Biological Activity
Non-pungent vanilloid TRPV1 (VR1) receptor agonist (Ki = 3.1 μM) that displays non-cooperative binding. Induces apoptosis via a non-VR1 mechanism in Jurkat cells and causes vasoconstriction in vivo.
Technical Data
| M. Wt | 688.77 |
| Formula | C39H44O11 |
| Storage | Desiccate at -20°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 175796-50-6 |
| PubChem ID | 3035862 |
| InChI Key | OGRGWTXWAZBJKF-JXWJAAHMSA-N |
| Smiles | O=C1C(C)=C[C@]2([H])[C@@](O)1CC(COC(CC5=CC(OC)=C(O)C=C5)=O)=C[C@]3([H])[C@@](O)2[C@H](C)[C@@H](OC(CC6=CC=CC=C6)=O)[C@]4(OC(C)=O)[C@]([H])3C(C)4C |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.
Solubility Data
| Solubility | Soluble in DMSO and in ethanol |
Preparing Stock Solutions
The following data is based on the product molecular weight 688.77. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.45 mL | 7.26 mL | 14.52 mL |
| 5 mM | 0.29 mL | 1.45 mL | 2.9 mL |
| 10 mM | 0.15 mL | 0.73 mL | 1.45 mL |
| 50 mM | 0.03 mL | 0.15 mL | 0.29 mL |
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References
References are publications that support the products' biological activity.
Griffiths et al (2000) Functional and desensitizing effects of the novel synthetic vanilloid-like agent 12-phenylacetate 13-acetate 20-homovanillate (PPAHV) in the perfused rat hindlimb. Br.J.Pharmacol. 131 1408 PMID: 11090114
Macho et al (2000) Phorboid 20-homovanillates induce apoptosis through a VR1-independent mechanism. Chem.Biol. 7 483 PMID: 10903936
Szallasi et al (1996) A novel agonist, phorbol 12-phenylacetate 13-acetate 20-homovanillate, abolishes positive cooperativity of binding by the vanilloid receptor. Eur.J.Pharmacol. 299 221 PMID: 8901026
Keywords: PPAHV, supplier, Non-pungent, vanilloid, receptor, agonists, Receptors, VR1, TRPV, TRP, Channels, Transient, Receptor, Potential, Phorbol12, phenylacetate13, acetate20, homovanillate, Phorbol, 12-phenylacetate, 13-acetate, 20-homovanillate, TRPV, TRPV, Tocris Bioscience
