Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP10070002
Common NamePA(P-18:0/0:0)
Systematic Name1-(1Z-octadecenyl)-glycero-3-phosphate
SynonymsPA(P-18:0); PA(P-18:0_0:0)
Exact Mass
422.2797 (neutral)    Calculate m/z:
FormulaC21H43O6P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphates [GP10]
Sub Class1Z-alkenylglycerophosphates [GP1007]
PubChem CID52929771
SWISSLIPIDS IDSLM:000046442
InChIKeyOZJLEDRUBLSXFE-RPBSFSNWSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C21H43O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-26-19-21(22)20-
27-28(23,24)25/h17-18,21-22H,2-16,19-20H2,1H3,(H2,23,24,25)/b18-17-/t21-/m1/s1
SMILES[C@](COP(=O)(O)O)([H])(O)CO/C=C\CCCCCCCCCCCCCCCC
StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms28Rings0Aromatic Rings0Rotatable Bonds21
 van der Waals
Molecular Volume
441.79Topological Polar
Surface Area
96.22Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
6
 logP7.06Molar
Refractivity
115.24    
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.