Record Information
Version1.0
Creation date2015-10-09 22:32:18 UTC
Update date2017-01-19 02:36:34 UTC
FoodComEx IDPC000736
FoodDB RecordFDB020369
Chemical Information
NameMaltitoll
DescriptionPermitted 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 Number585-88-6
Structure
Thumb
Synonyms
SynonymSource
(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-pentolChEBI
4-O-a-D-Glucopyranosyl-D-glucitolGenerator
4-O-alpha-D-Glucopyranosyl-D-glucitolbiospider
4-O-alpha-delta-Glucopyranosyl-delta-glucitolbiospider
4-O-α-D-glucopyranosyl-D-glucitolGenerator
a-D-Glc-(1->4)-D-glc-olGenerator
a-D-Glcp-(1->4)-D-glc-olGenerator
a-D-Glucosyl-(1->4)-D-glucitolGenerator
alpha-D-Glc-(1->4)-D-glc-olChEBI
alpha-D-Glcp-(1->4)-D-glc-olChEBI
alpha-D-Glucosyl-(1->4)-D-glucitolChEBI
Amalti syrupHMDB
Amalty MR 100biospider
D-4-O-alpha-D-Glucopyranosylglucitolbiospider
D-Glucitol, 4-O-alpha-D-glucopyranosyl-biospider
D-glucopyranosyl-d-glucitolbiospider
D-maltitolbiospider
delta-4-O-alpha-delta-Glucopyranosylglucitolbiospider
Delta-maltitolbiospider
E965db_source
Glucitol, 4-O-alpha-D-glucopyranosyl-, D-biospider
Malbitbiospider
Malti MRbiospider
Maltisorbbiospider
Maltitbiospider
Maltitoldb_source
α-D-glc-(1->4)-D-glc-olGenerator
α-D-glcp-(1->4)-D-glc-olGenerator
α-D-glucosyl-(1->4)-D-glucitolGenerator
Chemical FormulaC12H24O11
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 IdentifierInChI=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 KeyVQHSOMBJVWLPSR-UHFFFAOYSA-N
Isomeric SMILESOCC(O)C(O)C(OC1OC(CO)C(O)C(O)C1O)C(O)CO
Average Molecular Weight344.3124
Monoisotopic Molecular Weight344.13186161
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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acyl glycosides
Direct ParentFatty acyl glycosides of mono- and disaccharides
Alternative Parents
Substituents
  • Fatty acyl glycoside of mono- or disaccharide
  • Alkyl glycoside
  • Disaccharide
  • Glycosyl compound
  • O-glycosyl compound
  • Fatty alcohol
  • Sugar alcohol
  • Oxane
  • Secondary alcohol
  • Acetal
  • Organoheterocyclic compound
  • Oxacycle
  • Polyol
  • Organooxygen compound
  • Primary alcohol
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointMp 149-152°DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 1 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci 8789AJ
Fluka HMDB0002928
MetaSci HMDB0002928
Toronto Research Chemicals M135010