Chemical fact sheet: Quercetin 3-O-galactoside

The BCDB-database is not an authoritative database. This sheet collates data stored for chemical entry quercetin 3-O-galactoside and its related chemical compound entries hyperoside; hyperin .

Quercetin 3-O-galactoside

Basics

Category
Flavone and flavonol derivatives
IUPAC-name
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(((3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one
Formula
C21H20O12
Exact mass
464.09548 g/mol
Molecular weight
464.40000 g/mol
Structure
Chemical structure of quercetin 3-O-galactoside
Figure 1.1: Chemical structure of quercetin 3-O-galactoside

Sources

In summary, the chemical quercetin 3-O-galactoside has been analyzed from following sources:

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

References

  1. E. Tatsis, S. Boeren, V. Exarchou, A. Troganis, J. Vervoort, and I. Gerothanassis, "Identification of the major constituents of Hypericum perforatum by LC/SPE/NMR and/or LC/MS.," Phytochemistry , vol. 68 , no. 3 , pp. 383–393 , DOI: 10.1016/j.phytochem.2006.11.026 .
  2. A. Lavola, M. Maukonen, and R. Julkunen-Tiitto, "Variability in the composition of phenolic compounds in winter-dormant Salix pyrolifolia in relation to plant part and age," Phytochemistry , vol. 153 , pp. 102–110 , DOI: 10.1016/j.phytochem.2018.05.021 .
  3. 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 .
  4. 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 .
  5. G. Rieger, M. Müller, H. Guttenberger, and F. Bucar, "Influence of altitudinal variation on the content of phenolic compounds in wild populations of Calluna vulgaris, Sambucus nigra, and Vaccinium myrtillus.," Journal of Agricultural and Food Chemistry , vol. 56 , no. 19 , pp. 9080–9086 , DOI: 10.1021/jf801104e .
  6. S. Samardžić, J. Arsenijević, D. Božić, M. Milenković, V. Tešević, and Z. Maksimović, "Antioxidant, anti-inflammatory and gastroprotective activity of Filipendula ulmaria (L.) Maxim. And Filipendula vulgaris Moench.," Journal of Ethnopharmacology , vol. 213 , pp. 132–137 , DOI: 10.1016/j.jep.2017.11.013 .
  7. G. Zengin, A. Cvetanonović, U. Gašić, A. Stupar, G. Bulut, I. Şenkardes, A. Dogan, K. Sinan, Z. Aumeeruddy-Elalfi, A. Aktumsek, and M. Mahomoodally, "Modern and traditional extraction techniques affect chemical composition and bioactivity of Tanacetum parthenium (L.) Sch. Bip.," Industrial Crops and Products , vol. 146 , pp. 112202 , DOI: 10.1016/j.indcrop.2020.112202 .

Analysis results

Analysis result 1

Detection technique Values Units
UV/Vis 256
354
nm
[M⁻ H]⁻ 463.09543
487.08520
m/z
STD
True
TLC
False
UV/Vis detector description
HPLC-DAD
Mass spectrometer description
UHPLC-QTOF-MS
Organism
Salix pyrolifolia
dried buds, fresh, dried
Sample note
The researchers collected S. pyrolifolia samples from different -aged trees of the same clone grown in Kaavi, Finland.
Extraction solvents
cold methanol
Extraction repeats
5
Extract drying method
evaporation in vacuo
Analysis solvents
water:MeOH, 1:1
Detection note
Na+ -adduct = 23.98977; 487.0852-23.98977 = 463.09543; the compound was detected in the barks of all studied ages (1, 3 and 20 years)
References

A. Lavola, M. Maukonen, and R. Julkunen-Tiitto, "Variability in the composition of phenolic compounds in winter-dormant Salix pyrolifolia in relation to plant part and age," Phytochemistry , vol. 153 , pp. 102–110 , DOI: 10.1016/j.phytochem.2018.05.021 .

Analysis result 2

Detection technique Values Units
[M⁺ H]⁺ 465.10000 m/z
MS²⁺ 303.10000 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]⁺ 465.10000 m/z
MS²⁺ 303.10000 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
UV/Vis 352 nm
[M⁻ H]⁻ 463 m/z
MS²⁻ 301 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 5

Detection technique Values Units
UV/Vis 352 nm
[M⁻ H]⁻ 463 m/z
MS²⁻ 301 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 .

