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CAS 2644-64-6

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1,2-Dipalmitoylphosphatidylcholine

Description:
1,2-Dipalmitoylphosphatidylcholine (DPPC) is a phospholipid belonging to the class of glycerophospholipids, characterized by its two palmitic acid (C16) fatty acid chains esterified to the glycerol backbone, along with a choline head group. It is a major component of biological membranes, particularly in lung surfactant, where it plays a crucial role in reducing surface tension and preventing alveolar collapse. DPPC is amphiphilic, possessing both hydrophilic (the choline group) and hydrophobic (the fatty acid tails) regions, which allows it to form bilayers in aqueous environments. This property is essential for membrane structure and function. DPPC is typically solid at room temperature due to its saturated fatty acid chains, contributing to membrane rigidity. It is also used in various applications, including drug delivery systems and as a model compound in studies of membrane dynamics. Additionally, DPPC can undergo hydrolysis and oxidation, which are important considerations in its stability and functionality in biological systems.
Formula:C40H80NO8P
InChI:InChI=1S/C40H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h38H,6-37H2,1-5H3
InChI key:InChIKey=KILNVBDSWZSGLL-UHFFFAOYSA-N
SMILES:C(OC(CCCCCCCCCCCCCCC)=O)(COP(OCC[N+](C)(C)C)(=O)[O-])COC(CCCCCCCCCCCCCCC)=O
Synonyms:
  • (+-)-beta,gamma-Dipalmitoyl-alpha-lecithin
  • (.+-.)-β,γ-Dipalmitoyl-α-lecithin
  • (4-Oxido-10-oxo-7-palmitoyl-3,5,9-trioxa-4-phosphapentacosyl)trimethylammonium 4-oxide
  • (4-Oxido-10-oxo-7-palmitoyl-3,5,9-trioxa-4-phosphapentacosyl)trimethylammonium-4-oxid
  • 1,2-Dihexadecanoyl phosphatidylcholine
  • 1,2-Dihexadecanoyl-rac-glycerol-3-phosphorylcholine
  • 1,2-Dihexadecanoyl-rac-glycerol-3-phosphrylcholine
  • 1,2-Dipalmitoyl-3-phosphatidyl choline
  • 1,2-Dipalmitoyl-3-phosphatidylcholine
  • 1,2-Dipalmitoyl-3-sn-phosphatidylcholine
  • See more synonyms
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