Chemical fact sheet: Peonidin 3-coumaroylglucoside

Peonidin 3-coumaroylglucoside

Basics

Category
Anthocyanidin derivatives
IUPAC-name
5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(((3S,4R,5R,6S)-3,4,5-trihydroxy-6-((((E)-3-(4-hydroxyphenyl)acryloyl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)chromenylium chloride
Formula
No formula stored
Exact mass
644.12967 g/mol
Molecular weight
No weights stored
Structure
Chemical structure of peonidin 3-coumaroylglucoside
Figure 1.1: Chemical structure of peonidin 3-coumaroylglucoside

Sources

In summary, the chemical peonidin 3-coumaroylglucoside has been analyzed from following sources:

Chrozophora tinctoria  (L.) A. Juss.
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. P. Nabais, J. Oliveira, F. Pina, N. Teixeira, V. de Freitas, N. Brás, A. Clemente, M. Rangel, A. Silva, and M. Melo, "A 1000-year-old mystery solved: Unlocking the molecular structure for the medieval blue from Chrozophora tinctoria, also known as folium.," Science Advances , vol. 6 , no. 16 , pp. eaaz7772 , DOI: 10.1126/sciadv.aaz7772 .

Analysis results

Analysis result 1

Detection technique Values Units
M⁺ 609 m/z
MS²⁺ 463 m/z
MS³⁺ 301 m/z
STD
False
TLC
False
UV/Vis detector description
UV/Vis
Mass spectrometer description
HPLC-DAD-ESI-MS, API-LC-ESI-MS/MS
Organism
Chrozophora tinctoria  (L.) A. Juss.
fresh
Collection dates
2016-7, 2016-8, 2016-9, 2017-7, 2017-8, 2017-9, 2018-7, 2018-8, 2018-9
Sample note
The researchers (A. Clemente, F. Pina, M.J. Melo, P. Nabais) collected the fruits between July and September in 2016, 2017 and 2018. In the 2hour-extraction of fruits, care was taken to not grind the seeds that are kept inside, as mentioned in medieval treatises which present thorough instructions not to break the fruits and free the seeds treatises which present thorough instructions not to break the fruits and free the seeds. After this period, the solution presented a deep blue color. period, the solution presented a deep blue color.
Extraction solvents
MeOH: water (70:30, v/v)
Extraction mass/volume-ratio
40 mg/mL
Extraction repeats
1
Extraction time
2 h
Extract drying method
evaporation under vacuum
Analysis solvents
water; ACN in 1 % HCOOH (v/v)
References

P. Nabais, J. Oliveira, F. Pina, N. Teixeira, V. de Freitas, N. Brás, A. Clemente, M. Rangel, A. Silva, and M. Melo, "A 1000-year-old mystery solved: Unlocking the molecular structure for the medieval blue from Chrozophora tinctoria, also known as folium.," Science Advances , vol. 6 , no. 16 , pp. eaaz7772 , DOI: 10.1126/sciadv.aaz7772 .