Structure database (LMSD)

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LM IDLMGP02010337
Common NamePE-NMe(16:0/16:0)
Systematic Name1,2-dihexadecanoyl-sn-glycero-3-phospho-N-methylethanolamine
SynonymsHexadecanoic acid, 1-(3-hydroxy-3-oxido-2,4-dioxa-7-aza-3-phosphaoct-1-yl)-1,2-
ethanediyl ester, (R)-; Ethanol, 2-(methylamino)-, monoester with 1,2-
dipalmitin dihydrogen phosphate, L-; Hexadecanoic acid, 1-(3-hydroxy-2,4-dioxa-
7-aza-3-phosphaoct-1-yl)-1,2; PE-NMe(32:0); PE-NMe(16:0/16:0)
Exact Mass
705.5309 (neutral)    Calculate m/z:
FormulaC38H76NO8P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoethanolamines [GP02]
Sub ClassDiacylglycerophosphoethanolamines [GP0201]
LIPIDAT ID7303
PubChem CID9547031
HMDB IDHMDB0010567
CAYMAN ID26010
InChIKeyQSBINWBNXWAVAK-PSXMRANNSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C38H76NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39-3)47-38(41)31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h36,39H,4-35H2,1-3H3,(H,42,43)/t36-/m1/s1
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SMILES
[C@](COP(=O)(O)OCCNC)([H])(OC(CCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCC)=O
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MS StandardView lipid standard
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms48Rings0Aromatic Rings0Rotatable Bonds40
 van der Waals
Molecular Volume
761.83Topological Polar
Surface Area
120.39Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
8
 logP12.35Molar
Refractivity
199.45    
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.