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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2020-06-03 16:54:10 UTC

Update Date

2022-03-07 03:18:20 UTC

HMDB ID

HMDB0240651

Secondary Accession Numbers

None

Metabolite Identification

Common Name

6-Hydroxyindole sulfate

Description

6-Hydroxyindole 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 small amount of articles have been published on 6-Hydroxyindole sulfate.

Structure

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


  Mrv1652306032018512D          

 14 15  0  0  0  0            999 V2000
    7.7537   -6.4344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0384   -6.0216    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.3233   -6.4344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6255   -5.3064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4514   -5.3064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8900   -5.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8866   -6.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1813   -4.7867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6745   -4.9484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1813   -6.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6710   -6.2832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4657   -5.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1595   -5.6157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4657   -6.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  2  5  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  7 10  2  0  0  0  0
  7 11  1  0  0  0  0
  8 12  1  0  0  0  0
  9 13  2  0  0  0  0
 10 14  1  0  0  0  0
 14  1  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240651

> <DATABASE_NAME>
hmdb

> <SMILES>
OS(=O)(=O)OC1=CC=C2C=CNC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H7NO4S/c10-14(11,12)13-7-2-1-6-3-4-9-8(6)5-7/h1-5,9H,(H,10,11,12)

> <INCHI_KEY>
QRHHXPIYYXPEMG-UHFFFAOYSA-N

> <FORMULA>
C8H7NO4S

> <MOLECULAR_WEIGHT>
213.21

> <EXACT_MASS>
213.009578883

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
19.058403033827222

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1H-indol-6-yl)oxidanesulfonic acid

> <ALOGPS_LOGP>
-0.44

> <JCHEM_LOGP>
1.2931291409999999

> <ALOGPS_LOGS>
-2.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.09357281616683

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.8858565148273643

> <JCHEM_POLAR_SURFACE_AREA>
79.39

> <JCHEM_REFRACTIVITY>
49.117200000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.37e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1H-indol-6-yloxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JUN-20         0                                  
HETATM    1  O   UNK     0      14.474 -12.011   0.000  0.00  0.00           O+0
HETATM    2  S   UNK     0      13.138 -11.240   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0      11.804 -12.011   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      12.368  -9.905   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      13.909  -9.905   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      18.461  -9.706   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.455 -11.247   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.138  -8.935   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.926  -9.237   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.138 -12.011   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      19.919 -11.729   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      15.803  -9.706   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.831 -10.483   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.803 -11.240   0.000  0.00  0.00           C+0
CONECT    1    2   14                                                       
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2                                                            
CONECT    6    7    8    9                                                  
CONECT    7    6   10   11                                                  
CONECT    8    6   12                                                       
CONECT    9    6   13                                                       
CONECT   10    7   14                                                       
CONECT   11    7   13                                                       
CONECT   12    8   14                                                       
CONECT   13    9   11                                                       
CONECT   14   10    1   12                                                  
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
6-Hydroxyindole sulfuric acid	Generator
6-Hydroxyindole sulphate	Generator
6-Hydroxyindole sulphuric acid	Generator
6-Hydroxyindolesulfate	HMDB
6-Hydroxyindolesulphate	HMDB
6-Hydroxyindole sulfate	HMDB

Chemical Formula

C₈H₇NO₄S

Average Molecular Weight

213.21

Monoisotopic Molecular Weight

213.009578883

IUPAC Name

(1H-indol-6-yl)oxidanesulfonic acid

Traditional Name

1H-indol-6-yloxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

OS(=O)(=O)OC1=CC=C2C=CNC2=C1

InChI Identifier

InChI=1S/C8H7NO4S/c10-14(11,12)13-7-2-1-6-3-4-9-8(6)5-7/h1-5,9H,(H,10,11,12)

InChI Key

QRHHXPIYYXPEMG-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
Indole
Indole or derivatives
Sulfuric acid monoester
Sulfate-ester
Benzenoid
Sulfuric acid ester
Pyrrole
Heteroaromatic compound
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

