2-aminoadipic acid (CHEBI:37024)

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ChEBI Name	2-aminoadipic acid

ChEBI ID	CHEBI:37024

Definition	An α-amino acid that is adipic acid bearing a single amino substituent at position 2. An intermediate in the formation of lysine.

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

Submitter	Paola Roncaglia

Secondary ChEBI IDs	CHEBI:64698

Supplier Information	No supplier information found for this compound.

Download	Molfile XML SDF

Wikipedia	License
Nicotinamide (INN, BAN UK) or niacinamide (USAN US) is a form of vitamin B3 found in food and used as a dietary supplement and medication. As a supplement, it is used orally (swallowed by mouth) to prevent and treat pellagra (niacin deficiency). While nicotinic acid (niacin) may be used for this purpose, nicotinamide has the benefit of not causing skin flushing. As a cream, it is used to treat acne, and has been observed in clinical studies to improve the appearance of aging skin by reducing hyperpigmentation and redness. It is a water-soluble vitamin. Side effects are minimal. At high doses, liver problems may occur. Normal amounts are safe for use during pregnancy. Nicotinamide is in the vitamin B family of medications, specifically the vitamin B3 complex. It is an amide of nicotinic acid. Foods that contain nicotinamide include yeast, meat, milk, and green vegetables. Nicotinamide was discovered between 1935 and 1937. It is on the World Health Organization's List of Essential Medicines. Nicotinamide is available as a generic medication and over the counter. Commercially, nicotinamide is made from either nicotinic acid (niacin) or nicotinonitrile. In some countries, grains have nicotinamide added to them. Extra-terrestrial nicotinamide has been found in carbonaceous chondrite meteorites.
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Formula

C6H11NO4

Net Charge

Average Mass

161.15588

Monoisotopic Mass

161.06881

InChI

InChI=1S/C6H11NO4/c7-4(6(10)11)2-1-3-5(8)9/h4H,1-3,7H2,(H,8,9)(H,10,11)

InChIKey

OYIFNHCXNCRBQI-UHFFFAOYSA-N

SMILES

NC(CCCC(O)=O)C(O)=O

Metabolite of Species	Details
Caenorhabditis elegans (NCBI:txid6239)	See: PubMed
Sus scrofa domesticus (NCBI:txid9825)	See: MetaboLights Study
Sus scrofa domesticus (NCBI:txid9825)	See: DOI

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

Biological Role(s):	mammalian metabolite Any animal metabolite produced during a metabolic reaction in mammals. Caenorhabditis elegans metabolite A nematode metabolite produced by Caenorhabditis elegans.

ChEBI Ontology
Outgoing	2-aminoadipic acid (CHEBI:37024) has role Caenorhabditis elegans metabolite (CHEBI:78804) 2-aminoadipic acid (CHEBI:37024) has role mammalian metabolite (CHEBI:75768) 2-aminoadipic acid (CHEBI:37024) is a amino dicarboxylic acid (CHEBI:36164) 2-aminoadipic acid (CHEBI:37024) is a dicarboxylic fatty acid (CHEBI:189840) 2-aminoadipic acid (CHEBI:37024) is a non-proteinogenic α-amino acid (CHEBI:83925) 2-aminoadipic acid (CHEBI:37024) is conjugate acid of 2-aminoadipate(2−) (CHEBI:84981)

Incoming	D-2-aminoadipic acid (CHEBI:37025) is a 2-aminoadipic acid (CHEBI:37024) L-2-aminoadipic acid (CHEBI:37023) is a 2-aminoadipic acid (CHEBI:37024) 2-aminoadipate(2−) (CHEBI:84981) is conjugate base of 2-aminoadipic acid (CHEBI:37024)

IUPAC Name

2-aminohexanedioic acid

Last Modified

24 February 2022