Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP04050030
Common NamePG(20:5(5Z,8Z,11Z,14Z,17Z)/0:0)
Systematic Name1-(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-glycero-3-phospho-(1'-sn-glycerol)
SynonymsLPG(20:5)
Exact Mass
530.2645 (neutral)    Calculate m/z:
FormulaC26H43O9P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerols [GP04]
Sub ClassMonoacylglycerophosphoglycerols [GP0405]
PubChem CID52927453
SWISSLIPIDS IDSLM:000043084
InChIKeyUBJZUYNJJSKNCQ-MTVYBJJPSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C26H43O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-26(30)33-21-
25(29)23-35-36(31,32)34-22-24(28)20-27/h3-4,6-7,9-10,12-13,15-16,24-25,27-29H,2,
5,8,11,14,17-23H2,1H3,(H,31,32)/b4-3-,7-6-,10-9-,13-12-,16-15-/t24-,25+/m0/s1
SMILES[H][C@](O)(CO)COP(OC[C@]([H])(O)COC(CCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)=O)(=O)O
MS SpectraView MoNA MS spectra      Predict MS/MS spectrum (Neg. mode)
StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms36Rings0Aromatic Rings0Rotatable Bonds23
 van der Waals
Molecular Volume
541.46Topological Polar
Surface Area
142.75Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
9
 logP6.18Molar
Refractivity
142.94    
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.