PON-PC

Name: PON-PC
CAS#: 135726-46-4
Chemical Formula: C33H64NO9P
Exact Mass: 649.4319
Molecular Weight: 649.8468
Elemental Analysis: C, 60.99; H, 9.93; N, 2.16; O, 22.16; P, 4.77

Description: PON-PC is an oxidized phospholipid containing a truncated 9-carbon fatty acyl chain terminating in an aldehyde at the sn-2 position. It is a component of oxidized LDL formed by oxidation of palmitoyl oleoyl phosphatidylcholine (POPC) and can also be formed via a reaction with ozone in pulmonary surfactant. PON-PC decreases the production of TNF-α, nitric oxide (NO), and NADP+ in primary mouse alveolar macrophages, as well as reduces the bactericidal activity of RAW 264.7 cells, when used at a concentration of 40 µM. Bronchoalveolar lavage fluid (BALF) levels of PON-PC are elevated in mice exposed to cigarette smoke and in aged mice.

IUPAC/Chemical Name: (R)-2-((9-oxononanoyl)oxy)-3-(palmitoyloxy)propyl (2-(trimethylammonio)ethyl) phosphate

InChi Key: PPTNNIINSOQWCE-WJOKGBTCSA-N

InChi Code: InChI=1S/C33H64NO9P/c1-5-6-7-8-9-10-11-12-13-14-15-18-21-24-32(36)40-29-31(30-42-44(38,39)41-28-26-34(2,3)4)43-33(37)25-22-19-16-17-20-23-27-35/h27,31H,5-26,28-30H2,1-4H3/t31-/m1/s1

SMILES Code: O=C(OC[C@H](COP([O-])(OCC[N+](C)(C)C)=O)OC(CCCCCCCC=O)=O)CCCCCCCCCCCCCCC

Appearance: Solid powder