Dipalmitoylphosphatidylcholine

Pulmonary surfactant is a surface-active complex of phospholipids and proteins formed by type II alveolar cells. The proteins and lipids that make up the surfactant have both hydrophilic and hydrophobic regions. By adsorbing to the air-water interface of alveoli, with hydrophilic head groups in the water and the hydrophobic tails facing towards the air, the main lipid component of surfactant, dipalmitoylphosphatidylcholine (DPPC), reduces surface tension. Colfosceril palmitate is a drug used as a pulmonary surfactant. It is a drug that is used in surfactant deficient conditions such as IRDS in newborns.

General

Type : Phospholipid, Phosphatidylcholine, Diacylglycerol, Trimethylammonium, Choline ester, Hexadecanoate, Palmitate, Surfactant

Chemical_Nomenclature : 2,3-di(hexadecanoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate

Canonical SMILES : CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC

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

InChIKey : KILNVBDSWZSGLL-UHFFFAOYSA-N

Other name(s) : Dipalmitoyl phosphatidylcholine  ||  Dipalmitoyl phosphatidylcholine[PC]  ||  DPPC  ||  Colfosceril palmitate  ||  DPPC (phosphatide)  ||  Coatsome MC 6060  ||  1,2-Dipalmitoyllecithin  ||  1,2-Dipalmitoyl-L-lecithin  ||  1,2-Dipalmitoyl-sn-glycero-3-phosphocholine  ||  1,2-dihexadecanoyl-sn-glycero-3-phosphocholine  ||  DiPalmitoylphosphatidylcholine


MW : 734.03

Formula : C40H80NO8P

CAS_number : 2644-64-6,    2797-68-4,    63-89-8

PubChem : 6138

UniChem : KILNVBDSWZSGLL-UHFFFAOYSA-N

Wikipedia : Dipalmitoylphosphatidylcholine

Target

Structures : No structure

Families : PlaB, PC-sterol_acyltransferase

References (2)

Title : Phospholipase PlaB of Legionella pneumophila represents a novel lipase family: protein residues essential for lipolytic activity, substrate specificity, and hemolysis - Bender_2009_J.Biol.Chem_284_27185
Author(s) : Bender J , Rydzewski K , Broich M , Schunder E , Heuner K , Flieger A
Ref : Journal of Biological Chemistry , 284 :27185 , 2009
Abstract :
PubMedSearch : Bender_2009_J.Biol.Chem_284_27185
PubMedID: 19640837
Gene_locus related to this paper: legpn-i7i328 , legsp-a3fmk8

Title : The stability of liposomes in vitro to pH, bile salts and pancreatic lipase - Rowland_1980_Biochim.Biophys.Acta_620_400
Author(s) : Rowland RN , Woodley JF
Ref : Biochimica & Biophysica Acta , 620 :400 , 1980
Abstract :
PubMedSearch : Rowland_1980_Biochim.Biophys.Acta_620_400
PubMedID: 7016185