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NAD+

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Identification
Molecular formula
C21H27N7O14P2
CAS number
53-84-9
IUPAC name
[[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] [(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl phosphate
State
State

NAD+ is typically encountered as a solid at room temperature. It is stable in its powdered form and is hygroscopic, absorbing moisture from the air.

Melting point (Celsius)
140.00
Melting point (Kelvin)
413.15
Boiling point (Celsius)
150.00
Boiling point (Kelvin)
423.15
General information
Molecular weight
663.43g/mol
Molar mass
663.4250g/mol
Density
0.1287g/cm3
Appearence

NAD+ is generally a whitish crystalline substance. It is typically supplied as a powder that is soluble in water, forming a clear, colorless solution.

Comment on solubility

Solubility Characteristics

The solubility of the compound (2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] [(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl phosphate (C21H27N7O14P2) can be quite intriguing. Here are some notes regarding its solubility:

  • Hydrophilicity: Given the presence of multiple hydroxyl (-OH) groups and phosphate moieties, this compound is likely to exhibit a high degree of hydrophilicity, enhancing its solubility in aqueous environments.
  • Ionic Interactions: The charged functional groups, like those in the carbamoylpyridine unit, may facilitate solubility in polar solvents due to ionic interactions, contributing to a favorable solvation process.
  • Solvent Dependence: The solubility may vary significantly depending on the solvent used; for instance, it might be more soluble in water or methanol compared to less polar solvents.
  • Temperature Effect: Like many compounds, solubility could increase with temperature, making higher temperatures beneficial for dissolving this compound.
  • pH Sensitivity: The solubility may also be influenced by the pH of the solution, as changes in acidity can affect the ionization of functional groups, altering solubility profiles.

In conclusion, the compound's intricate structure, featuring amine and phosphoryl groups, trends towards a general solubility in polar solvents, but precise solubility data would require experimental validation. Understanding these factors is essential for its application in various fields.

Interesting facts

Exploring a Multifaceted Compound

This intriguing compound, a complex phosphonate, is characterized by its unique structural relationships and versatile functionalities. As a scientist or chemistry student, you would appreciate the numerous features that set this compound apart:

  • Multifunctionality: This compound contains multiple functional groups, including hydroxy and amino moieties, which allow for a variety of chemical reactivity and interactions with biological systems.
  • Biological Relevance: The presence of purine and pyridine derivatives suggests potential applications in biochemistry, particularly in the realm of nucleic acid studies or enzyme inhibition, lending a role in the development of new therapeutic agents.
  • Phosphate Groups: Phosphorylation plays critical roles in cellular processes, including energy transfer and signal transduction. The phosphate moieties in this compound contribute to its potential in biomedical applications, particularly as a signaling molecule.
  • Stereochemistry: The stereochemical configurations (R and S) in this compound highlight the importance of chirality in chemical interactions and drug design, paving the way for selective binding and the minimization of side effects in pharmacological applications.

In the words of a well-known chemist, "The devil is in the details." Understanding the intricate details of this compound can lead to exciting discoveries in both synthetic and medicinal chemistry.

Furthermore, the synthesis of such a compound challenges the boundaries of organic chemistry, often leading to innovative methodologies that can facilitate the assembly of complex structures. Thus, this compound serves as an excellent study model for the advancement of chemical synthesis techniques.

