Description

Beta-asarone (cis-2,4,5-trimethoxy-1-propenylbenzene) is a bioactive phenylpropanoid compound primarily isolated from the rhizomes of Acorus calamus L. (sweet flag), a medicinal plant with significant importance in traditional Ayurvedic, Chinese, and Native American medicine. BIORLAB offers high-purity beta-asarone (≥98%) isolated through advanced extraction and purification technologies. This compound demonstrates significant pharmacological potential in neuroprotective, anti-inflammatory, and antimicrobial applications, making it a valuable tool for pharmaceutical research and development.

Technical Specifications

• Appearance: Colorless to pale yellow liquid or crystalline solid
• Purity: ≥98% (HPLC)
• Boiling Point: 296-297°C
• Refractive Index: n²⁰ₚ 1.5710
• UV Absorption: λmax at 257, 310 nm in methanol
• Specific Gravity: 1.065-1.075 at 20°C
• Solubility: Soluble in ethanol, methanol, DMSO, acetone, diethyl ether, chloroform; insoluble in water
• LogP: 3.80 (predicted)

IUPAC Name: 1,2,4-trimethoxy-5-[(Z)-prop-1-enyl]benzene

InChI: InChI=1S/C12H16O3/c1-5-6-9-7-11(14-3)12(15-4)8-10(9)13-2/h5-8H,1-4H3/b6-5-

InChIKey: RKFAZBXYICVSKP-WAYWQWQTSA-N

Canonical SMILES: CC=CC1=CC(=C(C=C1OC)OC)OC

Isomeric SMILES: C/C=CC1=CC(=C(C=C1OC)OC)OC

Synonyms: beta-Asarone; 5273-86-9; cis-Isoelemicin; cis-Isoasarone; (Z)-Asarone; cis-2,4,5-Trimethoxy-1-propenylbenzene; cis-Asarone; IGA3MH6IUW; …

Botanical Source: Acorus tatarinowii Schott

Storage and Handling Requirements

• Store at -20°C in airtight, light-resistant containers
• Protect from light and moisture
• Allow container to reach room temperature before opening
• Stock solutions can be prepared in ethanol or DMSO (10 mg/ml recommended)
• 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
• Caution: Handle with appropriate protection in a well-ventilated area

Research Applications

Pharmaceutical Research

• Neuroprotective Studies: Demonstrates protective effects against neurodegenerative disorders including Alzheimer’s and Parkinson’s disease
• Anti-inflammatory Investigations: Shows inhibitory effects on inflammatory mediators and pathways
• Antimicrobial Research: Exhibits activity against various bacterial, fungal, and parasitic organisms
• Antioxidant Studies: Demonstrates free radical scavenging and oxidative stress protection
• Cardiovascular Research: Shows potential in modulating vascular tone and cardiac function

Neurological Mechanism Research

• Cognitive Enhancement Studies: Important for investigating memory and learning mechanisms
• Neurotransmitter Modulation: Valuable for studying effects on serotonergic, GABAergic, and cholinergic systems
• Blood-Brain Barrier Research: Critical for understanding CNS drug delivery
• Neuroinflammation Pathway Studies: Essential for investigating microglia activation and neuroinflammatory mechanisms
• Amyloid-β Aggregation Research: Important for Alzheimer’s disease mechanisms

Traditional Medicine Validation

• Ayurvedic Medicine Research: Valuable for scientific validation of traditional formulations containing Acorus calamus
• Traditional Chinese Medicine Studies: Important for understanding the mechanisms of Shi Chang Pu preparations
• Ethnopharmacological Research: Critical for bridging traditional knowledge with modern scientific understanding
• Natural Product Chemistry: Essential for standardization and quality control of herbal preparations

Biological Activities

• Neuroprotective Effects: Demonstrates protection against β-amyloid-induced neurotoxicity and improves cognitive function in experimental models
• Anti-inflammatory Properties: Inhibits expression of pro-inflammatory cytokines (TNF-α, IL-1β, IL-6) and reduces NF-κB activation
• Antimicrobial Activity: Shows activity against various pathogenic bacteria (including MRSA) and fungi with MIC values ranging from 125-500 μg/ml
• Antioxidant Capacity: Scavenges free radicals and reduces oxidative stress markers in various experimental models
• Anticholinesterase Activity: Inhibits acetylcholinesterase with IC50 values of 25-40 μM
• GABA Receptor Modulation: Demonstrates positive allosteric modulation of GABA-A receptors
• Cardiovascular Effects: Shows vasorelaxant activity and antiarrhythmic potential

Source and Extraction

• Primarily isolated from the rhizomes of Acorus calamus L.
• Also found in Asarum species and certain essential oils
• Extracted using environmentally responsible solvent systems
• Purified through multi-stage chromatographic processes
• Structure confirmed through comprehensive spectroscopic analysis
• Stereochemical purity ensured through specialized analytical techniques
• Standardized extraction protocols ensuring batch consistency

Quality Assurance

BIORLAB’s beta-asarone undergoes:

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

Research Value

• Reference Standard: Important for analytical method development and phytochemical profiling
• Lead Compound: Valuable scaffold for structure-activity relationship studies and drug development
• Biomarker: Essential for quality control of botanical extracts containing beta-asarone
• Biological Probe: Useful tool for investigating specific neurological mechanisms and pathways

Important Safety Information

• For research use only
• Not for human consumption or therapeutic use
• Handle with appropriate safety precautions
• Exhibits toxicity at high doses in animal studies
• Authorized laboratory personnel only

Technical Support Services

• Method development assistance
• Analytical reference standard
• Custom purification options
• Bulk quantities available
• Technical consultation

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.