Description

Chrysophanic acid (1,8-dihydroxy-3-methylanthraquinone) is a naturally occurring anthraquinone derivative found in various medicinal plants including Rheum palmatum (rhubarb), Cassia species (senna), and Aloe vera. BIORLAB offers high-purity chrysophanic acid (≥98%) isolated through advanced extraction and purification technologies. This bioactive compound demonstrates significant pharmacological potential in antimicrobial, anti-inflammatory, and dermatological applications, making it a valuable tool for pharmaceutical research and development.

Technical Specifications

• Appearance: Bright yellow to orange-yellow crystalline powder
• Purity: ≥98% (HPLC)
• Melting Point: 196-199°C
• UV Absorption: λmax at 224, 257, 278, 287, 430 nm in methanol
• Solubility: Soluble in acetone, ethanol, methanol, DMSO, alkaline solutions; poorly soluble in water
• LogP: 3.98 (predicted)
• pKa: 5.86 (predicted)

IUPAC Name: 1,8-dihydroxy-3-methylanthracene-9,10-dione

InChI: InChI=1S/C15H10O4/c1-7-5-9-13(11(17)6-7)15(19)12-8(14(9)18)3-2-4-10(12)16/h2-6,16-17H,1H3

InChIKey: LQGUBLBATBMXHT-UHFFFAOYSA-N

Canonical SMILES: CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=CC=C3O

Isomeric SMILES: CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=CC=C3O

Synonyms: Chrysophanol; 481-74-3; CHRYSOPHANIC ACID; 3-Methylchrysazin; 1,8-Dihydroxy-3-methylanthraquinone; 1,8-dihydroxy-3-methylanthracene-9,10-dione; Turkey rhubarb; C.I. Natural Yellow 23; …

Botanical Source: Rheum palmatum L．

Storage and Handling Requirements

• Store at -20°C in airtight containers
• Protect from light (photosensitive)
• Allow container to reach room temperature before opening
• Stock solutions can be prepared in DMSO, ethanol, or methanol (5-10 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: May cause skin irritation; handle with appropriate protection

Research Applications

Pharmaceutical Research

• Antimicrobial Studies: Demonstrates significant activity against various bacterial and fungal pathogens
• Anti-inflammatory Investigations: Shows inhibitory effects on inflammatory mediators and pathways
• Dermatological Research: Exhibits potential for treating various skin conditions including psoriasis and eczema
• Anticancer Studies: Shows promising activity against specific cancer cell lines
• Antiparasitic Research: Demonstrates activity against certain parasitic organisms

Biological Mechanism Research

• Protein Tyrosine Phosphatase Inhibition: Important for investigating cellular signaling pathways
• Anti-inflammatory Pathway Studies: Valuable for understanding inflammatory mediator modulation
• ROS Modulation Research: Critical for investigating oxidative stress mechanisms
• Enzyme Inhibition Studies: Essential for understanding interactions with specific metabolic enzymes
• Melanogenesis Regulation Research: Important for investigating skin pigmentation mechanisms

Traditional Medicine Validation

• Traditional Chinese Medicine Research: Valuable for scientific validation of traditional formulations containing rhubarb
• Ayurvedic Medicine Studies: Important for understanding the mechanisms of senna and aloe 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

• Antimicrobial Effects: Exhibits activity against Gram-positive bacteria with MIC values ranging from 25-100 μg/ml
• Anti-inflammatory Properties: Inhibits expression of pro-inflammatory cytokines and mediators
• Protein Tyrosine Phosphatase 1B Inhibition: Demonstrates inhibitory activity with IC50 values of 13.5-15.2 μM
• Anticancer Activity: Shows selective cytotoxicity against certain cancer cell lines
• Melanogenesis Inhibition: Demonstrates inhibitory effects on melanin production in melanocytes
• Laxative Properties: Exhibits cathartic activity in higher concentrations (mechanism of action in traditional medicines)

Source and Extraction

• Primarily isolated from Rheum species (rhubarb), Cassia species (senna), and Rumex species
• Also found in Aloe vera and certain lichens
• Extracted using environmentally responsible solvent systems
• Purified through multi-stage chromatographic processes
• Structure confirmed through comprehensive spectroscopic analysis
• Standardized extraction protocols ensuring batch consistency

Quality Assurance

BIORLAB’s chrysophanic acid undergoes:

• Comprehensive HPLC analysis for purity determination (≥98%)
• Structure verification by 1H and 13C NMR spectroscopy
• Mass spectrometry confirmation
• UV-Vis spectral characterization
• Water content analysis
• Residual solvent screening
• Microbial contamination testing
• 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 chrysophanic acid
• Biological Probe: Useful tool for investigating specific cellular mechanisms and pathways

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.