Showing Compound Card for Kinetin-9-N-glucoside (CDB005022)

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Record Information
Version1.0
Created at2020-04-17 19:01:21 UTC
Updated at2020-11-18 16:39:13 UTC
CannabisDB IDCDB005022
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameKinetin-9-N-glucoside
Description(2R,3R,4S,5S,6R)-2-(6-{[(furan-2-yl)methyl]amino}-9H-purin-9-yl)-6-(hydroxymethyl)oxane-3,4,5-triol 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) (2R,3R,4S,5S,6R)-2-(6-{[(furan-2-yl)methyl]amino}-9H-purin-9-yl)-6-(hydroxymethyl)oxane-3,4,5-triol is a strong basic compound (based on its pKa). Kinetin-9-N-glucoside is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
Kinetin 9-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
Kinetin-9-N-glucosideHMDB
Chemical FormulaC16H19N5O6
Average Molecular Weight377.36
Monoisotopic Molecular Weight377.1335
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
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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSKinetin-9-N-glucoside, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSKinetin-9-N-glucoside, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00or-0059000000-7dedb0cc99826418e62f2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-1190000000-bc8d2894fe0a7d1e5b5b2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-9420000000-4f6070d807acf2476ff92021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0029000000-9ef7c68955ed260575fe2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0092000000-bd9fe1b2ec31c2aa61862021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-3920000000-2087eb98b9cc6b3e2d342021-09-24View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0012244
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB 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
References
General ReferencesNot Available