Structure database (LMSD)

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LM IDLMGP01012115
Common NamePC(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:0)
Systematic Name1-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-2-eicosanoyl-glycero-3-phosphocholine
SynonymsPC(42:6); PC(20:0_22:6)
Exact Mass
861.6248 (neutral)    Calculate m/z:
FormulaC50H88NO8P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphocholines [GP01]
Sub ClassDiacylglycerophosphocholines [GP0101]
PubChem CID52923707
HMDB IDHMDB0008734
SWISSLIPIDS IDSLM:000010510
InChIKeyBINZSSJRRWYPEG-FODDTAATSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C50H88NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-28-30-32-34-36-38-40-42
-49(52)56-46-48(47-58-60(54,55)57-45-44-51(3,4)5)59-50(53)43-41-39-37-35-33-31-2
9-26-23-21-19-17-15-13-11-9-7-2/h8,10,14,16,20,22,25,27,30,32,36,38,48H,6-7,9,11
-13,15,17-19,21,23-24,26,28-29,31,33-35,37,39-47H2,1-5H3/b10-8-,16-14-,22-20-,27
-25-,32-30-,38-36-/t48-/m1/s1
SMILES[C@](COP(=O)([O-])OCC[N+](C)(C)C)([H])(OC(CCCCCCCCCCCCCCCCCCC)=O)COC(CC/C=C\C/C=
C\C/C=C\C/C=C\C/C=C\C/C=C\CC)=O
StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms60Rings0Aromatic Rings0Rotatable Bonds44
 van der Waals
Molecular Volume
953.59Topological Polar
Surface Area
111.19Hydrogen
Bond Donors
0Hydrogen
Bond Acceptors
9
 logP14.59Molar
Refractivity
251.95    
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.