Showing metabocard for heparan sulfate alpha-D-glucosaminide (BMDB0096227)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2020-03-10 17:03:17 UTC
Update Date2020-04-22 18:56:51 UTC
BMDB IDBMDB0096227
Secondary Accession Numbers
  • BMDB96227
Metabolite Identification
Common Nameheparan sulfate alpha-D-glucosaminide
Descriptionheparan sulfate alpha-D-glucosaminide belongs to the class of organic compounds known as oligosaccharide sulfates. These are carbohydrates containing between 3 and 9 sugar units, one of which bear one or more sulfate groups. heparan sulfate alpha-D-glucosaminide is a very strong basic compound (based on its pKa). These are trisaccharides containing three hexose carbohydrates.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Heparan sulfate a-D-glucosaminideGenerator
Heparan sulfate α-D-glucosaminideGenerator
Heparan sulfuric acid a-D-glucosaminideGenerator
Heparan sulfuric acid alpha-D-glucosaminideGenerator
Heparan sulfuric acid α-D-glucosaminideGenerator
Heparan sulphate a-D-glucosaminideGenerator
Heparan sulphate alpha-D-glucosaminideGenerator
Heparan sulphate α-D-glucosaminideGenerator
Heparan sulphuric acid a-D-glucosaminideGenerator
Heparan sulphuric acid alpha-D-glucosaminideGenerator
Heparan sulphuric acid α-D-glucosaminideGenerator
Chemical FormulaC18H32N2O24S3
Average Molecular Weight756.641
Monoisotopic Molecular Weight756.050712032
IUPAC Name(2R,3S,4S,5R,6R)-3-{[(2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-{[(2R,3S,4R,5R,6S)-4,6-dihydroxy-5-(sulfoamino)-2-[(sulfooxy)methyl]oxan-3-yl]oxy}-4-hydroxy-5-(sulfooxy)oxane-2-carboxylic acid
Traditional Name(2R,3S,4S,5R,6R)-3-{[(2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-{[(2R,3S,4R,5R,6S)-4,6-dihydroxy-5-(sulfoamino)-2-[(sulfooxy)methyl]oxan-3-yl]oxy}-4-hydroxy-5-(sulfooxy)oxane-2-carboxylic acid
CAS Registry NumberNot Available
SMILES
N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](OS(O)(=O)=O)[C@H](O[C@H]2[C@H](O)[C@@H](NS(O)(=O)=O)[C@@H](O)O[C@@H]2COS(O)(=O)=O)O[C@H]1C(O)=O
InChI Identifier
InChI=1S/C18H32N2O24S3/c19-5-8(23)7(22)3(1-21)40-17(5)42-12-10(25)13(44-47(35,36)37)18(43-14(12)15(26)27)41-11-4(2-38-46(32,33)34)39-16(28)6(9(11)24)20-45(29,30)31/h3-14,16-18,20-25,28H,1-2,19H2,(H,26,27)(H,29,30,31)(H,32,33,34)(H,35,36,37)/t3-,4-,5-,6-,7-,8-,9-,10+,11-,12+,13-,14-,16+,17-,18-/m1/s1
InChI KeyJAXHHZAWQAGVNS-BCMGMHEASA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as oligosaccharide sulfates. These are carbohydrates containing between 3 and 9 sugar units, one of which bear one or more sulfate groups.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentOligosaccharide sulfates
Alternative Parents
Substituents
  • Oligosaccharide sulfate
  • Aminoglycoside core
  • Fatty acyl glycoside
  • 1-o-glucuronide
  • O-glucuronide
  • Glucuronic acid or derivatives
  • Glycosyl compound
  • O-glycosyl compound
  • Amino saccharide
  • Fatty acyl
  • Sulfuric acid monoamide
  • Oxane
  • Pyran
  • Sulfuric acid monoester
  • Sulfate-ester
  • Sulfuric acid ester
  • Alkyl sulfate
  • Organic sulfuric acid or derivatives
  • Amino acid or derivatives
  • Secondary alcohol
  • 1,2-aminoalcohol
  • Hemiacetal
  • Amino acid
  • Carboxylic acid derivative
  • Acetal
  • Organoheterocyclic compound
  • Carboxylic acid
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Carbonyl group
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Organic oxide
  • Organonitrogen compound
  • Primary amine
  • Alcohol
  • Amine
  • Primary alcohol
  • Organic nitrogen compound
  • Organopnictogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.7ALOGPS
logP-11ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)-2.5ChemAxon
pKa (Strongest Basic)8.04ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count23ChemAxon
Hydrogen Donor Count12ChemAxon
Polar Surface Area424.45 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity134.2 m³·mol⁻¹ChemAxon
Polarizability63.43 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0060481
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB034584
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound70678539
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available