Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP04050019
Common NamePG(17:2(9Z,12Z)/0:0)
Systematic Name1-(9Z,12Z-heptadecadienoyl)-glycero-3-phospho-(1'-sn-glycerol)
SynonymsLPG(17:2)
Exact Mass
494.2645 (neutral)    Calculate m/z:
FormulaC23H43O9P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerols [GP04]
Sub ClassMonoacylglycerophosphoglycerols [GP0405]
PubChem CID52927442
InChIKeyOKVQRJRGNXWGCR-HCGKBNNYSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C23H43O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-23(27)30-18-22(26)20-
32-33(28,29)31-19-21(25)17-24/h5-6,8-9,21-22,24-26H,2-4,7,10-20H2,1H3,(H,28,29)/
b6-5-,9-8-/t21-,22+/m0/s1
SMILES[H][C@](O)(CO)COP(OC[C@]([H])(O)COC(CCCCCCC/C=C\C/C=C\CCCC)=O)(=O)O
MS SpectraView MoNA MS spectra      Predict MS/MS spectrum (Neg. mode)
StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms33Rings0Aromatic Rings0Rotatable Bonds23
 van der Waals
Molecular Volume
497.48Topological Polar
Surface Area
142.75Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
9
 logP5.68Molar
Refractivity
129.38    
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.