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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2006-05-22 15:12:20 UTC
Update Date2022-03-07 02:49:17 UTC
HMDB IDHMDB0002928
Secondary Accession Numbers
  • HMDB02928
Metabolite Identification
Common NameMaltitol
DescriptionMaltitol 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.
Structure
Data?1582752259
Synonyms
Chemical FormulaC12H24O11
Average Molecular Weight344.3124
Monoisotopic Molecular Weight344.13186161
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
Traditional Namemaltitol
CAS Registry Number585-88-6
SMILES
OC[C@H](O)[C@@H](O)[C@H](O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)CO
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/t4-,5+,6+,7+,8+,9-,10+,11+,12+/m0/s1
InChI KeyVQHSOMBJVWLPSR-WUJBLJFYSA-N
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
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point147 - 153 °CNot Available
Boiling Point788.53 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility1000000 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP-4.679 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothBladder cancer details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB020369
KNApSAcK IDNot Available
Chemspider ID432001
KEGG Compound IDNot Available
BioCyc IDCPD-3609
BiGG IDNot Available
Wikipedia LinkMaltitol
METLIN ID3484
PubChem Compound493591
PDB IDNot Available
ChEBI ID68428
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1057311
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Makinen KK, Soderling E, Peacor DR, Makinen PL, Park LM: Carbohydrate-controlled precipitation of apatite with coprecipitation of organic molecules in human saliva: stabilizing role of polyols. Calcif Tissue Int. 1989 Apr;44(4):258-68. [PubMed:2501008 ]
  2. Makinen KK, Olak J, Russak S, Saag M, Seedre T, Vasar R, Vihalemm T, Mikelsaar M, Makinen PL: Polyol-combinant saliva stimulants: a 4-month pilot study in young adults. Acta Odontol Scand. 1998 Apr;56(2):90-4. [PubMed:9669459 ]
  3. Hall NA, Patrick AD: A high-performance liquid chromatography method for the analysis of picomole amounts of oligosaccharides. Anal Biochem. 1989 May 1;178(2):378-84. [PubMed:2751099 ]
  4. Oku T, Akiba M, Lee MH, Moon SJ, Hosoya N: Metabolic fate of ingested [14C]-maltitol in man. J Nutr Sci Vitaminol (Tokyo). 1991 Oct;37(5):529-44. [PubMed:1802977 ]
  5. Secchi A, Pontiroli AE, Cammelli L, Bizzi A, Cini M, Pozza G: Effects of oral administration of maltitol on plasma glucose, plasma sorbitol, and serum insulin levels in man. Klin Wochenschr. 1986 Mar 17;64(6):265-9. [PubMed:3520129 ]