Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP01060020
Common NamePC(O-5:0/0:0)[R]
Systematic Name1-pentyl-sn-glycero-3-phosphocholine
SynonymsPC(O-5:0)[R]
Exact Mass
327.1811 (neutral)    Calculate m/z:
FormulaC13H30NO6P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphocholines [GP01]
Sub ClassMonoalkylglycerophosphocholines [GP0106]
AbbrevLPC O-5:0
Abbrev ChainsPC O-5:0)[R]
LIPIDAT ID10565
PubChem CID24779520
InChIKeyFBCWZRYNKHOPFU-CYBMUJFWSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C13H30NO6P/c1-5-6-7-9-18-11-13(15)12-20-21(16,17)19-10-8-14(2,3)4/h13,15H,5-12H2,1-4H3/t13-/m1/s1
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SMILES
[C@](COP(=O)([O-])OCC[N+](C)(C)C)([H])(O)COCCCCC
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StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms21Rings0Aromatic Rings0Rotatable Bonds13
 van der Waals
Molecular Volume
317.03Topological Polar
Surface Area
88.05Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
7
 logP2.47Molar
Refractivity
81.72    
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.