Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP12010032
Common NameCL(1'-[16:0/16:0],3'-[20:0/18:0])
Systematic Name1'-[1,2-dihexadecanoyl-sn-glycero-3-phospho],3'-[1-eicosanoyl-2-octadecanoyl-
sn-glycero-3-phospho]-sn-glycerol
SynonymsCL(70:0); CL(16:0_16:0_18:0_20:0)
Exact Mass
1437.0661 (neutral)    Calculate m/z:
FormulaC79H154O17P2
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerophosphoglycerols [GP12]
Sub ClassDiacylglycerophosphoglycerophosphodiradylglycerols [GP1201]
AbbrevCL 70:0
Abbrev ChainsCL 16:0_16:0_18:0_20:0
PubChem CID118701825
SWISSLIPIDS IDSLM:000509785
InChIKeyFZTRGBDUYJPUMP-HLFOQYAOSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74-,75-/m1/s1
Click to highlight InChI
SMILES
P(OC[C@]([H])(OC(CCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCC)=O)(O)(OC[C@](O)([H])COP(OC[C@]([H])(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCCCC)(O)=O)=O
Click to highlight SMILES
StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms98Rings0Aromatic Rings0Rotatable Bonds84
 van der Waals
Molecular Volume
1553.79Topological Polar
Surface Area
236.95Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
17
 logP26.70Molar
Refractivity
404.29    
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.