Skip to main content

NAD+ (Nicotinamide adenine dinucleotide)

ADVERTISEMENT
Identification
Molecular formula
C21H27N7O14P2
CAS number
53-84-9
IUPAC name
[(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl hydrogen phosphate
State
State

NAD+ typically exists as a solid at room temperature and is often handled in an anionic form as NADH when in biochemical contexts. In aqueous solutions, its stability can vary depending on environmental factors such as pH and temperature.

Melting point (Celsius)
140.00
Melting point (Kelvin)
413.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
663.43g/mol
Molar mass
663.4250g/mol
Density
1.5444g/cm3
Appearence

NAD+ is typically a white to off-white powder. It is soluble in water and shows a characteristic ultraviolet absorption spectrum corresponding to its pyridine moiety.

Comment on solubility

Solubility Overview

The compound [(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl hydrogen phosphate is a complex molecule with interesting solubility characteristics influenced by its intricate structure.

Factors Affecting Solubility

Several factors contribute to the solubility of this compound:

  • Functional Groups: The presence of hydroxyl groups (–OH) typically enhances solubility in polar solvents such as water due to hydrogen bonding.
  • Ionic Nature: The hydrogen phosphate group provides ionic characteristics, potentially increasing solubility in aqueous solutions.
  • Polarity: The carbamoylpyridin-1-ium component introduces an additional polar feature, which can improve interaction with polar solvents.
  • Stereochemistry: The specific configuration of the chiral centers might affect the compound's spatial arrangement and interactions with solvents.

Expected Solubility

Given these factors, it is likely that this compound exhibits:

  • High solubility in polar solvents like water due to hydrogen bonding and ionic interactions.
  • Lower solubility in non-polar solvents, such as hexane, as the hydrophilic groups do not interact favorably.

To summarize, the solubility of this compound will largely depend on the solvent's polarity and the ability of the functional groups to interact through hydrogen bonding and ionic interactions, leading to an interesting exploration in solubility behavior.

Interesting facts

Interesting Facts about [(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl hydrogen phosphate

This compound is a fascinating molecule that encompasses several intriguing features, reflecting its potential importance in various fields of research.

Chemical Structure and Functionality

  • Chiral Centers: The presence of multiple chiral centers indicates that this compound can exist in enantiomeric forms. This characteristic is crucial in pharmaceuticals, as it can lead to varying biological activities between enantiomers.
  • Pyridine Derivative: The incorporation of a carbamoylpyridin-1-ium moiety may enhance the compound's interaction with biological molecules, making it a good candidate for drug development.
  • Hydrogen Phosphate Group: The hydrogen phosphate group is essential in energy transfer and metabolism, indicating that this compound could play a role in biochemistry.

Biological Relevance

This compound's structure suggests various applications, particularly in the realm of pharmaceuticals and biochemistry:

  • It may serve as a precursor or active component in the development of novel therapeutic agents.
  • The dual hydroxyl groups might offer potential for hydrogen bonding, influencing interactions with enzymes or receptor sites.

Research Potential

Given its complex structure, this compound can be a subject of numerous research endeavors:

  • Protein Interactions: Studies can be conducted to evaluate how this compound interacts with specific proteins or enzymes in metabolic pathways.
  • Drug Design: The unique structure can be explored for its efficacy in targeting diseases, particularly those related to the nervous system, thanks to the pyridine component.

In summary, the compound [(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl hydrogen phosphate offers a rich tapestry of structural features and potential applications. Its multifaceted nature positions it as a significant player in both chemical research and biomedical applications.

Synonyms
1094-61-7
nicotinamide mononucleotide
Nicotinamide ribotide
beta-NMN
2KG6QX4W0V
EINECS 214-136-5
.BETA.-NMN
.BETA.-D-NMN
Pyridinium, 3-(aminocarbonyl)-1-(5-O-phosphono-beta-D-ribofuranosyl)-, inner salt
DTXSID50911152
Nicotinamide ribonucleoside 5'-phosphate
3-(Aminocarbonyl)-1-(5-O-phosphono-beta-D-ribofuranosyl)pyridinium inner salt
3-(AMINOCARBONYL)-1-(5-O-PHOSPHONO-.BETA.-D-RIBOFURANOSYL)PYRIDINIUM INNER SALT
3-carbamoyl-1-[(2R,3R,4S,5R)-5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl]-1$l^{5}-pyridin-1-ylium
Mononucleotide, Nicotinamide
Pyridinium, 3-(aminocarbonyl)-1-(5-O-phosphono-.beta.-D-ribofuranosyl)-, inner salt
3-carbamoyl-1-((2R,3R,4S,5R)-5-((hydrogen phosphonatooxy)methyl)-3,4-dihydroxyoxolan-2-yl)-1$l^(5)-pyridin-1-ylium
3-carboxy-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-((phosphonooxy)methyl)oxolan-2-yl)-1lambda5-pyridin-1-ylium
3-carboxy-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-1lambda5-pyridin-1-ylium
ELITEHEALTH
REUS NR
BETA-D-NMN
CHEBI:50383
DTXCID001511294
beta-Nicotinamide mononucleotide
NMN zwitterion
NMN
nicotinamide nucleotide
beta-nicotinamide D-ribonucleotide
nicotinamide ribonucleotide
nicotinamide D-ribonucleotide
beta-Nicotinamide ribonucleotide
((2R,3S,4R,5R)-5-(3-Carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl hydrogen phosphate
CHEBI:16171
3-(Aminocarbonyl)-1-(5-O-phosphonato-beta-D-ribofuranosyl)pyridinium
B-NICOTINAMIDE MONONUCLEOTIDE
beta-nicotinamide ribose monophosphate
MFCD00038748
UNII-2KG6QX4W0V
reinvigorator
[(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate
ss-NMN
BETANMN
Nicotinamidmononucleotid
-NM;NMN
bmse000260
-Nicotinamide mononucleotide
?-Nicotinamidemononucleotide
Nicotinamide Mononucleotide?
NMN [MI]
ss-Nicotinamide mononucleotide
fA-Nicotinamide Mononucleotide
SCHEMBL105618
CHEMBL610238
SCHEMBL26106427
beta -Nicotinamide mononucleotide
GLXC-21427
EX-A3534
HY-F0004
BDBM50366763
|A-Nicotinamide Mononucleotide (NMN)
AKOS015896881
CCG-267847
CS-4996
NN45555
3-carbamoyl-1-beta-D-ribofuranosylpyridinium hydroxide 5'-(dihydrogen phosphate) inner salt
AC-35057
AS-59655
1ST157075
N1123
C00455
H11919
Q21547155
3-carbamoyl-1-[5-O-(hydroxyphosphinato)-beta-D-ribofuranosyl]pyridinium
3-(aminocarbonyl)-1-(5-O-phosphono-beta-D-ribofuranosyl)pyridinium, inner salt
((2R,3S,4R,5R)-5-(3-carbamoylpyridinium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl hydrogen phosphate
[(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methylhydrogenphosphate
3-carbamoyl-1-[(2R,3R,4S,5R)-5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl]-1??-pyridin-1-ylium
AfAE'A centa' notA inverted exclamation markAfasA'A|AfAE'Adaggeratrade markAfA centA centasA notA em leaderA inverted exclamation mark-Nicotinamide mononucleotide
Nicotinamide ribonucleoside 5'-phosphate;b-Nicotinamide ribose monophosphate;Nicotinamide ribotide;b-D-NMN