Structure via PubChem · Public domain (PubChem)
sucralose
Sign in to saveAlso known as trichlorosucrose, E955
thumb|Sucralose: (C12H19Cl3O8) Black Carbon, White Hydrogen, Green Chlorine, Red Oxygen Sucralose is an artificial sweetener and sugar substitute. In the European Union, it is also known under the E number E955. It is produced by chlorination of sucrose, selectively replacing three of the hydroxy groups—in the C1 and C6 positions of the fructose portion and the C4 position of the glucose portion—to give a 1,6-dichloro-1,6-dideoxyfructose–4-chloro-4-deoxygalactose disaccharide. Sucralose is about 600 times sweeter than sucrose (table sugar), 3 times as sweet as both aspartame a
Chemical data
- Formula
- C12H19Cl3O8
- Molecular weight
- 397.6 g/mol
- IUPAC name
- (2R,3R,4R,5R,6R)-2-[(2R,3S,4S,5S)-2,5-bis(chloromethyl)-3,4-dihydroxyoxolan-2-yl]oxy-5-chloro-6-(hydroxymethyl)oxane-3,4-diol
- SMILES
- C([C@@H]1[C@@H]([C@@H]([C@H]([C@H](O1)O[C@]2([C@H]([C@@H]([C@H](O2)CCl)O)O)CCl)O)O)Cl)O
- InChIKey
- BAQAVOSOZGMPRM-QBMZZYIRSA-N
- XLogP
- -1.5
- Polar surface area
- 129 Ų
- H-bond donors
- 5
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Nutrition · Open Food Facts
Typical values per 100 g · averaged across 10 products
- Energy
- 72 kcal
- Fat
- 0 g
- — of which saturates
- 0 g
- Carbohydrates
- 74.8 g
- — of which sugars
- 64.8 g
- Fibre
- 0.1 g
- Protein
- 0.3 g
- Salt
- 0.03 g
via Open Food Facts · ODbL
Research
1,383 papers- Sucralose.2006
- Effect of sucralose and aspartame on glucose metabolism and gut hormones.Nutrition reviews · 2020
- Toxicological and pharmacokinetic properties of sucralose-6-acetate and its parent sucralose: in vitro screening assays.Journal of toxicology and environmental health. Part B, Critical reviews · 2023
- Potential Effects of Sucralose and Saccharin on Gut Microbiota: A Review.Nutrients · 2022
- Sucralose.Profiles of drug substances, excipients, and related methodology · 2013
via PubMed
~10 min read
Encyclopedic overview
13 sectionsContents
- Uses
- Cooking
- Safety evaluation
- Maximum acceptable daily intake
- Metabolism
- Possible health effects
- History
- Chemistry and production
- Storage
- Research
- Environmental effects
- See also
- References
{{chembox | Watchedfields = changed | verifiedrevid = 661828089 | Reference = | ImageFile = Haworth projection of sucralose.svg | ImageFile1 = Sucralose-from-xtal-3D-bs-17.png | IUPACName = 1,6-Dichloro-1,6-dideoxy-β-D-fructofuranosyl 4-chloro-4-deoxy-α-D-galactopyranoside | SystematicName = (2R,3R,4R,5R,6R)-2-{[(2R,3S,4S,5S)-2,5-Bis(chloromethyl)-3,4-dihydroxyoxolan-2-yl]oxy}-5-chloro-6-(hydroxymethyl)oxane-3,4-diol | OtherNames = | Section1 = | Section2 = | Section3 = }} thumb|Sucralose: (C12H19Cl3O8) Black Carbon, White Hydrogen, Green Chlorine, Red Oxygen Sucralose is an artificial sweetener and sugar substitute. In the European Union, it is also known under the E number E955. It is produced by chlorination of sucrose, selectively replacing three of the hydroxy groups—in the C1 and C6 positions of the fructose portion and the C4 position of the glucose portion—to give a 1,6-dichloro-1,6-dideoxyfructose–4-chloro-4-deoxygalactose disaccharide. Sucralose is about 600 times sweeter than sucrose (table sugar), 3 times as sweet as both aspartame and acesulfame potassium, and 2 times as sweet as sodium saccharin.
The commercial success of sucralose-based products stems from its favorable comparison to other low-calorie sweeteners in terms of taste, stability, and safety.
Excerpted from Wikipedia’s “sucralose” article, available under the CC BY-SA 4.0 licence.