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PHL80075

α-Chaconine

phyproof® Reference Substance

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About This Item

Empirical Formula (Hill Notation):
C45H73NO14
CAS Number:
Molecular Weight:
852.06
Beilstein/REAXYS Number:
77396
UNSPSC Code:
41116107
NACRES:
NA.24

grade

primary reference standard

product line

phyproof® Reference Substance

assay

≥95.0% (HPLC)

manufacturer/tradename

PhytoLab

mp

228-236 °C

application(s)

food and beverages

format

neat

SMILES string

C[C@@]1([C@]([C@@H]2C)([H])[C@](N3[C@]2([H])CC[C@H](C)C3)([H])C4)[C@]4([H])[C@@](CC=C5[C@@]6(CC[C@H](O[C@@](O[C@H](CO)[C@@H](O[C@@](O[C@@H](C)[C@H](O)[C@H]7O)([H])[C@@H]7O)[C@@H]8O)([H])[C@@H]8O[C@@](O[C@@H](C)[C@H](O)[C@H]9O)([H])[C@@H]9O)C5)C)([H])[C@]6

InChI

1S/C45H73NO14/c1-19-7-10-28-20(2)31-29(46(28)17-19)16-27-25-9-8-23-15-24(11-13-44(23,5)26(25)12-14-45(27,31)6)57-43-40(60-42-37(53)35(51)33(49)22(4)56-42)38(54)39(30(18-47)58-43)59-41-36(52)34(50)32(48)21(3)55-41/h8,19-22,24-43,47-54H,7,9-18H2,1-6H3/t19-,20+,21-,22-,24-,25+,26-,27-,28+,29-,30+,31-,32-,33-,34+,35+,36+,37+,38-,39+,40+,41-,42-,43+,44-,45-/m0/s1

InChI key

TYNQWWGVEGFKRU-AJDPQWBVSA-N

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General description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Application


  • Extraction and analysis of α-Chaconine: A novel extraction method using ultrasound-assisted extraction followed by HPLC-DAD was developed for analyzing bioactive glycoalkaloids like α-Chaconine in potato peel waste. This method offers a greener, quicker, and more efficient approach for natural product biosynthesis studies in food science (Martínez-García et al., 2024).

  • Impact on intestinal cells: A study examined the structural impact of steroidal glycoalkaloids, including α-Chaconine, on barrier integrity, permeability, metabolism, and uptake in intestinal cells, providing insights valuable for pharmacological and toxicological research (Keuter et al., 2024).

  • Genetic association with glycoalkaloid content: Genome-wide association studies in tetraploid potatoes identified SNP markers associated with glycoalkaloid content, including α-Chaconine, contributing to agricultural biotechnology and plant biochemistry studies aimed at improving crop safety and quality (Vos et al., 2022).

Legal Information

phyproof is a registered trademark of PhytoLab GmbH & Co. KG

pictograms

Health hazardExclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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