Basic information
- CAS
80863-62-3- Standard SMILES
C[C@@H](NC(=O)[C@@H](N)CC(=O)O)C(=O)NC1C(C)(C)SC1(C)C- InChIKey
IVBOUFAWPCPFTQ-SFYZADRCSA-N- Molecular formula
- C14H25N3O4S
- Average molar mass
- 331.43 g/mol
- Monoisotopic mass
- 331.15657746
Names & identifiers
- Preferred name
- Alitame (Parent)
- IUPAC
- (3S)-3-amino-4-oxo-4-[[(2R)-1-oxo-1-[(2,2,4,4-tetramethylthietan-3-yl)amino]propan-2-yl]amino]butanoic acid
- English name
- Alitame
- Molecular formula
- C14H25N3O4S
- Molecular weight
- 331.43
Names & synonyms
Show more names
Database identifiers
- CAS
80863-62-3- PubChem CID
- 64763
- DTXSID
DTXSID3043780- ChEBI
CHEBI:184021- UNII
- PCE8DAE750
- Nikkaji
- J997.311G
Properties
Computed structural properties
- XLogP
- -2.6
- Topological polar surface area
- 147 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 6
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 465
Physicochemical properties
- Melting point
- 136 · 136-147°
- alpha
- 25 · D25 +40 to +50° (c = 1 in water)
- Boiling point
- 608.5 · 608.5±55.0 °C(Predicted)
- Density
- 1.25 · 1.25±0.1 g/cm3(Predicted)
- solubility
- Methanol (Slightly)
- form
- Solid
- pka
- 3.71 · 3.71±0.10(Predicted)
- color
- White to Off-White
- Odor
- odorless
- Odor Type
- odorless
- InChI
- InChI=1/C14H25N3O4S/c1-7(16-11(21)8(15)6-9(18)19)10(20)17-12-13(2,3)22-14(12,4)5/h7-8,12H,6,15H2,1-5H3,(H,16,21)(H,17,20)(H,18,19)/t7-,8+/s3
- InChIKey
- IVBOUFAWPCPFTQ-WWXSATIUNA-N
- SMILES
- N(C1C(C)(C)SC1(C)C)C(=O)[C@@H](C)NC(=O)[C@@H](N)CC(=O)O |&1:11,16,r|
- LogP
- 1.508 · 1.508 (est)
- CAS DataBase Reference
- 80863 · 80863-62-3
- FDA UNII
- 8 DAE750 · PCE8DAE750
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302
- Precautionary statements
- 301 · P301+P312+P330
- HS Code
- 29400090 · 29400090
Safety & regulation
Safety data
- hs_code
- 29400090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302
- Precautionary statements
- P301+P312+P330
Chemistry & industry
Applications
HistoryAlitame, L-α-aspartyl-D-alanine N-(2,2,4,4-tetra methylthietan-3-yl)amide (5), was developed by Pfizer, but is owned by Danisco now. In 1986, Pfizer filed a food additive petition with the FDA. As of 2006, it was still pending. Alitame was approved for use as a sweetener by Australia in 1993, by China, Mexico, and New Zealand in 1994, by Indonesia in 1995, and by Colombia in 1996.
UsesNon-nutritive sweetener.
UsesAlitame [L-a-aspartyl-N-(2,2,4,4-tetramethyl-3-thietanyl)-D-alaninamide] is a sweetener based on an amino acid. It is a very intense sweetener, possessing a sweetening power of about 2000 times that of sucrose. It also exhibits a clean sweet taste similar to sucrose. Although it is metabolized, so little is needed that its caloric contribution is insignificant. Alitame is prepared from the amino acids, L-aspartic acid, D-alamine, and a novel amine.
UsesAlitame is a dipeptide amide derivative of aspartic acid used as an artificial sweetener. Alitame is about ten times sweeter than Aspartame (A790015) with a half life about twice as long.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
Additional notes
DefinitionChEBI: Alitame is a dipeptide.
Related reactions
Compound notes
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