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isomalt

Structure via PubChem · Public domain (PubChem)

EntityQ412068· pop 27· linked from 136 articles

Also 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’).

In the Vinony graph

Within Vinony's link graph, isomalt is referenced by 136 other articles, and connects out to alcohols, isopropyl alcohol and butan-1-ol.

It is catalogued under topics including Chembox image size set, Chemical articles with multiple CAS registry numbers and Chemical articles with multiple compound IDs.

Its subject is documented across 25 Wikipedia language editions.

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

Drug data · ChEMBL

Max clinical phase
Phase 3
Molecule type
Small molecule
Indications
inflammatory bowel disease

via ChEMBL · EBI

Wikidata facts

Mass
344.31
Significant event
consent
Has use
excipient
Show 5 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
has characteristic
amorphous solid
Commons category
Isomalt
Sources (3)

via Wikidata · CC0

~4 min read

Encyclopedic overview

6 sections
Contents
  • 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.

Excerpted from Wikipedia’s “isomalt” article, available under the CC BY-SA 4.0 licence.

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