ChemFOnt: Showing chemical card for N-Acetyl-DL-phenylalanine (CFc000234581)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 02:05:34 UTC

Chemfont ID

CFc000234581

Molecule Identification

Common Name

N-Acetyl-DL-phenylalanine

Definition

N-acetylphenylalanine, also known as afalanina, 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. N-acetylphenylalanine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on N-acetylphenylalanine.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Afalanina	ChEBI
Afalanine	ChEBI
Afalaninum	ChEBI
N-Acetyl-3-phenyl-DL-alanine	ChEBI
N-Acetylphenylalanine, (D)-isomer	MeSH
N-Acetylphenylalanine, (D,L)-isomer, 3H-labeled	MeSH
N-Acetylphenylalanine, (L)-isomer	MeSH
N-Acetylphenylalanine, (L)-isomer, 3H-labeled	MeSH
2-[(1-Hydroxyethylidene)amino]-3-phenylpropanoate	Generator
N-Acetylphenylalanine	MeSH

Chemical Formula

C₁₁H₁₃NO₃

Average Molecular Weight

207.229

Monoisotopic Molecular Weight

207.089543283

IUPAC Name

2-acetamido-3-phenylpropanoic acid

Traditional Name

N-acetyl-DL-phenylalanine

CAS Registry Number

2901-75-9

SMILES

CC(=O)NC(CC1=CC=CC=C1)C(O)=O

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)

InChI Key

CBQJSKKFNMDLON-UHFFFAOYSA-N

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

Substituents

Phenylalanine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
3-phenylpropanoic-acid
Amphetamine or derivatives
Monocyclic benzene moiety
Benzenoid
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

N-acetyl-amino acid (CHEBI:21626 )
phenylalanine derivative (CHEBI:21626 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.97 g/L	ALOGPS
logP	1.11	ALOGPS
logP	0.9	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	4.02	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.4 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	54.56 m³·mol⁻¹	ChemAxon
Polarizability	21.22 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0255056

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

1923

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

2000

PDB ID

Not Available

ChEBI ID

21626

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for N-Acetyl-DL-phenylalanine (CFc000234581)

MOL for CFc000234581 (N-Acetyl-DL-phenylalanine)

3D MOL for CFc000234581 (N-Acetyl-DL-phenylalanine)

3D SDF for CFc000234581 (N-Acetyl-DL-phenylalanine)

3D-SDF for CFc000234581 (N-Acetyl-DL-phenylalanine)

PDB for CFc000234581 (N-Acetyl-DL-phenylalanine)

3D PDB for CFc000234581 (N-Acetyl-DL-phenylalanine)

SMILES for CFc000234581 (N-Acetyl-DL-phenylalanine)

INCHI for CFc000234581 (N-Acetyl-DL-phenylalanine)

Structure for CFc000234581 (N-Acetyl-DL-phenylalanine)

3D Structure for CFc000234581 (N-Acetyl-DL-phenylalanine)