AICAR (Aminoimidazole carboxamide ribonucleotide)

Identification

Molecular formula

C₉H₁₄N₄O₉P

CAS number

3031-94-5

IUPAC name

2-[[5-amino-1-[3,4-dihydroxy-5-(phosphonooxymethyl)tetrahydrofuran-2-yl]imidazole-4-carbonyl]amino]butanedioic acid

State

At room temperature, AICAR is in a solid state, presenting as a powder. It is stable under normal conditions but should be stored in a dry and cool environment to prevent degradation.

Melting point (Celsius)

214.00

Melting point (Kelvin)

487.15

Boiling point (Celsius)

256.00

Boiling point (Kelvin)

529.15

General information

Molecular weight

338.21g/mol

Molar mass

338.2110g/mol

Density

2.0100g/cm³

Appearence

AICAR, or Aminoimidazole carboxamide ribonucleotide, typically appears as an off-white to pale yellow crystalline powder. It is often used in research laboratories and is known for its distinct crystalline structure.

Comment on solubility

Solubility of 2-[[5-amino-1-[3,4-dihydroxy-5-(phosphonooxymethyl)tetrahydrofuran-2-yl]imidazole-4-carbonyl]amino]butanedioic acid

The solubility of the compound 2-[[5-amino-1-[3,4-dihydroxy-5-(phosphonooxymethyl)tetrahydrofuran-2-yl]imidazole-4-carbonyl]amino]butanedioic acid (C₉H₁₄N₄O₉P) is intriguing and can be influenced by several factors. The presence of both acidic and basic functional groups in its molecular structure contributes to its solubility profile.

Key Factors Affecting Solubility:

Polarity: The compound features polar functional groups such as hydroxyl (-OH) and phosphate (-PO₄), which enhance its ability to dissolve in polar solvents like water.
Hydrogen Bonding: The ability to form hydrogen bonds with water molecules significantly increases solubility. This compound’s multiple hydroxyl and amine groups facilitate such interactions.
pH Dependence: Due to its acidic nature from the butanedioic acid part, solubility may vary with pH, potentially increasing in basic conditions where deprotonation of carboxylic groups occurs.

In conclusion, while specific solubility data may not be readily available, the inherent properties of 2-[[5-amino-1-[3,4-dihydroxy-5-(phosphonooxymethyl)tetrahydrofuran-2-yl]imidazole-4-carbonyl]amino]butanedioic acid suggest that it is likely to be soluble in aqueous environments due to its polar nature and capacity for hydrogen bonding.

Interesting facts

Interesting Facts about 2-[[5-amino-1-[3,4-dihydroxy-5-(phosphonooxymethyl)tetrahydrofuran-2-yl]imidazole-4-carbonyl]amino]butanedioic acid

This compound, known for its complex structure, displays significant potential in biochemical applications. Here are some intriguing aspects that highlight its importance:

Bioactivity: This compound is often studied for its role in modulating metabolic processes and exhibiting potential therapeutic effects in various biological systems.
Phosphorylation: Containing a phosphonooxymethyl group, it can participate in enzymatic reactions that involve phosphorylation, essential for cellular signaling pathways.
Structure-Function Relationship: The unique combination of the tetrahydrofuran ring and the imidazole moiety enhances its interactions with biomolecules, making it a compelling subject of study for drug design.
Research Applications: This compound is being investigated for its potential use in synthesizing pharmaceutical agents and could serve as a lead compound in the development of new medications.

As noted by researchers in the field, "Understanding the intricate connections between molecular structure and function is fundamental to the advancement of medicinal chemistry." This statement emphasizes the ongoing exploration of compounds like this one, which bridges organic chemistry and pharmaceutical sciences.

Furthermore, its synthesis poses intriguing challenges and opportunities for innovation in synthetic organic chemistry, making it a favorite among students and scientists alike who are devoted to the pursuit of knowledge in this dynamic area.

Synonyms

SCHEMBL73326

DTXSID10863082

N-[5-Amino-1-(5-O-phosphonopentofuranosyl)-1H-imidazole-4-carbonyl]aspartic acid