Structure database (LMSD)

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LM IDLMGP01012064
Common NamePC(22:2(13Z,16Z)/22:4(7Z,10Z,13Z,16Z))
Systematic Name1-(13Z,16Z-docosadienoyl)-2-(7Z,10Z,13Z,16Z-docosatetraenoyl)-glycero-3-
phosphocholine
SynonymsPC(44:6); PC(22:2_22:4)
Exact Mass
889.6561 (neutral)    Calculate m/z:
FormulaC52H92NO8P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphocholines [GP01]
Sub ClassDiacylglycerophosphocholines [GP0101]
PubChem CID52923605
HMDB IDHMDB0008613
SWISSLIPIDS IDSLM:000009069
InChIKeyXHYNDSMXBCQTGB-QAZDULRXSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C52H92NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-42-44
-51(54)58-48-50(49-60-62(56,57)59-47-46-53(3,4)5)61-52(55)45-43-41-39-37-35-33-3
1-29-27-25-23-21-19-17-15-13-11-9-7-2/h14-17,20-23,27,29,33,35,50H,6-13,18-19,24
-26,28,30-32,34,36-49H2,1-5H3/b16-14-,17-15-,22-20-,23-21-,29-27-,35-33-/t50-/m1
/s1
SMILES[C@](COP(=O)([O-])OCC[N+](C)(C)C)([H])(OC(CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)C
OC(CCCCCCCCCCC/C=C\C/C=C\CCCCC)=O
StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms62Rings0Aromatic Rings0Rotatable Bonds46
 van der Waals
Molecular Volume
988.19Topological Polar
Surface Area
111.19Hydrogen
Bond Donors
0Hydrogen
Bond Acceptors
9
 logP15.37Molar
Refractivity
261.18    
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.