Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP04020049
Common NamePG(O-20:0/17:1(9Z))
Systematic Name1-eicosyl-2-(9Z-heptadecenoyl)-glycero-3-phospho-(1'-sn-glycerol)
SynonymsPG(O-37:1); PG(O-20:0/17:1)
Exact Mass
776.5931 (neutral)    Calculate m/z:
FormulaC43H85O9P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerols [GP04]
Sub Class1-alkyl,2-acylglycerophosphoglycerols [GP0402]
PubChem CID52927297
InChIKeyPDRNTCLSNXESKM-MZTPGOTKSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C43H85O9P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-49-39
-42(40-51-53(47,48)50-38-41(45)37-44)52-43(46)35-33-31-29-27-25-23-18-16-14-12-1
0-8-6-4-2/h16,18,41-42,44-45H,3-15,17,19-40H2,1-2H3,(H,47,48)/b18-16-/t41-,42+/m
0/s1
SMILES[C@]([H])(OC(CCCCCCC/C=C\CCCCCCC)=O)(COP(=O)(O)OC[C@@]([H])(O)CO)COCCCCCCCCCCCCC
CCCCCCC
StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms53Rings0Aromatic Rings0Rotatable Bonds44
 van der Waals
Molecular Volume
846.12Topological Polar
Surface Area
131.75Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
9
 logP14.26Molar
Refractivity
222.47    
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.