Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP02060001
Common Name-
Systematic Name2-(8-[3]-ladderane-octanyl)-sn-glycero-3-phosphoethanolamine
Synonyms-
Exact Mass
487.3063 (neutral)    Calculate m/z:
FormulaC25H46NO6P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoethanolamines [GP02]
Sub ClassMonoalkylglycerophosphoethanolamines [GP0206]
PubChem CID24779537
InChIKeyMUJGIVXHPSNEKN-GVLGEWBVSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C25H46NO6P/c26-12-14-31-33(28,29)32-17-19(16-27)30-13-6-4-2-1-3-5-7-18-
8-9-22-23(15-18)25-21-11-10-20(21)24(22)25/h18-25,27H,1-17,26H2,(H,28,29)/t18?,1
9-,20?,21?,22?,23?,24?,25?/m1/s1
SMILES[C@](COP(=O)(O)OCCN)([H])(OCCCCCCCCC1CC2C3C4CCC4C3C2CC1)CO
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms33Rings4Aromatic Rings0Rotatable Bonds17
 van der Waals
Molecular Volume
475.19Topological Polar
Surface Area
111.24Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
6
 logP6.39Molar
Refractivity
130.27    
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.