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β-D-ribofuranose (FDB031292)

Record Information
Version1.0
Creation date2015-05-07 21:31:13 UTC
Update date2019-11-26 03:22:14 UTC
Primary IDFDB031292
Secondary Accession NumbersNot Available
Chemical Information
FooDB Nameβ-D-ribofuranose
DescriptionRibose, also known as D-ribose or alpha-delta-ribose-5, is a member of the class of compounds known as pentoses. Pentoses are monosaccharides in which the carbohydrate moiety contains five carbon atoms. Ribose is very soluble (in water) and a very weakly acidic compound (based on its pKa). Ribose can be found in a number of food items such as lemon verbena, devilfish, watercress, and chicory roots, which makes ribose a potential biomarker for the consumption of these food products. Ribose can be found primarily in most biofluids, including urine, cerebrospinal fluid (CSF), saliva, and feces, as well as throughout most human tissues. Ribose exists in all living species, ranging from bacteria to humans. In humans, ribose is involved in the pentose phosphate pathway. Ribose is also involved in few metabolic disorders, which include glucose-6-phosphate dehydrogenase deficiency, ribose-5-phosphate isomerase deficiency, and transaldolase deficiency. Moreover, ribose is found to be associated with ribose-5-phosphate isomerase deficiency. The ribose β-D-ribofuranose forms part of the backbone of RNA. It is related to deoxyribose, which is found in DNA. Phosphorylated derivatives of ribose such as ATP and NADH play central roles in metabolism. cAMP and cGMP, formed from ATP and GTP, serve as secondary messengers in some signalling pathways .
CAS Number50-69-1
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Not AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility1070 g/LALOGPS
logP-2.6ALOGPS
logP-2.3ChemAxon
logS0.85ALOGPS
pKa (Strongest Acidic)11.31ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area90.15 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity29.96 m³·mol⁻¹ChemAxon
Polarizability13.68 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC5H10O5
IUPAC name(3R,4S,5R)-5-(hydroxymethyl)oxolane-2,3,4-triol
InChI IdentifierInChI=1S/C5H10O5/c6-1-2-3(7)4(8)5(9)10-2/h2-9H,1H2/t2-,3-,4-,5?/m1/s1
InChI KeyHMFHBZSHGGEWLO-SOOFDHNKSA-N
Isomeric SMILESOC[C@H]1OC(O)[C@H](O)[C@@H]1O
Average Molecular Weight150.1299
Monoisotopic Molecular Weight150.05282343
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
  • Tetrahydrofuran
  • Secondary alcohol
  • Hemiacetal
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
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 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-MSβ-D-ribofuranose, 4 TMS, GC-MS Spectrumsplash10-0udi-0920000000-c414574c94624914be8cSpectrum
GC-MSβ-D-ribofuranose, 4 TMS, GC-MS Spectrumsplash10-0fk9-9831000000-d0b33cef6c46219ea9a8Spectrum
GC-MSβ-D-ribofuranose, 4 TMS, GC-MS Spectrumsplash10-0udi-0920000000-e3647dbf79b8733c3bfdSpectrum
GC-MSβ-D-ribofuranose, 4 TMS, GC-MS Spectrumsplash10-0udi-0921000000-e8a202c64cf867b21cefSpectrum
GC-MSβ-D-ribofuranose, 4 TMS, GC-MS Spectrumsplash10-0udi-0920000000-272c588a02a550b79c74Spectrum
GC-MSβ-D-ribofuranose, 4 TMS, GC-MS Spectrumsplash10-0ldi-0941000000-999cd264e51df6d784b4Spectrum
GC-MSβ-D-ribofuranose, 4 TMS, GC-MS Spectrumsplash10-0udi-0910000000-54f42f17ff952d787b86Spectrum
GC-MSβ-D-ribofuranose, non-derivatized, GC-MS Spectrumsplash10-0uxr-0920000000-d29b5079ba0fde220b0dSpectrum
GC-MSβ-D-ribofuranose, 4 TMS; 1 MEOX, GC-MS Spectrumsplash10-0fk9-8920000000-71080ebc024c820bf8fdSpectrum
GC-MSβ-D-ribofuranose, non-derivatized, GC-MS Spectrumsplash10-0udi-0920000000-c414574c94624914be8cSpectrum
GC-MSβ-D-ribofuranose, non-derivatized, GC-MS Spectrumsplash10-0fk9-9831000000-d0b33cef6c46219ea9a8Spectrum
GC-MSβ-D-ribofuranose, non-derivatized, GC-MS Spectrumsplash10-0udi-0920000000-e3647dbf79b8733c3bfdSpectrum
GC-MSβ-D-ribofuranose, non-derivatized, GC-MS Spectrumsplash10-0udi-0921000000-e8a202c64cf867b21cefSpectrum
GC-MSβ-D-ribofuranose, non-derivatized, GC-MS Spectrumsplash10-0udi-0920000000-272c588a02a550b79c74Spectrum
GC-MSβ-D-ribofuranose, non-derivatized, GC-MS Spectrumsplash10-0ldi-0941000000-999cd264e51df6d784b4Spectrum
GC-MSβ-D-ribofuranose, non-derivatized, GC-MS Spectrumsplash10-0udi-0910000000-54f42f17ff952d787b86Spectrum
GC-MSβ-D-ribofuranose, non-derivatized, GC-MS Spectrumsplash10-0uxr-0920000000-d29b5079ba0fde220b0dSpectrum
GC-MSβ-D-ribofuranose, non-derivatized, GC-MS Spectrumsplash10-0fk9-8920000000-71080ebc024c820bf8fdSpectrum
Predicted GC-MSβ-D-ribofuranose, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05cu-9300000000-e24e80da64b2475ddfd8Spectrum
Predicted GC-MSβ-D-ribofuranose, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00g0-7349300000-49b1e72358e4fd020b5dSpectrum
Predicted GC-MSβ-D-ribofuranose, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSβ-D-ribofuranose, TMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSβ-D-ribofuranose, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSβ-D-ribofuranose, TMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSβ-D-ribofuranose, TMS_1_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-014r-4900000000-76daa3235c9f82ef4f5a2012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-000i-9100000000-b44f013dcb4efe64039d2012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-0a4i-9000000000-64a1b88f0cb22f5b729a2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-0a4i-9000000000-a05552744534bc6dc8c52021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9000000000-23b475cbcd2c9fafde182021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-9000000000-88ff2c607ed1b08ed6b92021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-0a4i-9000000000-7c7662a3e6e7923d84cb2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-0a4i-9000000000-ce0d2af497d6da39f1f12021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-0a4i-9000000000-f0409fb19110a197badc2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-0udi-8900000000-41d386e0f57f435290c82021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9300000000-2ea2e21fb5412f962d7f2021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ue9-2900000000-6c1199d377747f0e5b492016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f89-2900000000-8a9f89ac0a25c323249e2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052p-9100000000-eaebbbf2fa629ce041602016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-1900000000-6c48df798a58fc7029d92016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001j-2900000000-816419eb5dad5bd998192016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9200000000-91d11d896b253dfd96932016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0gc0-1900000000-346af5e1437ac746833b2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0nc4-9400000000-74fd6af917cb088bef2b2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-55c82f4fa793a5fd288b2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0pc1-5900000000-6953077be254812d8b252021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9100000000-fcc3022a655e16f83b2c2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-750ecddfae4eefc719962021-09-23View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Spectrum
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