FComEx: N-Acetyl-L-phenylalanine (PC000354)

Record Information

Version

1.0

Creation date

2015-10-09 22:30:08 UTC

Update date

2017-01-19 02:36:20 UTC

FoodComEx ID

PC000354

FoodDB Record

FDB022084

Chemical Information

Name

N-Acetyl-L-phenylalanine

Description

Acetylphenylalanine is a hazardous amphipathic metabolite of phenylalanine. It appears in large amount in urine of patients with phenylketonuria which is a human genetic disorder due to the lack of phenylalanine hydroxylase, the enzyme necessary to metabolize phenylalanine to tyrosine. Acetylphenylalanine is a product of enzyme phenylalanine N-acetyltransferase [EC 2.3.1.53] in the pathway phenylalanine metabolism. (KEGG; Wikipedia) [HMDB]

CAS Number

2018-61-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Acetyl-L-phenylalanine	hmdb
Acetylphenylalanine	hmdb
L-N-Acetylphenylalanine	hmdb
N-acetyl-3-phenyl-L-Alanine	hmdb
N-Acetyl-l-phenalanine	hmdb
N-Acetyl-L-phenylalanine	hmdb
N-Acetylphenylalanine	hmdb

Chemical Formula

C11H13NO3

IUPAC name

(2S)-2-acetamido-3-phenylpropanoic acid

InChI Identifier

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

InChI Key

CBQJSKKFNMDLON-JTQLQIEISA-N

Isomeric SMILES

CC(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O

Average Molecular Weight

207.2258

Monoisotopic Molecular Weight

207.089543287

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Phenylalanine and derivatives

Alternative Parents