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:
FormulaC24H52NO6P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphocholines [GP01]
Sub ClassMonoalkylglycerophosphocholines [GP0106]
LIPIDAT ID480
PubChem CID162126
SWISSLIPIDS IDSLM:000000569
CAYMAN ID60906
InChIKeyVLBPIWYTPAXCFJ-XMMPIXPASA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C24H52NO6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-29-22-24(26)23-31
-32(27,28)30-21-19-25(2,3)4/h24,26H,5-23H2,1-4H3/t24-/m1/s1
SMILES[C@](COP(=O)([O-])OCC[N+](C)(C)C)([H])(O)COCCCCCCCCCCCCCCCC
MS SpectraView MoNA MS spectra      Predict MS/MS spectrum (Neg. mode)
MS StandardView lipid standard
StatusActive
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
88.05Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
7
 logP6.76Molar
Refractivity
132.51    
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.