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Cannabigerolic acid (CBGA)

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Identification
Molecular formula
C22H30O4
CAS number
25555-57-1
IUPAC name
1-hydroxy-6,6-dimethyl-3-pentyl-6a,7,10,10a-tetrahydrobenzo[c]chromene-9-carboxylic acid
State
State

This compound is typically found as a solid at room temperature. It may be prone to degradation if exposed to air and light.

Melting point (Celsius)
52.00
Melting point (Kelvin)
325.15
Boiling point (Celsius)
160.00
Boiling point (Kelvin)
433.15
General information
Molecular weight
358.48g/mol
Molar mass
358.5100g/mol
Density
1.0600g/cm3
Appearence

Cannabigerolic acid (CBGA) is typically a white or off-white crystalline powder. It may also appear as a resinous solid depending on the extraction and purification processes. It is sensitive to heat and light, which can cause it to degrade into other cannabinoids.

Comment on solubility

Solubility of 1-hydroxy-6,6-dimethyl-3-pentyl-6a,7,10,10a-tetrahydrobenzo[c]chromene-9-carboxylic acid

The solubility of the compound 1-hydroxy-6,6-dimethyl-3-pentyl-6a,7,10,10a-tetrahydrobenzo[c]chromene-9-carboxylic acid (C22H30O4) can be classified based on its molecular structure and functional groups. Understanding the solubility behavior is essential for various applications, including drug formulation and pharmacokinetics.

Factors Influencing Solubility:

  • Polarity: This compound contains both hydrophobic (hydrocarbon chains) and hydrophilic (carboxylic acid) parts. The carboxylic acid group enhances its solubility in polar solvents such as water, while the hydrophobic segments may hinder solubility in non-polar solvents.
  • Hydrogen Bonding: The presence of hydroxyl (-OH) and carboxylic acid (-COOH) groups can engage in hydrogen bonding, which may improve solubility in water and other polar solvents.
  • Saturation: The degree of saturation in the molecule often affects solvation. In this case, the fully saturated ring structure may influence solubility characteristics.

As a general observation:

  1. Water Solubility: It is likely to be moderately soluble in water due to the carboxylic acid functional group.
  2. Organic Solvents: It may exhibit better solubility in organic solvents such as ethanol or methanol, where the hydrophobic aldehyde sections are more compatible.
  3. pH Dependence: Solubility might also vary with pH; at lower pH levels, the carboxylic acid protonates, decreasing its solubility further.

In summary, the solubility of 1-hydroxy-6,6-dimethyl-3-pentyl-6a,7,10,10a-tetrahydrobenzo[c]chromene-9-carboxylic acid is influenced by a combination of factors that reflect its unique structure. Understanding these solubility properties is crucial for effective applications in medicinal chemistry and related fields.

Interesting facts

Interesting Facts about 1-Hydroxy-6,6-dimethyl-3-pentyl-6a,7,10,10a-tetrahydrobenzo[c]chromene-9-carboxylic acid

This fascinating compound, often referred to in scientific literature as a derivative of a larger class of compounds known for their diverse biological activities, is part of the family of benzochromenes. Here are some compelling insights:

  • Biological Relevance: Many benzochromene derivatives have been explored for their potential therapeutic effects, including anti-inflammatory and anti-cancer properties. This compound's unique structure may contribute to such activities.
  • Synthetic Routes: The synthesis of this compound can entail complex multi-step reactions. Chemists often study the best reaction conditions to optimize yield and minimize by-products, making it a subject of much interest in synthetic organic chemistry.
  • Structure-Activity Relationship: The specific arrangement of functional groups in this compound plays a critical role in its biological activity. Comparatively analyzing it with similar compounds helps in understanding how slight modifications can lead to varying effects.
  • Environmental Chemistry: Compounds with such complex structures often have interesting interactions within biological systems, leading to valuable studies that assess their environmental impact, especially relating to their degradation and toxicity.

This compound highlights the beauty of organic chemistry, where a slight alteration in structure can yield compounds with vastly different properties. As researchers continue to explore its potential uses, this compound stands as a testament to the innovative spirit of chemical science.

Synonyms
(?)-11-nor-9-carboxy-?8-THC
SCHEMBL7757011
(6ar,10ar)-1-hydroxy-6,6-dimethyl-3-pentyl-6a,7,10,10a-tetrahydro-6h-benzo[c]chromene-9-carboxylic acid
PBA69006
NS00115880