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
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Formula C6H5NO2
Net Charge 0
Average Mass 123.10940
Monoisotopic Mass 123.032
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:9606) 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).
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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)
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-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
Database Links 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
109595 Beilstein Registry Number Beilstein
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 Waiting for Citations Types Sources
15206716 PubMed citation Europe PMC
15206793 PubMed citation Europe PMC
15290459 PubMed citation Europe PMC
16303883 PubMed citation Europe PMC
23630570 PubMed citation Europe PMC
24119749 PubMed citation Europe PMC
7064867 PubMed citation Europe PMC
7969932 PubMed citation Europe PMC
Last Modified
23 October 2015