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Cat.No. 1466 - PPAHV | C39H44O11 | CAS No. 175796-50-6
Description: TRPV 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)
Literature (2)

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.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solubility Soluble in DMSO and in ethanol


References are publications that support the biological activity of the product.

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, 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, 1466, Tocris Bioscience

Citations for PPAHV

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