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	No supplier information found for this compound.

Download	Molfile XML SDF

more structures >>

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): 28 ms

reading 14 atoms

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1 model in this collection. Use getProperty "modelInfo" or getProperty "auxiliaryInfo" to inspect them.

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14 atoms created

ModelSet: not autobonding; use forceAutobond=true to force automatic bond creation

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Molfile expand

Wikipedia	License
Melphalan, sold under the brand name Alkeran among others, is a chemotherapy medication used to treat multiple myeloma; malignant lymphoma; lymphoblastic and myeloblastic leukemia; childhood neuroblastoma; ovarian cancer; mammary adenocarcinoma; and uveal melanoma. It is taken by mouth or by injection into a vein. Common side effects include nausea and bone marrow suppression. Other severe side effects may include anaphylaxis and the development of other cancers. Use during pregnancy may result in harm to the fetus. Melphalan belongs to the class of nitrogen mustard alkylating agents. It works by interfering with the creation of DNA and RNA. Melphalan was approved for medical use in the United States in 1964. It is on the World Health Organization's List of Essential Medicines. It is available as a generic medication.
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	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

02 December 2019

CHEBI:28747 - picolinic acid

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