Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP20010006
Common NamePC(16:0/5:0(COOH))
Systematic Name1-hexadecanoyl-2-glutaroyl-sn-glycero-3-phosphocholine
Synonyms1-Palmitoyl-2-glutaroyl-sn-glycero-3-phosphorylcholine; PGPC
Exact Mass
609.3642 (neutral)    Calculate m/z:
FormulaC29H56NO10P
CategoryGlycerophospholipids [GP]
Main ClassOxidized glycerophospholipids [GP20]
Sub ClassOxidized glycerophosphocholines [GP2001]
PubChem CID46907872
SWISSLIPIDS IDSLM:000389543
CAYMAN ID10044
InChIKeyCDZVJFRXJAUXPP-AREMUKBSSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C29H56NO10P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-20-28(33)37-24-26(40-2
9(34)21-18-19-27(31)32)25-39-41(35,36)38-23-22-30(2,3)4/h26H,5-25H2,1-4H3,(H-,31
,32,35,36)/t26-/m1/s1
SMILES[C@](COP(=O)([O-])OCC[N+](C)(C)C)([H])(OC(CCCC(O)=O)=O)COC(CCCCCCCCCCCCCCC)=O
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms41Rings0Aromatic Rings0Rotatable Bonds30
 van der Waals
Molecular Volume
621.07Topological Polar
Surface Area
148.49Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
11
 logP6.81Molar
Refractivity
157.52    
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.