PPAHV | Transient Receptor Potential Channels | Non-pungent Vanilloid Receptor Agonist | Phorbol 12-phenylacetate 13-acetate 20-homovanillate

Category:

Ion Channels

Transient Receptor Potential Channels

TRPV

Cat.No.

Product Name

1466

PPAHV

Alternative name(s):

Phorbol 12-phenylacetate 13-acetate 20-homovanillate

PPAHV C39H44O11 [(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

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PPAHV

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-tet ramethyl-5-oxo-9-[phenylacetyl)oxy]-1H-cyclopropa[3,4]b enz[1,2-e]azulen-3-yl]methyl ester benzeneacetic acid

Biological Activity:

Non-pungent vanilloid TRPV1 (VR1) receptor agonist (K_i = 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
Solubility:	Soluble in DMSO and in Ethanol
Purity:	>98%
CAS No:	[175796-50-6]

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References:

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. 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. Macho et al (2000) Phorboid 20-homovanillates induce apoptosis through a VR1-independent mechanism. Chem.Biol. 7 483.

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Keywords: PPAHV, Transient Receptor Potential Channels, Non-pungent Vanilloid Receptor Agonist, Phorbol 12-phenylacetate 13-acetate 20-homovanillate, Tocris Bioscience

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