Back to Compounds

Showing Compound (E)-Ribosylzeatin (FDB002240)

Record Information
Version1.0
Creation date2010-04-08 22:05:17 UTC
Update date2019-11-26 02:57:12 UTC
Primary IDFDB002240
Secondary Accession Numbers
  • FDB010860
Chemical Information
FooDB Name(E)-Ribosylzeatin
Description9-(beta-D-Ribofuranosyl)zeatin, also known as ribosylzeatin or zeatin riboside, belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. 9-(beta-D-Ribofuranosyl)zeatin has been detected, but not quantified in, several different foods, such as common peas (Pisum sativum), common beets (Beta vulgaris), coconuts (Cocos nucifera), mangos (Mangifera indica), and cauliflowers (Brassica oleracea var. botrytis). This could make 9-(beta-D-ribofuranosyl)zeatin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 9-(beta-D-Ribofuranosyl)zeatin.
CAS Number6025-53-2
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
9-(b-D-Ribofuranosyl)zeatinGenerator
9-(Β-D-ribofuranosyl)zeatinGenerator
N-(4-Hydroxy-3-methyl-2-butenyl)adenosineMeSH
Zeatin riboside, (cis-(Z))-isomerMeSH
RibosylzeatinMeSH
Zeatin ribosideMeSH
Zeatin riboside, (e)-isomerMeSH
9-Ribosyl-trans-zeatinHMDB
trans-Zeatin ribosideHMDB
Zeatin-9-beta-D-ribofuranosideHMDB
(E)-Ribosylzeatinmanual
Trans-zeatin ribosidebiospider
Predicted Properties
PropertyValueSource
Water Solubility5.27 g/LALOGPS
logP-0.39ALOGPS
logP-1.7ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)12.45ChemAxon
pKa (Strongest Basic)4.85ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area145.78 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity89.58 m³·mol⁻¹ChemAxon
Polarizability36.29 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC15H21N5O5
IUPAC name2-(6-{[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]amino}-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
InChI IdentifierInChI=1S/C15H21N5O5/c1-8(4-21)2-3-16-13-10-14(18-6-17-13)20(7-19-10)15-12(24)11(23)9(5-22)25-15/h2,6-7,9,11-12,15,21-24H,3-5H2,1H3,(H,16,17,18)/b8-2+
InChI KeyGOSWTRUMMSCNCW-KRXBUXKQSA-N
Isomeric SMILESC\C(CO)=C/CNC1=NC=NC2=C1N=CN2C1OC(CO)C(O)C1O
Average Molecular Weight351.3577
Monoisotopic Molecular Weight351.154268807
Classification
Description Belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPurine nucleosides
Sub ClassNot Available
Direct ParentPurine nucleosides
Alternative Parents
Substituents
  • Purine nucleoside
  • Glycosyl compound
  • N-glycosyl compound
  • 6-alkylaminopurine
  • 6-aminopurine
  • Pentose monosaccharide
  • Imidazopyrimidine
  • Purine
  • Aminopyrimidine
  • Secondary aliphatic/aromatic amine
  • Monosaccharide
  • N-substituted imidazole
  • Pyrimidine
  • Imidolactam
  • Tetrahydrofuran
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Secondary alcohol
  • Organoheterocyclic compound
  • Azacycle
  • Secondary amine
  • Oxacycle
  • Amine
  • Organic nitrogen compound
  • Alcohol
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Organic oxygen compound
  • Primary alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 51.28%; H 6.02%; N 19.93%; O 22.77%DFC
Melting PointMp 180-182°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data[acid] lmax 265 (e 19100) (pH 1 buffer) (Berdy)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS(E)-Ribosylzeatin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dl-9068000000-19a5e7eaa36596e0d592Spectrum
Predicted GC-MS(E)-Ribosylzeatin, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00fr-1121049000-7b3ecb3583a56cde991fSpectrum
Predicted GC-MS(E)-Ribosylzeatin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0fk9-1095000000-1b11ce6ccb21a8cbb2102016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uk9-2290000000-838b529c353cc495ea9c2016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fl9-9550000000-c2693909505810ea03f52016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0uxr-0179000000-96bd88107bafaf0424cd2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0gb9-0390000000-09c663365f9cda6d9f982016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-1920000000-932e965938c1e863b0902016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0uk9-0069000000-b5ce3824980d905d017b2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uk9-0591000000-e7fffc9afe48c99d4c922021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f79-2970000000-a00f955f9107cd2bf5262021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0019000000-b3dfb6ba4f8af83ddf512021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0zg0-2492000000-e3efb65eaacbf3a0c8252021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ue9-0960000000-e72997ccc5200082bc0a2021-09-24View Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID5529
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDCHJ21-Q:CHJ24-T
EAFUS IDNot Available
Dr. Duke IDRIBOFURANOSYL-TRANS-ZEATIN|O-BETA-D-GLUCOSYL-ZEATIN-RIBOSIDE
BIGG IDNot Available
KNApSAcK IDC00000096
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).