Chemical fact sheet: (+)-catechin

(+)-catechin

Basics

Category
Proanthocyanidins
IUPAC-name
(2R,3S)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol
Formula
No formula stored
Exact mass
290.07900 g/mol
Molecular weight
No weights stored
Structure
Chemical structure of (+)-catechin
Figure 1.1: Chemical structure of (+)-catechin

Sources

In summary, the chemical (+)-catechin has been analyzed from following sources:

Aronia melanocarpa 'Galicjanka'
1st 2nd
Rheum officinale  Baill.
1st
Rheum palmatum  L.
1st
Rheum tanguticum  Maxim. ex Balf
1st
Vaccinium myrtillus  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. L. Gao, T. Guo, X. Xu, and J. Yang, "Rapid identification and simultaneous analysis of multiple constituents from Rheum tanguticum Maxim. ex Balf. By UPLC/Q-TOF-MS.," Natural Product Research , vol. 31 , no. 13 , pp. 1529–1535 , DOI: 10.1080/14786419.2017.1280491 .
  2. J. Liu, L. Leng, Y. Liu, H. Gao, W. Yang, S. Chen, and A. Liu, "Identification and quantification of target metabolites combined with transcriptome of two rheum species focused on anthraquinone and flavonoids biosynthesis.," Scientific Reports , vol. 10 , no. 1 , pp. 20241 , DOI: 10.1038/s41598-020-77356-9 .
  3. 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 .
  4. 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 .
  5. A. Primetta, "Personal note," None. Note: The information about the month when the berries were collected in Kuusamo..
  6. J. Oszmiański, and S. Lachowicz, "Effect of the production of dried fruits and juice from chokeberry (Aronia melanocarpa L.) on the content and antioxidative activity of bioactive compounds.," Molecules , vol. 21 , no. 8 , pp. 1098 , DOI: 10.3390/molecules21081098 .

Analysis results

Analysis result 1

Detection technique Values Units
UV/Vis 210
275 		nm
[M⁻ H]⁻ 289.07140 m/z
MS²⁻ 136.94370
151.65580
174.89370
203.07120
245.08090
579.15120 		m/z
STD
False
TLC
False
UV/Vis detector description
UPLC-UV/Vis
Mass spectrometer description
UPLC-QTOF-ESI-MS/MS, HDMS
Organism
Rheum tanguticum  Maxim. ex Balf
wild
dried, powdered
Collection dates
2007-10
Sample note
The root samples were identified by Prof. Zhichuan Bai at the College of Horticulture and Landscape, Southwest University. Voucher specimens (No. 200712) were deposited at the Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, China.
Extraction solvents
methanol
Extraction mass/volume-ratio
40 mg/mL
Extraction repeats
3
Extraction time
1 h 30 min
Extraction temperature
20±5 °C
Analysis solvents
methanol
References

L. Gao, T. Guo, X. Xu, and J. Yang, "Rapid identification and simultaneous analysis of multiple constituents from Rheum tanguticum Maxim. ex Balf. By UPLC/Q-TOF-MS.," Natural Product Research , vol. 31 , no. 13 , pp. 1529–1535 , DOI: 10.1080/14786419.2017.1280491 .

Analysis result 2

Detection technique Values Units
[M⁻ H]⁻ 289.10000 m/z
MS²⁻ 255.10000 m/z
STD
True
TLC
False
UV/Vis detector description
UV/Vis
Mass spectrometer description
UPLC-ESI-Q-TOF-MS/MS
Organism
Rheum officinale  Baill.
cultivated
fresh, powdered
Sample note
The identification of Rheum officinale from the collected rhizome specimens were conducted by Prof. Li Xiang at the Institute of Chinese Materia Medica, China Academy of Chinese Medical Science, Beijing, China.
Dried material storage temperature
-80 °C
Extraction solvents
methanol
Extraction repeats
1
Extraction temperature
4 °C
Analysis solvents
methanol
References

J. Liu, L. Leng, Y. Liu, H. Gao, W. Yang, S. Chen, and A. Liu, "Identification and quantification of target metabolites combined with transcriptome of two rheum species focused on anthraquinone and flavonoids biosynthesis.," Scientific Reports , vol. 10 , no. 1 , pp. 20241 , DOI: 10.1038/s41598-020-77356-9 .

