CHEBI:16259 - N-acetyl-L-phenylalanine

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ChEBI Name N-acetyl-L-phenylalanine
ChEBI ID CHEBI:16259
ChEBI ASCII Name N-acetyl-L-phenylalanine
Definition The N-acetyl derivative of L-phenylalanine.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:21558, CHEBI:12464, CHEBI:7155
Supplier Information
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Formula C11H13NO3
Net Charge 0
Average Mass 207.22586
Monoisotopic Mass 207.090
InChI InChI=1S/C11H13NO3/c1-8(13)12-10(11(14)15)7-9-5-3-2-4-6-9/h2-6,10H,7H2,1H3,(H,12,13)(H,14,15)/t10-/m0/s1
InChIKey CBQJSKKFNMDLON-JTQLQIEISA-N
SMILES CC(=O)N[C@@H](Cc1ccccc1)C(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): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via N-acetylphenylalanine )
Application(s): antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
(via N-acetylphenylalanine )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing N-acetyl-L-phenylalanine (CHEBI:16259) has role metabolite (CHEBI:25212)
N-acetyl-L-phenylalanine (CHEBI:16259) is a N-acetyl-L-amino acid (CHEBI:21545)
N-acetyl-L-phenylalanine (CHEBI:16259) is a N-acetylphenylalanine (CHEBI:21626)
N-acetyl-L-phenylalanine (CHEBI:16259) is a N-acyl-L-phenylalanine (CHEBI:77673)
N-acetyl-L-phenylalanine (CHEBI:16259) is conjugate acid of N-acetyl-L-phenylalaninate (CHEBI:57702)
N-acetyl-L-phenylalanine (CHEBI:16259) is enantiomer of N-acetyl-D-phenylalanine (CHEBI:28203)
Incoming N-acetyl-L-phenylalaninate (CHEBI:57702) is conjugate base of N-acetyl-L-phenylalanine (CHEBI:16259)
N-acetyl-D-phenylalanine (CHEBI:28203) is enantiomer of N-acetyl-L-phenylalanine (CHEBI:16259)
IUPAC Names
(2S)-2-(acetylamino)-3-phenylpropanoic acid
N-acetyl-L-phenylalanine
Synonyms Sources
Acetyl-L-phenylalanine ChemIDplus
Acetylphenylalanine ChemIDplus
L-N-Acetylphenylalanine ChemIDplus
N-Acetyl-L-phenylalanine KEGG COMPOUND
N-Acetylphenylalanine ChemIDplus
Database Links Databases
C03519 KEGG COMPOUND
CPD-439 MetaCyc
HMDB0000512 HMDB
View more database links
Registry Numbers Types Sources
2018-61-3 CAS Registry Number KEGG COMPOUND
2018-61-3 CAS Registry Number ChemIDplus
2213853 Reaxys Registry Number Reaxys
2213853 Beilstein Registry Number Beilstein
Citation Waiting for Citations Type Source
22770225 PubMed citation Europe PMC
Last Modified
23 October 2015