Structure via PubChem · Public domain (PubChem)
D-psicose
Sign in to saveAlso known as D-Psi, (3R,4R,5R)-2-methyloltetrahydropyran-2,3,4,5-tetrol, (3R,4R,5R)-2-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetrol, (3R,4R,5R)-2-(hydroxymethyl)oxane-2,3,4,5-tetrol, D-allulose, D-ribo-2-hexulose, Allulose, Psicose
D-Psicose (C6H12O6), also known as D-allulose or simply allulose, is an epimer of fructose that is used by some commercial food and beverage manufacturers as a low-calorie sweetener. Allulose occurs naturally in small quantities in a variety of foods. It was first identified in the 1940s, although the enzymes needed to produce it on an industrial scale were not discovered until the 1990s.
Chemical data
- Formula
- C6H12O6
- Molecular weight
- 180.16 g/mol
- IUPAC name
- (3R,4R,5R)-1,3,4,5,6-pentahydroxyhexan-2-one
- SMILES
- C([C@H]([C@H]([C@H](C(=O)CO)O)O)O)O
- InChIKey
- BJHIKXHVCXFQLS-PUFIMZNGSA-N
- XLogP
- -3.2
- Polar surface area
- 118 Ų
- H-bond donors
- 5
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 180.063
Show 4 more facts
- canonical SMILES
- C(C(C(C(C(=O)CO)O)O)O)O
- chemical formula
- C₆H₁₂O₆
- Commons category
- Psicose
- isomeric SMILES
- C([C@H]([C@H]([C@H](C(=O)CO)O)O)O)O
via Wikidata · CC0
~8 min read
Article
8 sectionsContents
- Biochemistry
- Effect on carbohydrate absorption
- Chemistry
- History
- Regulatory history
- Manufacturing
- Commercial application
- References
D-Psicose (C6H12O6), also known as D-allulose or simply allulose, is an epimer of fructose that is used by some commercial food and beverage manufacturers as a low-calorie sweetener. Allulose occurs naturally in small quantities in a variety of foods. It was first identified in the 1940s, although the enzymes needed to produce it on an industrial scale were not discovered until the 1990s.
The U.S. Food and Drug Administration (FDA) has accepted a petition for generally recognized as safe (GRAS) for allulose as a sugar substitute in various specified food categories. Because it is absorbed and metabolized differently from other sugars, the FDA has exempted allulose from the listing of total and added sugars on the Nutrition and Supplement Facts labels, but requires its weight listing as a carbohydrate, with 0.4kcal/g (about 1/10 the calories of ordinary carbohydrates).