Distearoylphosphatidylcholine

Distearoylphosphatidylcholine
Names
	Systematic IUPAC name (2R)-2,3-Bis(octadecanoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate
	Other names 1,2-distearoyl-sn-glycero-3-phosphocholine, DSPC, 18:0 PC
Identifiers
CAS Number	4539-70-2 (racemic); 816-94-4 (R enantiomer);
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:83718;
ChemSpider	85004;
ECHA InfoCard	100.011.309
EC Number	212-440-2;
PubChem CID	94190;
UNII	043IPI2M0K;
CompTox Dashboard (EPA)	DTXSID20231218 ;
	InChI InChI=1S/C44H88NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h42H,6-41H2,1-5H3/t42-/m1/s1 Key: NRJAVPSFFCBXDT-HUESYALOSA-N;
	SMILES O=C(OC[C@@H](OC(=O)CCCCCCCCCCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C)CCCCCCCCCCCCCCCCC;
Properties
Chemical formula	C44H88NO8P
Molar mass	790.161 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Distearoylphosphatidylcholine is a phosphatidylcholine, a kind of phospholipid. It is a natural constituent of cell membranes, eg. soybean phosphatidylcholines are mostly different 18-carbon phosphatidylcholines (including minority of saturated DSPC), and their hydrogenation results in 85% DSPC.^[1] It can be used to prepare lipid nanoparticles which are used in mRNA vaccines,^[2]^[3] In particular, it forms part of the drug delivery system for the Moderna and Pfizer COVID-19 vaccines.^[4]^[5]

References