Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP01070010
Common NamePC(P-19:1(12Z)/0:0)
Systematic Name1-(1Z,12Z-nonadecadienyl)-sn-glycero-3-phosphocholine
SynonymsPC(P-19:1/0:0)
Exact Mass
519.3689 (neutral)    Calculate m/z:
FormulaC27H54NO6P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphocholines [GP01]
Sub Class1Z-alkenylglycerophosphocholines [GP0107]
PubChem Compound ID (CID)42607444
InChIKeyITLVMQFDCUMMDK-KAAGFHBGSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C27H54NO6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23-32-25-27
(29)26-34-35(30,31)33-24-22-28(2,3)4/h10-11,21,23,27,29H,5-9,12-20,22,24-26H2,1-
4H3/b11-10-,23-21-/t27-/m1/s1
SMILES[C@](COP(=O)([O-])OCC[N+](C)(C)C)([H])(O)CO/C=CCCCCCCCCC/C=CCCCCCC
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms35Rings0Aromatic Rings0Rotatable Bonds25
 van der Waals
Molecular Volume
553.95Topological Polar
Surface Area
88.05Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
7
 logP7.55Molar
Refractivity
145.43    
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.