Structure database (LMSD)

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LM IDLMGP02030051
Common NamePE(P-18:0/19:1(9Z))
Systematic Name1-(1Z-octadecenyl)-2-(9Z-nonadecenoyl)-glycero-3-phosphoethanolamine
SynonymsPE(P-37:1); PE(P-18:0/19:1)
Exact Mass
743.5829 (neutral)    Calculate m/z:
FormulaC42H82NO7P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoethanolamines [GP02]
Sub Class1-(1Z-alkenyl),2-acylglycerophosphoethanolamines [GP0203]
AbbrevPE O-37:2
Abbrev ChainsPE P-18:0/19:1
PubChem CID52925084
InChIKeyUYQPANPYBMTDQO-SDYDXUMMSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C42H82NO7P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-42(44)50-41(40-49-51(45,46)48-38-36-43)39-47-37-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h19,21,34,37,41H,3-18,20,22-33,35-36,38-40,43H2,1-2H3,(H,45,46)/b21-19-,37-34-/t41-/m1/s1
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SMILES
[C@](COP(=O)(O)OCCN)([H])(OC(CCCCCCC/C=C\CCCCCCCCC)=O)CO/C=C\CCCCCCCCCCCCCCCC
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StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms51Rings0Aromatic Rings0Rotatable Bonds42
 van der Waals
Molecular Volume
819.60Topological Polar
Surface Area
117.31Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
7
 logP14.42Molar
Refractivity
217.09    
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.