Chemical fact sheet: Dicaffeoyltartaric acid

The BCDB-database is not an authoritative database. This sheet collates data stored for chemical entry dicaffeoyltartaric acid and its related chemical compound entries chicoric acid , and L-chicoric acid .

Dicaffeoyltartaric acid

Basics

Category
Hydroxycinnamic & hydroxybenzoic acid derivatives & other organic acid derivatives
IUPAC-name
2,3-bis(((E)-3-(3,4-dihydroxyphenyl)acryloyl)oxy)succinic acid
Formula
C22H18O12
Exact mass
474.07980 g/mol
Molecular weight
No weights stored
Structure
Chemical structure of dicaffeoyltartaric acid
Figure 1.1: Chemical structure of dicaffeoyltartaric acid

Sources

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

Tanacetum balsamita  L.
1st
Tanacetum vulgare  L.
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. K. Bączek, O. Kosakowska, J. Przybył, E. Pióro-Jabrucka, R. Costa, L. Mondello, M. Gniewosz, A. Synowiec, and Z. Węglarz, "Antibacterial and antioxidant activity of essential oils and extracts from costmary (Tanacetum balsamita L.) and tansy (Tanacetum vulgare L.).," Industrial Crops and Products , vol. 102 , pp. 154–163 , DOI: 10.1016/j.indcrop.2017.03.009 .

Analysis results

Analysis result 1

STD
True
TLC
False
UV/Vis detector description
HPLC-PDA
Mass spectrometer description
Organism
Tanacetum balsamita  L.
cultivated
dried, powdered
Sample note
Plant raw materials, herbs of T. balsamita, at full flowering state; were obtained from the Botanical Garden of Medicinal and Aromatic Plants (Koryciny, Poland). Voucher specimen were deposited at herbarium of Warsaw Universit of Life Sciences, WULS-SGGW, Poland.
Drying methods
air-dried, dark
Drying temperature
35 °C
Extraction solvents
ethanol:water, 40:60, v/v
Extraction mass/volume-ratio
100 mg/mL
Extraction repeats
10
Extraction time
5 h 10 min
Extract liquid storage temperature
-80 °C
Extract drying method
concentration under vacuum
Dried extract storage temperature
4 °C
Analysis solvents
MeOH
References

K. Bączek, O. Kosakowska, J. Przybył, E. Pióro-Jabrucka, R. Costa, L. Mondello, M. Gniewosz, A. Synowiec, and Z. Węglarz, "Antibacterial and antioxidant activity of essential oils and extracts from costmary (Tanacetum balsamita L.) and tansy (Tanacetum vulgare L.).," Industrial Crops and Products , vol. 102 , pp. 154–163 , DOI: 10.1016/j.indcrop.2017.03.009 .

Analysis result 2

STD
True
TLC
False
UV/Vis detector description
HPLC-PDA
Mass spectrometer description
Organism
Tanacetum vulgare  L.
cultivated
dried, powdered
Sample note
Plant raw materials, herbs of T. vulgare, at full flowering state; were obtained from the Botanical Garden of Medicinal and Aromatic Plants (Koryciny, Poland). Voucher specimen were deposited at herbarium of Warsaw Universit of Life Sciences, WULS-SGGW, Poland.
Drying methods
air-dried, dark
Drying temperature
35 °C
Extraction solvents
ethanol:water, 40:60, v/v
Extraction mass/volume-ratio
100 mg/mL
Extraction repeats
10
Extraction time
5 h 10 min
Extract liquid storage temperature
-80 °C
Extract drying method
concentration under vacuum
Dried extract storage temperature
4 °C
Analysis solvents
MeOH
References

K. Bączek, O. Kosakowska, J. Przybył, E. Pióro-Jabrucka, R. Costa, L. Mondello, M. Gniewosz, A. Synowiec, and Z. Węglarz, "Antibacterial and antioxidant activity of essential oils and extracts from costmary (Tanacetum balsamita L.) and tansy (Tanacetum vulgare L.).," Industrial Crops and Products , vol. 102 , pp. 154–163 , DOI: 10.1016/j.indcrop.2017.03.009 .

