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Flavin mononucleotide

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Identification
Molecular formula
C17H21N4O9P
CAS number
146-17-8
IUPAC name
[(2S,3R,4R)-5-(7,8-dimethyl-2,4-dioxo-benzo[g]pteridin-10-yl)-2,3,4-trihydroxy-pentyl] dihydrogen phosphate
State
State

At room temperature, flavin mononucleotide exists as a solid. It is usually handled as a crystalline powder and is stable under normal conditions of use and storage.

Melting point (Celsius)
290.00
Melting point (Kelvin)
563.15
Boiling point (Celsius)
330.00
Boiling point (Kelvin)
603.15
General information
Molecular weight
456.34g/mol
Molar mass
456.3440g/mol
Density
1.3404g/cm3
Appearence

Flavin mononucleotide is typically a yellow crystalline powder. The compound has a distinct yellowish color due to its function as a coenzyme form of vitamin B2 (riboflavin), derived from a phosphate group added to the riboflavin structure. Its color is a result of the conjugated double bond system that can absorb visible light.

Comment on solubility

Solubility of [(2S,3R,4R)-5-(7,8-dimethyl-2,4-dioxo-benzo[g]pteridin-10-yl)-2,3,4-trihydroxy-pentyl] dihydrogen phosphate

The solubility of a compound can greatly influence its applications and effectiveness in various fields, particularly in pharmaceuticals and biochemistry. In the case of [(2S,3R,4R)-5-(7,8-dimethyl-2,4-dioxo-benzo[g]pteridin-10-yl)-2,3,4-trihydroxy-pentyl] dihydrogen phosphate, the solubility is notably affected by several key factors:

  • Polyfunctional Nature: This compound contains multiple hydroxyl groups, which typically enhance solubility in polar solvents such as water. The presence of dihydrogen phosphate groups suggests strong hydrophilicity.
  • Size and Structure: The bulky pteridin moiety may hinder solubility to some extent, as larger, more complex structures can exhibit lower solubility due to steric effects.
  • pH Sensitivity: The ionic nature of the phosphate group makes this compound more soluble at certain pH levels, indicating that its solubility can vary depending on the ionization state in solution.

As with many compounds, predicting exact solubility can be challenging, but here are some insights:

  1. The compound is likely to be soluble in water and other polar solvents.
  2. It may exhibit varying solubility in organic solvents, depending on their polarity.
  3. Analysis through techniques such as solubility testing and spectroscopy would provide more definitive insights.

Understanding the solubility of [(2S,3R,4R)-5-(7,8-dimethyl-2,4-dioxo-benzo[g]pteridin-10-yl)-2,3,4-trihydroxy-pentyl] dihydrogen phosphate is crucial for its potential applications, offering a foundation for further research and development.

Interesting facts

Interesting Facts about [(2S,3R,4R)-5-(7,8-dimethyl-2,4-dioxo-benzo[g]pteridin-10-yl)-2,3,4-trihydroxy-pentyl] dihydrogen phosphate

This intriguing compound is a member of the class of molecules known as pteridines, which are nitrogen-containing heterocycles important in biological functions. Here are some key points that highlight its significance:

  • Biosynthesis and Function: Pteridines play a crucial role in various biological processes, often involved in the synthesis of nucleic acids and coenzymes. They are essential for the metabolism of folates and related compounds.

  • Structural Richness: The presence of multiple chiral centers in this compound (notably at the 2, 3, and 4 positions of the pentyl chain) indicates complex stereochemistry that can significantly affect its biological activity.

  • Phosphate Group: The dihydrogen phosphate moiety is pivotal in biological chemistry, acting as a fundamental unit in energy transfer (as seen in ATP) and signaling pathways.

  • Potential Applications: Compounds of this nature are being studied for their potential therapeutic applications, including anticancer and antimicrobial properties, making them of great interest to medicinal chemists.

  • Research Species: Some studies have indicated that similar pteridine compounds can influence cell signaling and gene expression, suggesting that this structure might also play a role in modulating physiological processes.

The integration of the highly reactive phosphate group with the pteridine structure in this compound reflects a blend of organic chemistry and biochemistry that showcases the intricacies of molecular design in nature. Researchers are continually fascinated by how these compounds can lead to advancements in drug discovery and therapeutic strategies.

Synonyms
Fmn semiquinone
Flavin mononucleotide semiquinone
34469-63-1
[(2S,3R,4R)-5-(7,8-dimethyl-2,4-dioxobenzo[g]pteridin-10-yl)-2,3,4-trihydroxypentyl] dihydrogen phosphate
Riboflavin 5'-(dihydrogen phosphate), radical ion(1-)
((2S,3R,4R)-5-(7,8-dimethyl-2,4-dioxobenzo(g)pteridin-10-yl)-2,3,4-trihydroxypentyl) dihydrogen phosphate
RIBOFLAVIN 5-PHOSPHATE SODIUM
SCHEMBL190079
CHEMBL283501
DTXSID90956007
AKOS015914015
BRD-K58734774-236-02-2
1-Deoxy-1-(4-hydroxy-7,8-dimethyl-2-oxobenzo[g]pteridin-10(2H)-yl)-5-O-phosphonopentitol