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Shikimic acid 3-phosphate

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Identification
Molecular formula
C9H9O9P
CAS number
39011-90-0
IUPAC name
5-(1-carboxyvinyloxy)-4-hydroxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
State
State

At room temperature, shikimic acid 3-phosphate is in a solid state.

Melting point (Celsius)
178.00
Melting point (Kelvin)
451.15
Boiling point (Celsius)
232.00
Boiling point (Kelvin)
505.15
General information
Molecular weight
274.14g/mol
Molar mass
274.1000g/mol
Density
1.6900g/cm3
Appearence

Shikimic acid 3-phosphate is typically found as a white to off-white crystalline powder. Its powdered form can appear as small granules depending on the level of purification and crystallization.

Comment on solubility

Solubility of 5-(1-carboxyvinyloxy)-4-hydroxy-3-phosphonooxy-cyclohexene-1-carboxylic acid

The compound 5-(1-carboxyvinyloxy)-4-hydroxy-3-phosphonooxy-cyclohexene-1-carboxylic acid, with the chemical formula C9H9O9P, exhibits a noteworthy solubility profile due to its unique functional groups. Here are some key points regarding its solubility:

  • Polarity: The presence of multiple hydroxyl groups (-OH) and carboxyl groups (-COOH) in the structure enhances the compound's polarity, facilitating its solubility in polar solvents such as water.
  • Hydrogen Bonding: The ability of the hydroxyl and carboxyl groups to engage in hydrogen bonding further supports solubility. These interactions allow the compound to dissolve readily in aqueous solutions.
  • pH Dependence: The solubility may vary with pH. At lower pH levels, the carboxyl groups can remain protonated, affecting the overall solubility. As the pH increases, deprotonation occurs, potentially increasing solubility due to enhanced ionic character.
  • Concentration Effects: As with many chemical compounds, higher concentrations may lead to solubility limits being reached due to saturation–a crucial factor in both laboratory and industrial applications.

Overall, the solubility of this compound can be considered favorable in aqueous environments owing to its hydrophilic characteristics. Its behavior in different solvent systems and under varying pH conditions should be examined further to fully understand its solubility dynamics.

Interesting facts

Interesting Facts about 5-(1-Carboxyvinyloxy)-4-hydroxy-3-phosphonooxy-cyclohexene-1-carboxylic Acid

This intriguing compound, often associated with biochemical processes, exhibits a variety of fascinating properties and functions. Here are some key points that highlight its importance:

  • Role in Metabolism: It is known to play a significant role in various metabolic pathways, particularly in the biosynthesis of certain amino acids and secondary metabolites.
  • Enzymatic Interactions: The structure allows for potential interactions with enzymes, making it a candidate for studies on enzyme kinetics and mechanisms.
  • Phosphorylation: The presence of the phosphono oxy group adds a layer of complexity, influencing the reactivity and interaction with other biological molecules.
  • Research Applications: Scientists are examining this compound for its potential implications in agricultural science and medicinal chemistry. Its derivatives could lead to innovative pest control strategies.
  • Structural Complexity: The cyclohexene ring offers unique stereochemistry, which can have profound effects on its biological activity and how it interacts within a cellular environment.

In conclusion, 5-(1-Carboxyvinyloxy)-4-hydroxy-3-phosphonooxy-cyclohexene-1-carboxylic acid serves as a fascinating subject for ongoing research and exploration, particularly in the fields of biochemistry and pharmacology. Its diverse roles and intricate structure remind us of the complexity and beauty inherent in chemical compounds.

Synonyms
27840-48-8
1-Cyclohexene-1-carboxylic acid, 5-((1-carboxyethenyl)oxy)-4-hydroxy-3-(phosphonooxy)-
5-(1-carboxyethenoxy)-4-hydroxy-3-phosphonooxycyclohexene-1-carboxylic acid
5-Epsp
5-Enolpyruvoylshikimate-3-phosphate
SCHEMBL850802
DTXSID20950513
5-[(1-Carboxyethenyl)oxy]-4-hydroxy-3-(phosphonooxy)cyclohex-1-ene-1-carboxylic acid