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Sodium methyl (2,3-bis(tetradecanoyloxy)propyl)phosphonate

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  • IUPAC Name

    Sodium methyl (2,3-bis(tetradecanoyloxy)propyl)phosphonate

  • Chemical Formula

    C₃₆H₇₂NaO₈P

  • Molecular Weight

    703

  • Form

    Solid

  • SMILES

    O=C(OCC(CP(O[Na])(OC)=O)OC(CCCCCCCCCCCCC)=O)CCCCCCCCCCCCC

  • AAPharmaSyn Stock ID

    00033

Sodium methyl (2,3-bis(tetradecanoyloxy)propyl)phosphonate is a synthetic phospholipid analog that mimics the amphiphilic structure of natural phospholipids while replacing the typical phosphate diester headgroup with a phosphonate moiety. This subtle structural modification gives it enhanced chemical and enzymatic stability, making it valuable in liposome research, membrane models, and drug delivery formulations.

Because the molecule carries both hydrophobic fatty acid tails and a hydrophilic, anionic phosphonate headgroup (balanced by sodium), it behaves as a stable, anionic amphiphile in aqueous and lipid environments.

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