CHEBI:17151 - xylitol

ChEBI IDCHEBI:17151
ChEBI Namexylitol
Stars
DefinitionA pentitol (five-carbon sugar alcohol) having meso-configuration, being derived from xylose by reduction of the carbonyl group.
Secondary ChEBI IDsCHEBI:10078, CHEBI:15328, CHEBI:27339, CHEBI:46522, CHEBI:60939, CHEBI:253147
Last Modified22 February 2017
SubmitterT. Berardini
DownloadsMolfile
FormulaC5H12O5
Net Charge0
Average Mass152.146
Monoisotopic Mass152.06847
SMILESOC[C@@H](O)[C@H](O)[C@@H](O)CO
WURCSWURCS=2.0/1,1,0/[h212h]/1/
InChIInChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5+
InChIKeyHEBKCHPVOIAQTA-SCDXWVJYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Chlamydomonas reinhardtii (ncbitaxon:3055) - PubMed (25515814)
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Saccharomyces cerevisiae (ncbitaxon:4932) - PubMed (24678285) Source: yeast.sf.net
Roles Classification
Chemical Role:
sweetening agent  Substance that sweeten food, beverages, medications, etc.
Biological Roles:
algal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
hapten  Any substance capable of eliciting an immune response only when attached to a large carrier such as a protein. Examples include dinitrophenols; oligosaccharides; peptides; and heavy metals.
allergen  A chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
sweetening agent  Substance that sweeten food, beverages, medications, etc.
Saccharomyces cerevisiae metabolite  Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
Applications:
sweetening agent  Substance that sweeten food, beverages, medications, etc.
hypoglycemic agent  A drug which lowers the blood glucose level.
ChEBI Ontology
Outgoing Relation(s)
xylitol (CHEBI:17151) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
xylitol (CHEBI:17151) has role algal metabolite (CHEBI:84735)
xylitol (CHEBI:17151) has role allergen (CHEBI:50904)
xylitol (CHEBI:17151) has role antibacterial agent (CHEBI:33282)
xylitol (CHEBI:17151) has role hapten (CHEBI:59174)
xylitol (CHEBI:17151) has role human metabolite (CHEBI:77746)
xylitol (CHEBI:17151) has role hypoglycemic agent (CHEBI:35526)
xylitol (CHEBI:17151) has role mouse metabolite (CHEBI:75771)
xylitol (CHEBI:17151) has role sweetening agent (CHEBI:50505)
xylitol (CHEBI:17151) is a pentitol (CHEBI:25899)
Incoming Relation(s)
xylitol 5-phosphate (CHEBI:16772) has functional parent xylitol (CHEBI:17151)
xylitol 5-phosphate(2−) (CHEBI:370252) has functional parent xylitol (CHEBI:17151)
IUPAC Names 
(2R,3r,4S)-pentane-1,2,3,4,5-pentol
meso-xylitol
Synonyms  Source
(2R,3R,4S)-Pentane-1,2,3,4,5-pentaolChEMBL
C-xylidex cr 16055ChEMBL
D-XYLITOLPDBeChem
E-967ChEMBL
E967ChEMBL
INS-967ChEMBL
Brand Name  Source
TorchChEMBL
UniProt Name  Source
xylitolUniProt
Manual XrefsDatabases
4604DrugCentral
C00379KEGG COMPOUND
D00061KEGG DRUG
DB01904DrugBank
HMDB0002917HMDB
XYLPDBeChem
XylitolWikipedia
XYLITOLMetaCyc
Registry NumbersSources
Reaxys:1720523Reaxys
Gmelin:82893Gmelin
CAS:87-99-0NIST Chemistry WebBook
CAS:87-99-0KEGG COMPOUND
CAS:87-99-0ChemIDplus
Citations