CAS 97288-09-0

1-O-Hexadecyl-sn-glycero-3-phosphocholine

Description:

1-O-Hexadecyl-sn-glycero-3-phosphocholine, commonly referred to as DHPC, is a synthetic phospholipid characterized by its long-chain fatty acid structure. It features a hexadecyl (C16) alkyl chain, which contributes to its hydrophobic properties, while the phosphocholine head group provides a hydrophilic aspect, making it amphiphilic. This dual nature allows DHPC to form lipid bilayers and micelles, which are essential in biological membranes and drug delivery systems. The compound is often utilized in the formulation of liposomes and nanocarriers for pharmaceuticals, enhancing the solubility and bioavailability of hydrophobic drugs. Additionally, DHPC plays a role in membrane fluidity and stability, influencing cellular processes. Its unique structure and properties make it a valuable component in biochemistry and pharmaceutical research, particularly in studies involving membrane dynamics and interactions. As a synthetic compound, it is generally stable under physiological conditions, although its behavior can be influenced by factors such as temperature and pH.

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/t24-/m1/s1

InChI key: InChIKey=VLBPIWYTPAXCFJ-XMMPIXPASA-N

SMILES: O(C[C@@H](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, (R)-
• 1-Hexadecyl-2-lyso-sn-glycero-3-phosphocholine
• Lyso-platelet-activating factor
• 1-O-Hexadecyl-2-lyso-sn-glycero-3-phosphocholine
• 3,5,9-Trioxa-4-phosphapentacosan-1-aminium, 4,7-dihydroxy-N,N,N-trimethyl-, inner salt, 4-oxide, (7R)-