ContaminantDB: ASPARTAME

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-19 01:54:46 UTC

Update Date

2016-10-28 10:04:27 UTC

Accession Number

CHEM004783

Identification

Common Name

ASPARTAME

Class

Small Molecule

Description

Flavoring agent sweeter than sugar, metabolized as phenylalanine and aspartic acid.

Contaminant Sources

EAFUS Chemicals
FooDB Chemicals
STOFF IDENT Compounds
Suspected Compounds - Waste Water
Suspected Compounds – Schymanski Project
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical 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 Mass

294.303 g/mol

Monoisotopic Mass

294.122 g/mol

CAS Registry Number

22839-47-0

IUPAC Name

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

Traditional Name

aspartame

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 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

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	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-9220000000-2625126bd17025b83933	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-03di-5904000000-075be5fd36b94f425650	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-00ns-0690000000-e92f66ca1ae82b0ccd81	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-00di-2900000000-8eec324eec1e64466b1c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-01b9-2900000000-e8415697953bc139924b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-0080-0890000000-b2e2c2a89ceaf3d1f9db	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-00e9-0930000000-d8dbb5a34c019dc70708	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-0080-0890000000-b2e2c2a89ceaf3d1f9db	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-0007-9300000000-752aa89264f270a0fa05	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0uka-6970000000-013c7cbdca3d99b6f9fd	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - -1V, Positive	splash10-00e9-0930000000-d8dbb5a34c019dc70708	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-00di-4900000000-44d957a1f7597badb988	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0j4i-0290000000-13341a263598276b7250	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-001r-0590000000-892944c774f24420614a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-00di-1910000000-d608ab28a66f1df0e8ca	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0fdn-7960000000-f6a714d56477fcabf6fa	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-00r7-9510000000-4252f225428cba6bb01b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0j4i-0290000000-08042f6313a2bfffda83	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-00kg-9400000000-a62cb6f22dc5c7b0f1d4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004j-4390000000-5ea0d55c8c75f40eefde	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0109-9730000000-badb4105789050b52346	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9100000000-22c71b3445a360c7886a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0290000000-c48af459412db76084cc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-02bg-1690000000-df82228a7343c200b8d4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03gu-9700000000-db183663829759af70f9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0090000000-c13994947a4a009ec6b8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004j-3960000000-685d025546bdd8eba5c0	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available	Spectrum