key

AATDNGCLCGOWJE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as arylsulfates. These are organic compounds containing a sulfate group that carries an aryl group through an ether group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfuric acids and derivatives

Sub Class

Arylsulfates

Direct Parent

Arylsulfates

Alternative Parents

Substituents

Arylsulfate
1-hydroxy-2-unsubstituted benzenoid
Sulfuric acid diester
Benzenoid
Sulfuric acid ester
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

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	0.57	ALOGPS
logP	1.81	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	8.79	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	45.24 m³·mol⁻¹	ChemAxon
Polarizability	17.84 Å³	ChemAxon
Number of Rings	2	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]+	139.431	30932474
DeepCCS	[M-H]-	137.073	30932474
DeepCCS	[M-2H]-	171.387	30932474
DeepCCS	[M+Na]+	146.818	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	12.2057 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.62 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1239.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	373.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	118.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	235.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	106.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	520.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	615.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	141.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	918.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	337.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1313.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	276.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	351.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	614.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	231.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	279.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Methylcatechol sulfate	CC1=C2OS(=O)(=O)OC1=C(O)C(O)=C2	3227.2	Standard polar	33892256
4-Methylcatechol sulfate	CC1=C2OS(=O)(=O)OC1=C(O)C(O)=C2	1795.5	Standard non polar	33892256
4-Methylcatechol sulfate	CC1=C2OS(=O)(=O)OC1=C(O)C(O)=C2	2055.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methylcatechol sulfate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kr-0940000000-055e204241e0562539c0	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methylcatechol 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 - 4-Methylcatechol sulfate 10V, Positive-QTOF	splash10-014i-0090000000-5ce7c254f61ad26cd4af	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylcatechol sulfate 20V, Positive-QTOF	splash10-014i-0090000000-0db58e812c4386f52fc5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylcatechol sulfate 40V, Positive-QTOF	splash10-000j-5920000000-f939a6de641525eb3161	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylcatechol sulfate 10V, Negative-QTOF	splash10-014i-0090000000-7e581b3a84fcb4c30703	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylcatechol sulfate 20V, Negative-QTOF	splash10-014i-0090000000-8a603b37ca5b313ef814	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylcatechol sulfate 40V, Negative-QTOF	splash10-03dr-1900000000-06b1f42e6810d4d6a43f	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
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, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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
Predicted 1D NMR	¹H 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

Not Available

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
Urine	Detected 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

129848880

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

Kong SW, Hernandez-Ferrer C: Assessment of coverage for endogenous metabolites and exogenous chemical compounds using an untargeted metabolomics platform. Pac Symp Biocomput. 2020;25:587-598. [PubMed:31797630 ]

Showing metabocard for 4-Methylcatechol sulfate (HMDB0242166)

MOL for HMDB0242166 (4-Methylcatechol sulfate)

3D MOL for HMDB0242166 (4-Methylcatechol sulfate)

3D SDF for HMDB0242166 (4-Methylcatechol sulfate)

3D-SDF for HMDB0242166 (4-Methylcatechol sulfate)

PDB for HMDB0242166 (4-Methylcatechol sulfate)

3D PDB for HMDB0242166 (4-Methylcatechol sulfate)

SMILES for HMDB0242166 (4-Methylcatechol sulfate)

INCHI for HMDB0242166 (4-Methylcatechol sulfate)

Structure for HMDB0242166 (4-Methylcatechol sulfate)

3D Structure for HMDB0242166 (4-Methylcatechol sulfate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra