Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP17010001
Common NamePnE(16:0/18:1(9Z))
Systematic Name1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphonoethanolamine
SynonymsPnE(16:0/18:1)
Exact Mass
701.5359 (neutral)    Calculate m/z:
FormulaC39H76NO7P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphonoethanolamines [GP17]
Sub ClassDiacylglycerophosphonoethanolamines [GP1701]
PubChem Compound ID (CID)5283541
InChIKeyITQDKQBSRNKQCX-OTMQOFQLSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C39H76NO7P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(42)47-37(3
6-46-48(43,44)34-33-40)35-45-38(41)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-
18,37H,3-16,19-36,40H2,1-2H3,(H,43,44)/b18-17-/t37-/m1/s1
SMILESCCCCCCCCCCCCCCCC(=O)OC[C@@H](COP(O)(=O)CCN)OC(=O)CCCCCCC/C=C\CCCCCCCC
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms48Rings0Aromatic Rings0Rotatable Bonds39
 van der Waals
Molecular Volume
767.70Topological Polar
Surface Area
125.15Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
7
 logP12.72Molar
Refractivity
202.64    
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.

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