Human Metabolome Database Version 3.5

Showing metabocard for N-Sulfo-D-glucosamine (HMDB01481)

Record Information
Version 3.5
Creation Date 2005-11-16 08:48:42 -0700
Update Date 2013-02-08 17:10:38 -0700
HMDB ID HMDB01481
Secondary Accession Numbers None
Metabolite Identification
Common Name N-Sulfo-D-glucosamine
Description N-Sulfo-D-glucosamine is a structurally altered form of N-acetyl-D-glucosamine (a polysaccharide found in animal tissues) by heparan sulfate N-deacetylase /N-sulfotransferase enzymes.
Structure Thumb
Download: MOL | SDF | PDB | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. N-Sulfo-D-glucosamine
Chemical Formula C6H13NO8S
Average Molecular Weight 259.234
Monoisotopic Molecular Weight 259.036187087
IUPAC Name N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]sulfamic acid
Traditional IUPAC Name N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]sulfamic acid
CAS Registry Number 909257-48-3
SMILES OC[C@H]1O[C@@H](O)[C@H](NS(O)(=O)=O)[C@@H](O)[C@@H]1O
InChI Identifier InChI=1S/C6H13NO8S/c8-1-2-4(9)5(10)3(6(11)15-2)7-16(12,13)14/h2-11H,1H2,(H,12,13,14)/t2-,3-,4-,5-,6-/m1/s1
InChI Key PRDZVHCOEWJPOB-QZABAPFNSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Carbohydrates and Carbohydrate Conjugates
Class Monosaccharides
Sub Class Hexoses
Other Descriptors
  • Aliphatic Heteromonocyclic Compounds
  • Amino Sugars
  • Carbohydrates and Carbohydrate Conjugates
Substituents
  • 1,2 Diol
  • Hemiacetal
  • Organic Sulfuric Acid Amide
  • Oxane
  • Primary Alcohol
  • Secondary Alcohol
  • Sulfamic Acid Derivative
Direct Parent Hexoses
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction Not Available
Application Not Available
Cellular locations
  • Cytoplasm (predicted from logP)
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 94.3 g/L ALOGPS
LogP -2.30 ALOGPS
LogP -4.9 ChemAxon
LogS -0.44 ALOGPS
pKa (strongest acidic) -1.3 ChemAxon
pKa (strongest basic) -3 ChemAxon
Hydrogen Acceptor Count 8 ChemAxon
Hydrogen Donor Count 6 ChemAxon
Polar Surface Area 156.55 A2 ChemAxon
Rotatable Bond Count 2 ChemAxon
Refractivity 47.87 ChemAxon
Polarizability 22.08 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -1 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biofluid Locations Not Available
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
DrugBank Metabolite ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB022646
KNApSAcK ID Not Available
Chemspider ID 388505 Link_out
KEGG Compound ID C01075 Link_out
BioCyc ID CPD-550 Link_out
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB01481 Link_out
Metagene Link HMDB01481 Link_out
METLIN ID 6267 Link_out
PubChem Compound 439388 Link_out
PDB ID Not Available
ChEBI ID 16702 Link_out
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References Not Available

Enzymes
Name: N-sulphoglucosamine sulphohydrolase
Reactions:
N-Sulfo-D-glucosamine + Water unknown Glucosamine + Oat gum details
Gene Name: SGSH
Uniprot ID: P51688 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA