IUPAC Name
Sodium methyl (2,3-bis(palmitoyloxy)propyl)phosphonate
Synonyms
00034
Chemical Formula
C36H70NaO7P
Molecular Weight
668.91
Form
Solid
SMILES
O=C(OCC(CP(O[Na])(OC)=O)OC(CCCCCCCCCCCCCCC)=O)CCCCCCCCCCCCCCC
Sodium methyl (2,3-bis(palmitoyloxy)propyl)phosphonate is a synthetic phosphonate analog of a diacylglycerol derivative, featuring a glycerol backbone esterified with two palmitic acid (C16:0) chains at the 2- and 3-positions, and a methylphosphonate group at the 1-position (via a carbon–phosphorus bond). The phosphonate is present as its sodium salt, which enhances aqueous solubility and chemical stability.
This amphiphilic compound structurally mimics certain glycerophospholipids and has been explored for its membrane-targeting, immunostimulatory, and bioisosteric properties. The phosphonate group confers resistance to enzymatic hydrolysis, making this molecule a stable analog in phospholipid metabolism studies, drug delivery systems, and membrane interaction assays.
Applications:
- Synthetic lipid mimic in biochemical assays
- Stable analog for phospholipid signaling and metabolism research
- Component in lipid nanoparticle or liposome formulations
- Potential prodrug linker or solubilizer in drug design