Chicoric acid

Basics

Category
None
IUPAC-name
2,3-bis(((E)-3-(3,4-dihydroxyphenyl)acryloyl)oxy)succinic acid
Formula
C22H18O12
Exact mass
474.07980 g/mol
Molecular weight
No weights stored
Structure
Chemical structure of chicoric acid
Figure 2.1: Chemical structure of chicoric acid

Sources

No links to any potential source for this chemical in the database.

References

  1. K. Bączek, O. Kosakowska, J. Przybył, E. Pióro-Jabrucka, R. Costa, L. Mondello, M. Gniewosz, A. Synowiec, and Z. Węglarz, "Antibacterial and antioxidant activity of essential oils and extracts from costmary (Tanacetum balsamita L.) and tansy (Tanacetum vulgare L.).," Industrial Crops and Products , vol. 102 , pp. 154–163 , DOI: 10.1016/j.indcrop.2017.03.009 .

Analysis results

No analysis results for this entry in the database.

L-chicoric acid

Basics

Category
Hydroxycinnamic & hydroxybenzoic acid derivatives & other organic acid derivatives
IUPAC-name
(2R,3R)-2,3-bis(((E)-3-(3,4-dihydroxyphenyl)acryloyl)oxy)succinic acid
Formula
No formula stored
Exact mass
474.07983 g/mol
Molecular weight
No weights stored
Structure
Chemical structure of L-chicoric acid
Figure 3.1: Chemical structure of L-chicoric acid

Sources

In summary, the chemical L-chicoric acid has been analyzed from following sources:

Taraxacum officinale  G.H. Weber ex F. H. Wigg.
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. J. Lee, and C. Scagel, "Chicoric acid: chemistry, distribution, and production. A review.," Frontiers in Chemistry , vol. 1 , pp. 1–17 , DOI: 10.3389/fchem.2013.00040 .
  2. D. Jedrejek, B. Lis, A. Rolnik, A. Stochmal, and B. Olas, "Comparative phytochemical, cytotoxicity, antioxidant and haemostatic studies of Taraxacum officinale root preparations.," Food and Chemical Toxicology , vol. 126 , pp. 233–247 , DOI: 10.1016/j.fct.2019.02.017 .

Analysis results

Analysis result 1

Detection technique Values Units
UV/Vis 290 sh
327 		nm
[M⁻ H]⁻ 473 m/z
MS²⁻ 135
149
179
219 		m/z
STD
False
TLC
False
UV/Vis detector description
PDA, UHPLC-photodiode array detector
Mass spectrometer description
ESI, UPLC-PDA-ESI-MS/MS, tandem quadrupole mass spectrometer, TQD
Organism
Taraxacum officinale  G.H. Weber ex F. H. Wigg.
wild
dried, pulverized
Collection dates
2016-9
Sample note
The dandelion (Taraxacum officinale L.) root (Taraxaci radix) was identified by Prof. Krzysztof Oklejewicz (Department of Botany, University of Rzeszów, Poland). A voucher specimen has been deposited at the Department of Biochemistry and Crop Quality of the Institute of Soil Science and Plant Cultivation - State Research Institute in Pulawy.
Drying methods
freeze-dried
Dried material storage notes
dark; in a refrigerator; as pulverized
Extraction solvents
80 % methanol
Extraction mass/volume-ratio
46.7 mg/mL
Extraction repeats
3
Extraction time
1 d 12 h
Extraction temperature
20±5 °C
Extract drying method
evaporation under vacuum
Extract drying temperature
40 °C
Analysis solvents
50 % MeOH
Detection note
Ks synonyms (= e.g. 2,3-dicaffeoyl-L-tartaric acid); [M + Na]+ = 497
References

D. Jedrejek, B. Lis, A. Rolnik, A. Stochmal, and B. Olas, "Comparative phytochemical, cytotoxicity, antioxidant and haemostatic studies of Taraxacum officinale root preparations.," Food and Chemical Toxicology , vol. 126 , pp. 233–247 , DOI: 10.1016/j.fct.2019.02.017 .