Chemical fact sheet: Caffeoylquinic acid isomer

Caffeoylquinic acid isomer

Basics

Category
Hydroxycinnamic & hydroxybenzoic acid derivatives & other organic acid derivatives
IUPAC-name
(E)-4-((3-(3,4-dihydroxyphenyl)acryloyl)oxy)-1,3,5-trihydroxycyclohexane-1-carboxylic acid
Formula
No formula stored
Exact mass
354.09510 g/mol
Molecular weight
354.09550 g/mol
354.09780 g/mol
Structure
Chemical structure of caffeoylquinic acid isomer
Figure 1.1: Chemical structure of caffeoylquinic acid isomer

Sources

In summary, the chemical caffeoylquinic acid isomer has been analyzed from following sources:

Tanacetum poteriifolium  Grierson
1st 2nd 3rd 4th 5th
Vaccinium myrtillus  L.
1st 2nd

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

References

  1. A. Lätti, K. Riihinen, and L. Jaakola, "Phenolic compounds in berries and flowers of a natural hybrid between bilberry and lingonberry (Vaccinium × intermedium Ruthe)," Phytochemistry , vol. 72 , no. 8 , pp. 810–815 , DOI: 10.1016/j.phytochem.2011.02.015 .
  2. A. Primetta, "Phenolic compounds in the berries of the selected Vaccinium species. The potential for authenticity analyses.," PhD thesis, Publications of the University of Eastern Finland. Dissertations in Forestry and Natural Sciences. No 134., 2014 .
  3. A. Primetta, "Personal note," None. Note: The information about the month when the berries were collected in Kuusamo..
  4. A. Lätti, K. Riihinen, and L. Jaakola, "Phenolic compounds in berries and flowers of a natural hybrid between bilberry and lingonberry (Vaccinium × intermedium Ruthe)," Phytochemistry , vol. 72 , no. 8 , pp. 810–815 , DOI: 10.1016/j.phytochem.2011.02.015 .
  5. A. Primetta, "Phenolic compounds in the berries of the selected Vaccinium species. The potential for authenticity analyses.," PhD thesis, Publications of the University of Eastern Finland. Dissertations in Forestry and Natural Sciences. No 134., 2014 .
  6. A. Primetta, "Personal note," None. Note: The information about the month when the berries were collected in Kuusamo..
  7. G. Zengin, E. Sieniawska, I. Senkardes, M. Picot-Allain, K. Sinan, and M. Mahomoodally, "Antioxidant abilities, key enzyme inhibitory potential and phytochemical profile of Tanacetum poteriifolium Grierson.," Industrial Crops and Products , vol. 140 , pp. 111629 , DOI: 10.1016/j.indcrop.2019.111629 .

Analysis results

Analysis result 1

Detection technique Values Units
[M⁺ H]⁺ 355 m/z
MS²⁺ 163 m/z
MS³⁺ 135
145
163 		m/z
STD
False
TLC
False
UV/Vis detector description
HPLC-diode-array (DAD)
Mass spectrometer description
HPLC-ESI-MS, ion trap, tandem MS
Organism
Vaccinium myrtillus  L.
wild
dried, powdered
Collection dates
2007-8
Sample note
The species is common in Finland. The sample was confirmed by A. Lätti.
Drying methods
freeze-dried
Dried material storage temperature
-25 °C
Dried material storage notes
dark; in a desiccator; as whole; as ground
Extraction solvents
acetonitrile: methanol (85:15, v/v), 8.5 % formic acid
Extraction mass/volume-ratio
27 mg/mL
Extraction repeats
4
Extraction time
25 min
Extraction temperature
20±5 °C
Analysis solvents
ACN; MeOH; formic acid; water
References

A. Lätti, K. Riihinen, and L. Jaakola, "Phenolic compounds in berries and flowers of a natural hybrid between bilberry and lingonberry (Vaccinium × intermedium Ruthe)," Phytochemistry , vol. 72 , no. 8 , pp. 810–815 , DOI: 10.1016/j.phytochem.2011.02.015 .

A. Primetta, "Phenolic compounds in the berries of the selected Vaccinium species. The potential for authenticity analyses.," PhD thesis, Publications of the University of Eastern Finland. Dissertations in Forestry and Natural Sciences. No 134., 2014 .

