Record Information
Version1.0
Creation date2011-09-21 00:18:34 UTC
Update date2015-10-09 22:31:14 UTC
Primary IDFDB022728
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameRibonolactone
DescriptionRibonolactone belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. Ribonolactone has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make ribonolactone a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Ribonolactone.
CAS Number5336-08-3
Structure
Thumb
Synonyms
SynonymSource
D-(+)-Ribonic acid gamma-lactoneChEBI
D-Ribonic acid-1,4-lactoneChEBI
D-Ribono-gamma-lactoneChEBI
D-RibonolactoneChEBI
D-Ribopentono-1,4-lactoneChEBI
Ribono-gamma-lactoneChEBI
D-(+)-Ribonate g-lactoneGenerator
D-(+)-Ribonate gamma-lactoneGenerator
D-(+)-Ribonate γ-lactoneGenerator
D-(+)-Ribonic acid g-lactoneGenerator
D-(+)-Ribonic acid γ-lactoneGenerator
D-Ribonate-1,4-lactoneGenerator
D-Ribono-g-lactoneGenerator
D-Ribono-γ-lactoneGenerator
Ribono-g-lactoneGenerator
Ribono-γ-lactoneGenerator
D(+)-Ribonic acid gamma-lactoneHMDB
D-(+)-Ribonone-1.4-lactoneHMDB
D-ribono-1,4-LactoneHMDB
delta-(+)-Ribonic acid g-lactoneHMDB
delta-(+)-Ribonic acid gamma-lactoneHMDB
delta-(+)-Ribonone-1.4-lactoneHMDB
delta-ribono-1,4-LactoneHMDB
delta-ribono-gamma-LactoneHMDB
delta-RibonolactoneHMDB
delta-ribopentono-1,4-LactoneHMDB
DeoxyribonolactoneHMDB
gamma-Lactone OF ribonateHMDB
gamma-Lactone OF ribonic acidHMDB
gamma-Lactone-ribonateHMDB
gamma-Lactone-ribonic acidHMDB
RibonolactoneChEBI
D-(+)-Ribonic acid g-Lactonehmdb
D-Ribono-1,4-lactonehmdb
delta-(+)-Ribonic acid g-Lactonehmdb
delta-Ribono-1,4-lactonehmdb
delta-Ribono-gamma-lactonehmdb
delta-Ribopentono-1,4-lactonehmdb
gamma-Lactone of ribonatehmdb
gamma-Lactone of ribonic acidhmdb
gamma-lactone-Ribonatehmdb
gamma-lactone-Ribonic acidhmdb
Predicted Properties
PropertyValueSource
Water Solubility847 g/LALOGPS
logP-2ALOGPS
logP-2.1ChemAxon
logS0.76ALOGPS
pKa (Strongest Acidic)11.63ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.99 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity28.82 m³·mol⁻¹ChemAxon
Polarizability12.8 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC5H8O5
IUPAC name(3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-one
InChI IdentifierInChI=1S/C5H8O5/c6-1-2-3(7)4(8)5(9)10-2/h2-4,6-8H,1H2/t2-,3-,4-/m1/s1
InChI KeyCUOKHACJLGPRHD-BXXZVTAOSA-N
Isomeric SMILESOC[C@H]1OC(=O)[C@H](O)[C@@H]1O
Average Molecular Weight148.114
Monoisotopic Molecular Weight148.037173366
Classification
Description Belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentPentoses
Alternative Parents
Substituents
  • Pentose monosaccharide
  • Gamma butyrolactone
  • Tetrahydrofuran
  • Carboxylic acid ester
  • Lactone
  • Secondary alcohol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Oxacycle
  • Organoheterocyclic compound
  • Primary alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Alcohol
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Source:

Biological location:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
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
GC-MSRibonolactone, 3 TMS, GC-MS Spectrumsplash10-0gb9-1940000000-94abb554de5192928a9dSpectrum
GC-MSRibonolactone, non-derivatized, GC-MS Spectrumsplash10-0gb9-1940000000-94abb554de5192928a9dSpectrum
GC-MSRibonolactone, non-derivatized, GC-MS Spectrumsplash10-0gba-0930000000-4632c741ce0480cf1b5aSpectrum
Predicted GC-MSRibonolactone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dl-9100000000-a5e444f62624dbfcd6faSpectrum
Predicted GC-MSRibonolactone, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0fmr-8495000000-9bc99dc8dea71b2b2868Spectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-001i-0900000000-c1cfbb14a5897b9ed6f8Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0udi-2900000000-d5f9f85cfe0854052394Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-004i-9100000000-d89f133906bd80602502Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000t-1900000000-b64ac3389c7d8b379f19Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001j-1900000000-c09704319f6945661841Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0007-9000000000-446348aa4d5976158197Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-1900000000-791200554bb4c8c773e6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002b-1900000000-6ba9f7411098c2510897Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9000000000-60c2f7da80588ed50ba2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-054k-8900000000-c714107d5f4ef369bf5fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9200000000-bc8dd374ff0254696d9cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-9a547cc1ba49997144c8Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-2900000000-e907f82a388dab97e8a6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0mc3-9400000000-a5c59004054eb153ecbcSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-599e9990982d7f00bd09Spectrum
NMR
TypeDescriptionView
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 NMR1H NMR SpectrumSpectrum
1D NMR13C 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 NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
ChemSpider ID99702
ChEMBL IDCHEMBL607627
KEGG Compound IDC02674
Pubchem Compound ID111064
Pubchem Substance IDNot Available
ChEBI ID17281
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB01900
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
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference