Structure database (LMSD)

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LM IDLMGP01050088
Common NamePC(0:0/3:1(2E))
Systematic Name2-(2E-propionyl)-sn-glycero-3-phosphocholine
SynonymsPC(0:0/3:1); LPC(3:1)
Exact Mass
311.1134 (neutral)    Calculate m/z:
FormulaC11H22NO7P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphocholines [GP01]
Sub ClassMonoacylglycerophosphocholines [GP0105]
AbbrevLPC 3:1
Abbrev ChainsLPC 3:1
LIPIDAT ID10550
PubChem CID24779497
InChIKeySMXIWOJKKJRNEB-SNVBAGLBSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C11H22NO7P/c1-5-11(14)19-10(8-13)9-18-20(15,16)17-7-6-12(2,3)4/h5,10,13H,1,6-9H2,2-4H3/t10-/m1/s1
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SMILES
[C@](COP(=O)([O-])OCC[N+](C)(C)C)([H])(OC(C=C)=O)CO
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StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms20Rings0Aromatic Rings0Rotatable Bonds11
 van der Waals
Molecular Volume
285.94Topological Polar
Surface Area
105.12Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
8
 logP0.71Molar
Refractivity
72.04    
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.