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	-0.44	ALOGPS
logP	1.29	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	-1.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	79.39 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	49.12 m³·mol⁻¹	ChemAxon
Polarizability	19.06 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]+	137.929	30932474
DeepCCS	[M-H]-	135.534	30932474
DeepCCS	[M-2H]-	169.388	30932474
DeepCCS	[M+Na]+	144.059	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-Hydroxyindole sulfate	OS(=O)(=O)OC1=CC=C2C=CNC2=C1	3762.2	Standard polar	33892256
6-Hydroxyindole sulfate	OS(=O)(=O)OC1=CC=C2C=CNC2=C1	1913.9	Standard non polar	33892256
6-Hydroxyindole sulfate	OS(=O)(=O)OC1=CC=C2C=CNC2=C1	2205.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-Hydroxyindole sulfate,1TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)OC1=CC=C2C=C[NH]C2=C1	2088.7	Semi standard non polar	33892256
6-Hydroxyindole sulfate,1TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)OC1=CC=C2C=C[NH]C2=C1	1985.8	Standard non polar	33892256
6-Hydroxyindole sulfate,1TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)OC1=CC=C2C=C[NH]C2=C1	3000.6	Standard polar	33892256
6-Hydroxyindole sulfate,1TMS,isomer #2	C[Si](C)(C)N1C=CC2=CC=C(OS(=O)(=O)O)C=C21	2137.6	Semi standard non polar	33892256
6-Hydroxyindole sulfate,1TMS,isomer #2	C[Si](C)(C)N1C=CC2=CC=C(OS(=O)(=O)O)C=C21	2115.9	Standard non polar	33892256
6-Hydroxyindole sulfate,1TMS,isomer #2	C[Si](C)(C)N1C=CC2=CC=C(OS(=O)(=O)O)C=C21	3128.2	Standard polar	33892256
6-Hydroxyindole sulfate,2TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)OC1=CC=C2C=CN([Si](C)(C)C)C2=C1	2177.4	Semi standard non polar	33892256
6-Hydroxyindole sulfate,2TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)OC1=CC=C2C=CN([Si](C)(C)C)C2=C1	2187.3	Standard non polar	33892256
6-Hydroxyindole sulfate,2TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)OC1=CC=C2C=CN([Si](C)(C)C)C2=C1	2740.4	Standard polar	33892256
6-Hydroxyindole sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC=C2C=C[NH]C2=C1	2357.7	Semi standard non polar	33892256
6-Hydroxyindole sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC=C2C=C[NH]C2=C1	2230.8	Standard non polar	33892256
6-Hydroxyindole sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC=C2C=C[NH]C2=C1	3023.2	Standard polar	33892256
6-Hydroxyindole sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=CC2=CC=C(OS(=O)(=O)O)C=C21	2431.0	Semi standard non polar	33892256
6-Hydroxyindole sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=CC2=CC=C(OS(=O)(=O)O)C=C21	2309.4	Standard non polar	33892256
6-Hydroxyindole sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=CC2=CC=C(OS(=O)(=O)O)C=C21	3148.6	Standard polar	33892256
6-Hydroxyindole sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC=C2C=CN([Si](C)(C)C(C)(C)C)C2=C1	2661.1	Semi standard non polar	33892256
6-Hydroxyindole sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC=C2C=CN([Si](C)(C)C(C)(C)C)C2=C1	2630.7	Standard non polar	33892256
6-Hydroxyindole sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC=C2C=CN([Si](C)(C)C(C)(C)C)C2=C1	2818.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxyindole 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 - 6-Hydroxyindole sulfate 10V, Positive-QTOF	splash10-03di-0290000000-9d56dcc540f88cbfbb11	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyindole sulfate 20V, Positive-QTOF	splash10-001i-0900000000-02581cc38c0a2df1efb8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyindole sulfate 40V, Positive-QTOF	splash10-002f-9600000000-7cbfb79c9dbef664dd81	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyindole sulfate 10V, Negative-QTOF	splash10-03di-0090000000-3a8a118c655a8921de90	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyindole sulfate 20V, Negative-QTOF	splash10-03di-0090000000-3a8a118c655a8921de90	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyindole sulfate 40V, Negative-QTOF	splash10-0006-9300000000-6d16de00deccba787e9d	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
Blood	Detected but not Quantified	Not Quantified	Children (1-13 years old)	Both	Normal	31250215	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	30087103	details

Abnormal Concentrations

Not Available

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

58827641

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

122198196

PDB ID

Not Available

ChEBI ID

133568

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

Rangel-Huerta OD, Gomez-Fernandez A, de la Torre-Aguilar MJ, Gil A, Perez-Navero JL, Flores-Rojas K, Martin-Borreguero P, Gil-Campos M: Metabolic profiling in children with autism spectrum disorder with and without mental regression: preliminary results from a cross-sectional case-control study. Metabolomics. 2019 Jun 27;15(7):99. doi: 10.1007/s11306-019-1562-x. [PubMed:31250215 ]
Mair RD, Sirich TL, Plummer NS, Meyer TW: Characteristics of Colon-Derived Uremic Solutes. Clin J Am Soc Nephrol. 2018 Sep 7;13(9):1398-1404. doi: 10.2215/CJN.03150318. Epub 2018 Aug 7. [PubMed:30087103 ]

Showing metabocard for 6-Hydroxyindole sulfate (HMDB0240651)

MOL for HMDB0240651 (6-Hydroxyindole sulfate)

3D MOL for HMDB0240651 (6-Hydroxyindole sulfate)

3D SDF for HMDB0240651 (6-Hydroxyindole sulfate)

3D-SDF for HMDB0240651 (6-Hydroxyindole sulfate)

PDB for HMDB0240651 (6-Hydroxyindole sulfate)

3D PDB for HMDB0240651 (6-Hydroxyindole sulfate)

SMILES for HMDB0240651 (6-Hydroxyindole sulfate)

INCHI for HMDB0240651 (6-Hydroxyindole sulfate)

Structure for HMDB0240651 (6-Hydroxyindole sulfate)

3D Structure for HMDB0240651 (6-Hydroxyindole sulfate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra