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Substrate Report for: 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
IUPHAR|
Wikipedia|Dipalmitoylphosphatidylcholine

Target
Families | Dipalmitoylphosphatidylcholine ligand of proteins in family: PlaB, PC-sterol_acyltransferase
Protein | legpn-i7i328, human-LCAT

References:
Search PubMed for references concerning: Dipalmitoylphosphatidylcholine
    Title: Phospholipase PlaB of Legionella pneumophila represents a novel lipase family: protein residues essential for lipolytic activity, substrate specificity, and hemolysis
    Bender J, Rydzewski K, Broich M, Schunder E, Heuner K, Flieger A
    Ref: Journal of Biological Chemistry, 284:27185, 2009 : PubMed

            

    Title: The stability of liposomes in vitro to pH, bile salts and pancreatic lipase
    Rowland RN, Woodley JF
    Ref: Biochimica & Biophysica Acta, 620:400, 1980 : PubMed