Decyl(triphenyl)phosphonium

Decyl(triphenyl)phosphonium (DTPP) is the organophosphorus cation with the formula C₁₀H₂₁P(C₆H₅)₃⁺. It is a lipophilic quaternary phosphonium cation. It forms the basis for many mitochondrial-targeted drugs, including MitoQ, MitoE, and SkQ. It binds to the mitochondrial matrix by insertion into the inner membrane.^[1][2] DTPP itself can cause mitochondrial swelling in kidney tissue, an action possibly related to increased membrane permeability.^[3]

Decyl(triphenyl)phosphonium

Names
Preferred IUPAC name Dodecyltri(phenyl)phosphanium
Other names Dodecyltriphenylphosphonium, C12TPP(+), DTPP
Identifiers
CAS Number	ion: 17895-72-6 Y bromide: 15510-55-1 Y
3D model (JSmol)	ion: Interactive image
ChEBI	ion: CHEBI:82636
ChEMBL	ion: ChEMBL3306671 bromide: ChEMBL3229257
ChemSpider	ion: 76637
PubChem CID	ion: 84956
UNII	bromide: 2OQV5UAF87 Y
CompTox Dashboard (EPA)	ion: DTXSID70904622
InChI InChI=1S/C30H40P/c1-2-3-4-5-6-7-8-9-10-20-27-31(28-21-14-11-15-22-28,29-23-16-12-17-24-29)30-25-18-13-19-26-30/h11-19,21-26H,2-10,20,27H2,1H3/q+1 Key: VZXRCMCRCZBKEZ-UHFFFAOYSA-N
SMILES ion: CCCCCCCCCCCC[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3
Properties
Chemical formula	C30H40P+
Molar mass	431.623 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references