methyl N-[(2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)carbonyl]-beta-alaninate (CHEBI:156206)

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ChEBI Name	methyl N-[(2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)carbonyl]-β-alaninate

ChEBI ID	CHEBI:156206

ChEBI ASCII Name	methyl N-[(2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)carbonyl]-beta-alaninate

Definition	A β-alanine derivative obtained by formal condensation of the carboxy group of orotic acid with the amino group of methyl β-alaninate. One of a series of mucosal-associated invariant T (MAIT) cell agonists.

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

Supplier Information

Download	Molfile XML SDF

Formula

C9H11N3O5

Net Charge

Average Mass

241.203

Monoisotopic Mass

241.06987

InChI

InChI=1S/C9H11N3O5/c1-17-7(14)2-3-10-8(15)5-4-6(13)12-9(16)11-5/h4H,2-3H2,1H3,(H,10,15)(H2,11,12,13,16)

InChIKey

OQKCUQQTEDLJJP-UHFFFAOYSA-N

SMILES

C1(NC(C=C(N1)C(NCCC(=O)OC)=O)=O)=O

Roles Classification
Biological Role(s):	MAIT cell agonist An agonist that selectively binds to and activates mucosal associated invariant T cells (MAIT cells).

ChEBI Ontology
Outgoing	methyl N-[(2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)carbonyl]-β-alaninate (CHEBI:156206) has functional parent orotic acid (CHEBI:16742) methyl N-[(2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)carbonyl]-β-alaninate (CHEBI:156206) has role MAIT cell agonist (CHEBI:156211) methyl N-[(2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)carbonyl]-β-alaninate (CHEBI:156206) is a β-alanine derivative (CHEBI:22823)

IUPAC Names

methyl 3-[(2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carbonyl)amino]propanoate

methyl N-(2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carbonyl)-β-alaninate

Synonyms	Sources
N-[(1,2,3,6-tetrahydro-2,6-dioxo-4-pyrimidinyl)carbonyl]-β-alanine, methyl ester	ChEBI
NV-18-1	ChEBI
NV18.1	ChEBI

Citation	Type	Source
32341160	PubMed citation	Europe PMC

Last Modified

17 July 2020