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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 02:33:00 UTC
Update Date2022-03-07 02:56:48 UTC
HMDB IDHMDB0040937
Secondary Accession Numbers
  • HMDB40937
Metabolite Identification
Common NameLactitol
DescriptionLactitol, also known as importal or pizensy, 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. Based on a literature review a significant number of articles have been published on Lactitol.
Structure
Data?1563863605
Synonyms
ValueSource
D-LactitolChEBI
ImportalChEBI
LactitolumChEBI
WURCS=2.0/2,2,1/[H2122H][a2112h-1b_1-5]/1-2/a4-b1ChEBI
PizensyKegg
EmportalMeSH, HMDB
Neda lactiv importalMeSH, HMDB
4-O-beta-D-Galactopyranosyl-D-glucitolMeSH, HMDB
OponafMeSH, HMDB
4-O-β-D-Galactopyranosyl-D-glucitolHMDB
LactitolHMDB
Chemical FormulaC12H24O11
Average Molecular Weight344.3124
Monoisotopic Molecular Weight344.13186161
IUPAC Name(2S,3R,4R,5R)-4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexane-1,2,3,5,6-pentol
Traditional Namelactitol
CAS Registry Number585-86-4
SMILES
[H][C@@](O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)([C@H](O)CO)[C@H](O)[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-JVCRWLNRSA-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 Point95 - 98 °CNot Available
Boiling Point788.53 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility667 mg/mL at 25 °CNot Available
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
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB12942
Phenol Explorer Compound IDNot Available
FooDB IDFDB020779
KNApSAcK IDNot Available
Chemspider ID138481
KEGG Compound IDNot Available
BioCyc IDCPD0-2460
BiGG IDNot Available
Wikipedia LinkLactitol
METLIN IDNot Available
PubChem Compound157355
PDB IDNot Available
ChEBI ID75323
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1309861
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Marotta F, Geng TC, Wu CC, Barbi G: Bacterial translocation in the course of acute pancreatitis: beneficial role of nonabsorbable antibiotics and lactitol enemas. Digestion. 1996 Nov-Dec;57(6):446-52. [PubMed:8913707 ]
  2. Egger B, Arnera V, Llull JB, Lauterburg BH: Effect of one month of lactitol treatment on calcium metabolism in man. Eur J Clin Pharmacol. 1989;37(2):205-7. [PubMed:2792176 ]
  3. Saphronova LA, Osadchaia AI, Iliash VM: [Prebiotic lactitol as a component of biopreparation from aerobic bacilli]. Mikrobiol Z. 2008 Nov-Dec;70(6):34-41. [PubMed:19351047 ]
  4. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  5. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  6. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  7. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  8. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  9. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.