Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP04020010
Common NamePG(O-16:0/18:4(6Z,9Z,12Z,15Z))
Systematic Name1-hexadecyl-2-(6Z,9Z,12Z,15Z-octadecatetraenoyl)-glycero-3-phospho-(1'-sn-
glycerol)
SynonymsPG(O-34:4); PG(O-16:0/18:4)
Exact Mass
728.4992 (neutral)    Calculate m/z:
FormulaC40H73O9P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerols [GP04]
Sub Class1-alkyl,2-acylglycerophosphoglycerols [GP0402]
PubChem CID52927258
SWISSLIPIDS IDSLM:000501550
InChIKeyLMFCAVYWUPLBDC-VOHGRDSWSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C40H73O9P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-40(43)49-39(37
-48-50(44,45)47-35-38(42)34-41)36-46-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2
/h5,7,11,13,17,19,22,24,38-39,41-42H,3-4,6,8-10,12,14-16,18,20-21,23,25-37H2,1-2
H3,(H,44,45)/b7-5-,13-11-,19-17-,24-22-/t38-,39+/m0/s1
SMILES[C@]([H])(OC(CCCC/C=C\C/C=C\C/C=C\C/C=C\CC)=O)(COP(=O)(O)OC[C@@]([H])(O)CO)COCCC
CCCCCCCCCCCCC
StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms50Rings0Aromatic Rings0Rotatable Bonds38
 van der Waals
Molecular Volume
786.30Topological Polar
Surface Area
131.75Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
9
 logP12.42Molar
Refractivity
208.34    
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.