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
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-004u-9730000000-70576e4f34730bd11b36View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-0h2r-7986600000-5b5175e6891f55edf068View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_11) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_3_2) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_3_3) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_3_4) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_3_5) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_3_6) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_3_7) - 70eV, PositiveNot AvailableView in JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-01ox-6970000000-009d2ce27a1136ae6299View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-00lr-9400000000-8aa8e83725fd2209af68View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0gz0-3900000000-2fc5556359b0a81414a0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-03l3-9730000000-18899d8301ceb9f277a5View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-01vo-9000000000-f6d3abd918ff1f282542View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0002-9200000000-d6e4a53d78b7aeb01f63View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0229-9200000000-dae70870d5a8ff4487d7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-01ox-4690000000-39e1a100bf6242203156View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-03l3-9730000000-015caba1d680f2a331f0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0230-9200000000-856d105b38cc83c2d916View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-006x-9000000000-ee43794c6edbd6c96860View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0006-4490000000-cc9089e44d1b4d9eb447View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0390000000-81e2f32b467d86796fcdView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0002-3910000000-7eba3117f55467e8f550View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dl-0190000000-39f760bc9dbc41c02a70View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03dj-7930000000-4464d045ff43e6cc091cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0c0r-9400000000-33a1a2d302a56e55d1b6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-066r-2950000000-6d9cab81302970f1e219View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03la-6940000000-c181e63cb661eaf9a55eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9100000000-01102593189e8bacc7e7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0190000000-549c6b338079dc20e087View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dl-9200000000-1ed446aec03069aacf4bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01vo-9100000000-26a23911c4053ac8c9dcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4j-1690000000-8ee96cfc324aa6667802View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-9330000000-7b55e68c175be9b010bfView in MoNA
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Not AvailableView in JSpectraViewer
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