Aspartame

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Aspartame are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Aspartame?

The molecule Aspartame presents a molecular formula of C14H18N2O5 and its IUPAC name is (3S)-3-amino-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid.

Aspartame is an artificial sweetener used in many foods and drinks. It is made from two amino acids, aspartic acid and phenylalanine. Aspartame is about 200 times sweeter than sugar..

Aspartame is used in many diet sodas and sugar-free foods. It is also used in some medicines, such as cough syrup..

Aspartame has been studied for many years and is considered safe for most people. However, some people report feeling sick after eating foods or drinks that contain aspartame. These symptoms are often called "aspartame sickness.".

Aspartame sickness is not a real medical condition. Some people may be sensitive to aspartame and other artificial sweeteners. If you have symptoms after eating foods or drinks that contain aspartame, you may want to avoid these products..

3D structure

Cartesian coordinates

Geometry of Aspartame in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Aspartame IAOZJIPTCAWIRG-QWRGUYRKSA-N chemical compound 2D structure molecule svg
Aspartame

 

Molecule descriptors

 
IUPAC name(3S)-3-amino-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid
InChI codeInChI=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 KeyIAOZJIPTCAWIRG-QWRGUYRKSA-N
SMILESCOC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](N)CC(=O)O

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (3S)-3-amino-3-{[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]carbamoyl}propanoic acid
  • (3S)-3-amino-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid
  • (S)-3-Amino-4-(((S)-1-methoxy-1-oxo-3-phenylpropan-2-yl)amino)-4-oxobutanoic acid
  • (S)-3-Amino-4-(((S)-1-methoxy-1-oxo-3-phenylpropan-2-yl)amino)-4-oxobutanoicacid
  • (S)-3-amino-4-((S)-1-methoxy-1-oxo-3-phenylpropan-2-ylamino)-4-oxobutanoic acid
  • (S)-3-amino-n-((s)-1-methoxycarbonyl-2-phenyl-ethyl)-succinamic acid
  • 1-Methyl N-L-alpha-aspartyl-L-phenylalanate
  • 1-Methyl N-L-alpha-aspartyl-L-phenylalanine
  • 22839-47-0
  • 3-Amino-N-(.alpha.-carboxyphenethyl)succinamic acid N-methyl ester
  • 3-Amino-N-(alpha-carboxyphenethyl)succinamic acid N-methyl ester
  • 3-Amino-N-(alpha-carboxyphenethyl)succinamic acid N-methyl ester, stereoisomer
  • 3-Amino-N-(alpha-methoxycarbonylphenethyl) succinamic acid
  • 3-amino-4-[(1-carboxy-2-phenyl-ethyl)-methyl-amino]-4-oxo-butanoic acid;N-L-alpha-Aspartyl-L-phenylalanine Methyl Ester
  • 39A470
  • 7421-84-3
  • A0997
  • A816383
  • AB00376622_08
  • AB00376622_09
  • AC-12293
  • AM20060556
  • AM84801
  • AS-13889
  • Aminosweet
  • Asp-Phe methyl ester
  • Asp-phe-ome
  • Aspartam
  • Aspartame
  • Aspartame (NF/INN)
  • Aspartame (e951)
  • Aspartame, L,L-alpha-
  • Aspartamo
  • Aspartamum
  • Aspartylphenylalanine methyl ester
  • BSPBio_003549
  • CCG-39444
  • CCRIS 5456
  • Canderel
  • D02381
  • DB00168
  • DF-OMe
  • DSSTox_CID_107
  • DSSTox_GSID_20107
  • DSSTox_RID_75371
  • Dipeptide sweetener
  • E 951
  • E-951
  • E951
  • Epitope ID:164026
  • Equal
  • H-Asp-Phe-OMe
  • HMS1922B16
  • HMS2093B05
  • HMS2233D15
  • HSDB 3915
  • HY-B0361
  • Ins no.951
  • Ins-951
  • J-502447
  • KBio3_002839
  • L-Aspartyl-L-3-phenylalanine methyl ester
  • L-Aspartyl-L-phenylalanine methyl ester
  • L-Aspartyl-L-phenylalanyl methyl ester
  • L-Phenylalanine, L-alpha-aspartyl-, 2-methyl ester
  • L-Phenylalanine, N-L-.alpha.-aspartyl-, 1-methyl ester
  • L-Phenylalanine, N-L-alpha-aspartyl-, 1-methyl ester
  • L-aspartyl-L-phenyl-alanine methyl ester
  • MFCD00002724
  • MLS001066421
  • MLS001306461
  • Methyl L-alpha-aspartyl-L-phenylalanate
  • Methyl L-aspartyl-L-phenylalanine
  • Methyl N-L-alpha-aspartyl-L-phenylalaninate
  • Methyl aspartylphenylalanate
  • N-(L-a-Aspartyl)-L-phenylalanine methyl ester
  • N-L-ALPHA-ASPARTYL L-PHENYLALANINE 1-METHYL ESTER
  • N-L-alpha-Aspartyl-L-phenylalanine 1-methyl ester
  • N-L-alpha-Aspartyl-L-phenylalanine methyl ester
  • NCGC00091104-01
  • NCGC00091104-02
  • NCGC00091104-03
  • NCGC00091104-04
  • NCGC00091104-05
  • NCGC00095160-01
  • NCGC00095160-03
  • NCGC00256407-01
  • NCGC00259864-01
  • NSC 758953
  • NSC-758953
  • NSC758953
  • Nutrasweet
  • Pal Sweet
  • Palsweet Diet
  • Pharmakon1600-01505306
  • Q182040
  • SBI-0206757.P001
  • SC 18862
  • SC-18862
  • SMR000471870
  • SPECTRUM1505306
  • SR-05000001682
  • SR-05000001682-1
  • SW219179-1
  • Sanecta
  • Sladex
  • Succinamic acid, 3-amino-N-(alpha-carboxyphenethyl)-, N-methyl ester, stereoisomer
  • Sweet dipeptide
  • Tert-butylN-(3-formylphenyl)carbamate
  • Tri-sweet
  • Z0H242BBR1
  • Zero-cal
  • alpha-L-Aspartyl-L-Phenylalanine Methyl Ester
  • alpha-aspartyl-phenylalanine methyl ester
  • aspartame
  • aspartyl-phenylalanine methyl ester
  • methyl L-alpha-aspartyl-L-phenylalaninate
  • s2036

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC1532132
  • CAS-22839-47-0
  • UNII-Z0H242BBR1
  • AKOS015920055
  • BRD-K78841970-001-06-2
  • DTXSID0020107
  • CHEMBL171679
  • CHEBI:2877
  • Tox21_111080
  • Tox21_111459
  • Tox21_202315
  • Tox21_302965
  • Tox21_111080_1
  • EINECS 245-261-3
  • SPBio_001692
  • SCHEMBL3636
  • Spectrum2_001706
  • Spectrum3_001949

Physico-Chemical properties

IUPAC name(3S)-3-amino-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid
Molecular formulaC14H18N2O5
Molecular weight294.303
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity73.82
LogP0.8
Topological polar surface area118.7

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.