Description

Zymosterol is a naturally occurring sterol compound that serves as a critical intermediate in the biosynthesis of cholesterol in mammals and ergosterol in fungi. BIORLAB offers high-purity zymosterol (≥98%) isolated through advanced extraction and purification technologies. This bioactive compound is essential for research in cholesterol metabolism, sterol biosynthesis pathways, and pharmaceutical development targeting lipid-related disorders.

Technical Specifications

• Appearance: White to off-white crystalline powder
• Purity: ≥98% (HPLC)
• Melting Point: 140-142°C
• Boiling Point: ~500°C
• Density: ~1.01 g/cm³
• Optical Rotation: [α]D20 -28° (c 1.0, CHCl3)
• Solubility: Insoluble in water; soluble in organic solvents including chloroform, ethanol, acetone, and DMSO
• LogP: 7.2 (predicted)

IUPAC Name: (3S,5S,10S,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,4,5,6,7,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

InChI: InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,19-21,23-24,28H,6,8-17H2,1-5H3/t19-,20+,21+,23-,24+,26+,27-/m1/s1

InChIKey: CGSJXLIKVBJVRY-XTGBIJOFSA-N

Canonical SMILES: CC(CCC=C(C)C)C1CCC2C1(CCC3=C2CCC4C3(CCC(C4)O)C)C

Isomeric SMILES: C[C@H](CCC=C(C)C)[C@H]1CC[C@@H]2[C@@]1(CCC3=C2CC[C@@H]4[C@@]3(CC[C@@H](C4)O)C)C

Synonyms: Zymosterol; 128-33-6; 5alpha-Cholesta-8,24-dien-3beta-ol; 5-alpha-Cholesta-8,24-dien-3-beta-ol; PU2755PT4O; CHEMBL4171014; delta8,24-Cholestadien-3beta-ol; (3S,5S,10S,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,4,5,6,7,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol; …

Botanical Source:

Storage and Handling Requirements

• Store at -20°C in airtight containers
• Protect from light and moisture (hygroscopic)
• Allow container to reach room temperature before opening
• Stock solutions can be prepared in ethanol, methanol, 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

Research Applications

Biochemical Research

• Cholesterol Biosynthesis Studies: Essential intermediate for investigating the conversion of lanosterol to cholesterol
• Sterol Metabolism Research: Critical for understanding enzymatic modifications in the post-squalene pathway
• Fungal Cell Biology: Important for studying ergosterol biosynthesis in yeast and fungi
• Membrane Structure Investigations: Valuable for studying sterol incorporation into biological membranes
• Isotope Labeling Studies: Useful substrate for tracking sterol conversions in metabolic pathways

Pharmaceutical Research

• Antifungal Drug Development: Important target for developing selective antimycotic agents
• Cholesterol-Lowering Drug Studies: Valuable for investigating inhibitors of cholesterol biosynthesis
• Structure-Activity Relationship Studies: Essential for understanding sterol pharmacophore properties
• Enzyme Inhibitor Screening: Important substrate for assessing sterol biosynthesis inhibitors
• Cell Membrane Modulation Research: Critical for investigating membrane dynamics and organization

Medical and Clinical Research

• Inborn Error of Metabolism Studies: Important for investigating genetic disorders of cholesterol biosynthesis
• Cardiovascular Disease Research: Valuable for understanding cholesterol homeostasis disruptions
• Metabolic Disorder Investigations: Essential for studying lipid metabolism abnormalities
• Biomarker Development: Potential biomarker for specific sterol metabolism defects
• Nutritional Research: Important for studying dietary effects on cholesterol biosynthesis

Biological Activities

• Cell Membrane Structure: Serves as a precursor to cholesterol, a critical component for maintaining cell membrane integrity and fluidity
• Hormone Production: Essential intermediate for the synthesis of steroid hormones including estrogen and testosterone
• Vitamin D Synthesis: Contributes to the cholesterol pathway necessary for vitamin D production
• Enzyme Regulation: Participates in feedback regulation of sterol biosynthetic enzymes
• Fungal Growth Modulation: Critical for normal growth and development in yeast and fungi
• Bile Acid Production: Contributes to the biosynthetic pathway for bile acids

Source and Extraction

• Primarily isolated from yeast (Saccharomyces cerevisiae) cultures
• Also found in mammalian cells as an intermediate in cholesterol biosynthesis
• Present in fungi as a precursor in ergosterol biosynthesis
• Extracted using environmentally responsible solvent systems
• Purified through multi-stage chromatographic processes
• Structure confirmed through comprehensive spectroscopic analysis

Quality Assurance

BIORLAB’s zymosterol 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
• Water content analysis
• Residual solvent screening
• Certificate of Analysis with batch-specific data

Research Value

• Reference Standard: Essential for analytical method development and sterol profiling
• Biochemical Tool: Valuable substrate for enzymatic assays in sterol metabolism
• Metabolic Intermediate: Critical compound for understanding cholesterol biosynthesis
• Taxonomic Marker: Important for chemotaxonomic classification of fungi
• Biomarker Candidate: Potential biomarker for specific metabolic disorders

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.