ChemFOnt: Showing chemical card for 3-amino-3-[(1-methoxy-1-oxo-3-phenylpropan-2-yl)-C-hydroxycarbonimidoyl]propanoic acid (CFc000156962)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:43:21 UTC

Chemfont ID

CFc000156962

Molecule Identification

Common Name

3-amino-3-[(1-methoxy-1-oxo-3-phenylpropan-2-yl)-C-hydroxycarbonimidoyl]propanoic acid

Definition

Aspartame, also known as aminosweet or asp-phe-ome, belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. Aspartame is a drug which is used as a diet supplement and sugar substitute. Aspartame is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Methyl N-L-alpha-aspartyl-L-phenylalanate	ChEBI
3-Amino-N-(alpha-carboxyphenethyl)succinamic acid N-methyl ester	ChEBI
3-Amino-N-(alpha-methoxycarbonylphenethyl) succinamic acid	ChEBI
AminoSweet	ChEBI
Asp-phe-ome	ChEBI
Aspartam	ChEBI
Aspartamo	ChEBI
Aspartamum	ChEBI
Aspartylphenylalanine methyl ester	ChEBI
e 951	ChEBI
L-Aspartyl-L-phenylalanine methyl ester	ChEBI
NutraSweet	ChEBI
Sanecta	ChEBI
1-Methyl N-L-a-aspartyl-L-phenylalanate	Generator
1-Methyl N-L-a-aspartyl-L-phenylalanic acid	Generator
1-Methyl N-L-alpha-aspartyl-L-phenylalanic acid	Generator
1-Methyl N-L-α-aspartyl-L-phenylalanate	Generator
1-Methyl N-L-α-aspartyl-L-phenylalanic acid	Generator
3-Amino-N-(a-carboxyphenethyl)succinamate N-methyl ester	Generator
3-Amino-N-(a-carboxyphenethyl)succinamic acid N-methyl ester	Generator
3-Amino-N-(alpha-carboxyphenethyl)succinamate N-methyl ester	Generator
3-Amino-N-(α-carboxyphenethyl)succinamate N-methyl ester	Generator
3-Amino-N-(α-carboxyphenethyl)succinamic acid N-methyl ester	Generator
3-Amino-N-(a-methoxycarbonylphenethyl) succinamate	Generator
3-Amino-N-(a-methoxycarbonylphenethyl) succinamic acid	Generator
3-Amino-N-(alpha-methoxycarbonylphenethyl) succinamate	Generator
3-Amino-N-(α-methoxycarbonylphenethyl) succinamate	Generator
3-Amino-N-(α-methoxycarbonylphenethyl) succinamic acid	Generator
Canderel	HMDB
Dipeptide sweetener	HMDB
L-Aspartyl-L-3-phenylalanine methyl ester	HMDB
L-Aspartyl-L-phenylalanyl methyl ester	HMDB
Methyl aspartylphenylalanate	HMDB
Pal sweet	HMDB
Palsweet diet	HMDB
Sweet dipeptide	HMDB
Methyl aspartylphenylalanine	HMDB
Methyl ester, aspartylphenylalanine	HMDB
Muro brand OF aspartame	HMDB
Aspartame hermes brand	HMDB
Aspartame prodes brand	HMDB
Aspartylphenylalanine, methyl	HMDB
Goldswite	HMDB
Hermesetas gold	HMDB
Aspartame fuca brand	HMDB
Aspartame muro brand	HMDB
Diététiques et santé brand OF aspartame	HMDB
Fuca brand OF aspartame	HMDB
Prodes brand OF aspartame	HMDB
Tri sweet	HMDB
Gold, hermesetas	HMDB
Hermes brand OF aspartame	HMDB
Milisucre	HMDB
Nozucar	HMDB
Tri-sweet	HMDB
TriSweet	HMDB

