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CHEBI:233674 - 2,5-dioxopyrrolidin-1-yl N-[(2S)-1-phenylpropan-2-yl]-β-alaninate

ChEBI IDCHEBI:233674
ChEBI Name2,5-dioxopyrrolidin-1-yl N-[(2S)-1-phenylpropan-2-yl]-β-alaninate
Stars
ASCII Name2,5-dioxopyrrolidin-1-yl N-[(2S)-1-phenylpropan-2-yl]-beta-alaninate
DefinitionAn N-hydroxysuccinimide ester resulting from the formal condensation of the carboxy group of N-[(2S)-1-phenylpropan-2-yl]-β-alanine with pyrrolidine-2,5-dione. It is a hapten used in the development of an anti-methamphetamine vaccine.
Last Modified14 March 2025
SubmitterAdnan
DownloadsMolfile
FormulaC16H20N2O4
Net Charge0
Average Mass304.346
Monoisotopic Mass304.14231
SMILESC[C@@H](Cc1ccccc1)NCCC(=O)ON1C(=O)CCC1=O
InChIInChI=1S/C16H20N2O4/c1-12(11-13-5-3-2-4-6-13)17-10-9-16(21)22-18-14(19)7-8-15(18)20/h2-6,12,17H,7-11H2,1H3/t12-/m0/s1
InChIKeyILXQHRPAGLYUFH-LBPRGKRZSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
hapten  Any substance capable of eliciting an immune response only when attached to a large carrier such as a protein. Examples include dinitrophenols; oligosaccharides; peptides; and heavy metals.
ChEBI Ontology
Outgoing Relation(s)
2,5-dioxopyrrolidin-1-yl N-[(2S)-1-phenylpropan-2-yl]-β-alaninate (CHEBI:233674) has role hapten (CHEBI:59174)
2,5-dioxopyrrolidin-1-yl N-[(2S)-1-phenylpropan-2-yl]-β-alaninate (CHEBI:233674) is a N-hydroxysuccinimide ester (CHEBI:53165)
2,5-dioxopyrrolidin-1-yl N-[(2S)-1-phenylpropan-2-yl]-β-alaninate (CHEBI:233674) is a benzenes (CHEBI:22712)
2,5-dioxopyrrolidin-1-yl N-[(2S)-1-phenylpropan-2-yl]-β-alaninate (CHEBI:233674) is a secondary amino compound (CHEBI:50995)
IUPAC Name 
2,5-dioxopyrrolidin-1-yl N-[(2S)-1-phenylpropan-2-yl]-β-alaninate
Synonym  Source
1-[(3-{[(2S)-1-phenylpropan-2-yl]amino}propanoyl)oxy]pyrrolidine-2,5-dioneIUPAC
Citations