Chlorogenic acid
Synonym(s):1,4,5-Trihydroxycyclohexanecarboxylic acid 3-(3,4-dihydroxycinnamate);3-(3,4-Dihydroxycinnamoyl)quinic acid;CGA;Chlorogenic acid
- CAS NO.:327-97-9
- Empirical Formula: C16H18O9
- Molecular Weight: 354.31
- MDL number: MFCD00003862
- EINECS: 206-325-6
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-19 23:02:33
What is Chlorogenic acid?
Definition
Chlorogenic acid is a cinnamate ester obtained by formal condensation of the carboxy group of trans-caffeic acid with the 3-hydroxy group of quinic acid. It is an intermediate metabolite in the biosynthesis of lignin. It has a role as a plant metabolite and a food component. It is a cinnamate ester and a tannin. It is functionally related to a (-)-quinic acid and a trans-caffeic acid. It is a conjugate acid of a chlorogenate.
General Description
Chlorogenic acid is a bioactive polyphenolic compound mainly found in many plants, such as coffee. It is a potent neuroprotectant and also possesses antiviral, antifungal, antioxidant and antitumor properties. CGA may also be involved in regulating glucose and lipid metabolism and improving insulin sensitivity.
Benefits
Chlorogenic acids (CGAs) are esters formed between caffeic and quinic acids, and represent an abundant group of plant polyphenols present in the human diet. CGAs have different subgroups that include caffeoylquinic, p-coumaroylquinic, and feruloyquinic acids. Results of epidemiological studies suggest that the consumption of beverages such as coffee, tea, wine, different herbal infusions, and also some fruit juices are linked to reduced risks of developing different chronic diseases.
These beverages contain CGAs present in different concentrations and isomeric mixtures. The underlying mechanism(s) for specific health benefits attributed to CGAs involves mitigating oxidative stress, and hence the related adverse effects associated with an unbalanced intracellular redox state.
Properties of Chlorogenic acid
Melting point: | 210 °C (dec.) (lit.) |
Boiling point: | 407.55°C (rough estimate) |
alpha | -36 º (c=1, H2O) |
Density | 1.3594 (rough estimate) |
refractive index | -37 ° (C=1, H2O) |
storage temp. | 2-8°C |
solubility | Soluble in ethanol and acetone. |
form | Powder, Crystals, Needles and/or Chunks |
pka | 3.91±0.50(Predicted) |
color | White to almost white |
Water Solubility | SOLUBLE IN HOT WATER |
Merck | 14,2142 |
CAS DataBase Reference | 327-97-9(CAS DataBase Reference) |
EPA Substance Registry System | Chlorogenic acid (327-97-9) |
Safety information for Chlorogenic acid
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for Chlorogenic acid
InChIKey | CWVRJTMFETXNAD-JUHZACGLSA-N |
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