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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2020-06-04 20:49:47 UTC

Update Date

2022-09-22 18:34:33 UTC

HMDB ID

HMDB0240657

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2,8-Quinolinediol 2-sulfate

Description

2,8-Quinolinediol 2-sulfate, also known as 8-hydroxy-quinolinol-sulphate, belongs to the class of organic compounds known as quinolones and derivatives. Quinolones and derivatives are compounds containing a quinoline moiety which bears a ketone group. Based on a literature review very few articles have been published on 2,8-Quinolinediol 2-sulfate.

Structure

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


  Mrv1652306042022512D          

 16 17  0  0  0  0            999 V2000
   10.6831   -6.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6797   -7.6604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9730   -6.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4000   -6.4221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3932   -8.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9730   -8.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2560   -6.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1136   -6.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1102   -7.6672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2560   -7.6604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9730   -5.5987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8271   -6.4358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5395   -6.8463    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.3609   -6.8475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5389   -7.6729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9500   -6.1358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  4  8  2  0  0  0  0
  5  9  2  0  0  0  0
  6 10  2  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  3 11  1  0  0  0  0
  8 12  1  0  0  0  0
 13 14  2  0  0  0  0
 13 16  2  0  0  0  0
 13 15  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240657

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=CC2=C1N=C(OS(O)(=O)=O)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C9H7NO5S/c11-7-3-1-2-6-4-5-8(10-9(6)7)15-16(12,13)14/h1-5,11H,(H,12,13,14)

> <INCHI_KEY>
YMKOHJHPMVDCRW-UHFFFAOYSA-N

> <FORMULA>
C9H7NO5S

> <MOLECULAR_WEIGHT>
241.22

> <EXACT_MASS>
241.004493503

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
21.224844512487664

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(8-hydroxyquinolin-2-yl)oxidanesulfonic acid

> <ALOGPS_LOGP>
-0.16

> <JCHEM_LOGP>
-1.3086070375486514

> <ALOGPS_LOGS>
-2.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.132992537427981

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.547585888622602

> <JCHEM_PKA_STRONGEST_BASIC>
1.8714946898751366

> <JCHEM_POLAR_SURFACE_AREA>
96.72

> <JCHEM_REFRACTIVITY>
54.2464

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.78e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(8-hydroxyquinolin-2-yl)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      19.942 -12.756   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.935 -14.299   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.616 -11.981   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      21.280 -11.988   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      21.267 -15.068   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      18.616 -15.061   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.278 -12.756   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.612 -12.769   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      22.606 -14.312   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.278 -14.299   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      18.616 -10.451   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      23.944 -12.014   0.000  0.00  0.00           O+0
HETATM   13  S   UNK     0      25.274 -12.780   0.000  0.00  0.00           S+0
HETATM   14  O   UNK     0      26.807 -12.782   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      25.273 -14.323   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      26.040 -11.453   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7   11                                                  
CONECT    4    1    8                                                       
CONECT    5    2    9                                                       
CONECT    6    2   10                                                       
CONECT    7    3   10                                                       
CONECT    8    4    9   12                                                  
CONECT    9    5    8                                                       
CONECT   10    6    7                                                       
CONECT   11    3                                                            
CONECT   12    8   13                                                       
CONECT   13   14   16   15   12                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2,8-Quinolinediol 2-sulfuric acid	Generator
2,8-Quinolinediol 2-sulphate	Generator
2,8-Quinolinediol 2-sulphuric acid	Generator
8-Hydroxy-quinolinol-sulfuric acid	HMDB
8-Hydroxy-quinolinol-sulphate	HMDB
8-Hydroxy-quinolinol-sulphuric acid	HMDB
2,8-Quinolinediol monosulfate	HMDB
2,8-Quinolinediol monosulphate	HMDB
2,8-Quinolinediol sulfate	HMDB
2,8-Quinolinediol sulphate	HMDB
8-Hydroxy-quinolinol-sulfate	HMDB
8-Hydroxyquinolinol sulfate	HMDB
8-Hydroxyquinolinol sulphate	HMDB
2,8-Quinolinediol 2-sulfate	HMDB

Chemical Formula

C₉H₇NO₅S

Average Molecular Weight

241.22

Monoisotopic Molecular Weight

241.004493503

IUPAC Name

(8-hydroxyquinolin-2-yl)oxidanesulfonic acid

Traditional Name

(8-hydroxyquinolin-2-yl)oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

OC1=CC=CC2=C1N=C(OS(O)(=O)=O)C=C2

InChI Identifier

InChI=1S/C9H7NO5S/c11-7-3-1-2-6-4-5-8(10-9(6)7)15-16(12,13)14/h1-5,11H,(H,12,13,14)

InChI Key

YMKOHJHPMVDCRW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinolones and derivatives. Quinolones and derivatives are compounds containing a quinoline moiety which bears a ketone group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinolones and derivatives

Direct Parent

Quinolones and derivatives

Alternative Parents

Substituents

Hydroxyquinoline
Quinolone
8-hydroxyquinoline
Arylsulfate
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyridine
Sulfuric acid monoester
Sulfate-ester
Sulfuric acid ester
Benzenoid
Organic sulfuric acid or derivatives
Heteroaromatic compound
Azacycle
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 30087103)

