175796-50-6

Basic information

• Product Name: PPAHV
• Synonyms: PPAHV;PHORBOL 12-PHENYLACETATE 13-ACETATE 20-HOMOVANILLATE;((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;[(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]methylesterbenzeneaceticacid;PPAHV >99%
• CAS NO: 175796-50-6
• Molecular Formula: C₃₉H₄₄O₁₁
• Molecular Weight: 688.76
• Product Categories: Antagonist
• Mol File: 175796-50-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 792.4°Cat760mmHg
• Flash Point: 241.1°C
• Appearance: white/solid
• Density: 1.36g/cm³
• Vapor Pressure: 1.8E-26mmHg at 25°C
• Refractive Index: 1.629
• Storage Temp.: Desiccate at -20°C
• Solubility: DMSO: soluble
• CAS DataBase Reference: PPAHV(CAS DataBase Reference)
• NIST Chemistry Reference: PPAHV(175796-50-6)
• EPA Substance Registry System: PPAHV(175796-50-6)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 175796-50-6(Hazardous Substances Data)

Usage

Uses

PPAHV is non-pungent resiniferatoxin-type phorboid vanilloid and agonist.

Biological Activity

Non-pungent vanilloid TRPV1 (VR1) receptor agonist (K i = 3.1 μ M) that displays non-cooperative binding. Induces apoptosis via a non-VR1 mechanism in Jurkat cells and causes vasoconstriction in vivo .

InChI:InChI=1/C39H44O11/c1-21-14-30-37(45,34(21)44)19-26(20-48-31(42)18-25-12-13-28(41)29(16-25)47-6)15-27-33-36(4,5)39(33,50-23(3)40)35(22(2)38(27,30)46)49-32(43)17-24-10-8-7-9-11-24/h7-16,22,27,30,33,35,41,45-46H,17-20H2,1-6H3/t22-,27+,30-,33-,35-,37-,38-,39-/m1/s1

Upstream product

• 103-82-2 phenylacetic acid 
• 179258-40-3 phorbol 13-phenylacetate-20-trityl 
• 179258-48-1 MEM-homovanillic acid 
• 4468-59-1 4-hydroxy-3-methoxyphenylacetonitrile 
• 179258-27-6 phorbol 12-phenylacetate 13-acetate 20-tritylether 
• 82389-25-1 phorbol 13-acetate 20-tritylether 
• 179258-26-5 phorbol 12-phenylacetate 13-acetate 
• 82400-03-1 phorbol-20-trityl ether 
• 179258-46-9 phorbol 12-phenylacetate 13-acetate 20-(MEM-homovanillate) 

Relevant articles and documents

Synthesis and evaluation of phorboid 20-homovanillates: Discovery of a class of ligands binding to the vanilloid (capsaicin) receptor with different degrees of cooperativity

A number of phorboid 20-homovanillates were prepared by condensation of phorbol 12,13-diesters and 12-dehydrophorbol 13-esters with Mem-homovanillic acid followed by removal of the protecting group with SnCl4 in THF. These compounds were evalua