Chemical Component Summary

NameXylitol
SynonymsD-Xylitol
Identifiers(2S,4R)-pentane-1,2,3,4,5-pentol
FormulaC5 H12 O5
Molecular Weight152.146
TypeD-SACCHARIDE
Isomeric SMILESC([C@@H](C([C@@H](CO)O)O)O)O
InChIInChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5+
InChIKeyHEBKCHPVOIAQTA-SCDXWVJYSA-N

Chemical Details

Formal Charge0
Atom Count22
Chiral Atom Count3
Bond Count21
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB11195 
NameXylitol
Groups
  • investigational
  • experimental
DescriptionXylitol is a naturally occurring five-carbon sugar alcohol found in most plant material, including many fruits and vegetables. Xylitol-rich plant materials include birch and beechwood [A22081]. It is widely used as a sugar substitute and in "sugar-free" food products. The effects of xylitol on dental caries have been widely studied, and xylitol is added to some chewing gums and other oral care products to prevent tooth decay and dry mouth. Xylitol is a non-fermentable sugar alcohol by most plaque bacteria, indicating that it cannot be fermented into cariogenic acid end-products [A32423]. It works by inhibiting the growth of the microorganisms present in plaque and saliva after it accummulates intracellularly into the microorganism [A32423]. The recommended dose of xylitol for dental caries prevention is 6–10 g/day, and most adults can tolerate 40 g/day without adverse events [A22081].
Synonyms
  • Xylitol
  • D-Xylitol
Brand Names
  • Medisupia
  • Hoo gargle (Jasmine Flavor)(Mouthwash)
  • Lab52 Kids Oral Protection
  • Teeth cleaning mousse
  • L'ECLAT Rose Toothpaste
IndicationIndicated for use as a sugar substitute, and oral hygiene active ingredient.
Categories
  • Alcohols
  • Carbohydrates
  • Compounds used in a research, industrial, or household setting
  • Diet, Food, and Nutrition
  • Flavoring Agents
CAS number87-99-0
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
CCDC/CSD XYLTOL, XYLTOL03, XYLTOL04, RIBTOL01, XYLTOL01, RIBTOL, XYLTOL20, XYLTOL19, XYLTOL28, ARABOL01, INOYOC, XYLTOL21, XYLTOL22, XYLTOL23, XYLTOL27, XYLTOL18, XYLTOL16, XYLTOL25, XYLTOL09, XYLTOL26, XYLTOL08, XYLTOL07, XYLTOL29, XYLTOL24, XYLTOL14, XYLTOL17, XYLTOL05, XYLTOL06, XYLTOL10, XYLTOL11, ENIBAH, XYLTOL13, XYLTOL12, XYLTOL15, XYLTOL36, XYLTOL37, XYLTOL35, XYLTOL40, XYLTOL30, XYLTOL41, XYLTOL39, XYLTOL32, XYLTOL31, XYLTOL34, XYLTOL42, XYLTOL33
COD 2103961, 2019352, 2300678, 2311089, 2108773, 2108772, 2108774, 2108775, 2108776, 2108778, 2108777, 2108779, 2108780, 2108781, 2108782, 2022044