Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP01020072
Common NamePC(O-16:0/4:0)
Systematic Name1-hexadecyl-2-butyryl-sn-glycero-3-phosphocholine
SynonymsPC(O-20:0); PC(O-16:0/4:0)
Exact Mass
551.3951 (neutral)    Calculate m/z:
FormulaC28H58NO7P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphocholines [GP01]
Sub Class1-alkyl,2-acylglycerophosphocholines [GP0102]
AbbrevPC O-20:0
Abbrev ChainsPC O-16:0/4:0
LIPIDAT ID12232
PubChem CID24779310
CHEBI ID78368
SWISSLIPIDS IDSLM:000028165
CAYMAN ID60928
InChIKeyUVHUBDICYDPLIO-HHHXNRCGSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C28H58NO7P/c1-6-8-9-10-11-12-13-14-15-16-17-18-19-20-23-33-25-27(36-28(30)21-7-2)26-35-37(31,32)34-24-22-29(3,4)5/h27H,6-26H2,1-5H3/t27-/m1/s1
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SMILES
[C@](COP(=O)([O-])OCC[N+](C)(C)C)([H])(OC(CCC)=O)COCCCCCCCCCCCCCCCC
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MS SpectraView MoNA MS spectra      Predict MS/MS spectrum (Neg. mode)
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms37Rings0Aromatic Rings0Rotatable Bonds28
 van der Waals
Molecular Volume
582.68Topological Polar
Surface Area
94.12Hydrogen
Bond Donors
0Hydrogen
Bond Acceptors
8
 logP8.11Molar
Refractivity
151.29    
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.