Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP04020012
Common NamePG(O-16:0/20:1(11Z))
Systematic Name1-hexadecyl-2-(11Z-eicosenoyl)-glycero-3-phospho-(1'-sn-glycerol)
SynonymsPG(O-36:1); PG(O-16:0/20:1)
Exact Mass
762.5775 (neutral)    Calculate m/z:
FormulaC42H83O9P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerols [GP04]
Sub Class1-alkyl,2-acylglycerophosphoglycerols [GP0402]
PubChem CID52927260
SWISSLIPIDS IDSLM:000501597
InChIKeyVTOPUALYYFGRMV-RJZKOBMTSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C42H83O9P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-42(45)51
-41(39-50-52(46,47)49-37-40(44)36-43)38-48-35-33-31-29-27-25-23-18-16-14-12-10-8
-6-4-2/h17,19,40-41,43-44H,3-16,18,20-39H2,1-2H3,(H,46,47)/b19-17-/t40-,41+/m0/s
1
SMILES[C@]([H])(OC(CCCCCCCCC/C=C\CCCCCCCC)=O)(COP(=O)(O)OC[C@@]([H])(O)CO)COCCCCCCCCCC
CCCCCC
StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms52Rings0Aromatic Rings0Rotatable Bonds43
 van der Waals
Molecular Volume
828.82Topological Polar
Surface Area
131.75Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
9
 logP13.87Molar
Refractivity
217.86    
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.