Analysis result 6

STD
True
TLC
False
UV/Vis detector description
HPLC-PDA
Mass spectrometer description
ESI-MS
Organism
Calluna vulgaris  (L.) Hull
wild
ground, dried
Collection dates
2004, 2005
Sample note
The samples were collected from the Naturpark Sölktäler.
Drying methods
air-dried
Dried material storage temperature
15 °C
Dried material storage notes
dark; in the brown glass bottles
Extraction solvents
80 % methanol
Extraction mass/volume-ratio
91 mg/mL
Extraction repeats
1
Extraction temperature
60 °C
Analysis solvents
MeOH:water, 8:2
References

G. Rieger, M. Müller, H. Guttenberger, and F. Bucar, "Influence of altitudinal variation on the content of phenolic compounds in wild populations of Calluna vulgaris, Sambucus nigra, and Vaccinium myrtillus.," Journal of Agricultural and Food Chemistry , vol. 56 , no. 19 , pp. 9080–9086 , DOI: 10.1021/jf801104e .

Analysis result 7

Detection technique Values Units
UV/Vis ND nm
STD
True
TLC
False
UV/Vis detector description
HPLC-DAD, HPLC-PDA
Mass spectrometer description
LC-ESI-MS
Organism
Filipendula ulmaria  (L.) Maxim.
wild
ground, dried
Collection dates
2016-7
Sample note
Plant material was identified by Professor Branislava Lakušik (Department of Botany, University of Belgrade - Faculty of Pharmacy) and voucher specimen; number 3872HFF was deposited in the Herbarium of the Department of Botany, University of Belgrade - Faculty of Pharmacy.
Extraction solvents
boiling water
Extraction repeats
1
Extraction time
30 min
Extract drying method
freeze-drying
Analysis solvents
aqueous infusion
Detection note
The compound was not detected; the UV spectral data was not shown.
References

S. Samardžić, J. Arsenijević, D. Božić, M. Milenković, V. Tešević, and Z. Maksimović, "Antioxidant, anti-inflammatory and gastroprotective activity of Filipendula ulmaria (L.) Maxim. And Filipendula vulgaris Moench.," Journal of Ethnopharmacology , vol. 213 , pp. 132–137 , DOI: 10.1016/j.jep.2017.11.013 .

Analysis result 8

STD
True
TLC
False
UV/Vis detector description
HPLC-DAD, HPLC-PDA
Mass spectrometer description
LC-ESI-MS
Organism
Filipendula vulgaris  Moench
wild
ground, dried
Collection dates
2013-5, 2014-5
Sample note
Plant material was collected in 2013 and 2014 (analysed together) near Loćika and identified by Professor Branislava Lakušik (Department of Botany, University of Belgrade - Faculty of Pharmacy) and voucher specimen; number 3713HFF was deposited in the Herbarium of the Department of Botany, University of Belgrade - Faculty of Pharmacy.
Extraction solvents
boiling water
Extraction repeats
1
Extraction time
30 min
Extract drying method
freeze-drying
Analysis solvents
aqueous infusion
Detection note
The compound was quantified; the UV spectral data was not shown.
References

S. Samardžić, J. Arsenijević, D. Božić, M. Milenković, V. Tešević, and Z. Maksimović, "Antioxidant, anti-inflammatory and gastroprotective activity of Filipendula ulmaria (L.) Maxim. And Filipendula vulgaris Moench.," Journal of Ethnopharmacology , vol. 213 , pp. 132–137 , DOI: 10.1016/j.jep.2017.11.013 .

Analysis result 9

Detection technique Values Units
[M⁻ H]⁻ 463.08609 m/z
MS²⁻ 300
301
m/z
MS³⁻ 151
179
257
273
m/z
STD
True
TLC
False
UV/Vis detector description
UHPLC
Mass spectrometer description
UHPLC-MS, HRMS, LTQ OrbiTrap, UHPLC–LTQ OrbiTrap MS/MS, HESI, heated ESI
Organism
Tanacetum parthenium  (L.) Sch. Bip.
wild
ground, dried
Sample note
The samples were collected in Turkey (Taskopru, Karacaoglu village). Taxonomic spotting was performed at Marmara University, Istanbul, Turkey, voucher number: MARE-19056./ Microwave-assisted extraction (MAE) was performed at 600W microwave power.
Drying methods
air-dried
Extraction solvents
ethanol
Extraction mass/volume-ratio
50 mg/mL
Extraction repeats
1
Extraction time
30 min
Extract drying method
concentration under vacuum
Extract drying temperature
40 °C
Dried extract storage temperature
4 °C
Detection note
MS2 fragments (% base peak): 301 (100), 300 (30); MS3: 273 (25), 257 (20), 179 (100), 151 (75); MS4: 151 (100)
References

G. Zengin, A. Cvetanonović, U. Gašić, A. Stupar, G. Bulut, I. Şenkardes, A. Dogan, K. Sinan, Z. Aumeeruddy-Elalfi, A. Aktumsek, and M. Mahomoodally, "Modern and traditional extraction techniques affect chemical composition and bioactivity of Tanacetum parthenium (L.) Sch. Bip.," Industrial Crops and Products , vol. 146 , pp. 112202 , DOI: 10.1016/j.indcrop.2020.112202 .

Analysis result 10

Detection technique Values Units
[M⁻ H]⁻ 463.08609 m/z
MS²⁻ 300
301
m/z
MS³⁻ 151
179
257
273
m/z
STD
True
TLC
False
UV/Vis detector description
UHPLC
Mass spectrometer description
UHPLC-MS, HRMS, LTQ OrbiTrap, UHPLC–LTQ OrbiTrap MS/MS, HESI, heated ESI
Organism
Tanacetum parthenium  (L.) Sch. Bip.
wild
ground, dried
Sample note
The samples were collected in Turkey (Taskopru, Karacaoglu village). Taxonomic spotting was performed at Marmara University, Istanbul, Turkey, voucher number: MARE-19056./Sonication of plant-ethanol mixture was done in ultrasonic bath for an hour at 30 °C.
Drying methods
air-dried
Extraction solvents
ethanol
Extraction mass/volume-ratio
40 mg/mL
Extraction repeats
1
Extraction time
1 h
Extraction temperature
30 °C
Extract drying method
concentration under vacuum
Extract drying temperature
40 °C
Dried extract storage temperature
4 °C
Detection note
MS2 fragments (% base peak): 301 (100), 300 (30); MS3: 273 (25), 257 (20), 179 (100), 151 (75); MS4: 151 (100)
References

G. Zengin, A. Cvetanonović, U. Gašić, A. Stupar, G. Bulut, I. Şenkardes, A. Dogan, K. Sinan, Z. Aumeeruddy-Elalfi, A. Aktumsek, and M. Mahomoodally, "Modern and traditional extraction techniques affect chemical composition and bioactivity of Tanacetum parthenium (L.) Sch. Bip.," Industrial Crops and Products , vol. 146 , pp. 112202 , DOI: 10.1016/j.indcrop.2020.112202 .

Analysis result 11

Detection technique Values Units
[M⁻ H]⁻ 463.08609 m/z
MS²⁻ 300
301
m/z
MS³⁻ 151
179
257
273
m/z
STD
True
TLC
False
UV/Vis detector description
UHPLC
Mass spectrometer description
UHPLC-MS, HRMS, LTQ OrbiTrap, UHPLC–LTQ OrbiTrap MS/MS, HESI, heated ESI
Organism
Tanacetum parthenium  (L.) Sch. Bip.
wild
ground, dried
Sample note
The samples were collected in Turkey (Taskopru, Karacaoglu village). Taxonomic spotting was performed at Marmara University, Istanbul, Turkey, voucher number: MARE-19056./The plant samples were macerated at room temperature at dark for 24 h.
Drying methods
air-dried
Extraction solvents
ethanol
Extraction mass/volume-ratio
50 mg/mL
Extraction repeats
1
Extraction time
1 d
Extraction temperature
20±5 °C
Extract drying method
concentration under vacuum
Extract drying temperature
40 °C
Dried extract storage temperature
4 °C
Detection note
MS2 fragments (% base peak): 301 (100), 300 (30); MS3: 273 (25), 257 (20), 179 (100), 151 (75); MS4: 151 (100)
References

G. Zengin, A. Cvetanonović, U. Gašić, A. Stupar, G. Bulut, I. Şenkardes, A. Dogan, K. Sinan, Z. Aumeeruddy-Elalfi, A. Aktumsek, and M. Mahomoodally, "Modern and traditional extraction techniques affect chemical composition and bioactivity of Tanacetum parthenium (L.) Sch. Bip.," Industrial Crops and Products , vol. 146 , pp. 112202 , DOI: 10.1016/j.indcrop.2020.112202 .

Hyperoside; hyperin

Basics

Category
Flavonol
IUPAC-name
Formula
C21H20O12
Exact mass
None g/mol
Molecular weight
No weights stored
Structure

Sources

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

References

  1. E. Tatsis, S. Boeren, V. Exarchou, A. Troganis, J. Vervoort, and I. Gerothanassis, "Identification of the major constituents of Hypericum perforatum by LC/SPE/NMR and/or LC/MS.," Phytochemistry , vol. 68 , no. 3 , pp. 383–393 , DOI: 10.1016/j.phytochem.2006.11.026 .

Analysis results

No analysis results for this entry in the database.