A. Primetta, "Personal note," None. Note: The information about the month when the berries were collected in Kuusamo..

Analysis result 2

Detection technique Values Units
[M⁺ H]⁺ 355 m/z
MS²⁺ 163 m/z
MS³⁺ 135
145
163 		m/z
STD
False
TLC
False
UV/Vis detector description
HPLC-diode-array (DAD)
Mass spectrometer description
HPLC-ESI-MS, ion trap, tandem MS
Organism
Vaccinium myrtillus  L.
wild
dried, powdered
Collection dates
2007-8
Sample note
The species is common in Finland. The sample was confirmed by A. Lätti.
Drying methods
freeze-dried
Dried material storage temperature
-25 °C
Dried material storage notes
dark; in a desiccator; as whole; as ground
Extraction solvents
acetonitrile: methanol (85:15, v/v), 8.5 % formic acid
Extraction mass/volume-ratio
27 mg/mL
Extraction repeats
4
Extraction time
25 min
Extraction temperature
20±5 °C
Analysis solvents
ACN; MeOH; formic acid; water
References

A. Lätti, K. Riihinen, and L. Jaakola, "Phenolic compounds in berries and flowers of a natural hybrid between bilberry and lingonberry (Vaccinium × intermedium Ruthe)," Phytochemistry , vol. 72 , no. 8 , pp. 810–815 , DOI: 10.1016/j.phytochem.2011.02.015 .

A. Primetta, "Phenolic compounds in the berries of the selected Vaccinium species. The potential for authenticity analyses.," PhD thesis, Publications of the University of Eastern Finland. Dissertations in Forestry and Natural Sciences. No 134., 2014 .

A. Primetta, "Personal note," None. Note: The information about the month when the berries were collected in Kuusamo..

Analysis result 3

Detection technique Values Units
[M⁻ H]⁻ 353.09550 m/z
MS²⁻ 135.04620
179.03230
191.01900 		m/z
STD
False
TLC
False
UV/Vis detector description
Mass spectrometer description
LC-ESI-QTOF-MS/MS
Organism
Tanacetum poteriifolium  Grierson
wild
dried, powdered
Collection dates
2018
Sample note
Botanical authentication was done in Turkey, by the botanist Dr. Ismail Senkardes (Marmara University, Faculty of Pharmacy Turkey). The samples were collected in Kastamonu (Hanonu, Yukaricakircay village)
Drying methods
air-dried, dark
Drying temperature
20±5 °C
Dried material storage temperature
4 °C
Dried material storage notes
10 days
Extraction solvents
water, boiling water
Extraction mass/volume-ratio
50 mg/mL
Extraction repeats
1
Extraction time
20 min
Extraction temperature
100 °C
Extract drying method
lyophilization
Dried extract storage temperature
4 °C
Analysis solvents
water
References

G. Zengin, E. Sieniawska, I. Senkardes, M. Picot-Allain, K. Sinan, and M. Mahomoodally, "Antioxidant abilities, key enzyme inhibitory potential and phytochemical profile of Tanacetum poteriifolium Grierson.," Industrial Crops and Products , vol. 140 , pp. 111629 , DOI: 10.1016/j.indcrop.2019.111629 .

Analysis result 4

Detection technique Values Units
[M⁻ H]⁻ 353.09780 m/z
MS²⁻ 173.03460
179.02340
191.05640 		m/z
STD
False
TLC
False
UV/Vis detector description
Mass spectrometer description
LC-ESI-QTOF-MS/MS
Organism
Tanacetum poteriifolium  Grierson
wild
dried, powdered
Collection dates
2018
Sample note
Botanical authentication was done in Turkey, by the botanist Dr. Ismail Senkardes (Marmara University, Faculty of Pharmacy Turkey). The samples were collected in Kastamonu (Hanonu, Yukaricakircay village)
Drying methods
air-dried, dark
Drying temperature
20±5 °C
Dried material storage temperature
4 °C
Dried material storage notes
10 days
Extraction solvents
water, boiling water
Extraction mass/volume-ratio
50 mg/mL
Extraction repeats
1
Extraction time
20 min
Extraction temperature
100 °C
Extract drying method
lyophilization
Dried extract storage temperature
4 °C
Analysis solvents
water
References

G. Zengin, E. Sieniawska, I. Senkardes, M. Picot-Allain, K. Sinan, and M. Mahomoodally, "Antioxidant abilities, key enzyme inhibitory potential and phytochemical profile of Tanacetum poteriifolium Grierson.," Industrial Crops and Products , vol. 140 , pp. 111629 , DOI: 10.1016/j.indcrop.2019.111629 .

