Description
IUPAC Name: [(1S,4aS,5R,7S,7aS)-4a,5-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] (E)-3-phenylprop-2-enoate
InChI: InChI=1S/C24H30O11/c1-23(35-16(27)8-7-13-5-3-2-4-6-13)11-15(26)24(31)9-10-32-22(20(23)24)34-21-19(30)18(29)17(28)14(12-25)33-21/h2-10,14-15,17-22,25-26,28-31H,11-12H2,1H3/b8-7+/t14-,15-,17-,18+,19-,20-,21+,22+,23+,24-/m1/s1
InChIKey: KVRQGMOSZKPBNS-FMHLWDFHSA-N
Canonical SMILES: CC1(CC(C2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)OC(=O)C=CC4=CC=CC=C4
Isomeric SMILES: C[C@@]1(C[C@H]([C@]2([C@@H]1[C@@H](OC=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)OC(=O)/C=C/C4=CC=CC=C4
Synonyms: Harpagoside; 19210-12-9; E-harpagoside; UNII-8KGS1DC5ZU; 8KGS1DC5ZU; EINECS 242-881-6; CHEBI:5625; [(1S,4aS,5R,7S,7aS)-4a,5-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] (E)-3-phenylprop-2-enoate; …
Botanical Source: Scrophularia ningpoensis Hemsl.
Product Overview
Harpagoside is a bioactive iridoid glycoside naturally extracted from Devil’s Claw (Harpagophytum procumbens), renowned for its anti-inflammatory research applications. BIORLAB provides high-purity harpagoside isolated through advanced chromatographic techniques and validated analytical methods.
Technical Specifications
- Molecular Formula: C₂₄H₃₀O₁₁
- Molecular Weight: 494.5 g/mol
- Appearance: White crystalline powder
- Solubility: Soluble in methanol, ethanol, DMSO
- Melting Point: 236-238°C
Storage and Handling
- Store at -20°C under inert conditions
- Protect from light and moisture
- Stability: 2 years when properly stored
- Solution preparation: Dissolve in DMSO
- Avoid repeated freeze-thaw cycles
Key Research Applications
Inflammation Research
- COX-2 inhibition studies
- Pro-inflammatory cytokine modulation
- NF-κB pathway investigation
- Inflammatory mediator research
Pain Management Studies
- Nociceptive mechanism research
- Analgesic pathway investigation
- Chronic pain models
- Neural sensitivity studies
Joint Health Research
- Cartilage protection studies
- Osteoarthritis mechanisms
- Joint inflammation pathways
- Chondroprotective effects
Quality Assurance
- HPLC purity analysis
- Structure verified by NMR
- Comprehensive Certificate of Analysis
- Batch-specific documentation
- Stringent quality control
Research Benefits
- High biological activity
- Excellent batch consistency
- Suitable for in vitro/in vivo research
- Complete technical documentation
- Enhanced stability profile
Research Applications Highlights
-
Anti-inflammatory Mechanisms
- Inflammatory mediator modulation
- COX-2 pathway studies
- Cytokine expression research
-
Pain Research
- Nociceptive signaling
- Pain pathway modulation
- Analgesic mechanism studies
-
Joint Health
- Cartilage metabolism
- Joint inflammation
- Osteoarthritis research
Why Choose BIORLAB’s Harpagoside?
- Industry-leading purity
- Expert technical support
- Comprehensive documentation
- Competitive Pricing
- Global shipping
- Custom synthesis options
Technical Support
- Method development assistance
- Analytical documentation
- Stability data
- Storage recommendations
- Application Guidance
For research use only. Not for human consumption or therapeutic use.