Structure database (LMSD)

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LM IDLMGP02010098
Common NamePE(12:0/12:0)
Systematic Name1,2-didodecanoyl-sn-glycero-3-phosphoethanolamine
SynonymsDilauroyl phosphatidylethanolamine; Dodecanoic acid, 1-[[[(2-aminoethoxy)
hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl ester, (R)-; β,γ-Dilauroyl-L-α-
phosphatidylethanolamine; 1,2-Dilauroyl-3-sn-phosphatidylethanolamine; 1,2-
Dilauroyl-sn-glycero-3-phosphoethanolamine; 1,2-Dilauroyl
Exact Mass
579.3900 (neutral)    Calculate m/z:
FormulaC29H58NO8P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoethanolamines [GP02]
Sub ClassDiacylglycerophosphoethanolamines [GP0201]
LIPIDAT ID8397
PubChem CID9546801
SWISSLIPIDS IDSLM:000034904
CAYMAN ID15089
InChIKeyZLGYVWRJIZPQMM-HHHXNRCGSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C29H58NO8P/c1-3-5-7-9-11-13-15-17-19-21-28(31)35-25-27(26-37-39(33,34)3
6-24-23-30)38-29(32)22-20-18-16-14-12-10-8-6-4-2/h27H,3-26,30H2,1-2H3,(H,33,34)/
t27-/m1/s1
SMILES[C@](COP(=O)(O)OCCN)([H])(OC(CCCCCCCCCCC)=O)COC(CCCCCCCCCCC)=O
MS SpectraView MoNA MS spectra      Predict MS/MS spectrum (Neg. mode)
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms39Rings0Aromatic Rings0Rotatable Bonds31
 van der Waals
Molecular Volume
606.13Topological Polar
Surface Area
134.38Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
8
 logP8.97Molar
Refractivity
157.65    
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.