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Coenzyme A

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Identification
Molecular formula
C21H36N7O16P3S
CAS number
85-61-0
IUPAC name
S-[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]ethyl] 3-hydroxybutanethioate
State
State

Solid at room temperature.

Melting point (Celsius)
197.00
Melting point (Kelvin)
470.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
767.53g/mol
Molar mass
767.5340g/mol
Density
1.4381g/cm3
Appearence

Coenzyme A typically appears as a white to off-white powder. It is often provided as a sodium salt and is hygroscopic, meaning it tends to absorb moisture from the air.

Comment on solubility

Solubility of S-[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]ethyl] 3-hydroxybutanethioate (C21H36N7O16P3S)

The solubility of the compound S-[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]ethyl] 3-hydroxybutanethioate can be characterized as follows:

  • Hydrophilicity: The presence of multiple hydroxyl (-OH) and phosphate groups suggests a strong affinity for water, indicating that this compound is likely highly soluble in aqueous environments.
  • pH Sensitivity: Given the compound's structure, its solubility may vary with pH; under acidic or basic conditions, ionization could enhance its solubility.
  • Solvent Interactions: Solubility in organic solvents may be limited due to the high content of polar functional groups. Therefore:
    • It may be more soluble in polar solvents like water or methanol.
    • It may exhibit poor solubility in non-polar solvents.

Overall, the solubility profile of this compound emphasizes the significant role of its intricate molecular structure, characterized by the presence of various functional groups that influence its behavior in different solvents. Understanding these properties is essential for its practical applications in biological systems and chemical processes.

Interesting facts

Interesting Facts about S-[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]ethyl] 3-hydroxybutanethioate

This compound is a fascinating example of a complex biochemical structure that highlights the beauty and intricacy of molecular interactions in biological systems. Here are some interesting aspects:

  • Biological Relevance: The compound incorporates an aminopurine moiety, which is a significant structural element in nucleic acids. These purine derivatives play crucial roles in various cellular processes, including DNA and RNA synthesis.
  • Phosphorylation Potential: The presence of multiple phosphoryl groups suggests that this compound might function in metabolic pathways involving energy transfer and signal transduction, particularly in relation to nucleotide metabolism.
  • Thioester Linkage: The inclusion of a thioate component underscores the potential bioactivity, as thioesters are known to participate in a variety of biochemical reactions, providing a versatile frame for experimentation.
  • Synthetic Challenge: The complex structure poses significant challenges for synthetic chemists. Each step in the synthesis must be carefully controlled, demonstrating the need for innovative techniques in modern organic chemistry.
  • Therapeutic Potential: Given its sophisticated structure, this compound may exhibit pharmacological properties that warrant further investigation, possibly leading to the development of novel therapeutic agents.

In summary, S-[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]ethyl] 3-hydroxybutanethioate is more than just a chemically complex compound—it is a potential key to understanding important biological processes and therapeutic mechanisms.

Synonyms
3-hydroxybutanoyl CoA
SCHEMBL11940284
PD041790