PHL89220

α-Hederin

phyproof^® Reference Substance

• Synonym(s): (3β,4α)-3-[[2-O-(6-Deoxy-α-L-mannopyranosyl)-α-L-arabinopyranosyl]oxy]-23-hydroxyolean-12-en-28-oic acid
• Empirical Formula (Hill Notation): C₄₁H₆₆O₁₂
• CAS Number: 27013-91-8
• Molecular Weight: 750.96
• UNSPSC Code: 41116107
• NACRES: NA.24

Properties

• grade: primary reference standard
• product line: phyproof^® Reference Substance
• Assay: ≥95.0% (HPLC)
• form: solid
• manufacturer/tradename: PhytoLab
• storage temp.: 2-8°C
• SMILES string: C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O)CO[C@H]2O[C@H]3CC[C@@]4(C)[C@@H](CC[C@]5(C)[C@@H]4CC=C6[C@@H]7CC(C)(C)CC[C@@]7(CC[C@@]56C)C(O)=O)[C@]3(C)CO)[C@H](O)[C@H](O)[C@H]1O
• InChI: 1S/C41H66O12/c1-21-28(44)30(46)31(47)33(51-21)53-32-29(45)24(43)19-50-34(32)52-27-11-12-37(4)25(38(27,5)20-42)10-13-40(7)26(37)9-8-22-23-18-36(2,3)14-16-41(23,35(48)49)17-15-39(22,40)6/h8,21,23-34,42-47H,9-20H2,1-7H3,(H,48,49)/t21-,23-,24-,25+,26+,27-,28-,29-,30+,31+,32+,33-,34-,37-,38-,39+,40+,41-/m0/s1
• InChI key: KEOITPILCOILGM-LLJOFIFVSA-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

• α-Hederin as a potent inhibitor in cancer research: α-Hederin has been identified and validated as a potent inhibitor of the Wnt/β-catenin signaling pathway in breast cancer stem cells, offering a promising avenue for targeted cancer therapy and highlighting its role in anti-cancer pharmacological research (Saliu et al., 2024).
• α-Hederin in overcoming drug resistance: This natural triterpenoid saponin has shown efficacy in reprogramming miRNA activity to overcome paclitaxel resistance mediated by small extracellular vesicles in non-small cell lung cancer (NSCLC), reinforcing its potential as a valuable agent in respiratory research and cancer treatment (Chang et al., 2024).
• α-Hederin′s role in promoting ferroptosis in cancer: Research indicates that α-Hederin can induce ferroptosis and reverse chemoresistance to cisplatin in non-small cell lung cancer, providing insights into its mechanism as a cytotoxic agent and its applications in enhancing the efficacy of conventional chemotherapies (Han et al., 2024).
• Molecular mechanisms of α-Hederin in tumor progression: A review of the molecular mechanisms by which α-Hederin influences tumor progression highlights its potential uses in biochemistry and pharmaceutical research, particularly for its anti-inflammatory and anticancer properties (Meng et al., 2024).

Other Notes

This compound is commonly found in plants of the genus: hedera

Legal Information

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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Precautionary Statements: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable