Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP01060026
Common Name-
Systematic Name2-(8-[3]-ladderane-octanyl)-sn-glycero-3-phosphocholine
Synonyms-
Exact Mass
529.3532 (neutral)    Calculate m/z:
FormulaC28H52NO6P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphocholines [GP01]
Sub ClassMonoalkylglycerophosphocholines [GP0106]
PubChem CID44256608
InChIKeyZUCLYSUAXIPVLL-VMYIDWAWSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C28H52NO6P/c1-29(2,3)15-17-34-36(31,32)35-20-22(19-30)33-16-9-7-5-4-6-8
-10-21-11-12-25-26(18-21)28-24-14-13-23(24)27(25)28/h21-28,30H,4-20H2,1-3H3/t21?
,22-,23?,24?,25?,26?,27?,28?/m1/s1
SMILES[C@](COP(=O)([O-])OCC[N+](C)(C)C)([H])(OCCCCCCCCC1CC2C3C4CCC4C3C2CC1)CO
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms36Rings4Aromatic Rings0Rotatable Bonds18
 van der Waals
Molecular Volume
527.09Topological Polar
Surface Area
88.05Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
7
 logP6.33Molar
Refractivity
142.03    
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.