Structure via PubChem · Public domain (PubChem)
advantame
Sign in to saveAlso known as advantame anhydrous, N-[N-[3-(3-hydroxy-4-methoxyphenyl)propyl]-α-L-aspartyl]-L-phenylalanine 1-methyl ester
Advantame is a non-caloric artificial sweetener and aspartame analog by Ajinomoto. By mass, it is about 20,000 times sweeter than sucrose and about 110 times sweeter than aspartame. It has no notable off-flavors when compared to sucrose and tastes sweet a bit longer than aspartame and is chemically more stable. It can be blended with many other natural and artificial sweeteners.
Chemical data
- Formula
- C24H30N2O7
- Molecular weight
- 458.5 g/mol
- IUPAC name
- (3S)-3-[3-(3-hydroxy-4-methoxyphenyl)propylamino]-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid
- SMILES
- COC1=C(C=C(C=C1)CCCN[C@@H](CC(=O)O)C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)OC)O
- InChIKey
- YTKBWWKAVMSYHE-OALUTQOASA-N
- XLogP
- 0.2
- Polar surface area
- 134 Ų
- H-bond donors
- 4
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 458.205
Show 5 more facts
- chemical formula
- C₂₄H₃₀N₂O₇
- canonical SMILES
- COC1=C(C=C(C=C1)CCCNC(CC(=O)O)C(=O)NC(CC2=CC=CC=C2)C(=O)OC)O
- isomeric SMILES
- COC1=C(C=C(C=C1)CCCN[C@@H](CC(=O)O)C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)OC)O
- Commons category
- Advantame
- melting point
- 101.5
via Wikidata · CC0
~6 min read
Encyclopedic overview
8 sectionsContents
- Safety
- Sweetness
- Chemistry
- Metabolism
- History
- Notes
- References
- External links
{{Chembox
| Name = Advantame | ImageFile = Advantame Structural Formula V.1.svg | ImageClass = skin-invert-image | IUPACName = Methyl N-[3-(3-Hydroxy-4-methoxyphenyl)propyl]aspartylphenylalaninate | SystematicName = (3S)-3-{[3-(3-Hydroxy-4-methoxyphenyl)propyl]amino}-4-{[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino}-4-oxobutanoic acid | OtherNames = N-[N-[3-(3-Hydroxy-4-methoxyphenyl)propyl]-α-L-aspartyl]-L-phenylalanine 1-methyl ester | Section1 = | Section2 = | Section3 = }}
Excerpted from Wikipedia’s “advantame” article, available under the CC BY-SA 4.0 licence.