Showing metabocard for Kinetin-9-N-glucoside (BMDB0012244)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:34:51 UTC
Update Date2020-04-22 15:49:15 UTC
BMDB IDBMDB0012244
Secondary Accession Numbers
  • BMDB12244
Metabolite Identification
Common NameKinetin-9-N-glucoside
DescriptionKinetin-9-N-glucoside, also known as 9-alpha-D-glucosylkinetin, 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).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
9-(alpha-D-Glucopyranosyl)kinetinChEBI
9-alpha-D-GlucopyranosylkinetinChEBI
9-alpha-D-GlucosylkinetinChEBI
9-(a-D-Glucopyranosyl)kinetinGenerator
9-(Α-D-glucopyranosyl)kinetinGenerator
9-a-D-GlucopyranosylkinetinGenerator
9-Α-D-glucopyranosylkinetinGenerator
9-a-D-GlucosylkinetinGenerator
9-Α-D-glucosylkinetinGenerator
Kinetin-9-N-glucosideChEBI
9-(a-D-Glucosyl)kinetinGenerator
9-(Α-D-glucosyl)kinetinGenerator
Chemical FormulaC16H19N5O6
Average Molecular Weight377.352
Monoisotopic Molecular Weight377.133533365
IUPAC Name(2S,3R,4S,5S,6R)-2-{6-[(furan-2-ylmethyl)amino]-9H-purin-9-yl}-6-(hydroxymethyl)oxane-3,4,5-triol
Traditional Name(2S,3R,4S,5S,6R)-2-{6-[(furan-2-ylmethyl)amino]purin-9-yl}-6-(hydroxymethyl)oxane-3,4,5-triol
CAS Registry NumberNot Available
SMILES
OC[C@H]1O[C@@H]([C@H](O)[C@@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2NCC1=CC=CO1
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-HMXKMONRSA-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
  • Secondary aliphatic/aromatic amine
  • Monosaccharide
  • N-substituted imidazole
  • Oxane
  • Pyrimidine
  • Imidolactam
  • Heteroaromatic compound
  • Azole
  • Furan
  • Imidazole
  • Secondary alcohol
  • Azacycle
  • Oxacycle
  • Secondary amine
  • Polyol
  • Organoheterocyclic compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic nitrogen compound
  • Alcohol
  • Amine
  • Primary alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
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)4.83ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area158.92 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity91.66 m³·mol⁻¹ChemAxon
Polarizability37.18 ųChemAxon
Number of Rings4ChemAxon
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, Positivesplash10-082j-7439000000-61d1a38c47fb85c3228cView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positivesplash10-0udi-3220149000-84cd5ee8aefbe1be6423View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0095000000-e48291ef18a18532f0aeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-2690000000-e5b8e53554994f014ba7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00ls-2930000000-6f725f4bb1f96737d663View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01t9-0069000000-16e389e290569abc38d3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0090000000-f8c1b27a65cdde598188View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001r-1920000000-13bbd988beb2308c9d76View in MoNA
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0012244
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028886
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDCPD-4611
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound25203435
PDB IDNot Available
ChEBI ID72620
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available