Record Information
Version2.0
StatusDetected and Quantified
Creation Date2022-10-17 17:53:43 UTC
Update Date2025-10-07 16:09:49 UTC
Metabolite IDMMDBc0057112
Metabolite Identification
Common NameD-Xylotriose
DescriptionD-Xylotriose is a carbohydrate belonging to the class of oligosaccharides. Its chemical structure consists of three xylose units linked by β-(1→4) glycosidic bonds, making it a significant component of hemicellulose in plant cell walls. D-Xylotriose is involved in various biochemical pathways, particularly in the degradation of xylan, a major hemicellulosic polysaccharide. Enzymatic hydrolysis of xylan by xylanases produces D-xylotriose alongside other xylooligosaccharides, which can be further broken down by xylosidases into xylose. For instance, a study demonstrated that β-xylanase from Trichoderma viride effectively produced D-xylotriose from xylan substrates (PMID:9291623 ). Additionally, D-xylotriose has been synthesized as a substrate for studying lignin and glucuronoxylan interactions (PMID:39316949 ). The enzymatic activity of β-D-xylosidase from Selenomonas ruminantium has also been characterized with D-xylotriose as a substrate, highlighting its role in the enzymatic breakdown of xylans (PMID:18421594 ). Overall, D-xylotriose serves as an important intermediate in the metabolic pathways of plant polysaccharide degradation.
Structure
Synonyms
ValueSource
(Xyl)3ChEBI
beta-D-Xyl-(1->4)-beta-D-xyl-(1->4)-D-xylChEBI
beta-D-Xylosyl-(1->4)-beta-D-xylosyl-(1->4)-D-xyloseChEBI
D-XylotrioseChEBI
XylosaccharideChEBI
b-D-Xyl-(1->4)-b-D-xyl-(1->4)-D-xylGenerator
Β-D-xyl-(1->4)-β-D-xyl-(1->4)-D-xylGenerator
b-D-Xylosyl-(1->4)-b-D-xylosyl-(1->4)-D-xyloseGenerator
Β-D-xylosyl-(1->4)-β-D-xylosyl-(1->4)-D-xyloseGenerator
Molecular FormulaC15H26O13
Average Mass414.36
Monoisotopic Mass414.137340897
IUPAC Name(2S,3R,4S,5R)-2-{[(3R,4R,5R,6S)-4,5-dihydroxy-6-{[(3R,4R,5R)-4,5,6-trihydroxyoxan-3-yl]oxy}oxan-3-yl]oxy}oxane-3,4,5-triol
Traditional Namexylotriose
CAS Registry NumberNot Available
SMILES
O[C@@H]1CO[C@@H](O[C@@H]2CO[C@@H](O[C@@H]3COC(O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O
InChI Identifier
InChI=1S/C15H26O13/c16-4-1-25-14(11(21)7(4)17)28-6-3-26-15(12(22)9(6)19)27-5-2-24-13(23)10(20)8(5)18/h4-23H,1-3H2/t4-,5-,6-,7+,8+,9+,10-,11-,12-,13?,14+,15+/m1/s1
InChI KeyJCSJTDYCNQHPRJ-FDVJSPBESA-N