Chemical fact sheet: 4,5-di-O-caffeoylquinic acid

4,5-di-O-caffeoylquinic acid

Basics

Category
Hydroxycinnamic & hydroxybenzoic acid derivatives & other organic acid derivatives
IUPAC-name
(1R,3R,4S,5R)-3,4-bis(((E)-3-(3,4-dihydroxyphenyl)acryloyl)oxy)-1,5-dihydroxycyclohexane-1-carboxylic acid
Formula
No formula stored
Exact mass
516.12680 g/mol
Molecular weight
No weights stored
Structure
Chemical structure of 4,5-di-O-caffeoylquinic acid
Figure 1.1: Chemical structure of 4,5-di-O-caffeoylquinic acid

Sources

In summary, the chemical 4,5-di-O-caffeoylquinic acid has been analyzed from following sources:

Helianthus annuus  L.
1st 2nd
Taraxacum mongolicum  Hand.-Mazz.
1st

Note that an analysis result in the database may indicate either presence or lack thereof of a chemical in an analyzed sample.

References

  1. Q. Liang, J. Cui, H. Li, J. Liu, and G. Zhao, "Florets of sunflower (Helianthus annuus L.): potential new sources of dietary fiber and phenolic acids.," Journal of Agricultural and Food Chemistry , vol. 61 , pp. 3435–3443 .
  2. S. Shi, Y. Zhao, H. Zhou, Y. Zhang, X. Jiang, and K. Huang, "Identification of antioxidants from Taraxacum mongolicum by high-performance liquid chromatography–diode array detection–radical scavenging detection–electrospray ionization mass spectrometry and nuclear magnetic resonance experiments.," Journal of Chromatography A , vol. 1209 , pp. 145–152 , DOI: 10.1016/j.chroma.2008.09.004 .

Analysis results

Analysis result 1

Detection technique Values Units
UV/Vis 244
301 sh
326 		nm
[M⁻ H]⁻ 515.12890 m/z
STD
False
TLC
False
UV/Vis detector description
HPLC-DAD
Mass spectrometer description
ESI-TOF-MS
Organism
Helianthus annuus  L.
cultivated
ground, dried
Collection dates
2011-8
Sample note
The researchers collected ray florets from the sunflower capitulum.
Drying methods
dried in the dark, air-dried
Dried material storage temperature
15 °C
Dried material storage notes
in a brown desiccator with oxygen scavenger
Extraction solvents
80 % acetone (free phenolic compounds)
Extraction mass/volume-ratio
10 mg/mL
Extraction repeats
2
Extraction time
50 min
Extract liquid storage temperature
-80 °C
Extract drying method
evaporation
Extract drying temperature
45 °C
Analysis solvents
MeOH
References

Q. Liang, J. Cui, H. Li, J. Liu, and G. Zhao, "Florets of sunflower (Helianthus annuus L.): potential new sources of dietary fiber and phenolic acids.," Journal of Agricultural and Food Chemistry , vol. 61 , pp. 3435–3443 .

Analysis result 2

Detection technique Values Units
UV/Vis 244
301 sh
326 		nm
[M⁻ H]⁻ 515.12890 m/z
STD
False
TLC
False
UV/Vis detector description
HPLC-DAD
Mass spectrometer description
ESI-TOF-MS
Organism
Helianthus annuus  L.
cultivated
ground, dried
Collection dates
2011-8
Sample note
The researchers collected disc florets from the sunflower capitulum.
Drying methods
dried in the dark, air-dried
Dried material storage temperature
15 °C
Dried material storage notes
in a brown desiccator with oxygen scavenger
Extraction solvents
80 % acetone (free phenolic compounds)
Extraction mass/volume-ratio
10 mg/mL
Extraction repeats
2
Extraction time
50 min
Extract liquid storage temperature
-80 °C
Extract drying method
evaporation
Extract drying temperature
45 °C
Analysis solvents
MeOH
References

Q. Liang, J. Cui, H. Li, J. Liu, and G. Zhao, "Florets of sunflower (Helianthus annuus L.): potential new sources of dietary fiber and phenolic acids.," Journal of Agricultural and Food Chemistry , vol. 61 , pp. 3435–3443 .

Analysis result 3

Detection technique Values Units
UV/Vis 247
300 sh
326 		nm
[M⁻ H]⁻ 515 m/z
STD
False
TLC
False
UV/Vis detector description
HPLC-DAD, diode array detector
Mass spectrometer description
HPLC-ESI-MS, HPLC-DAD-ESI-MS
Organism
Taraxacum mongolicum  Hand.-Mazz.
wild
ground, dried
Sample note
The aerial part of Taraxacum mongolicum Hand.-Mazz. was identified by Prof. Liurong Chen. The voucher specimen (TM20041-02) was deposited in Department of Traditional Chinese Medicine and Natural Drug Research, College of Pharmaceutical Sciences, Zheijiang University.
Drying methods
air-dried
Drying temperature
50 °C
Extraction solvents
methanol
Extraction mass/volume-ratio
100 mg/mL
Extraction repeats
3
Extraction time
4 h 30 min
Extract drying method
concentration under reduced pressure
Extract drying temperature
45 °C
Dried extract storage temperature
4 °C
Analysis solvents
MeOH
References

S. Shi, Y. Zhao, H. Zhou, Y. Zhang, X. Jiang, and K. Huang, "Identification of antioxidants from Taraxacum mongolicum by high-performance liquid chromatography–diode array detection–radical scavenging detection–electrospray ionization mass spectrometry and nuclear magnetic resonance experiments.," Journal of Chromatography A , vol. 1209 , pp. 145–152 , DOI: 10.1016/j.chroma.2008.09.004 .