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Cat.No. 1466 - PPAHV | C39H44O11 | CAS No. 175796-50-6
Description: Non-pungent vanilloid receptor agonist
Alternative Names: Phorbol 12-phenylacetate 13-acetate 20-homovanillate
Chemical Name: [(1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a(acetyloxy)-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-1,1,6,8-tetramethyl-5-oxo-9-[phenylacetyl)oxy]-1H-cyclopropa[3,4]benz[1,2-e]azulen-3-yl]methyl ester benzeneacetic acid
Purity: ≥98% (HPLC)

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
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

SolubilitySoluble 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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Product Datasheets

Safety Datasheet


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

If you know of a relevant reference for PPAHV, please let us know.

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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

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