Analysis result 5

Detection technique Values Units
[M⁻ H]⁻ 353.09550 m/z
MS²⁻ 135.04620
179.03230
191.01900 		m/z
STD
False
TLC
False
UV/Vis detector description
Mass spectrometer description
LC-ESI-QTOF-MS/MS
Organism
Tanacetum poteriifolium  Grierson
wild
dried, powdered
Collection dates
2018
Sample note
Botanical authentication was d in Turkey.one by the botanist Dr. Ismail Senkardes (Marmara University, Faculty of Pharmacy Turkey). The samples were collected in Kastamonu (Hanonu, Yukaricakircay village)
Drying methods
air-dried, dark
Drying temperature
20±5 °C
Dried material storage temperature
4 °C
Dried material storage notes
10 days
Extraction solvents
methanol
Extraction mass/volume-ratio
50 mg/mL
Extraction repeats
1
Extraction time
1 d
Extract drying method
evaporation in vacuo
Extract drying temperature
40 °C
Dried extract storage temperature
4 °C
Analysis solvents
MeOH
References

G. Zengin, E. Sieniawska, I. Senkardes, M. Picot-Allain, K. Sinan, and M. Mahomoodally, "Antioxidant abilities, key enzyme inhibitory potential and phytochemical profile of Tanacetum poteriifolium Grierson.," Industrial Crops and Products , vol. 140 , pp. 111629 , DOI: 10.1016/j.indcrop.2019.111629 .

Analysis result 6

Detection technique Values Units
[M⁻ H]⁻ 353.09780 m/z
MS²⁻ 191.06250 m/z
STD
False
TLC
False
UV/Vis detector description
Mass spectrometer description
LC-ESI-QTOF-MS/MS
Organism
Tanacetum poteriifolium  Grierson
wild
dried, powdered
Collection dates
2018
Sample note
Botanical authentication was d in Turkey.one by the botanist Dr. Ismail Senkardes (Marmara University, Faculty of Pharmacy Turkey). The samples were collected in Kastamonu (Hanonu, Yukaricakircay village)
Drying methods
air-dried, dark
Drying temperature
20±5 °C
Dried material storage temperature
4 °C
Dried material storage notes
10 days
Extraction solvents
methanol
Extraction mass/volume-ratio
50 mg/mL
Extraction repeats
1
Extraction time
1 d
Extract drying method
evaporation in vacuo
Extract drying temperature
40 °C
Dried extract storage temperature
4 °C
Analysis solvents
MeOH
References

G. Zengin, E. Sieniawska, I. Senkardes, M. Picot-Allain, K. Sinan, and M. Mahomoodally, "Antioxidant abilities, key enzyme inhibitory potential and phytochemical profile of Tanacetum poteriifolium Grierson.," Industrial Crops and Products , vol. 140 , pp. 111629 , DOI: 10.1016/j.indcrop.2019.111629 .

Analysis result 7

Detection technique Values Units
[M⁻ H]⁻ 353.09780 m/z
MS²⁻ 191.05640 m/z
STD
False
TLC
False
UV/Vis detector description
Mass spectrometer description
LC-ESI-QTOF-MS/MS
Organism
Tanacetum poteriifolium  Grierson
wild
dried, powdered
Collection dates
2018
Sample note
Botanical authentication was d in Turkey.one by the botanist Dr. Ismail Senkardes (Marmara University, Faculty of Pharmacy Turkey). The samples were collected in Kastamonu (Hanonu, Yukaricakircay village)
Drying methods
air-dried, dark
Drying temperature
20±5 °C
Dried material storage temperature
4 °C
Dried material storage notes
10 days
Extraction solvents
methanol
Extraction mass/volume-ratio
50 mg/mL
Extraction repeats
1
Extraction time
1 d
Extract drying method
evaporation in vacuo
Extract drying temperature
40 °C
Dried extract storage temperature
4 °C
Analysis solvents
MeOH
References

G. Zengin, E. Sieniawska, I. Senkardes, M. Picot-Allain, K. Sinan, and M. Mahomoodally, "Antioxidant abilities, key enzyme inhibitory potential and phytochemical profile of Tanacetum poteriifolium Grierson.," Industrial Crops and Products , vol. 140 , pp. 111629 , DOI: 10.1016/j.indcrop.2019.111629 .