Showing metabocard for Glucosamine 6-sulfate (BMDB0000592)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:33:16 UTC
Update Date2020-04-22 15:04:19 UTC
BMDB IDBMDB0000592
Secondary Accession Numbers
  • BMDB00592
Metabolite Identification
Common NameGlucosamine 6-sulfate
DescriptionGlucosamine 6-sulfate, also known as GLCN-6S or 6-O-sulfO-b-D-glucosamine, belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. Based on a literature review a significant number of articles have been published on Glucosamine 6-sulfate.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-Amino-2-deoxy-beta-D-glucopyranose 6-sulfateChEBI
2-Amino-2-deoxy-D-glucose 6-sulfateChEBI
2-Amino-2-deoxy-D-glucose 6-sulphateChEBI
6-O-SulfO-beta-D-glucosamineChEBI
beta-D-Glucosamine 6-O-sulfateChEBI
D-Glucosamine-6-sulfateChEBI
D-Glucosamine-6-sulphateChEBI
GLCN-6SChEBI
Glucosamine 6-O-sulfateChEBI
Glucosamine 6-O-sulphateChEBI
Glucosamine 6-sulphateChEBI
2-Amino-2-deoxy-b-D-glucopyranose 6-sulfateGenerator
2-Amino-2-deoxy-b-D-glucopyranose 6-sulfuric acidGenerator
2-Amino-2-deoxy-b-D-glucopyranose 6-sulphateGenerator
2-Amino-2-deoxy-b-D-glucopyranose 6-sulphuric acidGenerator
2-Amino-2-deoxy-beta-D-glucopyranose 6-sulfuric acidGenerator
2-Amino-2-deoxy-beta-D-glucopyranose 6-sulphateGenerator
2-Amino-2-deoxy-beta-D-glucopyranose 6-sulphuric acidGenerator
2-Amino-2-deoxy-β-D-glucopyranose 6-sulfateGenerator
2-Amino-2-deoxy-β-D-glucopyranose 6-sulfuric acidGenerator
2-Amino-2-deoxy-β-D-glucopyranose 6-sulphateGenerator
2-Amino-2-deoxy-β-D-glucopyranose 6-sulphuric acidGenerator
2-Amino-2-deoxy-D-glucose 6-sulfuric acidGenerator
2-Amino-2-deoxy-D-glucose 6-sulphuric acidGenerator
6-O-SulfO-b-D-glucosamineGenerator
6-O-SulfO-β-D-glucosamineGenerator
6-O-SulphO-b-D-glucosamineGenerator
6-O-SulphO-beta-D-glucosamineGenerator
6-O-SulphO-β-D-glucosamineGenerator
b-D-Glucosamine 6-O-sulfateGenerator
b-D-Glucosamine 6-O-sulfuric acidGenerator
b-D-Glucosamine 6-O-sulphateGenerator
b-D-Glucosamine 6-O-sulphuric acidGenerator
beta-D-Glucosamine 6-O-sulfuric acidGenerator
beta-D-Glucosamine 6-O-sulphateGenerator
beta-D-Glucosamine 6-O-sulphuric acidGenerator
Β-D-glucosamine 6-O-sulfateGenerator
Β-D-glucosamine 6-O-sulfuric acidGenerator
Β-D-glucosamine 6-O-sulphateGenerator
Β-D-glucosamine 6-O-sulphuric acidGenerator
D-Glucosamine-6-sulfuric acidGenerator
D-Glucosamine-6-sulphuric acidGenerator
Glucosamine 6-O-sulfuric acidGenerator
Glucosamine 6-O-sulphuric acidGenerator
Glucosamine 6-sulfuric acidGenerator
Glucosamine 6-sulphuric acidGenerator
b-D-Glucosamine 6-sulfateHMDB
b-D-Glucosamine 6-sulfuric acidHMDB
b-D-Glucosamine 6-sulphateHMDB
b-D-Glucosamine 6-sulphuric acidHMDB
beta-D-Glucosamine 6-sulfuric acidHMDB
beta-D-Glucosamine 6-sulphateHMDB
beta-D-Glucosamine 6-sulphuric acidHMDB
Β-D-glucosamine 6-sulfateHMDB
Β-D-glucosamine 6-sulfuric acidHMDB
Β-D-glucosamine 6-sulphateHMDB
Β-D-glucosamine 6-sulphuric acidHMDB
Glucosamine 6-sulfateGenerator
Chemical FormulaC6H13NO8S
Average Molecular Weight259.234
Monoisotopic Molecular Weight259.036187087
IUPAC Name{[(2R,3S,4R,5R,6R)-5-amino-3,4,6-trihydroxyoxan-2-yl]methoxy}sulfonic acid
Traditional Nameglucosamine 6-sulfate
CAS Registry Number91674-26-9
SMILES
N[C@H]1[C@H](O)O[C@H](COS(O)(=O)=O)[C@@H](O)[C@@H]1O
InChI Identifier
InChI=1S/C6H13NO8S/c7-3-5(9)4(8)2(15-6(3)10)1-14-16(11,12)13/h2-6,8-10H,1,7H2,(H,11,12,13)/t2-,3-,4-,5-,6-/m1/s1
InChI KeyMTDHILKWIRSIHB-QZABAPFNSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentHexoses
Alternative Parents
Substituents
  • Hexose monosaccharide
  • Monosaccharide sulfate
  • Amino saccharide
  • Oxane
  • Sulfuric acid monoester
  • Sulfate-ester
  • Alkyl sulfate
  • Sulfuric acid ester
  • Organic sulfuric acid or derivatives
  • Hemiacetal
  • 1,2-diol
  • Secondary alcohol
  • 1,2-aminoalcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Primary amine
  • Primary aliphatic amine
  • Organic nitrogen compound
  • Alcohol
  • Amine
  • Organopnictogen compound
  • Organic oxide
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • 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-2.3ALOGPS
logP-4ChemAxon
logS-0.3ALOGPS
pKa (Strongest Acidic)-1.9ChemAxon
pKa (Strongest Basic)8.23ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area159.54 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity47.57 m³·mol⁻¹ChemAxon
Polarizability22.38 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0000592
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022132
KNApSAcK IDNot Available
Chemspider ID65298
KEGG Compound IDC04132
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5571
PubChem Compound72361
PDB IDNot Available
ChEBI ID133343
References
Synthesis ReferenceSaito, Tomoo; Noguchi, Junzo; Komatsu, Kiroku. The esterification of carbohydrates in concentrated sul-furic acid. III. The synthesis of 2-amino-2-deoxy-D-glucose O-sulfate, 2-acetamido-2-deoxy-D-glucose-6-sulfate and its calcium and barium salts. Nippon Kagaku Zasshi (1961), 82 472-4.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available