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advantame

Structure via PubChem · Public domain (PubChem)

EntityQ16886625· pop 7· linked from 73 articles

Also 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.

In the Vinony graph

Vinony's link graph records 73 inbound references to advantame, and connects out to United States Food and Drug Administration, United States and European Union.

It is catalogued under topics including Carboxamides, Chemical articles with multiple CAS registry numbers and Chemical articles with multiple compound IDs.

Vinony links it to 6 Wikipedia language editions.

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

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
Sources (3)

via Wikidata · CC0

~6 min read

Encyclopedic overview

8 sections
Contents
  • 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.

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