Description

IUPAC Name: (3S,3’R,3’aS,6’S,6aS,6bS,7’aR,9R,11aS,11bR)-3′,6′,10,11b-tetramethylspiro[2,3,4,6,6a,6b,7,8,11,11a-decahydro-1H-benzo[a]fluorene-9,2′-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-3-ol

InChI: InChI=1S/C27H41NO2/c1-15-11-24-25(28-14-15)17(3)27(30-24)10-8-20-21-6-5-18-12-19(29)7-9-26(18,4)23(21)13-22(20)16(27)2/h5,15,17,19-21,23-25,28-29H,6-14H2,1-4H3/t15-,17+,19-,20-,21-,23-,24+,25-,26-,27-/m0/s1

InChIKey: QASFUMOKHFSJGL-LAFRSMQTSA-N

Canonical SMILES: CC1CC2C(C(C3(O2)CCC4C5CC=C6CC(CCC6(C5CC4=C3C)C)O)C)NC1

Isomeric SMILES: C[C@H]1C[C@@H]2[C@H]([C@H]([C@]3(O2)CC[C@H]4[C@@H]5CC=C6C[C@H](CC[C@@]6([C@H]5CC4=C3C)C)O)C)NC1

Synonyms: CYCLOPAMINE; 4449-51-8; 11-Deoxojervine; 11-Deoxyjervine; Jervine, 11-deoxo-; CHEBI:4021; CHEMBL254129; DTXSID6043709; …

Botanical Source: Veratrum nigrum L.

Product Overview

BIORLAB presents high-purity Cyclopamine, a naturally occurring steroidal alkaloid that functions as a potent Hedgehog signaling pathway inhibitor through Smoothened receptor antagonism.

Technical Specifications

• Molecular Formula: C₂₇H₄₁NO₂
• Molecular Weight: 411.6 g/mol
• Purity: ≥98% (HPLC)
• Appearance: White crystalline powder
• Storage: -20°C, protected from light
• Solubility: DMSO, ethanol

Key Research Applications

Cancer Research

1. Hedgehog Pathway Studies

   • Smoothened receptor inhibition
   • Cancer cell proliferation studies
   • Tumor growth inhibition
   • Development pathway regulation

2. Clinical Development Areas

   • Cancer therapy research
   • Drug development studies
   • Derivative compound research (e.g., IPI-926)
   • Treatment resistance studies

Research Significance

Biological Activities

1. Molecular Mechanisms

   • Direct Smoothened inhibition
   • Hedgehog pathway attenuation
   • Signal transduction modulation
   • Cell differentiation control

2. Therapeutic Applications

   • Cancer treatment research
   • Development pathway studies
   • Cell proliferation control
   • Drug development platform

Limitations & Improvements

• Moderate activity noted
• Solubility challenges
• Stability considerations
• Improved derivatives available

Storage & Handling

• Store at -20°C
• Protect from light
• Available in research quantities
• Stability data provided
• Handle with appropriate PPE

Quality Assurance

• Full spectroscopic characterization
• Comprehensive Certificate of Analysis
• Batch-specific HPLC profiles
• Research-grade documentation
• Stability testing data

BIORLAB Advantage

• Industry-leading purity
• Consistent quality
• Technical support
• Custom packaging options
• Comprehensive documentation

For detailed technical information, bulk quantities, or custom requirements, contact BIORLAB’s scientific team.

Note: This product is intended for laboratory research purposes only.