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CHEBI:90413 - N-benzoyl-D-phenylalanine

ChEBI IDCHEBI:90413
ChEBI NameN-benzoyl-D-phenylalanine
Stars
ASCII NameN-benzoyl-D-phenylalanine
DefinitionA D-phenylalanine derivative that is D-phenylalanine in which one of the hydrogens of the amino group has been replaced by a benzoyl group.
Last Modified17 November 2015
SubmitterGareth Owen
DownloadsMolfile
FormulaC16H15NO3
Net Charge0
Average Mass269.300
Monoisotopic Mass269.10519
SMILESO=C(N[C@H](Cc1ccccc1)C(=O)O)c1ccccc1
InChIInChI=1S/C16H15NO3/c18-15(13-9-5-2-6-10-13)17-14(16(19)20)11-12-7-3-1-4-8-12/h1-10,14H,11H2,(H,17,18)(H,19,20)/t14-/m1/s1
InChIKeyNPKISZUVEBESJI-CQSZACIVSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
insulin secretagogue  A secretagogue that causes the secretion of insulin.
Application:
hypoglycemic agent  A drug which lowers the blood glucose level.
ChEBI Ontology
Outgoing Relation(s)
N-benzoyl-D-phenylalanine (CHEBI:90413) has role hypoglycemic agent (CHEBI:35526)
N-benzoyl-D-phenylalanine (CHEBI:90413) has role insulin secretagogue (CHEBI:90415)
N-benzoyl-D-phenylalanine (CHEBI:90413) is a D-phenylalanine derivative (CHEBI:84143)
N-benzoyl-D-phenylalanine (CHEBI:90413) is a 2-(benzoylamino)-3-phenylpropanoic acid (CHEBI:90419)
N-benzoyl-D-phenylalanine (CHEBI:90413) is enantiomer of N-benzoyl-L-phenylalanine (CHEBI:90412)
Incoming Relation(s)
N-benzoyl-DL-phenylalanine (CHEBI:90417) has part N-benzoyl-D-phenylalanine (CHEBI:90413)
N-benzoyl-L-phenylalanine (CHEBI:90412) is enantiomer of N-benzoyl-D-phenylalanine (CHEBI:90413)
IUPAC Name 
N-benzoyl-D-phenylalanine
Synonyms  Source
(2R)-2-benzamido-3-phenylpropionic acidChEBI
(R)-2-benzamido-3-phenylpropionic acidChEBI
Bz-D-Phe-OHChEBI
(2R)-2-benzamido-3-phenylpropanoic acidChEBI
Nα-benzoyl-D-phenylalanineChEBI
(R)-2-benzamido-3-phenylpropanoic acidChEBI
Registry NumbersSources
Reaxys:2811418Reaxys
Citations