Structure database (LMSD)

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LM IDLMGP12010002
Common NameCL(1'-[24:1(15Z)/24:1(15Z)],3'-[24:1(15Z)/14:1(9Z)])[rac]
Systematic Name1'-[1,2-di-(15Z-tetracosenoyl)-sn-glycero-3-phospho],3'-[1-(15Z-tetracosenoyl),
2-(9Z-tetradecenoyl)-sn-glycero-3-phospho]-rac-glycerol
SynonymsCL(1'-[24:1/24:1],3'-[24:1/14:1])[rac]; CL(86:3); CL(14:1_24:1_24:1_24:1)
Exact Mass
1653.2539 (neutral)    Calculate m/z:
FormulaC95H178O17P2
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerophosphoglycerols [GP12]
Sub ClassDiacylglycerophosphoglycerophosphodiradylglycerols [GP1201]
AbbrevCL 86:3
Abbrev ChainsCL 14:1_24:1_24:1_24:1
PubChem CID9547182
InChIKeyOQWRPFVATVBERD-DJJTVFLOSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C95H178O17P2/c1-5-9-13-17-21-25-29-32-35-38-41-44-47-50-53-56-60-63-67-71-75-79-92(97)105-85-90(111-94(99)81-77-73-69-65-59-28-24-20-16-12-8-4)87-109-113(101,102)107-83-89(96)84-108-114(103,104)110-88-91(112-95(100)82-78-74-70-66-62-58-55-52-49-46-43-40-37-34-31-27-23-19-15-11-7-3)86-106-93(98)80-76-72-68-64-61-57-54-51-48-45-42-39-36-33-30-26-22-18-14-10-6-2/h20,24,32-37,89-91,96H,5-19,21-23,25-31,38-88H2,1-4H3,(H,101,102)(H,103,104)/b24-20-,35-32-,36-33-,37-34-/t89?,90-,91-/m1/s1
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SMILES
P(OC[C@]([H])(OC(CCCCCCCCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCCCCCCCC/C=C\CCCCCCCC)=O)(O)(OCC(O)([H])COP(OC[C@]([H])(OC(CCCCCCC/C=C\CCCC)=O)COC(CCCCCCCCCCCCC/C=C\CCCCCCCC)=O)(O)=O)=O
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MS StandardView lipid standard
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms114Rings0Aromatic Rings0Rotatable Bonds96
 van der Waals
Molecular Volume
1820.03Topological Polar
Surface Area
236.95Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
17
 logP32.04Molar
Refractivity
477.79    
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.