CHEBI:90413 - N-benzoyl-D-phenylalanine

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ChEBI Name N-benzoyl-D-phenylalanine
ChEBI ID CHEBI:90413
ChEBI ASCII Name N-benzoyl-D-phenylalanine
Definition A D-phenylalanine derivative that is D-phenylalanine in which one of the hydrogens of the amino group has been replaced by a benzoyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C16H15NO3
Net Charge 0
Average Mass 269.296
Monoisotopic Mass 269.10519
InChI InChI=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
InChIKey NPKISZUVEBESJI-CQSZACIVSA-N
SMILES C([C@@H](CC1=CC=CC=C1)NC(=O)C=2C=CC=CC2)(=O)O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): insulin secretagogue
A secretagogue that causes the secretion of insulin.
Application(s): hypoglycemic agent
A drug which lowers the blood glucose level.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 2-(benzoylamino)-3-phenylpropanoic acid (CHEBI:90419)
N-benzoyl-D-phenylalanine (CHEBI:90413) is a D-phenylalanine derivative (CHEBI:84143)
N-benzoyl-D-phenylalanine (CHEBI:90413) is enantiomer of N-benzoyl-L-phenylalanine (CHEBI:90412)
Incoming 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 Sources
(2R)-2-benzamido-3-phenylpropanoic acid ChEBI
(2R)-2-benzamido-3-phenylpropionic acid ChEBI
(R)-2-benzamido-3-phenylpropanoic acid ChEBI
(R)-2-benzamido-3-phenylpropionic acid ChEBI
Bz-D-Phe-OH ChEBI
N-benzoyl-(R)-phenylalanine ChEBI
Nα-benzoyl-D-phenylalanine ChEBI
NBDP ChEBI
Registry Number Type Source
2811418 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11543727 PubMed citation Europe PMC
15807992 PubMed citation Europe PMC
16129917 PubMed citation Europe PMC
16176335 PubMed citation Europe PMC
16639877 PubMed citation Europe PMC
16886705 PubMed citation Europe PMC
16930298 PubMed citation Europe PMC
9559882 PubMed citation Europe PMC
Last Modified
17 November 2015