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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2009-04-06 16:21:39 UTC
Update Date2020-03-13 15:02:54 UTC
HMDB IDHMDB0012244
Secondary Accession Numbers
  • HMDB12244
Metabolite Identification
Common NameKinetin-9-N-glucoside
DescriptionKinetin-9-N-glucoside belongs to the class of organic compounds known as glycosylamines. Glycosylamines are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether). Kinetin-9-N-glucoside is a strong basic compound (based on its pKa). Kinetin-9-N-glucoside is the product of the reaction between kinetin and UDP-D-glucose, with UDP as a co-product. The reaction is catalyzed by a UDP glycosyltransferase.
Structure
Data?1584111774
Synonyms
ValueSource
Kinetin 9-glucosideHMDB
Kinetin-9-N-glucosideHMDB
N-(2-Furanylmethyl)-9-beta-D-glucopyranosyl-9H-purin-6-amineHMDB
N-(2-Furanylmethyl)-9-β-D-glucopyranosyl-9H-purin-6-amineHMDB
N-Furfuryl-9-beta-D-glucopyranosyladenineHMDB
N-Furfuryl-9-β-D-glucopyranosyladenineHMDB
Chemical FormulaC16H19N5O6
Average Molecular Weight377.357
Monoisotopic Molecular Weight377.133533352
IUPAC Name(2R,3R,4S,5S,6R)-2-(6-{[(furan-2-yl)methyl]amino}-9H-purin-9-yl)-6-(hydroxymethyl)oxane-3,4,5-triol
Traditional Name(2R,3R,4S,5S,6R)-2-{6-[(furan-2-ylmethyl)amino]purin-9-yl}-6-(hydroxymethyl)oxane-3,4,5-triol
CAS Registry Number98177-43-6
SMILES
OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)N1C=NC2=C(NCC3=CC=CO3)N=CN=C12
InChI Identifier
InChI=1S/C16H19N5O6/c22-5-9-11(23)12(24)13(25)16(27-9)21-7-20-10-14(18-6-19-15(10)21)17-4-8-2-1-3-26-8/h1-3,6-7,9,11-13,16,22-25H,4-5H2,(H,17,18,19)/t9-,11-,12+,13-,16-/m1/s1
InChI KeyOYLTWZIEBYEQGY-HDNYONAXSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as glycosylamines. Glycosylamines are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether).
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentGlycosylamines
Alternative Parents
Substituents
  • Hexose monosaccharide
  • N-glycosyl compound
  • 6-alkylaminopurine
  • 6-aminopurine
  • Imidazopyrimidine
  • Purine
  • Aminopyrimidine
  • Monosaccharide
  • N-substituted imidazole
  • Oxane
  • Pyrimidine
  • Imidolactam
  • Imidazole
  • Heteroaromatic compound
  • Furan
  • Azole
  • Secondary alcohol
  • Polyol
  • Azacycle
  • Oxacycle
  • Organoheterocyclic compound
  • Amine
  • Organonitrogen compound
  • Alcohol
  • Organic nitrogen compound
  • Primary alcohol
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.07 g/LALOGPS
logP-0.33ALOGPS
logP-1.6ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)12.36ChemAxon
pKa (Strongest Basic)3.68ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area158.92 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity91.66 m³·mol⁻¹ChemAxon
Polarizability36.39 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot AvailableSpectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDHMDB0012244
KNApSAcK IDNot Available
Chemspider ID9720093
KEGG Compound IDNot Available
BioCyc IDCPD-4611
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11545314
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available