Structure database (LMSD)

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LM IDLMGP12010034
Common NameCL(1'-[16:0/16:0],3'-[20:0/18:2(9Z,12Z)])
Systematic Name1'-[1,2-dihexadecanoyl-sn-glycero-3-phospho],3'-[1-eicosanoyl-2-(9Z,12Z-
octadecadienoyl)-sn-glycero-3-phospho]-sn-glycerol
SynonymsCL(70:2); CL(16:0_16:0_18:2_20:0)
Exact Mass
1433.0348 (neutral)    Calculate m/z:
FormulaC79H150O17P2
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerophosphoglycerols [GP12]
Sub ClassDiacylglycerophosphoglycerophosphodiradylglycerols [GP1201]
AbbrevCL 70:2
Abbrev ChainsCL 16:0_16:0_18:2_20:0
PubChem CID118701827
SWISSLIPIDS IDSLM:000509797
InChIKeyUCNANHQXGCNEQG-SROLQZIESA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C79H150O17P2/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/h22,26,34,37,73-75,80H,5-21,23-25,27-33,35-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b26-22-,37-34-/t73-,74-,75-/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)CCCCCCC/C=C\C/C=C\CCCCC)COC(=O)CCCCCCCCCCCCCCCCCCC)(O)=O)=O
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StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms98Rings0Aromatic Rings0Rotatable Bonds82
 van der Waals
Molecular Volume
1548.51Topological Polar
Surface Area
236.95Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
17
 logP26.25Molar
Refractivity
404.11    
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.