Chemical fact sheet: Apigenin 6,8-di-C-glucoside

The BCDB-database is not an authoritative database. This sheet collates data stored for chemical entry apigenin 6,8-di-C-glucoside and its related chemical compound entries vicenin-2 .

Apigenin 6,8-di-C-glucoside

Basics

Category
Flavone and flavonol derivatives
IUPAC-name
5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one
Formula
C27H30O15
Exact mass
594.15850 g/mol
Molecular weight
594.50000 g/mol
Structure
Chemical structure of apigenin 6,8-di-C-glucoside
Figure 1.1: Chemical structure of apigenin 6,8-di-C-glucoside

Sources

In summary, the chemical apigenin 6,8-di-C-glucoside 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. P. Dey, and J. Harborne, Methods in plant biochemistry. Academic Press Ltd, 1989
  2. R. Marques, M. Sousa, M. Oliveira, and M. Melo, "Characterization of weld (Reseda luteola L.) and spurge flax (Daphne gnidium L.) by high-performance liquid chromatography–diode array detection–mass spectrometry in Arraiolos historical textiles.," Journal of Chromatography A , vol. 1216 , pp. 1395–1402 , DOI: 10.1016/j.chroma.2008.12.083 .
  3. 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 .
  4. 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 .
  5. T. Nguyen, P. Marcelo, E. Gontier, and R. Dauwec, "Metabolic markers for the yield of lipophilic indole alkaloids in dried woad leaves (Isatis tinctoria L.).," Phytochemistry , vol. 163 , pp. 89-98 , DOI: 10.1016/j.phytochem.2019.04.006 .

Analysis results

Analysis result 1

Detection technique Values Units
UV/Vis 270
330
nm
[M⁻ H]⁻ 593 m/z
MS²⁻ 437
455
473
503
533
m/z
STD
False
TLC
False
UV/Vis detector description
LC-diode array (DAD), PDA
Mass spectrometer description
ESI-MS, ion trap
Organism
Daphne gnidium  L.
wild
Collection dates
2007-5, 2007-6
Sample note
The samples were identified and collected by the researchers.
Extraction solvents
water
Extraction time
1 h
Extraction temperature
100 °C
Analysis solvents
water: MeOH, 8:2
Detection note
533 [M–H–60)–
References

R. Marques, M. Sousa, M. Oliveira, and M. Melo, "Characterization of weld (Reseda luteola L.) and spurge flax (Daphne gnidium L.) by high-performance liquid chromatography–diode array detection–mass spectrometry in Arraiolos historical textiles.," Journal of Chromatography A , vol. 1216 , pp. 1395–1402 , DOI: 10.1016/j.chroma.2008.12.083 .

Analysis result 2

Detection technique Values Units
UV/Vis 210
269
334
nm
[M⁺ H]⁺ 595 m/z
[M⁻ H]⁻ 593 m/z
MS²⁻ 353
473
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 3

Detection technique Values Units
UV/Vis 210
269
334
nm
[M⁺ H]⁺ 595 m/z
[M⁻ H]⁻ 593 m/z
MS²⁻ 353
473
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 4

Detection technique Values Units
[M⁻ H]⁻ 593.15030 m/z
MS²⁻ 311
473
474
503
575
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
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 .

Analysis result 5

Detection technique Values Units
[M⁻ H]⁻ 593.15030 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, frozen in liquid nitrogen
Sample note
The seeds of Isatis tinctoria L.(strain French Woa; accession number 061003-3) were provided by the botanical garden of Amiens (Jardin des Plantes), France. They were sown in soil and plantlets were grown in greenhouse under the following conditions: 24 °C, 70% moisture and photoperiod 16h. Rosette leaves were harvested from 11-week-old woad plants.
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
See. Nguyen et al. 2017 (MS-fragments)
References

T. Nguyen, P. Marcelo, E. Gontier, and R. Dauwec, "Metabolic markers for the yield of lipophilic indole alkaloids in dried woad leaves (Isatis tinctoria L.).," Phytochemistry , vol. 163 , pp. 89-98 , DOI: 10.1016/j.phytochem.2019.04.006 .

Vicenin-2

Basics

Category
Flavone
IUPAC-name
5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one
Formula
C27H30O15
Exact mass
594.15847 g/mol
Molecular weight
No weights stored
Structure
Chemical structure of vicenin-2
Figure 2.1: Chemical structure of vicenin-2

Sources

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

References

  1. P. Dey, and J. Harborne, Methods in plant biochemistry. Academic Press Ltd, 1989

Analysis results

No analysis results for this entry in the database.