D-Glucitol, 4-O-.alpha.-D-glucopyranosyl- (CED0161820)

Record Information
Version1.0
Creation Date2016-05-19 04:04:08 UTC
Update Date2026-05-14 19:59:59 UTC
Accession NumberCHEM012910
Identification
Common NameD-Glucitol, 4-O-.alpha.-D-glucopyranosyl-
ClassSmall Molecule
Description
D-Glucitol, 4-O-.alpha.-D-glucopyranosyl- is an organic compound with the formula C12H24O11 and an average molecular weight of 344.31 g/mol. D-Glucitol, 4-O-.alpha.-D-glucopyranosyl- belongs to the fatty acyl glycosides, a subclass of fatty acyls within the organic compounds. In industrial applications, this compound serves several roles and uses, including acting as a humectant, deodorizer, and pharmaceutical excipient. It is further utilized as a softener and conditioner, as well as a flavouring and nutrient. The compound is found in or released from 18 recorded sources across diverse categories. Within food, food processing, and cookware, it is associated with the preparation of vinegar, the preparation of malt, the preparation of wine or sparkling wine, molasses and treatment of molasses, and agglomerated sugar products, among four other sources. In the realm of household cleaning and consumer products, it is linked to tobacco product cases, tobacco pipes, pipe accessories, other smoking requisites, and non electric simulated smoking devices. Additionally, it is found in building and construction materials, specifically stairs and ramps as well as ceilings. Within electrical and electronic equipment, it is recorded in auxiliary devices and antennas.
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
(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-alpha-D-Glucopyranosyl-D-glucitolChEBI
alpha-D-GLC-(1->4)-D-GLC-olChEBI
alpha-D-GLCP-(1->4)-D-GLC-olChEBI
alpha-D-Glucosyl-(1->4)-D-glucitolChEBI
D-MaltitolChEBI
WURCS=2.0/2,2,1/[H2122H][a2122h-1a_1-5]/1-2/a4-b1ChEBI
4-O-a-D-Glucopyranosyl-D-glucitolGenerator
4-O-Α-D-glucopyranosyl-D-glucitolGenerator
a-D-GLC-(1->4)-D-GLC-olGenerator
Α-D-GLC-(1->4)-D-GLC-olGenerator
a-D-GLCP-(1->4)-D-GLC-olGenerator
Α-D-GLCP-(1->4)-D-GLC-olGenerator
a-D-Glucosyl-(1->4)-D-glucitolGenerator
Α-D-glucosyl-(1->4)-D-glucitolGenerator
4-O-alpha-delta-Glucopyranosyl-delta-glucitolHMDB
Amalti syrupHMDB
Amalty MR 100HMDB
D-4-O-alpha-D-GlucopyranosylglucitolHMDB
delta-4-O-alpha-delta-GlucopyranosylglucitolHMDB
delta-MaltitolHMDB
MalbitHMDB
Malti MRHMDB
MaltisorbHMDB
MaltitHMDB
MaltitolHMDB
Chemical FormulaC12H24O11
Average Molecular Mass344.312 g/mol
Monoisotopic Mass344.132 g/mol
CAS Registry Number585-88-6
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
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 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/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
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility377 g/LALOGPS
logP-3.2ALOGPS
logP-5.5ChemAxon
logS0.04ALOGPS
pKa (Strongest Acidic)12.1ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area200.53 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity70.82 m³·mol⁻¹ChemAxon
Polarizability31.84 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrumsplash10-0uxs-0952000000-b7f978a79c1e8d933177Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-03fr-9235000000-4b74058303ecc8c4b855Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-00kr-6460219000-7d7a8a9d3b52128e18e4Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-4c268ca31754a92aadb7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-9400000000-2cbc4727d166702a8dcfNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-067r-9000000000-090e156d979b54105c93Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0h4x-8904000000-348f04d18d9ab4a54309Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-002f-1279000000-89dc38b09b82fe640e58Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-0009000000-74f3005b7f662c942544Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0009000000-7d6f01e4ad770ea30d9eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4j-0095000000-646de9a950331e2820f5Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-1190000000-0c5fa032896efc821669Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-066r-0090000000-9f1519336d06d1d75d44Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00o1-1908000000-27615cf754d66c0d1f21Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-02u0-4901000000-b99d2d4b0115fe5091aeNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03xu-9810000000-6b21bfaddbf77f03a7b3Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000x-7694000000-a6af66a19f9a31c099b8Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01u0-6931000000-12750896e8c10d0fcbc3Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-08fu-9700000000-156a606db9a67ec92434Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-054k-0209000000-281f58cfa23a6a50f0f7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-9701000000-fd1529eaf380bfa9e951Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000w-9400000000-bea21dfb9029812122e5Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-1129000000-2c95ce6a3d2cfa92e02aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9451000000-84f94577e31c56237ec2Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4l-9100000000-3350e8567bb71f6704d0Not AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
1D NMR13C NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
13429.0Log mg/kg[7600:24000]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
495CeilingsBuilding & ConstructionNot Available
500Stairs And RampsBuilding & ConstructionNot Available
