quinaldic acid (CHEBI:18386)

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CHEBI:18386 - quinaldic acid

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ChEBI Name	quinaldic acid

ChEBI ID	CHEBI:18386

Definition	A quinolinemonocarboxylic acid having the carboxy group at the 2-position.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:45416, CHEBI:1276, CHEBI:19776, CHEBI:26488, CHEBI:14999

Supplier Information	ChemicalBook:CB7399440, eMolecules:484241, ZINC000000084153

Download	Molfile XML SDF

more structures >>

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Mrv0541 07171415393D

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Mrv0541 07171415393D

20 21 0 0 0 0 999 V2000

-0.6327 0.5501 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0

-0.6327 -0.8714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0

0.5562 1.2090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0

-1.8558 1.2519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0

0.6081 -1.5397 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0

-1.8579 -1.5698 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0

1.7787 0.6046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0

-3.0724 0.5440 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0

1.8066 -0.8096 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0

-3.0738 -0.8628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0

2.9328 1.3705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0

4.0480 0.8554 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0

2.8983 2.5929 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0

-1.8693 2.2749 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0

0.6539 -2.5619 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.8772 -2.5928 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.9605 1.0513 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0

2.6890 -1.3278 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.9578 -1.3761 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0

4.7856 1.3339 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0

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1 3 4 0 0 0 0

1 4 4 0 0 0 0

2 5 4 0 0 0 0

2 6 4 0 0 0 0

3 7 4 0 0 0 0

4 8 4 0 0 0 0

5 9 4 0 0 0 0

6 10 4 0 0 0 0

7 11 1 0 0 0 0

11 12 1 0 0 0 0

11 13 2 0 0 0 0

7 9 4 0 0 0 0

8 10 4 0 0 0 0

4 14 1 0 0 0 0

5 15 1 0 0 0 0

6 16 1 0 0 0 0

8 17 1 0 0 0 0

9 18 1 0 0 0 0

10 19 1 0 0 0 0

12 20 1 0 0 0 0

M END): 17 ms

reading 20 atoms

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Formula

C10H7NO2

Net Charge

Average Mass

173.16810

Monoisotopic Mass

173.04768

InChI

InChI=1S/C10H7NO2/c12-10(13)9-6-5-7-3-1-2-4-8(7)11-9/h1-6H,(H,12,13)

InChIKey

LOAUVZALPPNFOQ-UHFFFAOYSA-N

SMILES

OC(=O)c1ccc2ccccc2n1

Metabolite of Species	Details
Saccharomyces cerevisiae (NCBI:txid4932)	Source: yeast.sf.net See: PubMed
Homo sapiens (NCBI:txid9606)	See: PubMed

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	Saccharomyces cerevisiae metabolite Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ). human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	quinaldic acid (CHEBI:18386) has role Saccharomyces cerevisiae metabolite (CHEBI:75772) quinaldic acid (CHEBI:18386) has role human metabolite (CHEBI:77746) quinaldic acid (CHEBI:18386) is a quinolinemonocarboxylic acid (CHEBI:26512) quinaldic acid (CHEBI:18386) is conjugate acid of quinaldate (CHEBI:19775)

Incoming	quinaldate (CHEBI:19775) is conjugate base of quinaldic acid (CHEBI:18386)

IUPAC Name

quinoline-2-carboxylic acid

Synonyms	Sources
2-carboxyquinoline	ChemIDplus
2-Chinolincarbonsäure	ChEBI
2-Quinolinecarboxylate	KEGG COMPOUND
2-Quinolinecarboxylic acid	KEGG COMPOUND
Chinaldinsäure	ChEBI
Quinaldate	KEGG COMPOUND
Quinaldic acid	KEGG COMPOUND
QUINALDIC ACID	PDBeChem
Quinaldinic acid	KEGG COMPOUND
quinoline-2-carboxylic acid	ChEBI

Manual Xrefs	Databases
C06325	KEGG COMPOUND
DB02428	DrugBank
HMDB0000842	HMDB
View more database links

Registry Numbers	Types	Sources
126322	Reaxys Registry Number	Reaxys
143145	Gmelin Registry Number	Gmelin
93-10-7	CAS Registry Number	NIST Chemistry WebBook
93-10-7	CAS Registry Number	ChemIDplus

Citations

Liu SY, Zhang RL, Kang H, Fan ZJ, Du Z (2013)
Human liver tissue metabolic profiling research on hepatitis B virus-related hepatocellular carcinoma.
World journal of gastroenterology 19, 3423-3432 [PubMed:23801834]
[show Abstract]

Aim

To select characteristic endogenous metabolites in hepatitis B virus (HBV)-related hepatocellular carcinoma (HCC) patients and to identify their molecular mechanism and potential clinical value.

Methods

An ultra performance liquid chromatography and linear trap quadrupole-Orbitrap XL-mass spectrometry platform was used to analyze endogenous metabolites in the homogenate of central tumor tissue, adjacent tissue and distant tissue obtained from 10 HBV-related HCC patients. After pretreatment with Mzmine software, including peak detection, alignment and normalization, the acquired data were treated with Simca-P+software to establish multivariate statistical analysis based on a pattern recognition technique and characteristic metabolites highly correlated with changing trends in metabolic profiling were selected and further identified.

Results

Based on data acquired using Mzmine software, a principal component analysis model (R2X = 66.9%, Q2 = 21.7%) with 6 principal components and an orthogonal partial least squares discriminant analysis model (R2X = 76.5%, R2Y = 93.7%, Q2 = 68.7%) with 2 predicted principal components and 5 orthogonal principal components were established in the three tissue groups. Forty-nine ions were selected, 33 ions passed the 2 related samples nonparametric test (P < 0.05) and 14 of these were further identified as characteristic metabolites that showed significant differences in levels between the central tumor tissue group and distant tumor tissue group, including 9 metabolites (L-phenylalanine, glycerophosphocholine, lysophosphatidylcholines, lysophosphatidylethanolamines and chenodeoxycholic acid glycine conjugate) which had been reported as serum metabolite biomarkers for HCC diagnosis in previous research, and 5 metabolites (beta-sitosterol, quinaldic acid, arachidyl carnitine, tetradecanal, and oleamide) which had not been reported before.

Conclusion

Characteristic metabolites and metabolic pathways highly related to HCC pathogenesis and progression are identified through metabolic profiling analysis of HCC tissue homogenates.

Okamoto H (1975)
Effect of quinaldic acid and its relatives on insulin-release from isolated Langerhans islets.
Acta vitaminologica et enzymologica 29, 227-231 [PubMed:801703]
[show Abstract]

Last Modified

20 November 2019

CHEBI:18386 - quinaldic acid

Aim

Methods

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Conclusion

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