Record Information
Version1.0
Creation date2015-05-07 21:07:10 UTC
Update date2020-09-17 15:38:42 UTC
Primary IDFDB031139
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namepseudouridine
DescriptionPseudouridine, also known as p or 5-ribosyluracil, belongs to the class of organic compounds known as nucleoside and nucleotide analogues. These are analogues of nucleosides and nucleotides. These include phosphonated nucleosides, C-glycosylated nucleoside bases, analogues where the sugar unit is a pyranose, and carbocyclic nucleosides, among others. Pseudouridine is an extremely weak basic (essentially neutral) compound (based on its pKa). Pseudouridine exists in all living species, ranging from bacteria to humans. Outside of the human body, Pseudouridine is found, on average, in the highest concentration within milk (cow). Pseudouridine has also been detected, but not quantified in, several different foods, such as black raspberries, italian oregano, brassicas, pak choy, and ryes. This could make pseudouridine a potential biomarker for the consumption of these foods.
CAS Number1445-07-4
Structure
Thumb
Synonyms
SynonymSource
(1S)-1,4-Anhydro-1-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-D-ribitolChEBI
5-(beta-D-Ribofuranosyl)uracilChEBI
beta-PseudouridineChEBI
pChEBI
Psi-uridineChEBI
5-(b-D-Ribofuranosyl)uracilGenerator
5-(Β-D-ribofuranosyl)uracilGenerator
b-PseudouridineGenerator
Β-pseudouridineGenerator
5-(b-delta-Ribofuranosyl)uracilHMDB
5-b-D-Ribofuranosyl-uracilHMDB
5-beta-delta-Ribofuranosyl-uracilHMDB
5-RibosyluracilHMDB
b-D-PseudouridineHMDB
beta-delta-PseudouridineHMDB
Pseudouridine CHMDB
Y-uridineHMDB
5-beta-D-Ribofuranosyl-2,4(1H,3H)-pyrimidinedioneHMDB
5-Β-D-ribofuranosyl-2,4(1H,3H)-pyrimidinedioneHMDB
beta-D-PseudouridineHMDB
Β-D-pseudouridineHMDB
Ψ-uridineHMDB
PseudouridineHMDB
Predicted Properties
PropertyValueSource
Water Solubility63.8 g/LALOGPS
logP-2ALOGPS
logP-3.1ChemAxon
logS-0.58ALOGPS
pKa (Strongest Acidic)8.66ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area128.12 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity52.44 m³·mol⁻¹ChemAxon
Polarizability21.79 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC9H12N2O6
IUPAC name5-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
InChI IdentifierInChI=1S/C9H12N2O6/c12-2-4-5(13)6(14)7(17-4)3-1-10-9(16)11-8(3)15/h1,4-7,12-14H,2H2,(H2,10,11,15,16)/t4-,5-,6-,7+/m1/s1
InChI KeyPTJWIQPHWPFNBW-GBNDHIKLSA-N
Isomeric SMILESOC[C@H]1O[C@H]([C@H](O)[C@@H]1O)C1=CNC(=O)NC1=O
Average Molecular Weight244.2014
Monoisotopic Molecular Weight244.069536126
Classification
Description Belongs to the class of organic compounds known as nucleoside and nucleotide analogues. These are analogues of nucleosides and nucleotides. These include phosphonated nucleosides, C-glycosylated nucleoside bases, analogues where the sugar unit is a pyranose, and carbocyclic nucleosides, among others.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassNucleoside and nucleotide analogues
Sub ClassNot Available
Direct ParentNucleoside and nucleotide analogues
Alternative Parents
Substituents
  • C-glycosyl compound
  • Glycosyl compound
  • Pentose monosaccharide
  • Pyrimidone
  • Hydropyrimidine
  • Monosaccharide
  • Pyrimidine
  • Heteroaromatic compound
  • Tetrahydrofuran
  • Vinylogous amide
  • Lactam
  • Secondary alcohol
  • Urea
  • Azacycle
  • Oxacycle
  • Ether
  • Dialkyl ether
  • Organoheterocyclic compound
  • Primary alcohol
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Alcohol
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSpseudouridine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0unc-7930000000-a1e7f343c88a63ac1976Spectrum
Predicted GC-MSpseudouridine, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0fi0-3494100000-8d726ed412554c1f92f0Spectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-IT , negativesplash10-0udi-0900000000-6ade42aaa885371e176cSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 10V, positivesplash10-0a4i-0190000000-129f123affa0ecbf7a59Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 20V, positivesplash10-052f-0910000000-302fbdef606070bd5a67Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 40V, positivesplash10-001i-9300000000-11f5761be16d1b061df5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0490000000-226d044c24dd80a7c2caSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0h0s-2980000000-add34ee37b95c102114dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-06rm-5900000000-8d66d80928e84e9c93fdSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-9360000000-3bd8fcdd66c5d245778eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9210000000-f551740a13c90ff1d324Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-bf4e4234a47d8aa03828Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
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