4-Vinylphenol

SKU: orb1308882

Description

4-Vinylphenol is a microbial metabolite derived from phenolic acids like p-coumaric acid, notably produced by lactic acid bacteria in wine and found in plants such as Hedyotis diffusa Willd. This small molecule is utilized in biochemical research for studying its apoptosis-inducing mechanisms, with applications in both in vivo and in vitro experimental models.

Research Area

Cell Biology, Metabolism Research

Key Properties

• CAS Number: 2628-17-3
• MW: 120.15
• Purity: >99.99% (May vary between batches)
• Formula: C₈H₈O
• SMILES: Oc1ccc(C=C)cc1
• Target: Endogenous Metabolite,Apoptosis
• Solubility: 10% DMSO+40% PEG300+5% Tween-80+45% Saline:3.3 mg/mL (27.47 mM);DMSO:145 mg/mL (1206.82 mM)

Bioactivity

• In Vitro:
  4-Vinylphenol (100 µg/mL) notably enhances caspase 3 expression, effectively making CSC-enriched MDAMB-231 cells more prone to apoptosis. At concentrations of 50 and 100 µg/mL, it dramatically inhibits cell proliferation in these cells. Furthermore, 4-Vinylphenol at a range of 12.5-200 µg/mL substantially decreases cell viability in parental MDA-MB-231 cells, with an IC50 value determined at 109 µg/mL. At lower doses (0.15, 0.3 µg/mL), it diminishes sphere formation and vimentin expression in CSCs, indicative of its potential in targeting breast cancer. Notably, 4-Vinylphenol cuts down ALDH1A1 expression by half in CSC-enriched MDA-MB-231 cells.
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Storage & Handling

• Storage: -20°C
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

tumor, vessels, formation, Endogenous Metabolite, EndogenousMetabolite, Inhibitor, invasive, inhibit, Apoptosis, blood, 4Vinylphenol, 4-Vinylphenol, 4 Vinylphenol, breast

Compound Identifiers

PubChem CID

62453