CAS 78119-19-4

1-Hexadecyllysophosphatidylcholine

Description:

1-Hexadecyllysophosphatidylcholine, with the CAS number 78119-19-4, is a synthetic phospholipid that is characterized by its long hydrophobic alkyl chain and a polar head group. This compound is derived from lysophosphatidylcholine, where one of the fatty acid chains is replaced by a hexadecyl group, resulting in a structure that enhances its amphiphilic properties. It typically exhibits a hydrophilic head consisting of a choline moiety and a hydrophobic tail made up of a 16-carbon alkyl chain. This unique structure allows it to interact with biological membranes, making it useful in various applications, including drug delivery systems and membrane studies. Additionally, 1-Hexadecyllysophosphatidylcholine can influence membrane fluidity and permeability, which is significant in cellular processes. Its properties make it a valuable compound in biochemistry and pharmaceutical research, particularly in the development of liposomal formulations and as a potential therapeutic agent in various medical applications.

Formula: C₂₄H₅₂NO₆P

InChI: InChI=1S/C24H52NO6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-29-22-24(26)23-31-32(27,28)30-21-19-25(2,3)4/h24,26H,5-23H2,1-4H3

InChI key: InChIKey=VLBPIWYTPAXCFJ-UHFFFAOYSA-N

SMILES: O(CC(COCCCCCCCCCCCCCCCC)O)P(OCC[N+](C)(C)C)(=O)[O-]

Synonyms:

• 3,5,9-Trioxa-4-phosphapentacosan-1-aminium, 4,7-dihydroxy-N,N,N-trimethyl-, inner salt, 4-oxide
• 1-Palmityl-3-glyceryl phosphorylcholine
• 1-Hexadecyllysophosphatidylcholine
• 3-(Hexadecyloxy)-2-hydroxypropyl 2-(trimethylammonio)ethyl phosphate

1-O-Hexadecyl-rac-glycero-3-phosphocholine

CAS: 78119-19-4

Edelfosine is a synthetic, membrane-active lipid alkyl ether that selectively induces cell death in cancer cells. It is a prodrug that is hydrolyzed to 1-octadecyl-rac-glycero-3-phosphocholine (1-OHDGP) in vivo. 1-OHDGP binds to the anionic sites of the lipid bilayer and causes the lysis of target cells by disrupting their membranes. This process, known as membranolysis, leads to ion channel disruption and death of the target cell. Edelfosin has been shown to be effective against cancer cell lines at nanomolar concentrations.

Formula: C₂₄H₅₂NO₆P

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 481.65 g/mol

Ref: 3D-FH177696