Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB003612
Identification
Name: NMN
Description:3-Carbamoyl-1-beta-D-ribofuranosyl pyridinium hydroxide-5'phosphate, inner salt. A nucleotide in which the nitrogenous base, nicotinamide, is in beta-N-glycosidic linkage with the C-1 position of D-ribose
Structure
Thumb
Synonyms:
  • β-nicotinamide mononucleotide
  • β-nicotinamide nucleotide
  • β-nicotinamide ribonucleotide
  • NicRN
  • NMN
Chemical Formula: C11H16N2O8P
Average Molecular Weight: 335.2271
Monoisotopic Molecular Weight: 335.06442701
InChI Key: DAYLJWODMCOQEW-TURQNECASA-O
InChI:InChI=1S/C11H15N2O8P/c12-10(16)6-2-1-3-13(4-6)11-9(15)8(14)7(21-11)5-20-22(17,18)19/h1-4,7-9,11,14-15H,5H2,(H3-,12,16,17,18,19)/p+1/t7-,8-,9-,11-/m1/s1
CAS number: 1094-61-7
IUPAC Name:1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-3-(C-hydroxycarbonimidoyl)-1???pyridin-1-ylium
Traditional IUPAC Name: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-3-(C-hydroxycarbonimidoyl)-1???pyridin-1-ylium
SMILES:[H][C@]1(COP(O)(O)=O)O[C@@]([H])([N+]2=CC=CC(=C2)C(O)=N)[C@]([H])(O)[C@]1([H])O
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as nicotinamide nucleotides. These are pyridine nucleotides, in which the pyridine base is nicotinamide or a derivative thereof.
Kingdom Organic compounds
Super ClassNucleosides, nucleotides, and analogues
Class Pyridine nucleotides
Sub ClassNicotinamide nucleotides
Direct Parent Nicotinamide nucleotides
Alternative Parents
Substituents
  • Nicotinamide-nucleotide
  • N-glycosyl compound
  • Glycosyl compound
  • Monosaccharide phosphate
  • Nicotinamide
  • Monoalkyl phosphate
  • Alkyl phosphate
  • Pyridinium
  • Pyridine
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Organic phosphate
  • Monosaccharide
  • Saccharide
  • Heteroaromatic compound
  • Oxolane
  • Secondary alcohol
  • 1,2-diol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Carboximidic acid derivative
  • Carboximidic acid
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Organic cation
  • Aromatic heteromonocyclic compound
Molecular Framework Aromatic heteromonocyclic compounds
External Descriptors
Physical Properties
State: Solid
Charge:-2
Melting point: Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility1.53 mg/mLALOGPS
logP-1.5ALOGPS
logP-8.6ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)1.21ChemAxon
pKa (Strongest Basic)6.02ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area164.41 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity82.64 m3·mol-1ChemAxon
Polarizability29.35 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Cytoplasm
Reactions:
Pathways:
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-1009000000-5f50c20045d0b9493f33View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004j-5219000000-3b516421e6f26f4266eeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0005-9500000000-4760ef36c1253b7200ebView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-2009000000-388bca4c5bcdaaf421c3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002b-9001000000-1dc8f508da2995c85814View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-b190037f5b434f05678bView in MoNA
References
References: Not Available
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI ID16171
HMDB IDHMDB00229
Pubchem Compound ID14180
Kegg IDC00455
ChemSpider ID13554
Wikipedia IDNot Available
BioCyc IDNICOTINAMIDE_NUCLEOTIDE
EcoCyc IDNICOTINAMIDE_NUCLEOTIDE
Ligand ExpoNMN