Synonyms
triphosphopyridine nucleotide
53-59-8
NADP
coenzyme II
Codehydrase II
Codehydrogenase II
beta-NADP
Nadide phosphate
NAD phosphate
Cozymase II
TPN (nucleotide)
nicotinamide adenine dinucleotide phosphate
beta-TPN
beta-nicotinamide adenine dinucleotide phosphate
NADP zwitterion
Adenine-nicotinamide dinucleotide phosphate
Nicotinamide-adenine dinucleotide phosphate
b-NADP
BY8P107XEP
CHEBI:44409
NADIDE PHOSPHATE [WHO-DD]
BRN 3885115
b-Nicotinamide adenine dinucleotide phosphate
TPN-ox
[[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate
Adenosine 5'-(trihydrogen diphosphate), 2'-(dihydrogen phosphate), 5'->'-ester with 3-(aminocarbonyl)-1-beta-D-ribofuranosylpyridinium hydroxide, inner salt
Adenosine 5'-(trihydrogen diphosphate), 2'-(dihydrogen phosphate), P'-5'-ester with 3-(aminocarbonyl)-1-beta-D-ribofuranosylpyridinium, inner salt
Adenosine 5'-(trihydrogen diphosphate), 2'-(dihydrogen phosphate), P'.fwdarw.5'-ester with 3-(aminocarbonyl)-1-.beta.-D-ribofuranosylpyridinium, inner salt
Pyridinium, 3-carbamoyl-1-beta-D-ribofuranosyl-, hydroxide, 5',5'-ester with adenosine 2'-(dihydrogen phosphate) 5'-(trihydrogen pyrophosphate), inner salt
TPN+
TPN
2'-MONOPHOSPHOADENOSINE 5'-DIPHOSPHORIBOSE
1-((2R,3R,4S,5R)-5-((((((((2R,3R,4R,5R)-5-(6-Amino-9H-purin-9-yl)-3-hydroxy-4-(phosphonooxy)tetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryl)oxy)oxidophosphoryl)oxy)methyl)-3,4-dihydroxytetrahydrofuran-2-yl)-3-carbamoylpyridin-1-ium
Adenosine 5'-(trihydrogen diphosphate), 2'-(dihydrogen phosphate), P'.fwdarw.5'-ester with 3-(aminocarbonyl)-1-beta-D-ribofuranosylpyridinium, inner salt
nicotinamide adenine dinucleotide-P
EINECS 200-178-1
UNII-BY8P107XEP
Codehydrogenaseii
.beta.-NADP
b-TPN
NADP+ (hydrate)
NADP?
NADP [MI]
SCHEMBL7869
4-26-00-03672 (Beilstein Handbook Reference)
CHEMBL295069
DTXSID50889327
MFCD10567218
DB03461
NN45264
AC-37030
BP-58609
HY-113325
CS-0059610
NS00078934
D87726
Q28747
Beta -Nicotinamide adenine dinucleotide phosphate
.beta.-Nicotinamide adenine dinucleotide phosphate
944A1E1D-E8B9-42AF-B61D-7C4242AB099A
ss-Nicotinamide adenine dinucleotide phosphate hydrate, NAPD
b-Nicotinamide adenine dinucleotide phosphate hydrate, potassium salt
beta-NADP; NADP; TPN; Triphosphopyridine nucleotide; Coenzyme II
1-((2R,3R,4S,5R)-5-((((((2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxy-4-(phosphonooxy)tetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryloxy)oxidophosphoryloxy)methyl)-3,4-dihydroxytetrahydrofuran-2-yl)-3-carbamoylpyridinium
200-178-1
Adenosine 5'-(trihydrogen diphosphate), 2'-(dihydrogen phosphate), P'-->5'-ester with 3-(aminocarbonyl)-1-beta-D-ribofuranosylpyridinium, inner salt
Adenosine 5'-(trihydrogen diphosphate), 2'-(dihydrogen phosphate), P'->5'-ester with 3-(aminocarbonyl)-1-beta-D-ribofuranosylpyridinium, inner salt
Adenosine 5'-(trihydrogen diphosphate), 2'-(dihydrogen phosphate), P'-5'-ester with 3-(aminocarbonyl)-1-beta-D-ribofuranosylpyridinium, inner salt (9CI)
Pyridinium, 3-carbamoyl-1-beta-D-ribofuranosyl-, hydroxide, 5'-5'-ester with adenosine 2'-(dihydrogen phosphate) 5'-(trihydrogen pyrophosphate), inner salt (8CI)