Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP01011110
Common NamePC(22:1(13Z)/22:1(13Z))
Systematic Name1,2-di-(13Z-docosenoyl)-sn-glycero-3-phosphocholine
Synonyms1,2-Dierucoyl-sn-glycerol-3-phosphorylcholine; Dierucoyl-L-a-
glycerophosphorylcholine; Dierucoyllecithin; L-Dierucoyl lecithin;
PC(22:1/22:1); PC(44:2); PC(22:1/22:1)
Exact Mass
897.7187 (neutral)    Calculate m/z:
FormulaC52H100NO8P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphocholines [GP01]
Sub ClassDiacylglycerophosphocholines [GP0101]
LIPIDAT ID291
PubChem CID24779126
HMDB IDHMDB0008578
SWISSLIPIDS IDSLM:000012436
CAYMAN ID25728
InChIKeySDEURMLKLAEUAY-JFSPZUDSSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C52H100NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-42-4
4-51(54)58-48-50(49-60-62(56,57)59-47-46-53(3,4)5)61-52(55)45-43-41-39-37-35-33-
31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20-23,50H,6-19,24-49H2,1-5H3/b22-20-,23-
21-/t50-/m1/s1
SMILES[C@](COP(=O)([O-])OCC[N+](C)(C)C)([H])(OC(CCCCCCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCC
CCCCC/C=C\CCCCCCCC)=O
MS SpectraView MoNA MS spectra      Predict MS/MS spectrum (Neg. mode)
MS StandardView lipid standard
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms62Rings0Aromatic Rings0Rotatable Bonds50
 van der Waals
Molecular Volume
998.75Topological Polar
Surface Area
111.19Hydrogen
Bond Donors
0Hydrogen
Bond Acceptors
9
 logP16.27Molar
Refractivity
261.56    
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.