Chemical fact sheet: Apigenin 6-C-glucoside

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

Apigenin 6-C-glucoside

Basics

Category
Flavone and flavonol derivatives
IUPAC-name
5,7-dihydroxy-2-(4-hydroxyphenyl)-6-(3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one
Formula
No formula stored
Exact mass
432.10560 g/mol
Molecular weight
432.40000 g/mol
Structure
Chemical structure of apigenin 6-C-glucoside
Figure 1.1: Chemical structure of apigenin 6-C-glucoside

Sources

In summary, the chemical apigenin 6-C-glucoside has been analyzed from following sources:

Isatis indigotina
1st
Isatis tinctoria French Woad  L.
1st
Isatis tinctoria Thüringer Waid  L.
1st
Rheum officinale  Baill.
1st
Rheum palmatum  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. Ø. Andersen, and K. Markham, Flavonoids. Chemistry, biochemistry and applications.. CRC Press, 2006
  2. C. Ganbaatar, M. Gruner, D. Mishig, R. Duger, A. Schmidt, and H. Knölker, "Flavonoid glycosides from the aerial parts of Polygonatum odoratum (Mill.) druce growing in Mongolia," The Open Natural Products Journal , vol. 8 , pp. 1–7 , DOI: 10.2174/1874848101508010001 .
  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. 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 .
  5. 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
[M⁺ H]⁺ 433.10000 m/z
MS²⁺ 283.10000 m/z
STD
False
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 2

Detection technique Values Units
[M⁺ H]⁺ 433.10000 m/z
MS²⁺ 283.10000 m/z
STD
False
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 3

Detection technique Values Units
UV/Vis 213
269
336 		nm
[M⁺ H]⁺ 433 m/z
[M⁻ H]⁻ 431 m/z
MS²⁻ 311
341
413 		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]+ = 455
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
UV/Vis 213
269
336 		nm
[M⁺ H]⁺ 433 m/z
[M⁻ H]⁻ 431 m/z
MS²⁻ 311
341
413 		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]+ = 455
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 5

Detection technique Values Units
[M⁻ H]⁻ 431.09810 m/z
MS²⁻ 312
331
341
413 		m/z
MS³⁻ 283 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 .

Isovitexin

Basics

Category
Flavone
IUPAC-name
5,7-dihydroxy-2-(4-hydroxyphenyl)-6-((2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one
Formula
No formula stored
Exact mass
432.10565 g/mol
Molecular weight
No weights stored
Structure
Chemical structure of isovitexin
Figure 2.1: Chemical structure of isovitexin

Sources

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

References

  1. Ø. Andersen, and K. Markham, Flavonoids. Chemistry, biochemistry and applications.. CRC Press, 2006
  2. C. Ganbaatar, M. Gruner, D. Mishig, R. Duger, A. Schmidt, and H. Knölker, "Flavonoid glycosides from the aerial parts of Polygonatum odoratum (Mill.) druce growing in Mongolia," The Open Natural Products Journal , vol. 8 , pp. 1–7 , DOI: 10.2174/1874848101508010001 .

Analysis results

No analysis results for this entry in the database.