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CAS 59403-54-2

:

1-Palmitoyl-2-docosahexaenoyl-sn-glycero-3-phosphocholine

Description:
1-Palmitoyl-2-docosahexaenoyl-sn-glycero-3-phosphocholine, commonly referred to as DPPC, is a phospholipid that plays a crucial role in cellular membranes, particularly in the formation of lipid bilayers. This compound features a glycerol backbone esterified with two fatty acids: palmitic acid (a saturated fatty acid) and docosahexaenoic acid (DHA, an omega-3 polyunsaturated fatty acid). The presence of these fatty acids imparts unique fluidity and flexibility properties to membranes, influencing their functionality and permeability. The phosphocholine head group contributes to the amphiphilic nature of the molecule, allowing it to interact with both hydrophilic and hydrophobic environments. DPPC is significant in various biological processes, including cell signaling and membrane dynamics, and is often studied in the context of lung surfactant, where it helps reduce surface tension in the alveoli. Additionally, it has applications in drug delivery systems and nanotechnology due to its biocompatibility and ability to form liposomes.
Formula:C46H80NO8P
InChI:InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-19-17-15-13-11-9-7-2/h8,10,14,16,20-21,23-24,27,29,33,35,44H,6-7,9,11-13,15,17-19,22,25-26,28,30-32,34,36-43H2,1-5H3/b10-8-,16-14-,21-20-,24-23-,29-27-,35-33-/t44-/m1/s1
InChI key:InChIKey=IESVDEZGAHUQJU-ZLBXKVHBSA-N
SMILES:[C@H](OC(CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)=O)(COP(OCC[N+](C)(C)C)(=O)[O-])COC(CCCCCCCCCCCCCCC)=O
Synonyms:
  • 1-Palmitoyl-2-docosahexaenoyl-sn-glycero-3-phosphocholine
  • 3,5,8-Trioxa-4-phosphatriaconta-12,15,18,21,24,27-hexaen-1-aminium, 4-hydroxy-N,N,N-trimethyl-9-oxo-7-[[(1-oxohexadecyl)oxy]methyl]-, inner salt, 4-oxide, [R-(all-Z)]-
  • 3,5,8-Trioxa-4-phosphatriaconta-12,15,18,21,24,27-hexaen-1-aminium, 4-hydroxy-N,N,N-trimethyl-9-oxo-7-[[(1-oxohexadecyl)oxy]methyl]-, inner salt, 4-oxide, (7R,12Z,15Z,18Z,21Z,24Z,27Z)-
  • Palmitoyldocosahexaenoylphosphatidylcholine
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