Chemical fact sheet: Isovitexin 3"-O-glucoside

Isovitexin 3"-O-glucoside

Basics

Category
Flavone and flavonol derivatives
IUPAC-name
6-((2S,3S,4R,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
Formula
No formula stored
Exact mass
594.15847 g/mol
Molecular weight
594.50000 g/mol
Structure

Sources

In summary, the chemical isovitexin 3"-O-glucoside has been analyzed from following sources:

Isatis indigotina
1st
Isatis tinctoria French Woad  L.
1st
Isatis tinctoria Thüringer Waid  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. M. Tobias, I. Plitzko, and M. Hamburger, "A comprehensive metabolite profiling of Isatis tinctoria leaf extracts.," Phytochemistry , vol. 70 , no. 7 , pp. 924-934 , DOI: 10.1016/j.phytochem.2009.04.019 .
  2. T. Nguyen, A. Jamali, E. Grand, K. Morreel, P. Marcelo, E. Gontier, and R. Dauwe, "Phenylpropanoid profiling reveals a class of hydroxycinnamoyl glucaric acid conjugates in Isatis tinctoria leaves," Phytochemistry , vol. 144 , pp. 127–140 , DOI: 10.1016/j.phytochem.2017.09.007 .

Analysis results

Analysis result 1

Detection technique Values Units
UV/Vis 214
269
335 		nm
[M⁺ H]⁺ 595 m/z
[M⁻ H]⁻ 593 m/z
MS²⁻ 323
413
431
503
575 		m/z
STD
False
TLC
False
UV/Vis detector description
HPLC-PDA, photodiode array (PDA)
Mass spectrometer description
HPLC-ESI-MS, ion trap, HPLC-TOF-MS, APCI
Organism
Isatis tinctoria Thüringer Waid  L.
cultivated
ground, dried, cut into small pieces
Collection dates
2003-9
Sample note
The plants were cultivated on the experimental plots of the Agricultural Research Station of Thuringia (TLL), Dornburg, Germany. Specimens of seeds from the strains are kept at the TLL, under accessions number 153/PG 1 (Thüringer Waid).
Drying methods
oven-dried
Drying temperature
40 °C
Dried material storage temperature
15 °C
Dried material storage notes
dark; in the brown glass bottles
Extraction solvents
methanol
Extraction repeats
2
Extraction time
12 min
Extraction temperature
70 °C
Analysis solvents
MeOH
Detection note
[M + Na]+ = 617
References

M. Tobias, I. Plitzko, and M. Hamburger, "A comprehensive metabolite profiling of Isatis tinctoria leaf extracts.," Phytochemistry , vol. 70 , no. 7 , pp. 924-934 , DOI: 10.1016/j.phytochem.2009.04.019 .

Analysis result 2

Detection technique Values Units
UV/Vis 214
269
335 		nm
[M⁺ H]⁺ 595 m/z
[M⁻ H]⁻ 593 m/z
MS²⁻ 323
413
431
503
575 		m/z
STD
False
TLC
False
UV/Vis detector description
HPLC-PDA, photodiode array (PDA)
Mass spectrometer description
HPLC-ESI-MS, ion trap, HPLC-TOF-MS, APCI
Organism
Isatis indigotina
cultivated
ground, dried, cut into small pieces
Collection dates
2003-9
Sample note
The plants were cultivated on the experimental plots of the Agricultural Research Station of Thuringia (TLL), Dornburg, Germany. Specimens of seeds from the strains are kept at the TLL, under accessions number 153 PG 12 (I. indigotina).NOTE. There are conflicting views on the taxonomy of I. tinctoria (European woad) and I. indigotica (Chinese woad). I. indigotina was described for the first time by Fortune in 1846, and initially considered as a distinct species. Afterward, some taxonomists have classified it as a variety of I. tinctoria. Nowadays, I. indigotina is considered as a synonym of I. tinctoria [e.g. The Plant List, IPNI (International Plant Name Index), Tropicos]. (Speranzo et al. 2020). In this database, we use the names similarly as the authors.
Drying methods
oven-dried
Drying temperature
40 °C
Dried material storage temperature
15 °C
Dried material storage notes
dark; in the brown glass bottles
Extraction solvents
methanol
Extraction repeats
2
Extraction time
12 min
Extraction temperature
70 °C
Analysis solvents
MeOH
Detection note
[M + Na]+ = 617
References

M. Tobias, I. Plitzko, and M. Hamburger, "A comprehensive metabolite profiling of Isatis tinctoria leaf extracts.," Phytochemistry , vol. 70 , no. 7 , pp. 924-934 , DOI: 10.1016/j.phytochem.2009.04.019 .

Analysis result 3

Detection technique Values Units
[M⁻ H]⁻ 593.15030 m/z
MS²⁻ 323
413
503
504
575 		m/z
MS³⁻ 323 m/z
STD
False
TLC
False
UV/Vis detector description
Mass spectrometer description
ESI, LTQ orbitrap, LTQ linear ion trap
Organism
Isatis tinctoria French Woad  L.
cultivated
fresh, frozen, cut into small pieces, frozen in liquid nitrogen
Sample note
The seeds were provided by the botanical garden of Amiens (Jardin des Plantes), France, where specimens of seeds from the strain were kept under accession number 061003-3. The seeds were sown in soil and grown in a greenhouse at 16h/8h day/night regime, 24 C, 70% moisture. The samples ere taken from 11-week-old plants at the rosette stage.
Extraction solvents
methanol
Extraction repeats
2
Extraction time
10 min
Extraction temperature
70 °C
Extract drying method
evaporation in the speed vacuum
Analysis solvents
water: MeOH
Detection note
MS4 (323): 281, 295, 279
References

T. Nguyen, A. Jamali, E. Grand, K. Morreel, P. Marcelo, E. Gontier, and R. Dauwe, "Phenylpropanoid profiling reveals a class of hydroxycinnamoyl glucaric acid conjugates in Isatis tinctoria leaves," Phytochemistry , vol. 144 , pp. 127–140 , DOI: 10.1016/j.phytochem.2017.09.007 .