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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2007-05-24 16:07:03 UTC
Update Date2021-09-14 15:40:22 UTC
HMDB IDHMDB0006590
Secondary Accession Numbers
  • HMDB06590
Metabolite Identification
Common Name2-O-a-L-Fucopyranosyl-galactose
Description2-O-a-L-Fucopyranosyl-galactose, also known as alpha-L-fucosyl-(1,2)-D-galactose or blood group H disaccharide, belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. Based on a literature review a significant number of articles have been published on 2-O-a-L-Fucopyranosyl-galactose.
Structure
Thumb
Synonyms
ValueSource
2-O-(6-Deoxy-alpha-L-galactopyranosyl)-D-galactoseChEBI
alpha-L-Fucosyl-(1,2)-D-galactoseChEBI
2-O-(6-Deoxy-a-L-galactopyranosyl)-D-galactoseGenerator
2-O-(6-Deoxy-α-L-galactopyranosyl)-D-galactoseGenerator
a-L-Fucosyl-(1,2)-D-galactoseGenerator
Α-L-fucosyl-(1,2)-D-galactoseGenerator
2-O-alpha-L-Fucopyranosyl-D-galactoseHMDB
2-O-alpha-L-Fucopyranosyl-delta-galactoseHMDB
2-O-alpha-L-Fucopyranosyl-galactoseHMDB
6-Deoxy-alpha-L-galactosyl-(1->2)-D-galactoseHMDB
alpha-L-Fucosyl-(1->2)-D-galactoseHMDB
Blood group H disaccharideHMDB
a-L-Fucosyl-(1->2)-D-galactoseHMDB
Α-L-fucosyl-(1->2)-D-galactoseHMDB
Chemical FormulaC12H22O10
Average Molecular Weight326.2971
Monoisotopic Molecular Weight326.121296924
IUPAC Name(2R,3S,4S,5R)-3,4,5,6-tetrahydroxy-2-{[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}hexanal
Traditional Nameblood group H disaccharide
CAS Registry Number24656-24-4
SMILES
C[C@@H]1O[C@@H](O[C@@H](C=O)[C@@H](O)[C@@H](O)[C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]1O
InChI Identifier
InChI=1S/C12H22O10/c1-4-7(16)10(19)11(20)12(21-4)22-6(3-14)9(18)8(17)5(15)2-13/h3-13,15-20H,2H2,1H3/t4-,5+,6-,7+,8-,9+,10+,11-,12-/m0/s1
InChI KeyBQEBASLZIGFWEU-YYXBYDBJSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acyl glycosides
Direct ParentFatty acyl glycosides of mono- and disaccharides
Alternative Parents
Substituents
  • Fatty acyl glycoside of mono- or disaccharide
  • Alkyl glycoside
  • Disaccharide
  • Glycosyl compound
  • O-glycosyl compound
  • Fatty alcohol
  • Beta-hydroxy aldehyde
  • Oxane
  • Secondary alcohol
  • Organoheterocyclic compound
  • Oxacycle
  • Acetal
  • Polyol
  • Alcohol
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organic oxygen compound
  • Aldehyde
  • Primary alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
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 IDFDB112188
KNApSAcK IDNot Available
Chemspider ID7827796
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound9548873
PDB IDNot Available
ChEBI ID22423
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceKuhn, Richard; Baer, Hans Helmut; Gauhe, Adeline. 2-a-L-Fucopyranosyl-D-galactose and 2-a-L-fucopyranosyl-D-talose: the action of alkali upon oligosaccharides. Ann. (1958), 611:242-9.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Kobata A: The third chains of living organisms--a trail of glycobiology that started from the third floor of building 4 in NIH. Arch Biochem Biophys. 2004 Jun 15;426(2):107-21. [PubMed:15158661 ]