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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2007-05-24 11:57:11 UTC
Update Date2021-09-14 15:19:34 UTC
HMDB IDHMDB0006578
Secondary Accession Numbers
  • HMDB06578
Metabolite Identification
Common NameChitotriose
DescriptionChitotriose belongs to the class of organic compounds known as aminoglycosides. These are molecules or a portion of a molecule composed of amino-modified sugars. Chitotriose has been detected, but not quantified in, several different foods, such as green tea, winter squashes (Cucurbita maxima), moth beans (Vigna aconitifolia), tarragons (Artemisia dracunculus), and cherry tomatoes (Solanum lycopersicum var. cerasiforme). This could make chitotriose a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Chitotriose.
Structure
Thumb
Synonyms
ValueSource
O-2-amino-2-Deoxy-beta-D-glucopyranosyl-(1->4)-O-2-amino-2-deoxy-beta-D-glucopyranosyl-(1->4)-2-amino-2-deoxy-D-glucoseHMDB
O-2-amino-2-Deoxy-beta-delta-glucopyranosyl-(1->4)-O-2-amino-2-deoxy-beta-delta-glucopyranosyl-(1->4)-2-amino-2-deoxy-delta-glucoseHMDB
ChitotrisaccharideMeSH, HMDB
ChitintrioseMeSH, HMDB
ChitotrioseMeSH
Chemical FormulaC18H35N3O13
Average Molecular Weight501.4828
Monoisotopic Molecular Weight501.216988221
IUPAC Name(2R,3R,4S,5R)-2-amino-4-{[(2S,3R,4R,5S,6R)-3-amino-5-{[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5,6-trihydroxyhexanal
Traditional Namechitotrisaccharide
CAS Registry Number41708-93-4
SMILES
N[C@@H](C=O)[C@@H](O)[C@H](O[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2N)[C@H](O)[C@H]1N)[C@H](O)CO
InChI Identifier
InChI=1S/C18H35N3O13/c19-5(1-22)11(27)15(6(26)2-23)33-18-10(21)14(30)16(8(4-25)32-18)34-17-9(20)13(29)12(28)7(3-24)31-17/h1,5-18,23-30H,2-4,19-21H2/t5-,6+,7+,8+,9+,10+,11+,12+,13+,14+,15+,16+,17-,18-/m0/s1
InChI KeyHBAVVSYNWHLVDB-UDAFUQIYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aminoglycosides. These are molecules or a portion of a molecule composed of amino-modified sugars.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentAminoglycosides
Alternative Parents
Substituents
  • Aminoglycoside core
  • Disaccharide
  • Glycosyl compound
  • O-glycosyl compound
  • Beta-hydroxy aldehyde
  • Oxane
  • 1,2-aminoalcohol
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Acetal
  • Polyol
  • Alcohol
  • Primary aliphatic amine
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Organic nitrogen compound
  • Amine
  • Organonitrogen compound
  • Primary amine
  • Aldehyde
  • Primary alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Route of exposureSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023980
KNApSAcK IDNot Available
Chemspider ID108813
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound121978
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceIzume, Masato; Ohtakara, Akira. Preparation of D-glucosamine oligosaccharides by the enzymatic hydrolysis of chitosan. Agricultural and Biological Chemistry (1987), 51(4), 1189-91.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Varaldo PE, Valisena S, Mingari MC, Satta G: Lysozyme-induced inhibition of the lymphocyte response to mitogenic lectins. Proc Soc Exp Biol Med. 1989 Jan;190(1):54-62. [PubMed:2911608 ]