Structure database (LMSD)Return to Databases Overview
|Main Class||Glycerophosphoethanolamines [GP02]|
|Sub Class||Monoalkylglycerophosphoethanolamines [GP0206]|
|InChIKey||WVOZATQXSDPOKR-QXPUDEPPSA-N Show lipids differing only in stereochemistry/bond geometry|
InChI=1S/C28H60NO7P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-28(33-2)26-34-24-27(30)25-36-37(31,32)35-23-22-29/h27-28,30H,3-26,29H2,1-2H3,(H,31,32)/t27-,28?/m1/s1Click to highlight InChI
[C@](COP(=O)(O)OCCN)([H])(O)COCC(OC)CCCCCCCCCCCCCCCCCCCCClick to highlight SMILES
|References||New advances in the chemistry of methoxylated lipids. N. M. Carballeira. Progress in Lipid Research. Volume 41, Issue 6, November 2002, Pages 437-456.|
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.