Analysis result 3

Detection technique Values Units
[M⁻ H]⁻ 289.10000 m/z
MS²⁻ 255.10000 m/z
STD
True
TLC
False
UV/Vis detector description
UV/Vis
Mass spectrometer description
UPLC-ESI-Q-TOF-MS/MS
Organism
Rheum palmatum  L.
cultivated
fresh, powdered
Sample note
The identification of Rheum palmatum from the collected rhizome specimens were conducted by Prof. Li Xiang at the Institute of Chinese Materia Medica, China Academy of Chinese Medical Science, Beijing, China.
Dried material storage temperature
-80 °C
Extraction solvents
methanol
Extraction repeats
1
Extraction temperature
4 °C
Analysis solvents
methanol
References

J. Liu, L. Leng, Y. Liu, H. Gao, W. Yang, S. Chen, and A. Liu, "Identification and quantification of target metabolites combined with transcriptome of two rheum species focused on anthraquinone and flavonoids biosynthesis.," Scientific Reports , vol. 10 , no. 1 , pp. 20241 , DOI: 10.1038/s41598-020-77356-9 .

Analysis result 4

Detection technique Values Units
[M⁺ H]⁺ 291 : ND m/z
MS²⁺ 123
139
165
273 : ND 		m/z
MS³⁺ 123 m/z
STD
True
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 5

Detection technique Values Units
UV/Vis 280 nm
[M⁻ H]⁻ 289 m/z
STD
True
TLC
False
UV/Vis detector description
UPLC-PDA
Mass spectrometer description
UPLC-PDA-ESI-MS/MS, UPLC-QTOF-MS
Organism
Aronia melanocarpa 'Galicjanka'
cultivated
ground, dried, passed through a strainer (1mm)
Sample note
The fruit samples (about 15kg) were obtained from a horticultural farm in Trzebnica, near Wroclaw, Poland. The raw material was collected at the optimum ripening stage recommended for consumption. The whole fruits were freeze-dried, so that the pressure was reduced to 0.0960 kPa. The temperature in the drying chamber was -60 C, and in the shelves 26C. The dried material was ground with laboratory mill (IKA A.11, Christ) and then passed through a strainer (1mm). The powder (code PDF) was ready for the analyses.
Drying methods
freeze-dried
Drying temperature
26 °C
Extraction solvents
methanol acidified with 2 % formic acid
Extraction mass/volume-ratio
40 mg/mL
Extraction repeats
2
Extraction time
30 min
Analysis solvents
methanol acidified with 2 % formic acid
References

J. Oszmiański, and S. Lachowicz, "Effect of the production of dried fruits and juice from chokeberry (Aronia melanocarpa L.) on the content and antioxidative activity of bioactive compounds.," Molecules , vol. 21 , no. 8 , pp. 1098 , DOI: 10.3390/molecules21081098 .

Analysis result 6

Detection technique Values Units
UV/Vis 280 nm
[M⁻ H]⁻ 289 m/z
STD
True
TLC
False
UV/Vis detector description
UPLC-PDA
Mass spectrometer description
UPLC-PDA-ESI-MS/MS, UPLC-QTOF-MS
Organism
Aronia melanocarpa 'Galicjanka'
cultivated
pressed, dried, passed through a strainer (1mm), ground
Sample note
The fruit samples (about 15kg) were obtained from a horticultural farm in Trzebnica, near Wroclaw, Poland. The raw material was collected at the optimum ripening stage recommended for consumption. The whole, uncrushed fruits were pressed on a hydraulic press (SSRE, Waesaw, Poland). The obtained pomace was freeze-dried using an Alpha 1-4 LSC freeze dryer. The pressure was reduced to 0.960kPa. The temperature in the drying chamber was -60 C, and in the shelves 26C.Then, the material was ground, then passed through a strainer (1mm). After that the powder (code PPUF) was ready for the analyses.
Drying methods
freeze-dried
Drying temperature
26 °C
Extraction solvents
methanol acidified with 2 % formic acid
Extraction mass/volume-ratio
40 mg/mL
Extraction repeats
2
Extraction time
30 min
Analysis solvents
methanol acidified with 2 % formic acid
References

J. Oszmiański, and S. Lachowicz, "Effect of the production of dried fruits and juice from chokeberry (Aronia melanocarpa L.) on the content and antioxidative activity of bioactive compounds.," Molecules , vol. 21 , no. 8 , pp. 1098 , DOI: 10.3390/molecules21081098 .