Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP01060014
Common NamePC(O-18:0/0:0)
Systematic Name1-octadecyl-sn-glycero-3-phosphocholine
Synonyms1-O-Octadecyl-sn-glycero-3-phosphocholine; 1-O-Octadecylglycerol-3-
phosphatidylcholine; Lyso-platelet-activating factor; Ro 14-8160
Exact Mass
509.3845 (neutral)    Calculate m/z:
FormulaC26H56NO6P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphocholines [GP01]
Sub ClassMonoalkylglycerophosphocholines [GP0106]
LIPIDAT ID5799
PubChem CID2733532
KEGG IDC04317
HMDB IDHMDB0011149
SWISSLIPIDS IDSLM:000000693
CAYMAN ID60916
InChIKeyXKBJVQHMEXMFDZ-AREMUKBSSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C26H56NO6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22-31-24-26(28
)25-33-34(29,30)32-23-21-27(2,3)4/h26,28H,5-25H2,1-4H3/t26-/m1/s1
SMILES[C@](COP(=O)([O-])OCC[N+](C)(C)C)([H])(O)COCCCCCCCCCCCCCCCCCC
MS SpectraView MoNA MS spectra      Predict MS/MS spectrum (Neg. mode)
MS StandardView lipid standard
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms34Rings0Aromatic Rings0Rotatable Bonds26
 van der Waals
Molecular Volume
541.93Topological Polar
Surface Area
88.05Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
7
 logP7.54Molar
Refractivity
141.74    
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.