Compound: aspartame
SMILES: O=C(OC)[C@@H](NC(=O)[C@@H](N)CC(=O)O)Cc1ccccc1
InChIKey: IAOZJIPTCAWIRG-QWRGUYRKSA-N
Synonyms: aspartame, 22839-47-0, Nutrasweet, Asp-phe-ome, Aspartam, Aspartamo, Sweet dipeptide, L-Aspartyl-L-phenylalanine methyl ester, Aspartamum, Dipeptide sweetener, Equal, Methyl aspartylphenylalanate, Aspartylphenylalanine methyl ester, Pal Sweet, Sladex, Zero-cal, SC-18862, Aspartame (e951), 1-Methyl N-L-alpha-aspartyl-L-phenylalanate, DTXSID0020107, Ins no.951, SC 18862, N-L-alpha-Aspartyl-L-phenylalanine 1-methyl ester, 3-Amino-N-(alpha-carboxyphenethyl)succinamic acid N-methyl ester, Ins-951, 3-Amino-N-(alpha-methoxycarbonylphenethyl) succinamic acid, NSC-758953, CHEBI:2877, Z0H242BBR1, L-Phenylalanine, N-L-alpha-aspartyl-, 1-methyl ester, Methyl N-L-alpha-aspartyl-L-phenylalaninate, SC18862, DTXCID20107, E-951, Succinamic acid, 3-amino-N-(alpha-carboxyphenethyl)-, N-methyl ester, stereoisomer, TriSweet, Tri Sweet, Gold, Hermesetas, (3S)-3-amino-3-{[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]carbamoyl}propanoic acid, Methyl Aspartylphenylalanine, Aspartylphenylalanine, Methyl, (3S)-3-amino-3-(((2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl)carbamoyl)propanoic acid, Methyl Ester, Aspartylphenylalanine, RefChem:5568, (3S)-3-azaniumyl-4-(((2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl)amino)-4-oxobutanoate, 245-261-3, 53906-69-7, Canderel, Asp-Phe methyl ester, MFCD00002724, Tri-sweet, (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, N-L-alpha-Aspartyl-L-phenylalanine methyl ester, methyl L-alpha-aspartyl-L-phenylalaninate, L-Phenylalanine, L-alpha-aspartyl-, 2-methyl ester, L-Aspartyl-L-phenylalanyl methyl ester, Aspartame 1000 microg/mL in Methanol, N-L-ALPHA-ASPARTYL L-PHENYLALANINE 1-METHYL ESTER, NCGC00091104-02, E 951, Sanecta, H-Asp-Phe-OMe, Aspartam [INN-French], Aspartame, L,L-alpha-, Aspartamum [INN-Latin], Aspartamo [INN-Spanish], c-mer, (S)-3-amino-4-((S)-1-methoxy-1-oxo-3-phenylpropan-2-ylamino)-4-oxobutanoic acid, SMR000471870, CAS-22839-47-0, CCRIS 5456, HSDB 3915, Methyl L-aspartyl-L-phenylalanine, EINECS 245-261-3, L-alpha-Aspartyl-L-phenylalanine 2-methyl ester, L-Phenylalanine, N-L-.alpha.-aspartyl-, 1-methyl ester, Methyl L-alpha-aspartyl-L-phenylalanate, UNII-Z0H242BBR1, Aminosweet, Palsweet Diet, 1-Methyl N-L-alpha-aspartyl-L-phenylalanine, Aspartame CRS, Aspartame [USAN:INN:BAN:NF], NCGC00095160-01, 7421-84-3, Aspartame (NF/INN), N-(L-a-Aspartyl)-L-phenylalanine methyl ester, ASPARTAME [FCC], ASPARTAME [INN], ASPARTAME [II], ASPARTAME [MI], ASPARTAME [FHFI], ASPARTAME [HSDB], ASPARTAME [USAN], Spectrum2_001706, Spectrum3_001949, ASPARTAME [VANDF], ASPARTAME [MART.], Epitope ID:164026, 3-Amino-N-(alpha-carboxyphenethyl)succinamic acid N-methyl ester, stereoisomer, ASPARTAME [USP-RS], ASPARTAME [WHO-DD], SCHEMBL3636, BSPBio_003549, MLS001066421, MLS001306461, Aspartame, analytical standard, SPECTRUM1505306, SPBio_001692, CHEMBL171679, orb1310375, orb3139302, ASPARTAME [EP MONOGRAPH], Asp-Phe methyl ester, >=98%, GTPL13899, KBio3_002839, MSK5103, aspartyl-phenylalanine methyl ester, GLXC-07777, HMS1922B16, HMS2093B05, HMS2233D15, Pharmakon1600-01505306, APM;Canderel;L-alpha-aspartyl-L-phenylalanine-methylester;(S)-3-Amino-4-(((S)-1-methoxy-1-oxo-3-phenylpropan-2-yl)amino)-4-oxobutanoic acid, HY-B0361, Tox21_111080, Tox21_111459, Tox21_202315, Tox21_302965, CCG-39444, NSC758953, s2036, SBB006713, AKOS015920055, Tox21_111080_1, DB00168, FA01501, NSC 758953, alpha-aspartyl-phenylalanine