|Synonyms||Octadecanoic acid, 2-hydroxy-3-(phosphonooxy)propyl ester, (R)-; 1-Stearoyl-sn-|
glycero-3-phosphate; 1-Stearoyl-sn-glycerol 3-phosphate; LPA(18:0); LPA(18:0)
|Main Class||Glycerophosphates [GP10]|
|Sub Class||Monoacylglycerophosphates [GP1005]|
|InChIKey||LAYXSTYJRSVXIH-HXUWFJFHSA-N Show lipids differing only in stereochemistry/bond geometry|
InChI=1S/C21H43O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h20,22H,2-19H2,1H3,(H2,24,25,26)/t20-/m1/s1Click to highlight InChI
[C@](COP(=O)(O)O)([H])(O)COC(CCCCCCCCCCCCCCCCC)=OClick to highlight SMILES
|MS Spectra||View MoNA MS spectra Predict MS/MS spectrum (Neg. mode)|
|MS Standard||View lipid standard|
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.