Skip to main content

Flavin adenine dinucleotide

ADVERTISEMENT
Identification
Molecular formula
C27H33N9O15P2
CAS number
146-14-5
IUPAC name
4-[2-[2-[3-[[4-[[[5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-2-hydroxy-3,3-dimethyl-butanoyl]amino]propanoylamino]ethylsulfanylcarbonyl]phenyl]-4-oxo-butanoic acid
State
State

FAD is usually found in a solid state at room temperature, specifically as a crystalline yellow powder.

Melting point (Celsius)
250.00
Melting point (Kelvin)
523.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
785.55g/mol
Molar mass
785.5530g/mol
Density
1.6650g/cm3
Appearence

FAD typically appears as a yellow crystalline powder or solid. It is hygroscopic and may have a slight odor characteristic of nucleotides.

Comment on solubility

Solubility of 4-[2-[2-[3-[[4-[[[5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-2-hydroxy-3,3-dimethyl-butanoyl]amino]propanoylamino]ethylsulfanylcarbonyl]phenyl]-4-oxo-butanoic acid

The solubility of the compound with the formula C27H33N9O15P2 is influenced by several factors due to its complex structure. Overall, one can make the following observations regarding its solubility:

  • Soluble in polar solvents: Given the presence of multiple polar functional groups, such as hydroxyl (-OH) and phosphate (-PO4), the compound is likely to exhibit good solubility in polar solvents like water and dimethyl sulfoxide (DMSO).
  • Limited solubility in non-polar solvents: Conversely, the hydrophobic sections of the molecule suggest that solubility in non-polar solvents, such as hexane or toluene, would be quite limited.
  • pH-dependent solubility: The solubility of this compound might change significantly with pH alterations, as certain functional groups can become protonated or deprotonated, thus affecting interactions with solvents.

It is essential to note that solubility is a critical factor in drug formulation and biological activity, influencing absorption and distribution in biological systems. Understanding the solubility profile of this compound can reveal important implications for its potential applications in medicinal chemistry and pharmaceuticals.

Interesting facts

Exploring 4-[2-[2-[3-[[4-[[[5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-2-hydroxy-3,3-dimethyl-butanoyl]amino]propanoylamino]ethylsulfanylcarbonyl]phenyl]-4-oxo-butanoic acid

This compound is a fascinating example of modern medicinal chemistry, illustrating the complex molecular architecture that can arise in the design of bioactive molecules. Below are some intriguing aspects of this molecular masterpiece:

  • Multi-Faceted Role in Therapeutics: The structure consists of various functional groups that suggest potential applications in drug development, particularly in the fields of cancer and infectious disease treatments.
  • Amino Purine Linkage: The presence of a 6-aminopurine moiety hints at its possible interaction with nucleic acids, making it a candidate for anti-viral or anti-cancer therapies.
  • Phosphoryl Groups: The extensive use of phosphoryl groups in the structure may enhance its bioavailability and ability to interact with biological systems.
  • Hydroxy and Amino Functions: Hydroxy and amino functionalities contribute to hydrogen bonding, which can affect the compound's solubility and biological reactivity.
  • Dimethyl Group: The 3,3-dimethyl butanoyl moiety can influence the compound's lipophilicity, potentially affecting how well it crosses cellular membranes.

"Complexity breeds potential" - as seen in this compound, where intricate design can allow for multifaceted interactions in biological systems.
The compound also serves as an excellent study subject for those interested in deciphering structure-activity relationships (SAR) in medicinal chemistry. Understanding how modifications to its structure affect biological activity can open doors to the development of more effective therapeutics.

Overall, the structural intricacies of this compound make it a hot topic in chemical research, emphasizing the beauty of combining different chemical functionalities to address modern medical challenges.

Synonyms
2-Succinylbenzoyl-coenzyme A
72471-59-1
Coenzyme A, 2-succinylbenzoic acid-
ortho-Succinylbenzoyl-coa
4-[2-[2-[3-[[4-[[[5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethylsulfanylcarbonyl]phenyl]-4-oxobutanoic acid
Coenzyme A, S-(2-(3-carboxy-1-oxopropyl)benzoate)
4-(2-(2-(3-((4-(((5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl)methoxy-hydroxyphosphoryl)oxy-hydroxyphosphoryl)oxy-2-hydroxy-3,3-dimethylbutanoyl)amino)propanoylamino)ethylsulfanylcarbonyl)phenyl)-4-oxobutanoic acid
Coenzyme A, S-[2-(3-carboxy-1-oxopropyl)benzoate]
DTXSID70993293
S-[2-(3-Carboxy-1-oxopropyl)benzoate) Coenzyme A
2(3H)-Furanone,4,5-dihydro-4-acetyl-5-(3,4-dimethoxyphenyl)-,(E)