Structure database (LMSD)Return to Databases Overview
|Main Class||Oxidized glycerophospholipids [GP20]|
|Sub Class||Oxidized glycerophosphoethanolamines [GP2002]|
|InChIKey||FKRARUNJJAIMOK-HSZRJFAPSA-N Show lipids differing only in stereochemistry/bond geometry|
InChI=1S/C26H50NO10P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17-25(30)34-21-23(22-36-38(32,33)35-20-19-27)37-26(31)18-15-16-24(28)29/h23H,2-22,27H2,1H3,(H,28,29)(H,32,33)/t23-/m1/s1Click to highlight InChI
[C@](COP(=O)(O)OCCN)([H])(OC(CCCC(=O)O)=O)COC(CCCCCCCCCCCCCCC)=OClick to highlight SMILES
|References||Oxidized Phospholipids as Endogenous Pattern Recognition Ligands in Innate Immunity. Stanley L. Hazen. The Journal of Biological Chemistry. Volume 283, Issue 23, June 2008, pp. 15527-15531. DOI 10.1074/jbc.R700054200. |
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.