Advantame

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Advantame
200px
Names
IUPAC name
(3S)-3-[3-(3-Hydroxy-4-methoxyphenyl)propylamino]-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid
Systematic IUPAC name
N-[N-[3-(3-hydroxy-4-methoxyphenyl)propyl]-α-L-aspartyl]-L-phenylalanine 1-methyl ester
Identifiers
714229-20-6 monohydrate
245650-17-3 anhydrous
ChemSpider 8564873
Jmol 3D model Interactive image
PubChem 10389431
  • InChI=1S/C24H30N2O7/c1-32-21-11-10-17(14-20(21)27)9-6-12-25-18(15-22(28)29)23(30)26-19(24(31)33-2)13-16-7-4-3-5-8-16/h3-5,7-8,10-11,14,18-19,25,27H,6,9,12-13,15H2,1-2H3,(H,26,30)(H,28,29)/t18-,19-/m0/s1
    Key: YTKBWWKAVMSYHE-OALUTQOASA-N
  • InChI=1/C24H30N2O7/c1-32-21-11-10-17(14-20(21)27)9-6-12-25-18(15-22(28)29)23(30)26-19(24(31)33-2)13-16-7-4-3-5-8-16/h3-5,7-8,10-11,14,18-19,25,27H,6,9,12-13,15H2,1-2H3,(H,26,30)(H,28,29)/t18-,19-/m0/s1
    Key: YTKBWWKAVMSYHE-OALUTQOABU
  • 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
Properties
C24H30N2O7
Molar mass 458.51 g·mol−1
Appearance white to yellow powder
Melting point 99.3–101.5 °C (210.7–214.7 °F; 372.4–374.6 K)
Slightly soluble
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Advantame is a non-caloric sweetener from Japan's Ajinomoto Co.[1] The U.S. Food and Drug Administration has approved advantame for general use in foods and beverages except meat and poultry as a food additive. It is synthesized from isovanillin and aspartame.[2]

Advantame is classified as generally recognized as safe (GRAS) by the Flavor and Extract Manufacturers Association for use in dairy, frozen desserts, beverages, and chewing gum (FEMA #: 4716).[3]

Animal studies have found no evidence for carcinogenicity or developmental toxicity.[4]

References

  1. Lua error in package.lua at line 80: module 'strict' not found.
  2. http://www.efsa.europa.eu/en/topics/topic/sweeteners
  3. Lua error in package.lua at line 80: module 'strict' not found.
  4. Lua error in package.lua at line 80: module 'strict' not found.


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