Showing metabocard for Glucosylgalactosyl hydroxylysine (BMDB0000585)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:33:11 UTC
Update Date2020-04-22 15:04:17 UTC
BMDB IDBMDB0000585
Secondary Accession Numbers
  • BMDB00585
Metabolite Identification
Common NameGlucosylgalactosyl hydroxylysine
DescriptionGlucosylgalactosyl hydroxylysine, also known as hydroxylysine-galactose-glucose or hydroxylysine-glucose-galactose, 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 Glucosylgalactosyl hydroxylysine.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
1,2alpha-Glucosylgalactosyl-O-hydroxylysineHMDB
2-O-a-D-Glucopyranosyl-O-b-D-galactopyranosylhydroxylysineHMDB
2-O-alpha-D-Glucopyranosyl-O-beta-D-galactopyranosylhydroxylysineHMDB
2-O-alpha-delta-Glucopyranosyl-O-beta-delta-galactopyranosylhydroxylysineHMDB
5-[O-a-D-Glucopyranosyl-(1->2)-b-D-galactopyranosyloxy]-L-lysineHMDB
5-[O-alpha-D-Glucopyranosyl-(1->2)-beta-D-galactopyranosyloxy]-L-lysineHMDB
5-[O-alpha-delta-Glucopyranosyl-(1->2)-beta-delta-galactopyranosyloxy]-L-lysineHMDB
GlucopyranosylgalactopyranosylhydroxylysineHMDB
Glucosido-galactosyl-hydroxylysineHMDB
Glucosyl galactosyl-D-hydroxylysineHMDB
Glucosyl galactosyl-delta-hydroxylysineHMDB
GlucosylgalactosylhydroxylysineHMDB
Hydroxylysine-galactose-glucoseHMDB
Hydroxylysine-glucose-galactoseHMDB
L-5-((2-O-alpha-D-Glucopyranosyl-beta-D-galactopyranosyl)oxy)-lysineHMDB
L-5-((2-O-alpha-delta-Glucopyranosyl-beta-delta-galactopyranosyl)oxy)-lysineHMDB
1,2 alpha-Glucosylgalactosyl-O-hydroxylysineHMDB
(2S)-2,6-Diamino-5-{[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2R,3R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}hexanoateHMDB
Chemical FormulaC18H34N2O13
Average Molecular Weight486.4682
Monoisotopic Molecular Weight486.206089184
IUPAC Name(2S)-2,6-diamino-5-{[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2R,3R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}hexanoic acid
Traditional Name(2S)-2,6-diamino-5-{[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2R,3R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}hexanoic acid
CAS Registry Number32448-35-4
SMILES
NCC(CC[C@H](N)C(O)=O)O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)C(O)[C@H]1O
InChI Identifier
InChI=1S/C18H34N2O13/c19-3-6(1-2-7(20)16(28)29)30-18-15(13(26)11(24)9(5-22)32-18)33-17-14(27)12(25)10(23)8(4-21)31-17/h6-15,17-18,21-27H,1-5,19-20H2,(H,28,29)/t6?,7-,8+,9+,10+,11-,12?,13-,14+,15+,17+,18+/m0/s1
InChI KeyUTIRJVJBKWSIOX-SRMFCGEKSA-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
  • Disaccharide
  • Glycosyl compound
  • O-glycosyl compound
  • Alpha-amino acid
  • Alpha-amino acid or derivatives
  • L-alpha-amino acid
  • Medium-chain fatty acid
  • Amino fatty acid
  • Heterocyclic fatty acid
  • Hydroxy fatty acid
  • Fatty acid
  • Oxane
  • Amino acid or derivatives
  • Amino acid
  • Secondary alcohol
  • Acetal
  • Carboxylic acid derivative
  • Carboxylic acid
  • Oxacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Polyol
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Alcohol
  • Carbonyl group
  • Organic oxide
  • Primary amine
  • Primary alcohol
  • Primary aliphatic amine
  • Amine
  • Organopnictogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-3.6ALOGPS
logP-8ChemAxon
logS-0.77ALOGPS
pKa (Strongest Acidic)1.76ChemAxon
pKa (Strongest Basic)9.8ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count15ChemAxon
Hydrogen Donor Count10ChemAxon
Polar Surface Area267.87 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity104 m³·mol⁻¹ChemAxon
Polarizability46.29 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0000585
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022130
KNApSAcK IDNot Available
Chemspider ID109059
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5567
PubChem Compound122304
PDB IDNot Available
ChEBI ID89573
References
Synthesis ReferenceGarza, Hector; Bennett, Nelson Jr.; Rodriguez, Gladys P. Improved rapid method for the isolation, purification and identification of collagen glycosides. Journal of Chromatography, A (1996), 732(2), 385-389.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available