Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:28:23 UTC
Update Date2024-04-30 19:55:36 UTC
Metabolite IDMMDBc0032945
Metabolite Identification
Common NameNicotinic acid mononucleotide
DescriptionNicotinic acid mononucleotide, also known as beta-nicotinate D-ribonucleotide or deamido-NMN, belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. Nicotinic acid mononucleotide is an extremely weak basic (essentially neutral) compound (based on its pKa). Nicotinic acid mononucleotide exists in all eukaryotes, ranging from yeast to humans. nicotinic acid mononucleotide and phosphate can be biosynthesized from niacinamide and phosphoribosyl pyrophosphate; which is mediated by the enzyme nicotinamide phosphoribosyltransferase. In humans, nicotinic acid mononucleotide is involved in nad+ signalling and aging.
Structure
Synonyms
ValueSource
Nicotinate mononucleotideGenerator
3-Carboxy-1-(5-O-phosphono-b-D-ribofuranosyl)-pyridinium inner saltHMDB
3-Carboxy-1-(5-O-phosphono-beta-D-ribofuranosyl)-pyridinium inner saltHMDB
3-Carboxy-1-(5-O-phosphono-beta-delta-ribofuranosyl)-pyridinium inner saltHMDB
3-Carboxy-1-beta-D-ribofuranosylpyridinium hydroxide 5'-phosphate inner saltHMDB
3-Carboxy-1-beta-delta-ribofuranosylpyridinium hydroxide 5'-phosphate inner saltHMDB
3-Pyridinecarboxylic acid mononucleotideHMDB
beta-Nicotinate D-ribonucleotideHMDB
beta-Nicotinic acid mononucleotideHMDB
Deamido nicotinamide ribonucleotideHMDB
Deamido-nicotinamide mononucleotideHMDB
Deamido-NMNHMDB
NaMNHMDB
Nicotinate D-ribonucleosideHMDB
Nicotinate D-ribonucleotideHMDB
Nicotinate nucleotideHMDB
Nicotinate ribonucleotideHMDB
Nicotinate-D-ribonucleotideHMDB
Nicotinate-delta-ribonucleotideHMDB
Nicotinic acid ribonucleotideHMDB
Nicotinic acid ribotideHMDB
Nicotinic mononucleotideHMDB
Molecular FormulaC11H16NO9P
Average Mass337.2198
Monoisotopic Mass337.056267627
IUPAC Name3-carboxy-1-[(2R,3R,4S,5R)-5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl]-2,3-dihydro-1λ⁵-pyridin-1-ylium
Traditional Name3-carboxy-1-[(2R,3R,4S,5R)-5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl]-2,3-dihydro-1λ⁵-pyridin-1-ylium
CAS Registry Number321-02-8
SMILES
O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)([O-])=O)[N+]1=CC=CC(C1)C(O)=O
InChI Identifier
InChI=1S/C11H16NO9P/c13-8-7(5-20-22(17,18)19)21-10(9(8)14)12-3-1-2-6(4-12)11(15)16/h1-3,6-10,13-14H,4-5H2,(H2-,15,16,17,18,19)/t6?,7-,8-,9-,10-/m1/s1
InChI KeyOGCWVIVNTBZPBW-BHRXDNSCSA-N