methyl ester, L-aspartyl-L-phenyl-alanine methyl ester, NCGC00091104-01, NCGC00091104-03, NCGC00091104-04, NCGC00091104-05, NCGC00095160-03, NCGC00256407-01, NCGC00259864-01, AC-12293, AS-13889, DA-61267, SY012642, L-Aspartyl-L-3-phenylalanine methyl ester, SBI-0206757.P001, Asp-Phe methyl ester, >=99.0% (HPLC), A0997, NS00000385, SW219179-1, T0697, alpha-L-Aspartyl-L-Phenylalanine Methyl Ester, L-Aspartyl-L-phenylalanine methyl ester, 96%, D02381, AB00376622_08, AB00376622_09, F078978, L-Phenylalanine, L-|_-aspartyl-, 2-methyl ester, Q182040, SR-05000001682, SR-05000001682-1, BRD-K78841970-001-06-2, BRD-K78841970-001-11-2, BRD-K78841970-001-12-0, BRD-K78841970-001-13-8, BRD-K78841970-001-14-6, Aspartame, European Pharmacopoeia (EP) Reference Standard, Aspartame, United States Pharmacopeia (USP) Reference Standard, Aspartame, Pharmaceutical Secondary Standard; Certified Reference Material, (3S)-3-{N-[(1S)-1-(methoxycarbonyl)-2-phenylethyl]carbamoyl}-3-aminopropanoic acid, (3S)-3-amino-4-[[(1S)-1-benzyl-2-methoxy-2-oxo-ethyl]amino]-4-oxo-butanoic acid, (3S)-3-AMINO-4-{[(1S)-1-BENZYL-2-METHOXY-2-OXOETHYL]AMINO}-4-OXOBUTANOIC ACID, (S)-3-Amino-4-(((S)-1-methoxy-1-oxo-3-phenylpropan-2-yl)amino)-4-oxobutanoicacid
Theoretical properties:
molecular_formula: C14H18N2O5
molecular_weight: 294.30 g/mol
exact_mass: 294.12157168 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 8
heavy_atom_count: 21
topological_polar_surface_area: 119 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Colorless needles from water
color: Colorless needles from water
odor: Odorless
melting_point: about 190 and 245-247
solubility: The solubility of aspartame in water is dependent on pH and temperature, the maximum solubility is reached at pH 2.2 (20 mg/mL at 25 °C) and the minimum solubility at pH 5.2 (pHi) is 13.5 mg/mL at 25 °C.
Descriptions:
pubchem: Aspartame is a dipeptide obtained by formal condensation of the alpha-carboxy group of L-aspartic acid with the amino group of methyl L-phenylalaninate. Commonly used as an artificial sweetener. It has a role as a micronutrient, a xenobiotic, a sweetening agent, a nutraceutical, an EC 3.1.3.1 (alkaline phosphatase) inhibitor, an apoptosis inhibitor and an environmental contaminant. It is a methyl ester, a carboxylic acid and a dipeptide. It is functionally related to a L-aspartic acid and a methyl L-phenylalaninate. It is a tautomer of an aspartame zwitterion.
chebi: A dipeptide zwitterion resulting from transfer of a proton from the carboxy to the amino group of aspartame; major species at pH 7.3.
chembl: ASPARTAME is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: Aspartame is an artificial, non-saccharide sweetener commonly used as a sugar substitute in foods and beverages. It is 200 times sweeter than sucrose, and is a methyl ester of the aspartic acid/phenylalanine dipeptide with brand names NutraSweet, Equal, and Canderel. Discovered in 1965, aspartame was approved by the US Food and Drug Administration (FDA) in 1974 and re-approved in 1981 after its initial approval was briefly revoked.
Aspartame is one of the most studied food additives in the human food supply. Reviews by over 100 governmental regulatory bodies found the ingredient safe for consumption at the normal acceptable daily intake limit. A number of health organizations such as the American Heart Association, American Diabetes Association, and American Cancer Society are supportive of its use consistent with other approved low-calorie sweeteners.