Structure database (LMSD)

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LM IDLMGP12010013
Common NameCL(1'-[16:0/16:0],3'-[18:0/16:0])
Systematic Name1'-[1,2-dihexadecanoyl-sn-glycero-3-phospho],3'-[1-octadecanoyl-2-hexadecanoyl-
sn-glycero-3-phospho]-sn-glycerol
SynonymsCL(66:0); CL(16:0_16:0_16:0_18:0)
Exact Mass
1381.0035 (neutral)    Calculate m/z:
FormulaC75H146O17P2
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerophosphoglycerols [GP12]
Sub ClassDiacylglycerophosphoglycerophosphodiradylglycerols [GP1201]
AbbrevCL 66:0
Abbrev ChainsCL 16:0_16:0_16:0_18:0
PubChem CID118701806
SWISSLIPIDS IDSLM:000509384
InChIKeyRRLSOHFXWLRDBR-UMRXOVFLSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-29-33-34-38-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-37-32-28-24-20-16-12-8-4)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70-,71-/m1/s1
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SMILES
P(OC[C@]([H])(OC(CCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCC)=O)(O)(OC[C@](O)([H])COP(OC[C@]([H])(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC)(O)=O)=O
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MS SpectraView MoNA MS spectra     
StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms94Rings0Aromatic Rings0Rotatable Bonds80
 van der Waals
Molecular Volume
1484.59Topological Polar
Surface Area
236.95Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
17
 logP25.14Molar
Refractivity
385.83    
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.