245650-17-3
Chemical Structure
Advantame free acid
- CAS No.: 245650-17-3
- Formula:C24H30N2O7
- Molecular Weight:458.50
IUPAC Name: (S)-3-((3-(3-hydroxy-4-methoxyphenyl)propyl)amino)-4-(((S)-1-methoxy-1-oxo-3-phenylpropan-2-yl)amino)-4-oxobutanoic acid
InChIKey: YTKBWWKAVMSYHE-OALUTQOASA-N
SMILES: OC1=C(OC)C=CC(CCCN[C@@H](CC(O)=O)C(N[C@H](C(OC)=O)CC2=CC=CC=C2)=O)=C1
Biological Activity: Advantame is an N-substituted derivative of aspartame. Advantame is a high-intensity, low calorie sweetener. Advantame can interact with plasma protein. Advantame has the potential to produce hypotension and inhibit hERG K+ channel to produce carditoxicity. Advantame binds to T1R2/T1R3 taste GPCR to form an oligomeric functional selectivity of biased heteromers with NMBR to induce a significant sialidase activity in vitro. Advantame has maternal toxicity (gastrointestinal disturbances) in the prenatal developmental toxicity study in rabbits[1][2][3].
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Advantame free acid | 98.00% | Advantame is an N-substituted derivative of aspartame. Advantame is a high-intensity, low calorie sweetener. Advantame can interact with plasma protein. Advantame has the potential to produce hypotension and inhibit hERG K+ channel to produce carditoxicity. Advantame binds to T1R2/T1R3 taste GPCR to form an oligomeric functional selectivity of biased heteromers with NMBR to induce a significant sialidase activity in vitro. Advantame has maternal toxicity (gastrointestinal disturbances) in the prenatal developmental toxicity study in rabbits. | ||||||||||||||||||||
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- [1]. A Otabe, et al. Advantame--an overview of the toxicity data. Food Chem Toxicol . 2011 Nov:49 Suppl 1:S2-7. [Content Brief]
- [2]. DENISA IOANA VOICULESCU, et al., (2021) COMPUTATIONAL ASSESSMENT OF THE PHARMACOKINETICS AND TOXICITY OF THE INTENSIVE SWEETENERS: Farmacia, 69, 6.
- [3]. EFSA Panel on Food Additives and Nutrient Sources added to Food (ANS), (2013), Scientific Opinion on the safety of advantame for the proposed uses as a food additive, 11(7).
Keywords