Chemical Formula

C₁₄H₁₈N₂O₅

Average Molecular Weight

294.3031

Monoisotopic Molecular Weight

294.121571696

IUPAC Name

(3S)-3-amino-3-{[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]carbamoyl}propanoic acid

Traditional Name

aspartame

CAS Registry Number

22839-47-0

SMILES

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

InChI Identifier

InChI=1S/C14H18N2O5/c1-21-14(20)11(7-9-5-3-2-4-6-9)16-13(19)10(15)8-12(17)18/h2-6,10-11H,7-8,15H2,1H3,(H,16,19)(H,17,18)/t10-,11-/m0/s1

InChI Key

IAOZJIPTCAWIRG-QWRGUYRKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
Phenylalanine or derivatives
Alpha-amino acid ester
N-acyl-alpha amino acid or derivatives
Beta amino acid or derivatives
Alpha-amino acid or derivatives
Amphetamine or derivatives
Fatty acid ester
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Dicarboxylic acid or derivatives
Methyl ester
Amino acid or derivatives
Amino acid
Carboxylic acid ester
Organic 1,3-dipolar compound
Carboximidic acid
Carboximidic acid derivative
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid
Organopnictogen compound
Amine
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Primary amine
Organooxygen compound
Primary aliphatic amine
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

dipeptide (CHEBI:2877 )
methyl ester (CHEBI:2877 )
carboxylic acid (CHEBI:2877 )

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.65 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-2.2	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.53	ChemAxon
pKa (Strongest Basic)	8.53	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	118.72 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	73.22 m³·mol⁻¹	ChemAxon
Polarizability	29.56 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0001894

DrugBank ID

DB00168

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000569

KNApSAcK ID

Not Available

Chemspider ID

118630

KEGG Compound ID

C11045

BioCyc ID

CPD-5583

BiGG ID

Not Available

Wikipedia Link

Aspartame

METLIN ID

6377

PubChem Compound

134601

PDB ID

Not Available

ChEBI ID

2877

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-amino-3-[(1-methoxy-1-oxo-3-phenylpropan-2-yl)-C-hydroxycarbonimidoyl]propanoic acid (CFc000156962)

MOL for CFc000156962 (3-amino-3-[(1-methoxy-1-oxo-3-phenylpropan-2-yl)-C-hydroxycarbonimidoyl]propanoic acid)

3D MOL for CFc000156962 (3-amino-3-[(1-methoxy-1-oxo-3-phenylpropan-2-yl)-C-hydroxycarbonimidoyl]propanoic acid)

3D SDF for CFc000156962 (3-amino-3-[(1-methoxy-1-oxo-3-phenylpropan-2-yl)-C-hydroxycarbonimidoyl]propanoic acid)

3D-SDF for CFc000156962 (3-amino-3-[(1-methoxy-1-oxo-3-phenylpropan-2-yl)-C-hydroxycarbonimidoyl]propanoic acid)

PDB for CFc000156962 (3-amino-3-[(1-methoxy-1-oxo-3-phenylpropan-2-yl)-C-hydroxycarbonimidoyl]propanoic acid)

3D PDB for CFc000156962 (3-amino-3-[(1-methoxy-1-oxo-3-phenylpropan-2-yl)-C-hydroxycarbonimidoyl]propanoic acid)

SMILES for CFc000156962 (3-amino-3-[(1-methoxy-1-oxo-3-phenylpropan-2-yl)-C-hydroxycarbonimidoyl]propanoic acid)

INCHI for CFc000156962 (3-amino-3-[(1-methoxy-1-oxo-3-phenylpropan-2-yl)-C-hydroxycarbonimidoyl]propanoic acid)

Structure for CFc000156962 (3-amino-3-[(1-methoxy-1-oxo-3-phenylpropan-2-yl)-C-hydroxycarbonimidoyl]propanoic acid)

3D Structure for CFc000156962 (3-amino-3-[(1-methoxy-1-oxo-3-phenylpropan-2-yl)-C-hydroxycarbonimidoyl]propanoic acid)