picolinic acid (CHEBI:28747)

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CHEBI:28747 - picolinic acid

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ChEBI Name	picolinic acid

ChEBI ID	CHEBI:28747

Definition	A pyridinemonocarboxylic acid in which the carboxy group is located at position 2. It is an intermediate in the metabolism of tryptophan.

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

Secondary ChEBI IDs	CHEBI:47159, CHEBI:8201, CHEBI:26128

Supplier Information	ChemicalBook:CB8196640, eMolecules:504010, ZINC000000039905

Download	Molfile XML SDF

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Molfile

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14 14 0 0 0 0 999 V2000

-0.6596 0.9116 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0

-1.8440 0.2484 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0

0.5643 0.3098 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0

0.5938 -1.1062 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0

-1.8440 -1.1573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0

-0.6110 -1.8337 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0

2.8354 0.5984 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0

1.7126 1.0844 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0

1.6693 2.3097 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0

-2.7222 0.7707 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0

1.4765 -1.6213 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.7219 -1.6799 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.5867 -2.8547 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0

2.4111 2.7850 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0

2 1 4 0 0 0 0

1 3 4 0 0 0 0

3 8 1 0 0 0 0

3 4 4 0 0 0 0

5 2 4 0 0 0 0

6 5 4 0 0 0 0

6 4 4 0 0 0 0

8 7 2 0 0 0 0

9 8 1 0 0 0 0

2 10 1 0 0 0 0

4 11 1 0 0 0 0

5 12 1 0 0 0 0

6 13 1 0 0 0 0

9 14 1 0 0 0 0

M END): 19 ms

reading 14 atoms

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Wikipedia	License
Picolinic acid is an organic compound with the formula NC5H4CO2H. It is a derivative of pyridine with a carboxylic acid (COOH) substituent at the 2-position. It is an isomer of nicotinic acid and isonicotinic acid, which have the carboxyl side chain at the 3- and 4-positions, respectively. It is a white solid although impure samples can appear tan. The compound is soluble in water.
Read full article at Wikipedia

Formula

C6H5NO2

Net Charge

Average Mass

123.10940

Monoisotopic Mass

123.03203

InChI

InChI=1S/C6H5NO2/c8-6(9)5-3-1-2-4-7-5/h1-4H,(H,8,9)

InChIKey

SIOXPEMLGUPBBT-UHFFFAOYSA-N

SMILES

OC(=O)c1ccccn1

Metabolite of Species	Details
Homo sapiens (NCBI:txid9606)	See: DOI

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):	human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).

Application(s):	MALDI matrix material A compound used to form the matrix for MALDI (matrix-assisted laser desorption/ionization) mass spectrometry. MALDI matrix materials are crystalline compounds with a fairly low molecular weight, so as to allow facile vaporization, have strong absorption at UV or IR wavelengths (to rapidly and efficiently absorb laser irradiation), generally contain polar groups (enabling them to be used in aqueous solutions) and are frequently acidic (so assisting ionisation of the compound being studied, which is contained within the matrix material).

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	picolinic acid (CHEBI:28747) has role human metabolite (CHEBI:77746) picolinic acid (CHEBI:28747) has role MALDI matrix material (CHEBI:64345) picolinic acid (CHEBI:28747) is a pyridinemonocarboxylic acid (CHEBI:26420) picolinic acid (CHEBI:28747) is conjugate acid of picolinate (CHEBI:38184)

Incoming	5-(2'-carboxyethyl)-4,6-dihydroxypicolinic acid (CHEBI:86004) has functional parent picolinic acid (CHEBI:28747) 5-(2'-formylethyl)-4,6-dihydroxypicolinic acid (CHEBI:2010) has functional parent picolinic acid (CHEBI:28747) 5-(3'-carboxy-3'-oxopropenyl)-4,6-dihydroxypicolinic acid (CHEBI:2012) has functional parent picolinic acid (CHEBI:28747) 5-(3-carboxy-3-oxopropenyl)-4,6-dihydroxypyridine-2-carboxylic acid (CHEBI:16685) has functional parent picolinic acid (CHEBI:28747) aminopyralid (CHEBI:62962) has functional parent picolinic acid (CHEBI:28747) clopyralid (CHEBI:62961) has functional parent picolinic acid (CHEBI:28747) picloram (CHEBI:34922) has functional parent picolinic acid (CHEBI:28747) picolinamide (CHEBI:8200) has functional parent picolinic acid (CHEBI:28747) picolinate (CHEBI:38184) is conjugate base of picolinic acid (CHEBI:28747)

IUPAC Name

pyridine-2-carboxylic acid

Synonyms	Sources
2-carboxypyridine	NIST Chemistry WebBook
2-Picolinic acid	HMDB
2-Pyridinecarboxylic acid	KEGG COMPOUND
α-picolinic acid	ChEBI
α-pyridinecarboxylic acid	NIST Chemistry WebBook
o-pyridinecarboxylic acid	NIST Chemistry WebBook
Picolinic acid	KEGG COMPOUND
PYRIDINE-2-CARBOXYLIC ACID	PDBeChem

Manual Xrefs	Databases
6PC	PDBeChem
C00002063	KNApSAcK
C10164	KEGG COMPOUND
HMDB0002243	HMDB
PICOLINATE	MetaCyc
Picolinic_acid	Wikipedia
View more database links

Registry Numbers	Types	Sources
109595	Reaxys Registry Number	Reaxys
3318	Gmelin Registry Number	Gmelin
98-98-6	CAS Registry Number	KEGG COMPOUND
98-98-6	CAS Registry Number	ChemIDplus
98-98-6	CAS Registry Number	NIST Chemistry WebBook

Citations

Last Modified

02 December 2019

CHEBI:28747 - picolinic acid

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