PHL80075

α-Chaconine

phyproof^® Reference Substance

• Empirical Formula (Hill Notation): C₄₅H₇₃NO₁₄
• CAS Number: 20562-03-2
• Molecular Weight: 852.06
• Beilstein: 77396
• UNSPSC Code: 41116107
• NACRES: NA.24

Properties

• 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

Description

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

Safety Information

• Pictograms: GHS08,GHS07
• Signal Word: Warning
• Hazard Statements: H302,H361d
• Precautionary Statements: P202 - P264 - P280 - P301 + P312 - P308 + P313 - P405
• Hazard Classifications: Acute Tox. 4 Oral - Repr. 2
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable