FComEx: Maltitoll (PC000736)

Record Information

Version

1.0

Creation date

2015-10-09 22:32:18 UTC

Update date

2017-01-19 02:36:34 UTC

FoodComEx ID

PC000736

FoodDB Record

FDB020369

Chemical Information

Name

Maltitoll

Description

Permitted bulk sweetener for foods Commercially, maltitol is a disaccharide produced by Corn Products Specialty Ingredients (formerly SPI Polyols), Cargill, Roquette, and Towa, among other companies. Maltitol is made by hydrogenation of maltose obtained from starch. Its high sweetness allows it to be used without being mixed with other sweeteners, and exhibits negligible cooling effect (positive heat of solution) in comparison with other sugar alcohols, and is very similar to the subtle cooling effect of sucrose. It is used especially in production of sweets: sugarless hard candies, chewing gum, chocolates, baked goods, and ice cream. The pharmaceutical industry uses maltitol as an excipient where it is utilised as a low-calorie sweetening agent. Its similarity to sucrose allows it to be used in syrups with the advantage that crystallization (which may cause bottle caps to stick) is less likely. Maltitol may also be used as a plasticiser in gelatine capsules, as an emollient, and as a humectant.; In countries such as Australia, Norway and New Zealand, it carries a mandatory warning such as "Excessive consumption may have a laxative effect." In the United States, it is a Generally recognized as safe (GRAS) substance, with a recommendation of a warning about its laxative potential when consumed at levels of 100 grams per day or more.; Maltitol is a sugar alcohol (a polyol) used as a sugar substitute. It has 75-90% of the sweetness of sucrose (table sugar) and nearly identical properties, except for browning. It is used to replace table sugar because it has fewer calories, does not promote tooth decay and has a somewhat lesser effect on blood glucose. Chemically, maltitol is also known as 4-O-?-glucopyranosyl-D-sorbitol. Commercially, it is known under trade names such as Maltisorb and Maltisweet.; Maltitol is a sugar alcohol (polyol) used as a sugar substitute. It has 90% the sweetness of sugar and nearly identical properties, except for browning. It is used to very easily replace sugar and has less food energy, does not promote tooth decay and has a somewhat lower blood sugar response. Unfortunately, maltitol is well known to cause gastric distress, particularly if consumed in great quantities. Chemically, maltitol is also known as 4-O-alpha-Glucopyranosyl-D-sorbitol. Commercially, it is known under trade names such as Maltisorb and Maltisweet. Due to its slow absorption, excessive consumption of Maltitol can have laxative effect and often can cause gas and/or bloating. Maltitol is particularly demonized regarding gastric side effects because it is so easy for food producers to use it in vast quantities (due to its amazingly sugar-like properties) so consumers often end up consuming far more than they could most other sugar alcohols. While this is a major problem with maltitol, many sugar alcohols are far more likely to cause gastric distress than maltitol when compared gram-for-gram. -- Wikipedia

CAS Number

585-88-6

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
(2S,3R,4R,5R)-4-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}hexane-1,2,3,5,6-pentol	ChEBI
4-O-a-D-Glucopyranosyl-D-glucitol	Generator
4-O-alpha-D-Glucopyranosyl-D-glucitol	biospider
4-O-alpha-delta-Glucopyranosyl-delta-glucitol	biospider
4-O-α-D-glucopyranosyl-D-glucitol	Generator
a-D-Glc-(1->4)-D-glc-ol	Generator
a-D-Glcp-(1->4)-D-glc-ol	Generator
a-D-Glucosyl-(1->4)-D-glucitol	Generator
alpha-D-Glc-(1->4)-D-glc-ol	ChEBI
alpha-D-Glcp-(1->4)-D-glc-ol	ChEBI
alpha-D-Glucosyl-(1->4)-D-glucitol	ChEBI
Amalti syrup	HMDB
Amalty MR 100	biospider
D-4-O-alpha-D-Glucopyranosylglucitol	biospider
D-Glucitol, 4-O-alpha-D-glucopyranosyl-	biospider
D-glucopyranosyl-d-glucitol	biospider
D-maltitol	biospider
delta-4-O-alpha-delta-Glucopyranosylglucitol	biospider
Delta-maltitol	biospider
E965	db_source
Glucitol, 4-O-alpha-D-glucopyranosyl-, D-	biospider
Malbit	biospider
Malti MR	biospider
Maltisorb	biospider
Maltit	biospider
Maltitol	db_source
α-D-glc-(1->4)-D-glc-ol	Generator
α-D-glcp-(1->4)-D-glc-ol	Generator
α-D-glucosyl-(1->4)-D-glucitol	Generator

Chemical Formula

C12H24O11

IUPAC name

(2S,3R,4R,5R)-4-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexane-1,2,3,5,6-pentol

InChI Identifier

InChI=1S/C12H24O11/c13-1-4(16)7(18)11(5(17)2-14)23-12-10(21)9(20)8(19)6(3-15)22-12/h4-21H,1-3H2

InChI Key

VQHSOMBJVWLPSR-UHFFFAOYSA-N

Isomeric SMILES

OCC(O)C(O)C(OC1OC(CO)C(O)C(O)C1O)C(O)CO

Average Molecular Weight

344.3124

Monoisotopic Molecular Weight

344.13186161

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents