Record Information
Version2.0
StatusDetected and Quantified
Creation Date2020-10-28 18:32:25 UTC
Update Date2025-10-07 16:04:13 UTC
Metabolite IDMMDBc0000317
Metabolite Identification
Common NameCellotriose
DescriptionCellotriose is a trisaccharide belonging to the chemical class of oligosaccharides. Its chemical structure consists of three glucose units linked by β(1→4) glycosidic bonds, making it a specific type of cellooligosaccharide. In biological contexts, cellotriose is involved in various metabolic pathways, particularly in the degradation of cellulose by microorganisms. For instance, it serves as a significant hydrolysis product during the enzymatic breakdown of cellulose, where enzymes such as β-glucosidases and endoglucanases act on cellulose substrates to release cellobiose, cellotriose, and glucose (PMID:39965377 ). Additionally, cellotriose has been shown to interact with specific receptors in plants, such as the MALECTIN-DOMAIN CONTAINING CELLOOLIGOMER RECEPTOR KINASE1 (CORK1), which is involved in calcium signaling pathways in Arabidopsis roots (PMID:40756436 ). The binding affinity of enzymes like Rem_GH7CBHI for cellotriose, with a low Kₘ of 0.25 mM, highlights its relevance in biochemical reactions (PMID:40622460 ). Furthermore, the production of cellotriose can be catalyzed by certain enzymes under specific conditions, emphasizing its role in the synthesis of cellooligosaccharides from cellulose degradation (PMID:39249579 ).
Structure
Synonyms
ValueSource
beta-D-GLCP-(1->4)-beta-D-GLCP-(1->4)-D-GLCChEBI
D-CellotrioseChEBI
b-D-GLCP-(1->4)-b-D-GLCP-(1->4)-D-GLCGenerator
Β-D-GLCP-(1->4)-β-D-GLCP-(1->4)-D-GLCGenerator
D-Glucose, O-D-glucopyranosylMeSH
D-Glucose,O-beta-D-glucopyranosylMeSH
Molecular FormulaC18H32O16
Average Mass504.4371
Monoisotopic Mass504.169034976
IUPAC Name(3R,4R,5S,6R)-5-{[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-6-(hydroxymethyl)oxane-2,3,4-triol
Traditional Name(3R,4R,5S,6R)-5-{[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-6-(hydroxymethyl)oxane-2,3,4-triol
CAS Registry NumberNot Available
SMILES
[H]C1(O)O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O[C@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@@]1([H])O
InChI Identifier
InChI=1S/C18H32O16/c19-1-4-7(22)8(23)12(27)17(31-4)34-15-6(3-21)32-18(13(28)10(15)25)33-14-5(2-20)30-16(29)11(26)9(14)24/h4-29H,1-3H2/t4-,5-,6-,7-,8+,9-,10-,11-,12-,13-,14-,15-,16?,17+,18+/m1/s1
InChI KeyFYGDTMLNYKFZSV-ZWSAEMDYSA-N