PHL82683

Withanone

phyproof^® Reference Substance

• Synonym(s): (22R)-6α,7α-Epoxy-5,17,22-trihydroxy-1-oxo-5α-ergosta-2,24-dien-26-oic acid δ-lactone
• Empirical Formula (Hill Notation): C₂₈H₃₈O₆
• CAS Number: 27570-38-3
• Molecular Weight: 470.60
• MDL number: MFCD09264639
• UNSPSC Code: 41116107
• NACRES: NA.24

Properties

• grade: primary reference standard
• product line: phyproof^® Reference Substance
• assay: ≥90.0% (HPLC)
• form: solid
• manufacturer/tradename: PhytoLab
• storage temp.: 2-8°C
• SMILES string: O=C1[C@@]2(C)[C@]([C@@H](O3)[C@@H]3[C@]4([H])[C@]2([H])CC[C@@]5(C)[C@@]4([H])CC[C@@]5([C@H](C)[C@]6([H])OC(C(C)=C(C)C6)=O)O)(O)CC=C1
• InChI: 1S/C28H38O6/c1-14-13-19(33-24(30)15(14)2)16(3)27(31)12-9-17-21-18(8-11-25(17,27)4)26(5)20(29)7-6-10-28(26,32)23-22(21)34-23/h6-7,16-19,21-23,31-32H,8-13H2,1-5H3/t16-,17+,18+,19-,21+,22+,23+,25+,26+,27+,28+/m1/s1
• InChI key: FAZIYUIDUNHZRG-PCTWTJKKSA-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

• Anticancer Agent: Withanone has been recognized as an emerging anticancer agent. It exhibits significant potential in combating cancer through molecular mechanisms that have been validated by both experimental and computational evidence, emphasizing its role in therapeutic applications (Stephen et al., 2024).


• Phytotherapeutic Potential: Withanone, derived from Withania somnifera, is highlighted for its broad phytotherapeutic potential. It impacts various health conditions positively, particularly through molecular mechanisms that enhance bodily functions and overall health (Yadav et al., 2024).


• Salinity Stress Response in Plants: Research has demonstrated that withanone can modulate physiological and biochemical traits in plants, enhancing their response to salinity stress. This adaptation includes the modulation of withanolide content, which has implications for agricultural practices and crop resilience (Thorat et al., 2023).


• Epigenetic Cancer Therapy: Withanone is studied for its effects on DNA methyltransferases, suggesting its potential use in epigenetic cancer therapy. Its ability to modulate epigenetic markers opens new avenues for cancer treatment strategies (Kumar et al., 2023).


• Pharmacokinetics in Neuroprotection: The pharmacokinetics of withanone have been analyzed to determine its distribution in rat plasma and brain, providing foundational data that supports its use as a neuroprotective agent. This research is crucial for developing therapeutic strategies for neurological disorders (Dadge et al., 2023).

Other Notes

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

Legal Information

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: 420.8 °F
• flash_point_c: 216 °C