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General Material Information

Preferred name advantame
Trivial Name (3R)-4-[[(1S)-1-benzyl-2-methoxy-2-oxo-ethyl]amino]-3-[3-(3-hydroxy-4-methoxy-phenyl)propylamino]-4-oxo-butanoic acid hydrate
Short Description N-[N-[3-(3-hydroxy-4-methoxyphenyl)propyl-alpha-L-phenylalanine methyl ester, monohydrate
Formula C24 H32 N2 O8
CAS Number 714229-20-6
FEMA Number 4716
FDA UNII 3ZA6810AWX
NMR Predictor External link
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 714229-20-6 ; ADVANTAME
Synonyms
  • aminosweet
  • (3R)-4-[[(1S)-1-benzyl-2-methoxy-2-oxo-ethyl]amino]-3-[3-(3-hydroxy-4-methoxy-phenyl)propylamino]-4-oxo-butanoic acid hydrate
  • N-[N-[3-(3-hydroxy-4-methoxyphenyl)propyl-alpha-L-phenylalanine methyl ester, monohydrate
  • N-[N-[3-(3-hydroxy-4-methoxyphenyl)propyl-alpha-laevo-phenylalanine methyl ester monohydrate
  • (N-[N-[3-(3-hydroxy-4-methoxyphenyl)propyl]-L-a-aspartyl]-L-phenylalanine 1-methyl ester) monohydrate
  • (R)-3-[3-(3-hydroxy-4-methoxyphenyl)propylamino]-4-[(S)-1-methoxy-1-oxo-3-phenylpropan-2-ylamino]-4-oxobutanoic acid hydrate

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Literature & References

(3R)-4-[[(1S)-1-benzyl-2-methoxy-2-oxo-ethyl]amino]-3-[3-(3-hydroxy-4-methoxy-phenyl)propylamino]-4-oxo-butanoic acid hydrate
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):56843846
Pubchem (sid):135268538
Publications by Google Patents
Sweetener compositions and uses thereof
Publications by US Patents
8,945,652 - High-potency sweetener for weight management and compositions sweetened therewith
Publications by EU Patents
ASPARTYL DIPEPTIDE ESTER DERIVATIVES AND SWEETENERS
NOVEL ASPARTYL DIPEPTIDE ESTER DERIVATIVES AND SWEETENERS
Publications by Leffingwell & Associates
Flavor Properties of FEMA GRAS List 25 flavor chemicals

Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
HMDB (The Human Metabolome Database):Search
FDA Listing of Food Additive Status:View
ChemSpider:View
Wikipedia:View

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 476.5266418457
Flash Point TCC Value N/a
Solubility
alcohol Yes
water, 12.48 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Flavor Type: Sweet
sweet, sugar

Safety Information

Safety information

Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
sweeteners, flavor enhancers
Recommendation for advantame usage levels up to:
not for fragrance use.
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 25. Update in publication number(s): 29
Click here to view publication 25
average usual ppmaverage maximum ppm
baked goods: 20.0000020.00000
beverages(nonalcoholic): 1.350001.50000
beverages(alcoholic): 3.000003.00000
breakfast cereal: --
cheese: --
chewing gum: 40.0000050.00000
condiments / relishes: 3.000003.00000
confectionery froastings: 3.750003.75000
egg products: --
fats / oils: 3.000003.00000
fish products: --
frozen dairy: 0.900001.00000
fruit ices: --
gelatins / puddings: 3.750003.75000
granulated sugar: --
gravies: --
hard candy: --
imitation dairy: 0.750000.75000
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: 0.900001.00000
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: 3.750003.75000
soups: --
sugar substitutes: --
sweet sauces: --

Safety references

European Food Safety Authority (EFSA) reference(s):

Scientific Opinion on the safety of advantame for the proposed uses as a food additive
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :56843846
National Institute of Allergy and Infectious Diseases:Data
(3R)-4-[[(1S)-1-benzyl-2-methoxy-2-oxo-ethyl]amino]-3-[3-(3-hydroxy-4-methoxy-phenyl)propylamino]-4-oxo-butanoic acid hydrate
Chemidplus:0714229206