Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP01060010
Common NamePC(O-16:0/0:0)
Systematic Name1-hexadecyl-sn-glycero-3-phosphocholine
Synonyms1-O-Hexadecyl-2-lyso-sn-glycero-3-phosphocholine; 1-O-Hexadecyl-sn-glycero-3-
phosphatidylcholine; 1-O-Hexadecyl-sn-glycero-3-phosphocholine; 1-O-Hexadecyl-
sn-glyceryl-3-phosphorylcholine; Lyso-platelet-activating factor
Exact Mass
481.3532 (neutral)    Calculate m/z:
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphocholines [GP01]
Sub ClassMonoalkylglycerophosphocholines [GP0106]
PubChem Compound ID (CID)162126
InChIKeyVLBPIWYTPAXCFJ-XMMPIXPASA-N  Show lipids differing only in stereochemistry/bond geometry
MS StandardView lipid standard
ReferencesImproved method for the quantification of lysophospholipids
including enol ether species by liquid chromatography-tandem mass spectrometry
James G. Bollinger, Hiromi Ii, Martin Sadilek, and Michael H. Gelb
J. Lipid Res. 2010 51:(2) 440-447
Calculated physicochemical properties (?):
 Heavy Atoms32Rings0Aromatic Rings0Rotatable Bonds24
 van der Waals
Molecular Volume
507.33Topological Polar
Surface Area
Bond Donors
Bond Acceptors
LIPID MAPS abbreviations for glycerophospholipids (GP)

The LIPID MAPS glycerophospholipid abbreviations (PC, PE, etc.) are used here to refer to species with one or two radyl side-chains where the structures of the side chains are indicated within parentheses in the 'Headgroup(sn1/sn2)' format (e.g. PC(16:0/18:1(9Z)). By default, R stereochemistry at the C-2 carbon of glycerol and attachment of the headgroup at the sn3 position is assumed. Also, acyl chains are assumed by default. The 'O-' prefix is used to indicate the presence of an alkyl ether substituent e.g. PC(O-16:0/18:1(9Z)), whereas the 'P-' prefix is used for the 1Z-alkenyl ether (Plasmalogen) substituent e.g. PC(P-16:0/18:1(9Z)).

For molecules with opposite (S) stereochemistry at C2 of the glycerol group and attachment of the headgroup at the sn1 position, the stereochemistry specification of [S] is appended to the abbreviation. The 'Headgroup(sn3/sn2)' abbreviation format is used.

For molecules with unknown stereochemistry at the C-2 carbon of the glycerol group, the stereochemistry specification of [U] is appended to the abbreviation and the structure is drawn with C-2 stereochemistry unspecified.