Structure via PubChem · Public domain (PubChem)
isomalt
Sign in to saveAlso known as E953
Isomalt is a sugar substitute, a mixture of the two disaccharide alcohols 1,6-GPS and 1,1-GPM. It is used primarily for its sugar-like physical properties. It has little to no impact on blood sugar levels, and does not stimulate the release of insulin. It also does not promote tooth decay and is considered to be tooth-friendly. Its energy value is 2 kcal per gram, half that of sugars. It is less sweet than sugar, but can be blended with high-intensity sweeteners such as sucralose to create a mixture with the same sweetness as sucrose (‘sugar’).
Chemical data
- Formula
- C12H24O11
- Molecular weight
- 344.31 g/mol
- IUPAC name
- (3R,4R,5R)-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexane-1,2,3,4,5-pentol
- SMILES
- C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OC[C@H]([C@H]([C@@H](C(CO)O)O)O)O)O)O)O)O
- InChIKey
- SERLAGPUMNYUCK-BLEZHGCXSA-N
- XLogP
- -5.2
- Polar surface area
- 201 Ų
- H-bond donors
- 9
- H-bond acceptors
- 11
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 344.31
Show 4 more facts
- chemical formula
- C₁₂H₂₄O₁₁
- canonical SMILES
- C(C1C(C(C(C(O1)OCC(C(C(C(CO)O)O)O)O)O)O)O)O
- isomeric SMILES
- C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OC[C@H]([C@H]([C@@H](C(CO)O)O)O)O)O)O)O)O
- Commons category
- Isomalt
Sources (3)
via Wikidata · CC0
~4 min read
Article
6 sectionsContents
- Composition and structure
- Manufacture
- Uses
- References
- Further reading
- External links
Isomalt is a sugar substitute, a mixture of the two disaccharide alcohols 1,6-GPS and 1,1-GPM. It is used primarily for its sugar-like physical properties. It has little to no impact on blood sugar levels, and does not stimulate the release of insulin. It also does not promote tooth decay and is considered to be tooth-friendly. Its energy value is 2 kcal per gram, half that of sugars. It is less sweet than sugar, but can be blended with high-intensity sweeteners such as sucralose to create a mixture with the same sweetness as sucrose (‘sugar’).
Like most sugar alcohols (including the chemically similar maltitol), isomalt carries a risk of intestinal distress when consumed in large quantities (above about 20–30 g (1 oz) per day). Isomalt may prove upsetting to the intestinal tract because it is incompletely absorbed in the small intestine, and when polyols pass into the large intestine, they can cause osmotically induced diarrhea and stimulate the gut flora, causing flatulence. As with dietary fibers, regular consumption of isomalt can lead to desensitization, decreasing the risk of intestinal upset.