FComEx: Ureidopropionic acid (PC000380)

Record Information

Version

1.0

Creation date

2015-10-09 22:30:22 UTC

Update date

2017-01-19 02:36:21 UTC

FoodComEx ID

PC000380

FoodDB Record

FDB021879

Chemical Information

Name

Ureidopropionic acid

Description

Ureidopropionic acid, also known as 3-ureidopropanoate or N-carbamoyl-b-alanine, belongs to the class of organic compounds known as ureas. Ureas are compounds containing two amine groups joined by a carbonyl (C=O) functional group. Ureidopropionic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Ureidopropionic acid exists in all living organisms, ranging from bacteria to humans. Within humans, ureidopropionic acid participates in a number of enzymatic reactions. In particular, ureidopropionic acid can be converted into β-alanine through its interaction with the enzyme Beta-ureidopropionase. In addition, ureidopropionic acid can be biosynthesized from dihydrouracil through its interaction with the enzyme dihydropyrimidinase. In humans, ureidopropionic acid is involved in beta-alanine metabolism. A beta-alanine derivative that is propionic acid bearing a ureido group at position 3. Outside of the human body, Ureidopropionic acid has been detected, but not quantified in, several different foods, such as gram beans, broccoli, climbing beans, oriental wheats, and mandarin orange (clementine, tangerine). This could make ureidopropionic acid a potential biomarker for the consumption of these foods. Ureidopropionic acid is a potentially toxic compound.

CAS Number

462-88-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
3-(carbamoylamino)propanoate	hmdb
3-(carbamoylamino)propanoic acid	hmdb
3-[(Aminocarbonyl)amino]propanoate	Generator
3-[(Aminocarbonyl)amino]propanoic acid	ChEBI
3-Ureido-propionate	hmdb
3-ureidopropanoate	hmdb
3-ureidopropanoic acid	hmdb
3-Ureidopropionate	hmdb
3-Ureidopropionic acid	hmdb
b-Ureidopropionate	Generator
b-Ureidopropionic acid	Generator
beta-Ureidopropionate	hmdb
beta-Ureidopropionic acid	hmdb
Carbamoyl-b-Ala-OH	hmdb
Carbamoyl-beta-Ala-OH	hmdb
N-(aminocarbonyl)-'b-Alanine	hmdb
N-(aminocarbonyl)-b-alanine	hmdb
N-(aminocarbonyl)-beta-Alanine	hmdb
N-(AMINOCARBONYL)-β-alanine	Generator
N-carbamoyl-b-alanine	hmdb
N-Carbamoyl-beta-alanine	hmdb
N-Carbamoyl-β-alanine	Generator
N-Carbamyl-b-alanine	hmdb
N-Carbamyl-beta-alanine	hmdb
Ureidopropanoate	Generator
Ureidopropanoic acid	ChEBI
Ureidopropionate	hmdb
Ureidopropionic acid	hmdb
β-ureidopropionate	Generator
β-ureidopropionic acid	Generator

Chemical Formula

C4H8N2O3

IUPAC name

3-(carbamoylamino)propanoic acid

InChI Identifier

InChI=1S/C4H8N2O3/c5-4(9)6-2-1-3(7)8/h1-2H2,(H,7,8)(H3,5,6,9)

InChI Key

JSJWCHRYRHKBBW-UHFFFAOYSA-N

Isomeric SMILES

NC(=O)NCCC(O)=O

Average Molecular Weight

132.1179

Monoisotopic Molecular Weight

132.053492132

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ureas. Ureas are compounds containing two amine groups joined by a carbonyl (C=O) functional group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic carbonic acids and derivatives

Sub Class

Ureas

Direct Parent

Ureas

Alternative Parents