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NADH

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Identification
Molecular formula
C21H29N7O14P2
CAS number
53-84-9
IUPAC name
[(2R,3S,4R,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate;[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-3H-purin-9-yl)tetrahydrofuran-2-yl]methyl dihydrogen phosphate
State
State

At room temperature, NADH is in a solid state, presenting as a crystalline powder.

Melting point (Celsius)
160.00
Melting point (Kelvin)
433.00
Boiling point (Celsius)
630.00
Boiling point (Kelvin)
903.00
General information
Molecular weight
665.43g/mol
Molar mass
665.4250g/mol
Density
1.2345g/cm3
Appearence

NADH typically appears as a white to off-white crystalline powder. It is hygroscopic and may clump when exposed to moisture.

Comment on solubility

Solubility Characteristics

The compound [(2R,3S,4R,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate and [(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-3H-purin-9-yl)tetrahydrofuran-2-yl]methyl dihydrogen phosphate possess unique solubility properties that are influenced by their functional groups and molecular structure.

Here are some key points regarding their solubility:

  • Hydrophilicity: The presence of hydroxyl groups (–OH) in both compounds enhances their affinity for water, making them more soluble in aqueous environments.
  • Phosphate Group: The dihydrogen phosphate moiety contributes significantly to the solubility, as phosphates are generally highly soluble in water due to their ionic nature.
  • Amino Group Impact: The amino group in the first compound may further increase solubility by forming hydrogen bonds with water molecules, promoting interaction and dissolution.
  • Structural Considerations: The tetrahydrofuran ring provides stability and contributes to the overall molecular flexibility, which can affect solubility.

In conclusion, due to their polar functional groups and structural features, these compounds are likely to be soluble in water, showcasing the significance of chemical structure in determining solubility behavior.

Interesting facts

Interesting Facts about the Compound

This compound represents a fascinating intersection of organic chemistry and biochemistry, showcasing how structural configurational nuances can lead to highly specific functions in biological systems. Here are some notable insights about this compound:

  • Structure and Chirality: The compound exhibits significant stereochemistry with multiple chirality centers. The notation (2R,3S,4R,5R) highlights the specific arrangement of atoms in three-dimensional space, which plays a critical role in its biological activity.
  • Biological Relevance: The presence of amino and oxo groups attached to a pyrimidine ring indicates potential involvement in nucleic acid metabolism. Such structures often serve as precursors or derivatives of nucleotides, essential for RNA and DNA synthesis.
  • Phosphate Group: The dihydrogen phosphate moiety suggests a high degree of reactivity, as phosphate esters frequently participate in biochemical reactions, such as energy transfer and information storage in cellular functions.
  • Applications: Compounds like this one may hold therapeutic promise, particularly in the realm of antiviral or anticancer drug development, due to their ability to mimic nucleotide structures.
  • Intermolecular Interactions: The hydroxyl groups (–OH) present are likely to facilitate hydrogen bonding, which could enhance solubility and interaction with biomolecules, contributing to its biological efficacy.

As chemists delve into the intricacies of such compounds, they uncover layers of functionality that broaden our understanding of molecular interactions in biological environments. In the words of a renowned chemist, “Understanding the shape and structure of molecules is fundamental to predicting their behavior in complex systems.” This compound exemplifies this principle perfectly.