Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP02060002
Common NamePE(O-16:0/0:0)
Systematic Name1-hexadecyl-sn-glycero-3-phosphoethanolamine
SynonymsPE(O-16:0)
Exact Mass
439.3063 (neutral)    Calculate m/z:
FormulaC21H46NO6P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoethanolamines [GP02]
Sub ClassMonoalkylglycerophosphoethanolamines [GP0206]
PubChem CID42607466
CHEBI ID78390
SWISSLIPIDS IDSLM:000046340
InChIKeyOKXWJISJKQKUTN-OAQYLSRUSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C21H46NO6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17-26-19-21(23)20-28-29(24,25)27-18-16-22/h21,23H,2-20,22H2,1H3,(H,24,25)/t21-/m1/s1
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SMILES
[C@](COP(=O)(O)OCCN)([H])(O)COCCCCCCCCCCCCCCCC
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StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms29Rings0Aromatic Rings0Rotatable Bonds23
 van der Waals
Molecular Volume
455.43Topological Polar
Surface Area
111.24Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
6
 logP6.82Molar
Refractivity
120.75    
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.