Skip to main content

Chlorogenic acid

ADVERTISEMENT
Identification
Molecular formula
C16H18O9
CAS number
327-97-9
IUPAC name
6-[6-carboxy-2-[(11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl)oxy]-4,5-dihydroxy-tetrahydropyran-3-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
State
State

At room temperature, chlorogenic acid is typically in a solid state, appearing as a crystalline powder.

Melting point (Celsius)
210.00
Melting point (Kelvin)
483.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
354.31g/mol
Molar mass
354.3120g/mol
Density
1.7000g/cm3
Appearence

Chlorogenic acid appears as a white to light brown crystalline powder. In its pure form, it is tasteless, but it might leave a slight bitter taste depending on its concentration and formulation.

Comment on solubility

Solubility of 6-[6-carboxy-2-[(11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl)oxy]-4,5-dihydroxy-tetrahydropyran-3-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid (C16H18O9)

The solubility of this complex organic compound is influenced by several factors inherent to its structure. Due to the presence of multiple hydroxyl (-OH) groups and carboxylic acid functional groups, the compound manifests a polar characteristic, which typically enhances its solubility in polar solvents such as water. Here are some key points regarding its solubility:

  • Hydrophilicity: The numerous hydroxyl and carboxylic acid groups provide strong hydrogen bonding capabilities, making the compound likely to dissolve readily in aqueous solutions.
  • Non-polar characteristics: The extensive hydrophobic carbon backbone and the presence of hydrophobic groups can present partial insolubility in organic solvents like hexane or non-polar solvents.
  • pH dependence: Solubility may vary with changes in pH, especially due to the ionization of the carboxylic acid groups. At lower pH levels, these groups tend to be protonated, possibly enhancing solubility.
  • Concentration effects: Increased concentrations may lead to saturation, thereby reducing solubility over time due to precipitation or crystallization.

In conclusion, while the compound exhibits significant solubility in polar solvents, careful consideration of its unique structure and the solvent environment is essential to fully understand its solubility behavior. In the words of many chemists, "The solubility of a compound is not merely a number, but a reflection of the intricate balance between structure and solvent." The distinctive features of C16H18O9 highlight the complexity of solubility phenomena in organic compounds.

Interesting facts

Interesting Facts about 6-[6-carboxy-2-[(11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl)oxy]-4,5-dihydroxy-tetrahydropyran-3-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

This complex compound, often referred to for its unique structural characteristics, has garnered interest in several scientific fields, including medicinal chemistry and biotechnology.

  • Complex Structure: The structure of this compound features multiple functional groups and stereochemistry, which can result in interesting properties and potential biological activities.
  • Potential Applications: Due to its unique composition, this molecule may possess significant activity in pharmaceutical development, serving as a candidate for drug formulation aimed at targeting specific diseases.
  • Biological Relevance: Compounds like this one, which exhibit interactions with biological systems, could offer insights into pathways that regulate cellular functions.
  • Natural Sources: The inspiration behind the chemical structure often lies in natural products, which indicates the compound might be derived from or mimics a natural source, showcasing the interplay between nature and synthetic chemistry.

The compound's intricate design exemplifies the creativity in chemical synthesis, opening avenues for research and innovation in material science, drug design, and therapeutic applications. As scientists continue to explore its full potential, one can only speculate on the benefits it may yield in the future, remembering the quote:

"In the world of chemistry, the complexity of a compound often mirrors the beauty of nature itself."

Overall, as a chemistry student or researcher, diving deep into the studies of such compounds can provide invaluable knowledge about molecular interactions and enable the development of groundbreaking applications.

Synonyms
Liquorice
Glycyrrizin
1405-86-3
Glycyrrhizinic acid
Glycyrrhizinate
NSC167409
Glycyram
6-((6-carboxy-2-((11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl)oxy)-4,5-dihydroxytetrahydro-2h-pyran-3-yl)oxy)-3,4,5-trihydroxytetrahydro-2h-pyran-2-carboxylic acid
29-Hydroxy-11,29-dioxoolean-12-en-3-yl 2-O-hexopyranuronosylhexopyranosiduronic acid
Glycrrhizin
Glycyrrhitin
Dermacrin
MFCD00065194
NSC234419
Glycyrrhizin, JAN
.alpha.-D-Glucopyranosiduronic acid,20.beta.)-20-carboxy-11-oxo-30-norolean-12-en-3-yl 2-O-.beta.-D-glucopyranuronosyl-
CHEMBL3188637
SCHEMBL21424347
DTXSID50859641
IDA89644
TEA44185
SY017548
DB-042522
CS-0291800
EN300-717923
Glycyrrhetic acid 3-O-[b-D-glucuronopyranosyl-(1->2)-a-D-glucuronopyranoside]
1970133-70-0
5-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-6-[(11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl)oxy]-3,4-dihydroxyoxane-2-carboxylic acid