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	-0.16	ALOGPS
logP	-1.3	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	-2.5	ChemAxon
pKa (Strongest Basic)	1.87	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	96.72 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	54.25 m³·mol⁻¹	ChemAxon
Polarizability	21.22 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	147.457	30932474
DeepCCS	[M-H]-	145.089	30932474
DeepCCS	[M-2H]-	178.279	30932474
DeepCCS	[M+Na]+	153.54	30932474
AllCCS	[M+H]+	153.1	32859911
AllCCS	[M+H-H2O]+	149.4	32859911
AllCCS	[M+NH4]+	156.5	32859911
AllCCS	[M+Na]+	157.5	32859911
AllCCS	[M-H]-	144.9	32859911
AllCCS	[M+Na-2H]-	144.9	32859911
AllCCS	[M+HCOO]-	145.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,8-Quinolinediol 2-sulfate	OC1=CC=CC2=C1N=C(OS(O)(=O)=O)C=C2	3386.3	Standard polar	33892256
2,8-Quinolinediol 2-sulfate	OC1=CC=CC2=C1N=C(OS(O)(=O)=O)C=C2	1868.2	Standard non polar	33892256
2,8-Quinolinediol 2-sulfate	OC1=CC=CC2=C1N=C(OS(O)(=O)=O)C=C2	2143.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,8-Quinolinediol 2-sulfate,1TMS,isomer #1	C[Si](C)(C)OC1=CC=CC2=CC=C(OS(=O)(=O)O)N=C12	2129.9	Semi standard non polar	33892256
2,8-Quinolinediol 2-sulfate,1TMS,isomer #2	C[Si](C)(C)OS(=O)(=O)OC1=CC=C2C=CC=C(O)C2=N1	2222.1	Semi standard non polar	33892256
2,8-Quinolinediol 2-sulfate,2TMS,isomer #1	C[Si](C)(C)OC1=CC=CC2=CC=C(OS(=O)(=O)O[Si](C)(C)C)N=C12	2174.5	Semi standard non polar	33892256
2,8-Quinolinediol 2-sulfate,2TMS,isomer #1	C[Si](C)(C)OC1=CC=CC2=CC=C(OS(=O)(=O)O[Si](C)(C)C)N=C12	2276.2	Standard non polar	33892256
2,8-Quinolinediol 2-sulfate,2TMS,isomer #1	C[Si](C)(C)OC1=CC=CC2=CC=C(OS(=O)(=O)O[Si](C)(C)C)N=C12	3065.7	Standard polar	33892256
2,8-Quinolinediol 2-sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC2=CC=C(OS(=O)(=O)O)N=C12	2412.7	Semi standard non polar	33892256
2,8-Quinolinediol 2-sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC=C2C=CC=C(O)C2=N1	2494.7	Semi standard non polar	33892256
2,8-Quinolinediol 2-sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC2=CC=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)N=C12	2667.7	Semi standard non polar	33892256
2,8-Quinolinediol 2-sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC2=CC=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)N=C12	2777.2	Standard non polar	33892256
2,8-Quinolinediol 2-sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC2=CC=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)N=C12	3155.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2,8-Quinolinediol 2-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 - 2,8-Quinolinediol 2-sulfate 10V, Negative-QTOF	splash10-000i-0090000000-8d494c133d0d227d0b7e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,8-Quinolinediol 2-sulfate 20V, Negative-QTOF	splash10-000i-0090000000-1984ff45b7296c5d2278	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,8-Quinolinediol 2-sulfate 40V, Negative-QTOF	splash10-0jc0-6920000000-3871e0acd80799c84f82	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,8-Quinolinediol 2-sulfate 10V, Positive-QTOF	splash10-01ox-0690000000-0b04a9e43e53a898acc0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,8-Quinolinediol 2-sulfate 20V, Positive-QTOF	splash10-03di-0900000000-5ebafe9cb64cc2c65ca0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,8-Quinolinediol 2-sulfate 40V, Positive-QTOF	splash10-01x0-1900000000-7988abc39afd9fa3d727	2021-09-22	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	30087103	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

66737947

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129672163

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

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 2,8-Quinolinediol 2-sulfate (HMDB0240657)

MOL for HMDB0240657 (2,8-Quinolinediol 2-sulfate)

3D MOL for HMDB0240657 (2,8-Quinolinediol 2-sulfate)

3D SDF for HMDB0240657 (2,8-Quinolinediol 2-sulfate)

3D-SDF for HMDB0240657 (2,8-Quinolinediol 2-sulfate)

PDB for HMDB0240657 (2,8-Quinolinediol 2-sulfate)

3D PDB for HMDB0240657 (2,8-Quinolinediol 2-sulfate)

SMILES for HMDB0240657 (2,8-Quinolinediol 2-sulfate)

INCHI for HMDB0240657 (2,8-Quinolinediol 2-sulfate)

Structure for HMDB0240657 (2,8-Quinolinediol 2-sulfate)

3D Structure for HMDB0240657 (2,8-Quinolinediol 2-sulfate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra