MiMeDB: Showing metabocard for 2,8-Quinolinediol (MMDBc0000719)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:53:28 UTC

Update Date

2024-04-30 19:33:36 UTC

Metabolite ID

MMDBc0000719

Metabolite Identification

Common Name

2,8-Quinolinediol

Description

2,8-Quinolinediol, also known as quinoline-2,8-diol or 8-hydroxycarbostyril, belongs to the class of organic compounds known as quinolones and derivatives. Quinolones and derivatives are compounds containing a quinoline moiety that bears a ketone group. 2,8-Quinolinediol has been identified in urine (PMID: 30089834 ).

Structure

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

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    8664.7188668.988   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8670.0438667.444   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8664.7168667.436   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8663.3838666.666   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8663.3828665.126   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8664.7168664.356   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0    8667.3788667.436   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0    8666.0458666.666   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8666.0458665.126   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8667.3788664.356   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8668.7128665.126   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8668.7128666.666   0.000  0.00  0.00           C+0
CONECT    1    3                                                            
CONECT    2   12                                                            
CONECT    3    4    1    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    9                                                       
CONECT    7    8   12                                                       
CONECT    8    9    7    3                                                  
CONECT    9    8   10    6                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7    2                                                  
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

Synonyms

Value	Source
2,8-Dihydroxyquinoline	ChEBI
2,8-Quinolinediol	ChEBI
8-Hydroxycarbostyril	ChEBI
8-Hydroxycarbostyryl	ChEBI
Quinolin-2,8-diol	ChEBI
2,8-Dihydroxylquinoline	HMDB
2,8-DHQ	HMDB
8-Hydroxy-1H-quinolin-2-one	HMDB
8-Hydroxy-2(1H)-quinolinone	HMDB
8-Hydroxy-2-oxo-1,2-dihydroquinoline	HMDB
8-Hydroxyquinolin-2-one	HMDB

Molecular Formula

C₉H₇NO₂

Average Mass

161.16

Monoisotopic Mass

161.047678469

IUPAC Name

8-hydroxy-1,2-dihydroquinolin-2-one

Traditional Name

8-hydroxyquinolin-2(1H)-one

CAS Registry Number

Not Available

SMILES

OC1=C2NC(=O)C=CC2=CC=C1

InChI Identifier

InChI=1S/C9H7NO2/c11-7-3-1-2-6-4-5-8(12)10-9(6)7/h1-5,11H,(H,10,12)

InChI Key

ZXZKYYHTWHJHFT-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

Quinolone
8-hydroxyquinoline
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Hydroxypyridine
Pyridine
Benzenoid
Heteroaromatic compound
Azacycle
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

quinolone (CHEBI:48988 )
monohydroxyquinoline (CHEBI:48988 )
a small molecule (QUINOLIN-28-DIOL )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	5.14 g/L	ALOGPS
logP	0.82	ALOGPS
logP	1.29	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	8.69	ChemAxon
pKa (Strongest Basic)	-2.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.33 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	47.26 m³·mol⁻¹	ChemAxon
Polarizability	15.71 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-03xu-0900000000-e5520ec4e5398fd05745	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0900000000-ef018b38352e48dbe8c0	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-014i-2900000000-87afed2bc8d6b971414b	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 0V, Positive	splash10-03di-0900000000-0553cd1b88ef539e10c9	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-014i-3900000000-a493b7655cae847ca977	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-03di-0900000000-a13dd1f921d203ee3c8d	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0900000000-9dbed49b41821c45f816	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 0V, Positive	splash10-03di-0900000000-912279031aabba5fc2dc	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-03di-0900000000-7d4d08aceb1a4a8170bf	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0900000000-9517476b283b48123c05	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-001i-5900000000-f0288a166a4d7a7038d5	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-08gi-1900000000-056394b3fdf51e2e573d	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0900000000-d2b094746088a17847e1	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0900000000-2a9bd7ec01c7c01d3b45	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-4900000000-d15dee9a896dd8ae965c	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0900000000-29ea448bd0cee5fb98df	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-0900000000-d2ffdfabdb72be10c536	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-1900000000-55b09d0fee173ed79953	2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Archaea	Euryarchaeota	1	Human feces; Human	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	29808030
Human Urine	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	30089834
Human Blood	Detected but not Quantified				HMDB

External Links

HMDB ID

HMDB0240311

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

87777

KEGG Compound ID

C06342

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

97250

PDB ID

Not Available

ChEBI ID

17715

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Fan S, Yeon A, Shahid M, Anger JT, Eilber KS, Fiehn O, Kim J: Sex-associated differences in baseline urinary metabolites of healthy adults. Sci Rep. 2018 Aug 8;8(1):11883. doi: 10.1038/s41598-018-29592-3. [PubMed:30089834 ]

Showing metabocard for 2,8-Quinolinediol (MMDBc0000719)

MOL for #<Metabolite:0x00007fdb15a4d2b8>

3D MOL for #<Metabolite:0x00007fdb15a4d2b8>

3D SDF for #<Metabolite:0x00007fdb15a4d2b8>

3D-SDF for #<Metabolite:0x00007fdb15a4d2b8>

PDB for #<Metabolite:0x00007fdb15a4d2b8>

3D PDB for #<Metabolite:0x00007fdb15a4d2b8>

SMILES for #<Metabolite:0x00007fdb15a4d2b8>

INCHI for #<Metabolite:0x00007fdb15a4d2b8>

Structure for #<Metabolite:0x00007fdb15a4d2b8>

3D Structure for #<Metabolite:0x00007fdb15a4d2b8>