Record Information
Version1.0
Creation date2010-04-08 22:07:36 UTC
Update date2019-11-26 03:01:38 UTC
Primary IDFDB007411
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameUridine
DescriptionUridine is a molecule (known as a nucleoside) that is formed when uracil is attached to a ribose ring (also known as a ribofuranose) via a b-N1-glycosidic bond. ; Uridine is a molecule (known as a nucleoside) that is formed when uracil is attached to a ribose ring (also known as a ribofuranose) via a ?-N1-glycosidic bond. Uridine is found in many foods, some of which are celery leaves, canola, common hazelnut, and hickory nut.
CAS Number58-96-8
Structure
Thumb
Synonyms
SynonymSource
Ara-uMeSH, HMDB
Arabinofuranoside, uracilMeSH, HMDB
ArabinosyluracilMeSH, HMDB
SponguridineMeSH, HMDB
Uracil arabinofuranosideMeSH, HMDB
1 beta D Arabinofuranosyl uracilMeSH, HMDB
ArabinofuranosyluracilMeSH, HMDB
ArauridineMeSH, HMDB
1-beta-D-Arabinofuranosyl uracilMeSH, HMDB
Ara uMeSH, HMDB
Arabinoside, uracilMeSH, HMDB
Uracil arabinosideMeSH, HMDB
Uracil, 1-beta-D-arabinofuranosylMeSH, HMDB
β-D-Ribofuranoside, 2,4(1H, 3H)-pyrimidinedione-1biospider
β-D-Ribofuranoside, 2,4(1H,3H)-pyrimidinedione-1biospider
β-uridinebiospider
1-β-D-Ribofuranosyl-2,4(1H,3H)-pyrimidinedionebiospider
1-β-D-Ribofuranosyluracilbiospider
1-b-D-Ribofuranosyl-2,4(1H,3H)-pyrimidinedionebiospider
1-b-D-Ribofuranosylpyrimidine-2,4(1H,3H)-dioneGenerator
1-b-D-Ribofuranosyluracilbiospider
1-beta-D-ribofuranosylpyrimidine-2,4(1H,3H)-dionebiospider
1-beta-D-Ribofuranosyluracilbiospider
1-beta-delta-Ribofuranosyl-2,4(1H,3H)-pyrimidinedionebiospider
1-beta-delta-Ribofuranosyluracilbiospider
1-β-D-ribofuranosylpyrimidine-2,4(1H,3H)-dioneGenerator
1-β-D-ribofuranosyluracilGenerator
ARAUbiospider
b-D-Ribofuranoside 2,4(1H,3H)-pyrimidinedione-1biospider
B-uridinebiospider
beta-delta-Ribofuranoside 2,4(1H,3H)-pyrimidinedione-1biospider
Beta-uridinebiospider
D-ribosyl uracilbiospider
Uracil ribosidebiospider
Uracil-1-β-d-ribofuranosidebiospider
Uracil-1-beta-D-ribofuranosidebiospider
Uracil, 1-β-D-ribofuranosyl-biospider
Uracil, 1-beta-D-ribofuranosyl-biospider
URDbiospider
URIbiospider
Uridinbiospider
Uridinebiospider
Uridine, labeled with tritiumbiospider
β-uridineGenerator
Predicted Properties
PropertyValueSource
Water Solubility53.6 g/LALOGPS
logP-1.9ALOGPS
logP-2ChemAxon
logS-0.66ALOGPS
pKa (Strongest Acidic)7.48ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area122.82 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity52.89 m³·mol⁻¹ChemAxon
Polarizability21.83 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC9H12N2O6
IUPAC name1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-1,2-dihydropyrimidin-2-one
InChI IdentifierInChI=1S/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)
InChI KeyDRTQHJPVMGBUCF-UHFFFAOYSA-N
Isomeric SMILESOCC1OC(C(O)C1O)N1C=CC(O)=NC1=O
Average Molecular Weight244.2014
Monoisotopic Molecular Weight244.069536126
Classification
Description Belongs to the class of organic compounds known as pyrimidine nucleosides. Pyrimidine nucleosides are compounds comprising a pyrimidine base attached to a ribosyl or deoxyribosyl moiety.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPyrimidine nucleosides
Sub ClassNot Available
Direct ParentPyrimidine nucleosides
Alternative Parents
Substituents
  • Pyrimidine nucleoside
  • Glycosyl compound
  • N-glycosyl compound
  • Pentose monosaccharide
  • Pyrimidone
  • Hydropyrimidine
  • Monosaccharide
  • Pyrimidine
  • Vinylogous amide
  • Tetrahydrofuran
  • Heteroaromatic compound
  • Urea
  • Secondary alcohol
  • Lactam
  • Organoheterocyclic compound
  • Oxacycle
  • Azacycle
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Primary alcohol
  • Alcohol
  • Organic oxygen compound
  • Organic oxide
  • Organic nitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting Point163 oC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logP-1.98HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
Charge0
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-08mi-9400000000-bafe048989f1a5c86d2dSpectrum
Predicted GC-MSUridine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05dl-9320000000-2afab6e9d1feac461929Spectrum
Predicted GC-MSUridine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUridine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUridine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUridine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUridine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-0ikc-0960000000-a6144f989ab0265ae570Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Negativesplash10-0ikc-0960000000-4d5f644c26c8075a19e4Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-03di-1910000000-ece60b81083237d9aa08Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0920000000-f60b9b6df34543e9b616Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-5900000000-5c69b168e9a3f31677c6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03kc-9500000000-c67a54f74c02db63bcefSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03dl-3950000000-c0ddf70dea0b77526723Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01ox-7930000000-f43bb9db3562aa071291Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-a73436073bfa59d6a129Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03xr-1900000000-6d02084336b9f764d1a4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-3910000000-9d23b21803c03763fa8eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03dl-9400000000-8ac142530715a840c4ddSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01r6-0790000000-b10b89b7ec5c276ced12Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03dl-4910000000-ae8c806db76e883a6e7eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9200000000-d585c286d26a69e10660Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
ChemSpider ID5807
ChEMBL IDCHEMBL100259
KEGG Compound IDC00299
Pubchem Compound ID6029
Pubchem Substance IDNot Available
ChEBI ID16704
Phenol-Explorer IDNot Available
DrugBank IDDB02745
HMDB IDHMDB00296
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDURIDINE
BIGG ID34541
KNApSAcK IDC00019674
HET IDURI
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
Enzymes
NameGene NameUniProt ID
Cytosolic 5'-nucleotidase 3NT5C3Q9H0P0
AIDAIDQ546Y9
DNA dC->dU-editing enzyme APOBEC-3HAPOBEC3HQ6NTF7
Uridine phosphorylase 1UPP1Q16831
Uridine phosphorylase 2UPP2O95045
Uridine-cytidine kinase-like 1UCKL1Q9NWZ5
tRNA pseudouridine synthase A, mitochondrialPUS1Q9Y606
H/ACA ribonucleoprotein complex subunit 4DKC1O60832
Putative tRNA pseudouridine synthase Pus10PUS10Q3MIT2
tRNA pseudouridine synthase 3PUS3Q9BZE2
tRNA pseudouridine synthase-like 1PUSL1Q8N0Z8
Pathways
NameSMPDB LinkKEGG Link
Pyrimidine MetabolismSMP00046 map00240
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).