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FAD (Flavin adenine dinucleotide)

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Identification
Molecular formula
C27H33N9O15P2
CAS number
146-14-5
IUPAC name
[[5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] [5-(7,8-dimethyl-2,4-dioxo-benzo[g]pteridin-10-yl)-2,3,4-trihydroxy-pentyl] hydrogen phosphate
State
State

At room temperature, flavin adenine dinucleotide (FAD) is typically in a solid state. FAD is water-soluble and can also form stable solutions in a variety of organic solvents. Its aqueous solution is sensitive to light and heat, which can result in degradation.

Melting point (Celsius)
174.00
Melting point (Kelvin)
447.15
Boiling point (Celsius)
262.00
Boiling point (Kelvin)
535.15
General information
Molecular weight
785.55g/mol
Molar mass
785.5510g/mol
Density
0.8275g/cm3
Appearence

Flavin adenine dinucleotide (FAD) typically appears as a yellow crystalline solid due to the flavin moiety that it contains. This coloration arises from the conjugated system present in the flavin ring structure, which absorbs visible light. When in solution, it can range from a yellow to orange hue, depending on concentration.

Comment on solubility

Solubility of the Compound

The solubility profile of the compound [5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] [5-(7,8-dimethyl-2,4-dioxo-benzo[g]pteridin-10-yl)-2,3,4-trihydroxy-pentyl] hydrogen phosphate (C27H33N9O15P2) presents some interesting characteristics:

  • Hydrophilicity: The presence of multiple hydroxyl groups contributes to the compound's hydrophilic nature, enhancing its solubility in polar solvents, particularly water.
  • Ionization: Under physiological pH conditions, this compound may ionize, which can further increase solubility in aqueous environments.
  • Solvent Dependence: The solubility might vary significantly across different solvents. For instance, it may dissolve readily in methanol or ethanol due to the nonpolar segments in its structure.
  • Temperature Influence: Solubility can also be affected by temperature; typically, an increase in temperature can lead to increased solubility for many compounds.

As with many complex organic compounds, it is essential to consider both the solvent and environmental factors when evaluating solubility. In practical applications, assessing solubility in both polar and nonpolar solvents may prove useful, as highlighted by the phrase: "like dissolves like."

Overall, while specific solubility data might depend on experimental conditions, the structural features of this compound suggest a pronounced capability for dissolution in biologically relevant environments.

Interesting facts

Interesting Facts about the Compound

This compound, with its intricate structure and formidable name, is a fascinating example of bioactive molecules that can influence biological systems. Here are some intriguing details:

  • Complex Structure: The compound features multiple functional groups, including amino, hydroxyl, and methoxy groups, which contribute to its potential biological activity.
  • Potential Therapeutic Applications: Compounds like this have been investigated for their roles in pharmacology, particularly in the development of drugs that target specific biological pathways.
  • Connection to Nucleotides: The presence of analogs to purines and pteridines may result in interactions with nucleotides, which are essential for DNA and RNA synthesis.
  • Biological Activity: Compounds that resemble the structure of nucleobases often exhibit antitumor and antiviral properties, making them crucial in medicinal chemistry research.
  • Research Significance: Such compounds are frequently studied for their ability to serve as enzyme inhibitors, thus playing a pivotal role in regulating metabolic pathways in cells.

As a scientist or a student of chemistry, understanding the interactions and implications of such complex molecules can be both challenging and rewarding. The ongoing research into compounds like this one underscores the importance of chemistry in developing innovative therapeutic strategies to combat diseases.

In the words of renowned chemist Marie Curie, "Nothing in life is to be feared, it is only to be understood." Therefore, the journey of understanding compounds like this is just as significant as the discoveries that may arise from them.

Synonyms
flavitan
Flamitajin B
Flavinat
Flanin F
NSC112207
Adenine-riboflavin dinuceotide
FAD; NSC 112207
Adenine-flavindinucleotide
Flavineadenosine diphosphate
flavin adenine dinu-cleotide
FAD; Riboflavin 5'-adenosine
CERAPP_13213
CHEMBL3580425
SCHEMBL16466795
DTXSID70859284
Riboflavin 5'-adenosinediphosphate
AKOS032949856
NF182245
SR-01000944450
SR-01000944450-1
BRD-A86545589-001-01-5
Q32039181
Riboflavin 5'-(trihydrogen diphosphate), 5'.fwdarw.5'-ester with adenosine
Adenosine 5'-(trihydrogen pyrophosphate), 5'.fwdarw.5'-ester with riboflavine
Adenosine 5'-(trihydrogenpyrophosphate), 5'.fwdarw.5'-ester with riboflavine
Riboflavine 5'-(trihydrogen diphosphate), 5'.fwdarw.5'-ester with adenosine