Chemical fact sheet: Epigallocatechin

Epigallocatechin

Basics

Category
Proanthocyanidins
IUPAC-name
(2R,3R)-2-(3,4,5-trihydroxyphenyl)chromane-3,5,7-triol
Formula
No formula stored
Exact mass
306.07400 g/mol
Molecular weight
No weights stored
Structure
Chemical structure of epigallocatechin
Figure 1.1: Chemical structure of epigallocatechin

Sources

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

Morus alba  L.
1st 2nd
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. M. Natić, D. Dabić, A. Papetti, M. Fotirić Akšić, V. Ognjanov, M. Ljubojević, and Ž. Tešić, "Analysis and characterisation of phytochemicals in mulberry (Morus alba L.) fruits grown in Vojvodina, North Serbia.," Food Chemistry , vol. 171 , pp. 128–136 , DOI: 10.1016/j.foodchem.2014.08.101 .

Analysis results

Analysis result 1

Detection technique Values Units
[M⁺ H]⁺ 307 m/z
MS²⁺ 139
151
289 : ND 		m/z
MS³⁺ 139 : ND 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]⁺ 307 m/z
MS²⁺ 139
151
289 		m/z
MS³⁺ 139 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]⁻ 305.06600 m/z
MS²⁻ 179
219
221
247
261
287 		m/z
STD
True
TLC
False
UV/Vis detector description
UHPLC-DAD
Mass spectrometer description
UHPLC-DAD-MS/MS, triple-quadrupole, LTQ (linear trap quadrupole), high resolution mass spectrometer (UHPLC OrbiTrap MS), heated electrospray ionization (HESI)
Organism
Morus alba  L.
cultivated
homogenized, frozen
Collection dates
2011-6
Sample note
The black coloured fruits from one genotype from the location Palanka, North Serbia were collected by the researchers. Each genotype as represented by one tree, and each sample was taken from one individual plant. The tree was over 30 years old and originated from seed. All berries were picked at the biologically ripe stage. The berries were picked cardinally-oriented branches with different directions arond the canopy. Harvest time was between 10 and 20th June 2011. After picking, the fruits were stored at -20C until chemical analysis.
Dried material storage temperature
-20 °C
Extraction solvents
methanol containing 0.1% HCl
Extraction mass/volume-ratio
25 mg/mL
Extraction repeats
4
Extraction time
4 d 4 h
Extract drying method
evaporation under reduced pressure
Extract drying temperature
40 °C
Analysis solvents
MeOH:water (60:40)
Detection note
MS2 fragments (% base peak): 287 (10), 261 (40), 247 (20), 221 (90), 219 (80), 179 (100)
References

M. Natić, D. Dabić, A. Papetti, M. Fotirić Akšić, V. Ognjanov, M. Ljubojević, and Ž. Tešić, "Analysis and characterisation of phytochemicals in mulberry (Morus alba L.) fruits grown in Vojvodina, North Serbia.," Food Chemistry , vol. 171 , pp. 128–136 , DOI: 10.1016/j.foodchem.2014.08.101 .

Analysis result 4

Detection technique Values Units
[M⁻ H]⁻ 305.06600 m/z
MS²⁻ 179
219
221
247
261
287 		m/z
STD
True
TLC
False
UV/Vis detector description
UHPLC-DAD
Mass spectrometer description
UHPLC-DAD-MS/MS, triple-quadrupole, LTQ (linear trap quadrupole), high resolution mass spectrometer (UHPLC OrbiTrap MS), heated electrospray ionization (HESI)
Organism
Morus alba  L.
cultivated
homogenized, frozen
Collection dates
2011-6
Sample note
The black coloured fruits from one genotype from the location Novi Sad, North Serbia were collected by the researchers. Each genotype as represented by one tree, and each sample was taken from one individual plant. The tree was over 30 years old and originated from seed. All berries were picked at the biologically ripe stage. The berries were picked cardinally-oriented branches with different directions arond the canopy. Harvest time was between 10 and 20th June 2011. After picking, the fruits were stored at -20C until chemical analysis.
Dried material storage temperature
-20 °C
Extraction solvents
methanol containing 0.1% HCl
Extraction mass/volume-ratio
25 mg/mL
Extraction repeats
4
Extraction time
4 d 4 h
Extract drying method
evaporation under reduced pressure
Extract drying temperature
40 °C
Analysis solvents
MeOH:water (60:40)
Detection note
MS2 fragments (% base peak): 287 (10), 261 (40), 247 (20), 221 (90), 219 (80), 179 (100)
References

M. Natić, D. Dabić, A. Papetti, M. Fotirić Akšić, V. Ognjanov, M. Ljubojević, and Ž. Tešić, "Analysis and characterisation of phytochemicals in mulberry (Morus alba L.) fruits grown in Vojvodina, North Serbia.," Food Chemistry , vol. 171 , pp. 128–136 , DOI: 10.1016/j.foodchem.2014.08.101 .