Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP04050024
Common NamePG(20:2(11Z,14Z)/0:0)
Systematic Name1-(11Z,14Z-eicosadienoyl)-glycero-3-phospho-(1'-sn-glycerol)
SynonymsLPG(20:2)
Exact Mass
536.3114 (neutral)    Calculate m/z:
FormulaC26H49O9P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerols [GP04]
Sub ClassMonoacylglycerophosphoglycerols [GP0405]
PubChem CID52927447
SWISSLIPIDS IDSLM:000043056
InChIKeyALJXGNMOATZBMV-XTYNSLPVSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C26H49O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-26(30)33-21-
25(29)23-35-36(31,32)34-22-24(28)20-27/h6-7,9-10,24-25,27-29H,2-5,8,11-23H2,1H3,
(H,31,32)/b7-6-,10-9-/t24-,25+/m0/s1
SMILES[H][C@](O)(CO)COP(OC[C@]([H])(O)COC(CCCCCCCCC/C=C\C/C=C\CCCCC)=O)(=O)O
MS SpectraView MoNA MS spectra      Predict MS/MS spectrum (Neg. mode)
StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms36Rings0Aromatic Rings0Rotatable Bonds26
 van der Waals
Molecular Volume
549.38Topological Polar
Surface Area
142.75Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
9
 logP6.85Molar
Refractivity
143.23    
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.