Structure database (LMSD)

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LM IDLMGP12010003
Common NameCL(1'-[14:1(9Z)/14:1(9Z)],3'-[14:1(9Z)/15:1(10Z)])[rac]
Systematic Name1'-[1,2-di-(9Z-tetradecenoyl)-sn-glycero-3-phospho],3'-[1-(9Z-tetradecenoyl),2-
(10Z-pentadecenoyl)-sn-glycero-3-phospho]-rac-glycerol
SynonymsCL(1'-[14:1/14:1],3'-[14:1/15:1])[rac]; CL(57:3); CL(14:1_14:1_14:1_15:1)
Exact Mass
1246.8001 (neutral)    Calculate m/z:
FormulaC66H120O17P2
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerophosphoglycerols [GP12]
Sub ClassDiacylglycerophosphoglycerophosphodiradylglycerols [GP1201]
AbbrevCL 57:3
Abbrev ChainsCL 14:1_14:1_14:1_15:1
PubChem CID24779566
InChIKeyOIEUMLIZWTVHPY-VDZALVTCSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C66H120O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)83-62(57-77-64(69)51-47-43-39-35-31-27-23-19-15-11-7-3)59-81-85(74,75)79-55-60(67)54-78-84(72,73)80-58-61(82-65(70)52-48-44-40-36-32-28-24-20-16-12-8-4)56-76-63(68)50-46-42-38-34-30-26-22-18-14-10-6-2/h17-24,60-62,67H,5-16,25-59H2,1-4H3,(H,72,73)(H,74,75)/b21-17-,22-18-,23-19-,24-20-/t60?,61-,62-/m1/s1
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SMILES
P(OC[C@]([H])(OC(CCCCCCC/C=C\CCCC)=O)COC(CCCCCCC/C=C\CCCC)=O)(O)(OCC(O)([H])COP(OC[C@]([H])(OC(CCCCCCCC/C=C\CCCC)=O)COC(CCCCCCC/C=C\CCCC)=O)(O)=O)=O
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MS StandardView lipid standard
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms85Rings0Aromatic Rings0Rotatable Bonds67
 van der Waals
Molecular Volume
1318.33Topological Polar
Surface Area
236.95Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
17
 logP20.73Molar
Refractivity
343.90    
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.