Record Information
Version1.0
Creation date2011-09-21 00:11:28 UTC
Update date2015-07-21 06:57:07 UTC
Primary IDFDB022281
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameNicotinamide riboside
DescriptionNicotinamide riboside is involved in nicotinate and nicotinamide metabolism. Nicotinamide riboside has been identified as a nutrient in milk. It is a useful compound for elevation of NAD+ levels in humans. Recent data suggest that nicotinamide riboside may be the only vitamin precursor that supports neuronal NAD+ synthesis (PMID: 18429699). Nicotinamide riboside kinase has an essential role for phosphorylation of nicotinamide riboside and the cancer drug tiazofurin (PMID 15137942). [HMDB]
CAS Number1341-23-7
Structure
Thumb
Synonyms
SynonymSource
1-(beta-D-Ribofuranosyl)nicotinamideChEBI
beta-Nicotinamide D-ribosideChEBI
Nicotinamide ribonucleosideChEBI
Nicotinamide riboseChEBI
Nicotinamide-beta-ribosideChEBI
N-RibosylnicotinamideKegg
1-(b-D-Ribofuranosyl)nicotinamideGenerator
1-(Β-D-ribofuranosyl)nicotinamideGenerator
b-Nicotinamide D-ribosideGenerator
Β-nicotinamide D-ribosideGenerator
Nicotinamide-b-ribosideGenerator
Nicotinamide-β-ribosideGenerator
1-b-D-Ribosyl-3-pyridinecarboxamideHMDB
1-beta-D-Ribosyl-3-pyridinecarboxamideHMDB
1-beta-delta-Ribosyl-3-pyridinecarboxamideHMDB
3-(Aminocarbonyl)-1-beta-D-ribofuranosyl-pyridiniumHMDB
3-(Aminocarbonyl)-1-beta-delta-ribofuranosyl-pyridiniumHMDB
RibosylnicotinamideHMDB
SRT-647HMDB
SRT 647HMDB
1-(β-D-ribofuranosyl)nicotinamideGenerator
1-b-D-ribosyl-3-Pyridinecarboxamidehmdb
1-beta-D-ribosyl-3-Pyridinecarboxamidehmdb
1-beta-delta-ribosyl-3-Pyridinecarboxamidehmdb
3-(aminocarbonyl)-1-beta-D-ribofuranosyl-Pyridiniumhmdb
3-(aminocarbonyl)-1-beta-delta-ribofuranosyl-Pyridiniumhmdb
Nicotinamide ribosidehmdb
nicotinamide-beta-ribosidehmdb
β-nicotinamide D-ribosideGenerator
Predicted Properties
PropertyValueSource
Water Solubility5.45 g/LALOGPS
logP-2.3ALOGPS
logP-6.1ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)11.39ChemAxon
pKa (Strongest Basic)-2.2ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area116.89 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity60.83 m³·mol⁻¹ChemAxon
Polarizability24.73 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC11H15N2O5
IUPAC name3-carbamoyl-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1λ⁵-pyridin-1-ylium
InChI IdentifierInChI=1S/C11H14N2O5/c12-10(17)6-2-1-3-13(4-6)11-9(16)8(15)7(5-14)18-11/h1-4,7-9,11,14-16H,5H2,(H-,12,17)/p+1/t7-,8-,9-,11-/m1/s1
InChI KeyJLEBZPBDRKPWTD-TURQNECASA-O
Isomeric SMILESNC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
Average Molecular Weight255.2472
Monoisotopic Molecular Weight255.0980966
Classification
Description belongs to the class of organic compounds known as glycosylamines. Glycosylamines are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether).
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentGlycosylamines
Alternative Parents
Substituents
  • N-glycosyl compound
  • Pentose monosaccharide
  • Nicotinamide
  • Pyridine carboxylic acid or derivatives
  • Monosaccharide
  • Pyridine
  • Pyridinium
  • Vinylogous amide
  • Heteroaromatic compound
  • Tetrahydrofuran
  • Secondary alcohol
  • Carboxamide group
  • Primary carboxylic acid amide
  • Organoheterocyclic compound
  • Oxacycle
  • Azacycle
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Primary alcohol
  • Organic oxide
  • Organonitrogen compound
  • Organopnictogen compound
  • Alcohol
  • Organic nitrogen compound
  • Organic cation
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
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
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-070f-9530000000-71d9e02ee640bb800185View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-0a6r-9825400000-99de0fc632f408e32a12View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0090000000-e25d1beb47cb1fe9e4cbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-002b-3090000000-03687e9ef697eda1d6c8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052g-9300000000-2755bde4df843d2227f2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0090000000-809be1146b2a2c8d96a7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-1390000000-2fc72cf0619f182e044fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0k96-9300000000-4d5b96b192f3484b1b8aView in MoNA
ChemSpider ID388956
ChEMBL IDCHEMBL438497
KEGG Compound IDC03150
Pubchem Compound ID439924
Pubchem Substance IDNot Available
ChEBI ID15927
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00855
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID41300
KNApSAcK IDNot Available
HET IDNNR
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
Purine nucleoside phosphorylasePNPP00491
Cytosolic 5'-nucleotidase 3NT5C3Q9H0P0
Pathways
NameSMPDB LinkKEGG Link
Nicotinate and Nicotinamide MetabolismSMP00048 map00760
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference