Chemical fact sheet: Quercetin 3-O-β-D-glucuronide

Quercetin 3-O-β-D-glucuronide

Basics

Category
Flavone and flavonol derivatives
IUPAC-name
(2S,3S,4S,5R,6S)-6-((2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid
Formula
No formula stored
Exact mass
478.07474 g/mol
Molecular weight
478.40000 g/mol
Structure
Chemical structure of quercetin 3-O-β-D-glucuronide
Figure 1.1: Chemical structure of quercetin 3-O-β-D-glucuronide

Sources

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

Polygonum tinctorium
1st 2nd 3rd 4th

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

References

  1. H. Kimura, S. Tokuyama, T. Ishihara, S. Ogawa, and K. Yokota, "Identification of new flavonol O-glycosides from indigo (Polygonum tinctorium Lour) leaves and their inhibitory activity against 3-hydroxy-3-methylglutaryl-CoA reductase.," Journal of Pharmaceutical and Biomedical Analysis , vol. 108 , pp. 102–112 , DOI: 10.1016/j.jpba.2015.02.005 .
  2. S. Tokuyama-Nakai, H. Kimura, Y. Hirabayashi, T. Ishihara, M. Jisaka, and K. Yokota, "Constituents of flavonol O-glycosides and antioxidant activities of extracts from seeds, sprouts, and aerial parts of Polygonum tinctorium Lour.," Heliyon , vol. 5 , no. 3 , pp. e01317 , DOI: 10.1016/j.heliyon.2019.e01317 .

Analysis results

Analysis result 1

Detection technique Values Units
[M⁻ H]⁻ 477.06000 m/z
MS²⁻ 301.03000 m/z
STD
False
TLC
False
UV/Vis detector description
UV/Vis, UPLC-PDA
Mass spectrometer description
UPLC-ESI-TOF/MS
Organism
Polygonum tinctorium
cultivated
fresh, cut, cut into 5-mm squares
Sample note
The plants were cultivated from the seeds in a field of Sakaiminato, Tottori in Japan. The voucher specimen (No. 14001) has been deposited in the Department of Research and Development, Kotobuki Seika, Japan.
Extraction solvents
80 % methanol
Extraction mass/volume-ratio
20.9 mg/mL
Extraction repeats
1
Extraction time
2 h
Extraction temperature
70 °C
Extract drying method
evaporation to dryness
Extract drying temperature
40 °C
Analysis solvents
100 % MeOH
Detection note
477.06 --> 301.03 [M - H - glucuronic acid]–; the researcher had identified this in their previous work too (Kimura et al. 2014)
References

H. Kimura, S. Tokuyama, T. Ishihara, S. Ogawa, and K. Yokota, "Identification of new flavonol O-glycosides from indigo (Polygonum tinctorium Lour) leaves and their inhibitory activity against 3-hydroxy-3-methylglutaryl-CoA reductase.," Journal of Pharmaceutical and Biomedical Analysis , vol. 108 , pp. 102–112 , DOI: 10.1016/j.jpba.2015.02.005 .

Analysis result 2

Detection technique Values Units
[M⁻ H]⁻ 477 : ND m/z
STD
True
TLC
False
UV/Vis detector description
UPLC-PDA
Mass spectrometer description
UPLC-ESI-TOF/MS
Organism
Polygonum tinctorium
cultivated
fresh, ground into small pieces
Collection dates
2016, 2017
Sample note
The seeds were obtained from Takii Seed (Kyoto, Japan) and were deposited as the voucher specimens of No. 16001 and No. 17001 in the Department of Research and Development, Kotobuki Seika, in Japan.
Dried material storage temperature
-20 °C
Extraction solvents
80 % methanol
Extraction repeats
1
Extraction time
20 min
Extraction temperature
20 °C
Extract drying method
evaporation to dryness
Extract drying temperature
40 °C
Analysis solvents
0.1 % formic acid:ACN, 90:10, (v/v)
References

S. Tokuyama-Nakai, H. Kimura, Y. Hirabayashi, T. Ishihara, M. Jisaka, and K. Yokota, "Constituents of flavonol O-glycosides and antioxidant activities of extracts from seeds, sprouts, and aerial parts of Polygonum tinctorium Lour.," Heliyon , vol. 5 , no. 3 , pp. e01317 , DOI: 10.1016/j.heliyon.2019.e01317 .

Analysis result 3

Detection technique Values Units
UV/Vis 255
265 sh
351 		nm
[M⁻ H]⁻ 477.06000 m/z
MS²⁻ 301.04000 m/z
STD
True
TLC
False
UV/Vis detector description
UPLC-PDA
Mass spectrometer description
UPLC-ESI-TOF/MS
Organism
Polygonum tinctorium
cultivated
fresh, ground into small pieces
Collection dates
2016, 2017
Sample note
The plants were grown in a field of Sakaiminato, Tottori in Japan (as described previously by Kimura et al. 2015). The voucher specimens of sprouts, No. 16002 and No. 17002 were deposited in the Department of Research and Development, Kotobuki Seika, in Japan..
Dried material storage temperature
-20 °C
Extraction solvents
80 % methanol
Extraction repeats
1
Extraction time
20 min
Extraction temperature
20 °C
Extract drying method
evaporation to dryness
Extract drying temperature
40 °C
Analysis solvents
0.1 % formic acid:ACN, 90:10, (v/v)
Detection note
477.06 --> 301.04 [M - H - glucuronic acid]–
References

S. Tokuyama-Nakai, H. Kimura, Y. Hirabayashi, T. Ishihara, M. Jisaka, and K. Yokota, "Constituents of flavonol O-glycosides and antioxidant activities of extracts from seeds, sprouts, and aerial parts of Polygonum tinctorium Lour.," Heliyon , vol. 5 , no. 3 , pp. e01317 , DOI: 10.1016/j.heliyon.2019.e01317 .

Analysis result 4

Detection technique Values Units
UV/Vis 255
265 sh
351 		nm
[M⁻ H]⁻ 477.06000 m/z
MS²⁻ 301.04000 m/z
STD
True
TLC
False
UV/Vis detector description
UPLC-PDA
Mass spectrometer description
UPLC-ESI-TOF/MS
Organism
Polygonum tinctorium
cultivated
fresh, ground into small pieces
Collection dates
2016, 2017
Sample note
The plants were grown in a field of Sakaiminato, Tottori in Japan (as described previously by Kimura et al. 2015). The voucher specimens of aerial parts (stems, leaves), No. 16003 and No. 17003 were deposited in the Department of Research and Development, Kotobuki Seika, in Japan..
Dried material storage temperature
-20 °C
Extraction solvents
80 % methanol
Extraction repeats
1
Extraction time
20 min
Extraction temperature
20 °C
Extract drying method
evaporation to dryness
Extract drying temperature
40 °C
Analysis solvents
0.1 % formic acid:ACN, 90:10, (v/v)
Detection note
477.06 --> 301.04 [M - H - glucuronic acid]–
References

S. Tokuyama-Nakai, H. Kimura, Y. Hirabayashi, T. Ishihara, M. Jisaka, and K. Yokota, "Constituents of flavonol O-glycosides and antioxidant activities of extracts from seeds, sprouts, and aerial parts of Polygonum tinctorium Lour.," Heliyon , vol. 5 , no. 3 , pp. e01317 , DOI: 10.1016/j.heliyon.2019.e01317 .