Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP03070001
Common NamePS(P-20:0/0:0)
Systematic Name1-(1Z-eicosenyl)-glycero-3-phosphoserine
SynonymsLPS(P-20:0)
Exact Mass
537.3431 (neutral)    Calculate m/z:
FormulaC26H52NO8P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoserines [GP03]
Sub Class1Z-alkenylglycerophosphoserines [GP0307]
PubChem CID52926304
SWISSLIPIDS IDSLM:000052256
InChIKeyOXOXTQYBMGPJGS-FNNPXFNLSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C26H52NO8P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-33-21-24
(28)22-34-36(31,32)35-23-25(27)26(29)30/h19-20,24-25,28H,2-18,21-23,27H2,1H3,(H,
29,30)(H,31,32)/b20-19-/t24-,25+/m1/s1
SMILESC(O)(=O)[C@@]([H])(N)COP(OC[C@]([H])(O)CO/C=C\CCCCCCCCCCCCCCCCCC)(=O)O
StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms36Rings0Aromatic Rings0Rotatable Bonds27
 van der Waals
Molecular Volume
554.23Topological Polar
Surface Area
148.54Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
8
 logP7.67Molar
Refractivity
144.96    
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.