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Cichoric acid

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Identification
Molecular formula
C22H18O12
CAS number
6537-80-0
IUPAC name
3-(3,4-dihydroxyphenyl)-2-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]propanoic acid
State
State

At room temperature, cichoric acid is a solid. It is often encountered as a crystalline powder and is hygroscopic, meaning it can absorb moisture from the atmosphere.

Melting point (Celsius)
183.00
Melting point (Kelvin)
456.15
Boiling point (Celsius)
847.15
Boiling point (Kelvin)
1 120.30
General information
Molecular weight
474.38g/mol
Molar mass
474.3800g/mol
Density
1.5274g/cm3
Appearence

Cichoric acid is typically observed as a pale yellow crystalline powder. It can appear as a pale yellow to yellow-brown powder when isolated. Due to its phenolic nature, it can darken upon exposure to light and air.

Comment on solubility

Solubility of 3-(3,4-dihydroxyphenyl)-2-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]propanoic acid

The solubility of the compound 3-(3,4-dihydroxyphenyl)-2-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]propanoic acid, with the chemical formula C22H18O12, presents intriguing characteristics that are important for its applications. Here are some key points regarding its solubility:

  • Hydrophilicity: The presence of multiple -OH (hydroxyl) groups suggests that this compound is likely to be relatively soluble in water. These hydroxyl groups can form hydrogen bonds with water molecules, enhancing solubility.
  • Hydrophobic Regions: Although there are hydrophilic components, the compound also contains hydrophobic structures from the phenyl rings which may reduce solubility in polar solvents.
  • Solvent Dependency: The solubility may vary significantly depending on the type of solvent used. For instance, it may show better solubility in organic solvents compared to water, particularly in non-polar environments.
  • Temperature Effects: Like many organic compounds, solubility can be affected by temperature; generally, an increase in temperature may enhance solubility.

In conclusion, while this compound contains functional groups that promote solubility, its overall solubility profile will depend on numerous factors including solvent polarity, temperature, and concentration. Understanding these aspects is critical for effective utilization in various chemical applications.

Interesting facts

Interesting Facts about 3-(3,4-dihydroxyphenyl)-2-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]propanoic acid

This compound, recognized for its complex structure and rich functionality, is an intriguing molecule in the realm of organic chemistry. Here are some captivating insights:

  • Flavonoid Association: This compound is structurally related to flavonoids, which are known for their powerful antioxidant properties. These compounds can help combat oxidative stress in biological systems.
  • Potential Health Benefits: Research suggests that compounds with similar structures may contribute to cardiovascular health, promote hormonal balance, and exhibit anti-inflammatory properties, making them subjects of interest in nutraceutical studies.
  • Unique Functional Groups: The presence of multiple hydroxy groups enhances its reactivity and hydrogen bonding capabilities, which could play a role in its biological activity and interaction with other molecules.
  • Synthetic Pathways: The synthesis of such complex organic molecules often involves intricate multi-step reactions. It serves as an excellent example of the creativity and precision required in modern organic synthesis.
  • Applications in Research: Scientists are eager to explore this compound's various applications in medicinal chemistry, nutraceuticals, and material science. Its potential use as a natural preservative in food systems is also being examined.
  • Cultural Significance: Compounds like these are often derived from natural sources, highlighting the intricate connections between nature and chemistry. They exemplify how traditional herbal remedies can inform contemporary drug discovery.

In summary, 3-(3,4-dihydroxyphenyl)-2-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]propanoic acid is not just another organic compound; it represents a fascinating intersection of nature, health, and innovative chemistry that invites further exploration.

Synonyms
DTXSID70896992
Rosmarinate
rosmarinate acid
537-15-5
Labiatenic acid pound>>(R)-rosmarinic acid pound>>Rosemary acid
alpha-[[3-(3,4-Dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-3,4-dihydroxybenzenepropanoic acid
alpha-((3-(3,4-Dihydroxyphenyl)-1-oxo-2-propen-1-yl)oxy)-3,4-dihydroxybenzenepropanoic acid
Spectrum_001930
SpecPlus_000702
Spectrum3_001995
(R)-(+)-Rosmarinic Acid
KBioSS_002472
DivK1c_006798
KBio1_001742
KBio2_002465
KBio2_005033
KBio2_007601
KBio3_003035
DTXCID30810952
3-(3,4-dihydroxyphenyl)-2-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]propanoic acid
BCP13260
3-(3,4-dihydroxyphenyl)-2-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]propanoic acid
SY074011
DB-045149
alpha-[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]3,4-dihydroxybenzenepropanoic acid