Chemical fact sheet: Benzylglucosinolate

The BCDB-database is not an authoritative database. This sheet collates data stored for chemical entry benzylglucosinolate and its related chemical compound entries glucotropaeolin .

Benzylglucosinolate

Basics

Category
Glucosinolates
IUPAC-name
((E)-2-phenyl-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)thio)ethylidene)sulfamic acid
Formula
No formula stored
Exact mass
393.05520 g/mol
Molecular weight
No weights stored
Structure
Chemical structure of benzylglucosinolate
Figure 1.1: Chemical structure of benzylglucosinolate

Sources

In summary, the chemical benzylglucosinolate has been analyzed from following sources:

Isatis tinctoria French Woad  L.
1st 2nd
Reseda lutea  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. 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 .
  2. 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 .
  3. E. Pagnotta, S. Montaut, R. Matteo, P. Rollin, J. Nuzillard, L. Lazzeri, and M. Bagatta, "Glucosinolates in Reseda lutea L.: Distribution in plant tissues during flowering time.," Biochemical Systematics and Ecology , vol. 90 , pp. 104043 , DOI: 10.1016/j.bse.2020.104043 .

Analysis results

Analysis result 1

Detection technique Values Units
[M⁻ H]⁻ 408.04270 m/z
MS²⁻ 166
183
195
246
259
275
279
291
328
349 		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 2

Detection technique Values Units
[M⁻ H]⁻ 408.04270 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 .

Analysis result 3

STD
True
TLC
False
UV/Vis detector description
HPLC-UV/DAD
Mass spectrometer description
APCI-MS, single guadrupole
Organism
Reseda lutea  L.
cultivated
dried, powdered
Collection dates
2016-6, 2016-7
Sample note
Plants were grown from the seeds obtained from the Trieste Botanical Gardens "Civico Orto Botanico" (Italy).
Drying methods
freeze-dried
Extraction solvents
70 % ethanol
References

E. Pagnotta, S. Montaut, R. Matteo, P. Rollin, J. Nuzillard, L. Lazzeri, and M. Bagatta, "Glucosinolates in Reseda lutea L.: Distribution in plant tissues during flowering time.," Biochemical Systematics and Ecology , vol. 90 , pp. 104043 , DOI: 10.1016/j.bse.2020.104043 .

Glucotropaeolin

Basics

Category
None
IUPAC-name
((((Z)-2-phenyl-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)thio)ethylidene)amino)oxy)sulfonic acid
Formula
No formula stored
Exact mass
409.05010 g/mol
Molecular weight
No weights stored
Structure
Chemical structure of glucotropaeolin
Figure 2.1: Chemical structure of glucotropaeolin

Sources

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

References

Analysis results

No analysis results for this entry in the database.