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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2009-04-06 16:21:07 UTC
Update Date2020-03-12 16:05:38 UTC
HMDB IDHMDB0012213
Secondary Accession Numbers
  • HMDB12213
Metabolite Identification
Common NameDihydrozeatin-9-N-glucoside
DescriptionDihydrozeatin-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). Dihydrozeatin-9-N-glucoside is possibly neutral. Dihydrozeatin-9-N-glucoside is involved in cytokinin 9-N-glucoside biosynthesis and is also involved in cytokinin-O-glucoside biosynthesis as a precursor to dihydrozeatin-9-N-glucoside-O-glucoside. N-Glucosylation at the 9-position is similar to the N-glucosylation at the 7-position.
Structure
Data?1584029136
Synonyms
ValueSource
4-[(9-beta-D-Glucopyranosyl-9H-purin-6-yl)amino]-2-methyl-1-butanolHMDB
4-[(9-β-D-Glucopyranosyl-9H-purin-6-yl)amino]-2-methyl-1-butanolHMDB
9-beta-D-GlucopyranosyldihydrozeatinHMDB
9-β-D-GlucopyranosyldihydrozeatinHMDB
Dihydrozeatin 9-N-glucosideHMDB
Dihydrozeatin 9-glucoseHMDB
Dihydrozeatin-9-beta-D-glucosideHMDB
Dihydrozeatin-9-glucosideHMDB
Dihydrozeatin-9-β-D-glucosideHMDB
Chemical FormulaC16H25N5O6
Average Molecular Weight383.405
Monoisotopic Molecular Weight383.180483545
IUPAC Name(2R,3R,4S,5S,6R)-2-{6-[(4-hydroxy-3-methylbutyl)amino]-9H-purin-9-yl}-6-(hydroxymethyl)oxane-3,4,5-triol
Traditional Name(2R,3R,4S,5S,6R)-2-{6-[(4-hydroxy-3-methylbutyl)amino]purin-9-yl}-6-(hydroxymethyl)oxane-3,4,5-triol
CAS Registry Number73263-99-7
SMILES
C[C@H](CO)CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChI Identifier
InChI=1S/C16H25N5O6/c1-8(4-22)2-3-17-14-10-15(19-6-18-14)21(7-20-10)16-13(26)12(25)11(24)9(5-23)27-16/h6-9,11-13,16,22-26H,2-5H2,1H3,(H,17,18,19)/t8-,9+,11+,12-,13+,16+/m0/s1
InChI KeyDRPMMLWYLAPTPK-CBGBLGFFSA-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
  • 6-alkylaminopurine
  • N-glycosyl compound
  • 6-aminopurine
  • Purine
  • Imidazopyrimidine
  • Secondary aliphatic/aromatic amine
  • Aminopyrimidine
  • Imidolactam
  • Pyrimidine
  • Oxane
  • N-substituted imidazole
  • Monosaccharide
  • Heteroaromatic compound
  • Imidazole
  • Azole
  • Secondary alcohol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Secondary amine
  • Polyol
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organonitrogen compound
  • Amine
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

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 Solubility6.54 g/LALOGPS
logP-0.72ALOGPS
logP-2.2ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)12.36ChemAxon
pKa (Strongest Basic)3.74ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area166.01 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity94.93 m³·mol⁻¹ChemAxon
Polarizability38.15 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Not Available
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 IDFDB028858
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDCPD-4616
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available