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α-Chaconine

SIAL/PHL80075 - phyproof® Reference Substance

CAS Number: 20562-03-2
Empirical Formula (Hill Notation): C45H73NO14
Molecular Weight: 852.06
Linear Formula: C45H73NO14
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-PHL80075-5MG 5 mg
$327.00
1/EA
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application(s) food and beverages
assay ≥95.0% (HPLC)
format neat
grade primary reference standard
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
manufacturer/tradename PhytoLab
mp 228-236 °C
product line phyproof® Reference Substance
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
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 ).

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
Legal Information: phyproof is a registered trademark of PhytoLab GmbH & Co. KG
Purity ≥95.0% (HPLC)
mp 228-236 °C
UNSPSC 41116107

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