Description

Pinosylvin is a naturally occurring stilbenoid compound primarily found in the heartwood of pine trees (Pinus species), where it serves as a pre-infectious toxin and natural defense mechanism. BIORLAB offers high-purity pinosylvin (≥98%) isolated through advanced extraction and purification technologies for pharmaceutical research, natural product chemistry, and antimicrobial development applications.

Technical Specifications

• Appearance: White to off-white crystalline powder
• Purity: ≥98% (HPLC)
• Melting Point: 153-157°C
• Boiling Point: 312.08°C (estimated)
• Density: 1.1035 g/cm³ (estimated)
• Solubility: Soluble in DMF (10 mg/mL), DMSO (10 mg/mL), ethanol (20 mg/mL); limited solubility in aqueous buffers

IUPAC Name: 5-[(E)-2-phenylethenyl]benzene-1,3-diol

InChI: InChI=1S/C14H12O2/c15-13-8-12(9-14(16)10-13)7-6-11-4-2-1-3-5-11/h1-10,15-16H/b7-6+

InChIKey: YCVPRTHEGLPYPB-VOTSOKGWSA-N

Canonical SMILES: C1=CC=C(C=C1)C=CC2=CC(=CC(=C2)O)O

Isomeric SMILES: C1=CC=C(C=C1)/C=C/C2=CC(=CC(=C2)O)O

Synonyms: Pinosylvin; 22139-77-1; Pinosylvine; trans-3,5-Dihydroxystilbene; 102-61-4; (E)-5-Styrylbenzene-1,3-diol; trans-pinosylvin; 3,5-stilbenediol; …

Botanical Source:

Storage and Handling Requirements

• Store at 2-8°C in airtight containers
• Protect from light and moisture (hygroscopic)
• Allow container to reach room temperature before opening
• Stock solutions can be prepared in DMSO or ethanol
• For maximum stability, store solutions at -20°C protected from light
• Avoid repeated freeze-thaw cycles
• Stable for 24 months when properly stored
• Working solutions should be prepared fresh

Research Applications

Pharmaceutical Research

• Antimicrobial Studies: Exhibits significant activity as a fungitoxin, with demonstrated effects against plant pathogenic fungi
• Anti-inflammatory Research: Valuable for investigating inflammatory pathway modulation mechanisms
• Antioxidant Investigations: Important for studying free radical scavenging and oxidative stress protection
• Cell Survival and Apoptosis Research: Critical for understanding cellular fate mechanisms affected by stilbenoids
• Cell Mobility Studies: Valuable for investigating effects on cellular migration and invasion processes

Therapeutic Potential Research

• Stilbenoid Bioactivity Studies: Essential reference compound for comparing activities with related stilbenes (e.g., resveratrol)
• Structure-Activity Relationship Investigations: Important for understanding functional group contributions to bioactivity
• Natural Product Drug Discovery: Valuable scaffold for developing novel therapeutic agents
• Plant-Derived Antimicrobial Research: Critical for developing new antimicrobial strategies based on plant defense compounds

Natural Product Chemistry

• Phytoalexin Research: Important for studying plant defense mechanisms
• Biosynthetic Pathway Investigations: Valuable for elucidating stilbenoid production pathways
• Chemical Ecology Studies: Essential for understanding plant-microbe and plant-herbivore interactions
• Analytical Method Development: Useful reference standard for developing extraction and analysis methods for pine products

Biological Activities

• Fungitoxic Properties: Demonstrates activity against various plant pathogenic fungi
• Enzyme Inhibition: Exhibits inhibitory effects on specific isozymes of stilbene synthase and chalcone synthase
• Tyrosinase Inhibition: Shows potential as a monophenol monooxygenase inhibitor
• Pre-infectious Toxin: Functions as a natural defensive compound in pine trees

Source and Extraction

• Primarily isolated from the heartwood of Pinus species
• Occurs naturally in woody plants as a defensive compound
• Extracted using environmentally responsible solvent systems
• Purified through multi-stage chromatographic processes
• Structure confirmed through comprehensive spectroscopic analysis

Quality Assurance

BIORLAB’s pinosylvin undergoes:

• Comprehensive HPLC analysis for purity determination (≥98%)
• Structure verification by 1H and 13C NMR spectroscopy
• UV-Vis spectral characterization
• Stereochemical configuration confirmation
• Water content analysis
• Residual solvent screening
• Certificate of Analysis with batch-specific data

Research Value

• Reference standard for analytical method development
• Key compound for bioactivity screening programs
• Essential for stilbenoid structure-activity relationship studies
• Important plant defense mechanism research tool
• Valuable for comparative studies with other stilbenoids

For research use only. Not for human consumption or clinical use. All BIORLAB natural compounds are intended solely for laboratory research applications.

For detailed specifications, bulk quantities, or technical support, please contact BIORLAB’s scientific team.