506AntennasElectrical & Electronic EquipmentNot Available
507Auxiliary DevicesElectrical & Electronic EquipmentNot Available
541Agglomerated Sugar ProductsFood, food processing & cookwareNot Available
546Molasses And Treatment Of MolassesFood, food processing & cookwareNot Available
547Preparation Of MaltFood, food processing & cookwareNot Available
548Preparation Of VinegarFood, food processing & cookwareNot Available
549Preparation Of Wine Or Sparkling WineFood, food processing & cookwareNot Available
550Preparation Of WortFood, food processing & cookwareNot Available
551Processing FishFood, food processing & cookwareNot Available
552Processing MeatsFood, food processing & cookwareNot Available
553Treatment Of HopsFood, food processing & cookwareNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
560Other Smoking RequisitesHousehold cleaning & consumer productsNot Available
562Pipe AccessoriesHousehold cleaning & consumer productsNot Available
566Tobacco PipesHousehold cleaning & consumer productsNot Available
567Tobacco Product CasesHousehold cleaning & consumer productsNot Available
578Making CigarsIndustrial manufacturing & chemical processingNot Available
579Manufacture Of Iron Or SteelIndustrial manufacturing & chemical processingNot Available
584BuoysMarine, shipping & aquacultureNot Available
598Fertiliser DistributorsAgriculture & land managementNot Available
612Body Washing Or Cleaning ImplementsPersonal care & cosmeticsNot Available
616Face Mask CosmeticsPersonal care & cosmeticsNot Available
630ToysRecreation & sports surfacesNot Available
653SewingTextiles, leather & furnishingsNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureLectinB4EH87Burkholderia cenocepacia (strain ATCC BAA-245 / DSM 16553 / LMG 16656/ NCTC 13227 / J2315 / CF5610) (Burkholderia cepacia (strain J2315))Predicted (SEA)0.544945
Click to view 3D structureType 1 fimbrin D-mannose specific adhesinP08191Escherichia coli K-12Predicted (SEA)0.700643
Click to view 3D structurePA-I galactophilic lectinQ05097Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228)Predicted (SEA)0.934191
Click to view 3D structureLysosomal alpha-glucosidaseQ6P7A9Rattus norvegicusPredicted (SEA)3.50322
CD44 antigen structureClick to view 3D structureCD44 antigenP16070HumansPredicted (SEA)1.55698
Click to view 3D structureCD44 antigenP15379Mus musculusPredicted (SEA)1.55698
Click to view 3D structureSucrase-isomaltase, intestinalP23739Rattus norvegicusPredicted (SEA)4.43741
Gap junction beta-2 protein structureClick to view 3D structureGap junction beta-2 proteinP29033HumansPredicted (SEA)0.934191
Click to view 3D structureEndo-beta-N-acetylglucosaminidaseQ9ZB22Arthrobacter protophormiaePredicted (SEA)1.01204
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)364.023
Click to view 3D structureN-acetyllactosaminide alpha-1,3-galactosyltransferaseP50127Sus scrofaPredicted (SEA)3.97031
Carbonic anhydrase 7 structureClick to view 3D structureCarbonic anhydrase 7P43166HumansPredicted (SEA)311.008
Carbonic anhydrase 1 structureClick to view 3D structureCarbonic anhydrase 1P00915HumansPredicted (SEA)564.485
Maltase-glucoamylase structureClick to view 3D structureMaltase-glucoamylaseO43451HumansPredicted (SEA)6.85073
Carbonic anhydrase 9 structureClick to view 3D structureCarbonic anhydrase 9Q16790HumansPredicted (SEA)810.878
Click to view 3D structureE-selectinP98105Rattus norvegicusPredicted (SEA)1.24559
Click to view 3D structureKiller cell lectin-like receptor subfamily B member 1AP27471Rattus norvegicusPredicted (SEA)2.02408
Galectin-3 structureClick to view 3D structureGalectin-3P17931HumansPredicted (SEA)13.7015
Click to view 3D structureAdenosine kinaseA5U4N0Mycobacterium tuberculosis (strain ATCC 25177 / H37Ra)Predicted (SEA)32.3853
Solute carrier family 28 member 3 structureClick to view 3D structureSolute carrier family 28 member 3Q9HAS3HumansPredicted (SEA)25.2231
Click to view 3D structureAdenosine receptor A1P25099Rattus norvegicusPredicted (SEA)467.407
Carbonic anhydrase 2 structureClick to view 3D structureCarbonic anhydrase 2P00918HumansPredicted (SEA)1441.22
Carbonic anhydrase 4 structureClick to view 3D structureCarbonic anhydrase 4P22748HumansPredicted (SEA)487.414
Click to view 3D structureOligo-1,6-glucosidase IMA1P53051Saccharomyces cerevisiae S288cPredicted (SEA)26.7801
Click to view 3D structureAlpha-amylaseQ7M328Sus scrofa domesticusPredicted (SEA)1.94623
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0002928
FooDB IDFDB020369
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDCPD-3609
METLIN ID3484
PDB IDNot Available
Wikipedia LinkMaltitol
Chemspider ID432001
ChEBI ID68428
PubChem Compound ID493591
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=15063216
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=20370946
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=20465435
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=21179684
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=21481716
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=21834103
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=21951305
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=22585934
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=22735334
10. 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.
11. 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.
12. 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.
13. 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.
14. 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.