Chemical fact sheet: Isorhamnetin 3-O-glucosyl-7-O-rhamnoside

Isorhamnetin 3-O-glucosyl-7-O-rhamnoside

Basics

Category
Flavone and flavonol derivatives
IUPAC-name
5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(((2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-7-(((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one
Formula
No formula stored
Exact mass
624.16903 g/mol
Molecular weight
No weights stored
Structure
Chemical structure of isorhamnetin 3-O-glucosyl-7-O-rhamnoside
Figure 1.1: Chemical structure of isorhamnetin 3-O-glucosyl-7-O-rhamnoside

Sources

In summary, the chemical isorhamnetin 3-O-glucosyl-7-O-rhamnoside has been analyzed from following sources:

Reseda lutea  L.
1st
Reseda villosa  Coss.
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. D. Berrahal, A. Kabouche, Z. Kabouche, and C. Bruneau, "Flavonoid glycosides from Reseda villosa (Resedaceae).," Biochemical Systematics and Ecology , vol. 34 , pp. 777–779 , DOI: 10.1016/j.bse.2006.06.004 .
  2. D. Berrehal, A. Khalfallah, S. Bencharif-Betina, Z. Kabouche, N. Kacem, A. Kabouche, C. Calliste, and J. Duroux, "Comparative antioxidant activity of two Algerian Reseda species.," Chemistry of Natural Compounds , vol. 46 , no. 3 , pp. 456–458 , DOI: 10.1007/s10600-010-9643-0 .
  3. H. Kızıltaşa, M. Küçüksolakb, S. Dumanb, and E. Bedіr, "Flavonol glycosides from Reseda lutea L.," Phytochemistry Letters , vol. 30 , pp. 150–153 , DOI: 10.1016/j.phytol.2019.01.027 .

Analysis results

Analysis result 1

STD
False
TLC
True
UV/Vis detector description
Mass spectrometer description
Organism
Reseda villosa  Coss.
wild
dried, powdered
Collection dates
2002-3
Sample note
The plant material was authenticated by Prof. Gerard De Belair (University of Annaba, Algeria). The species is endemic.A voucher specimen is deposited at the herbarium of the Faculty of Sciences, University of Mentouri-Constantine and at the Musee Botanique de la ville dÁngers, France.
Drying methods
air-dried
Extraction solvents
70 % methanol
Extract drying method
concentration under reduced pressure
Detection note
TLC, paper chromatography and column chromatography analyses.
References

D. Berrahal, A. Kabouche, Z. Kabouche, and C. Bruneau, "Flavonoid glycosides from Reseda villosa (Resedaceae).," Biochemical Systematics and Ecology , vol. 34 , pp. 777–779 , DOI: 10.1016/j.bse.2006.06.004 .

Analysis result 2

Detection technique Values Units
UV/Vis 268
353 		nm
STD
False
TLC
True
UV/Vis detector description
UV
Mass spectrometer description
Organism
Reseda villosa  Coss.
wild
dried, powdered
Collection dates
2002-3
Sample note
The species was authenticated by Prof. Gerard De Belair (Annaba, Algeria). The species is endemic. The voucher specimen were deposited in the herbarium of the Laboratory of Therapeutic Substances (LOST) at Mentouri University.
Drying methods
air-dried
Extraction solvents
70 % methanol
Detection note
More detailed structure: isorhamnetin 3-O-β-glucosyl-7-O-α-rhamnoside
References

D. Berrehal, A. Khalfallah, S. Bencharif-Betina, Z. Kabouche, N. Kacem, A. Kabouche, C. Calliste, and J. Duroux, "Comparative antioxidant activity of two Algerian Reseda species.," Chemistry of Natural Compounds , vol. 46 , no. 3 , pp. 456–458 , DOI: 10.1007/s10600-010-9643-0 .

Analysis result 3

STD
False
TLC
False
UV/Vis detector description
Mass spectrometer description
HRMS, QTOF-MS
Organism
Reseda lutea  L.
ground, dried
Collection dates
2017-6
Sample note
The plant was confirmed by Dr. Ademi Fahri Pirhan (Department of Biology, Ege University, Turkey). Voucher specimens (EGE 43, 161) were deposited ath the herbariums of the Department of Botany, Ege University, Izmir, Turkey.
Drying methods
air-dried
Extraction solvents
30 % methanol
Extraction mass/volume-ratio
238.5 mg/mL
Extraction repeats
1
Extraction time
8 h
Extraction temperature
20±5 °C
Extract drying method
evaporation under reduced pressure
Detection note
Only NMR-result was obtained from this: isorhamnetin-3-O-β-D-glucopyranosyl-7-O-α-L-rhamnopyranoside
References

H. Kızıltaşa, M. Küçüksolakb, S. Dumanb, and E. Bedіr, "Flavonol glycosides from Reseda lutea L.," Phytochemistry Letters , vol. 30 , pp. 150–153 , DOI: 10.1016/j.phytol.2019.01.027 .