|Main Class||Oxidized glycerophospholipids [GP20]|
|Sub Class||Oxidized glycerophosphoinositols [GP2005]|
|InChIKey||QJZYBTDHJCRZAD-RODPBUGCSA-N Show lipids differing only in stereochemistry/bond geometry|
InChI=1S/C31H57O13P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-18-25(33)41-21-24(43-26(34)19-16-17-20-32)22-42-45(39,40)44-31-23(2)27(35)28(36)29(37)30(31)38/h20,23-24,27-31,35-38H,3-19,21-22H2,1-2H3,(H,39,40)/t23?,24-,27?,28?,29-,30?,31+/m1/s1Click to highlight InChI
[C@]([H])(OC(CCCC(=O)[H])=O)(COP(=O)(O)O[C@@H]1C(O)[C@H](O)C(O)C(O)C1C)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.