Structure database (LMSD)

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LM IDLMGP12010035
Common NameCL(1'-[16:0/16:0],3'-[20:0/20:0])
Systematic Name1'-[1,2-dihexadecanoyl-sn-glycero-3-phospho],3'-[1,2-dihexadecanoyl-sn-glycero-
3-phospho]-sn-glycerol
SynonymsCL(72:0); CL(16:0_16:0_20:0_20:0)
Exact Mass
1465.0974 (neutral)    Calculate m/z:
FormulaC81H158O17P2
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerophosphoglycerols [GP12]
Sub ClassDiacylglycerophosphoglycerophosphodiradylglycerols [GP1201]
AbbrevCL 72:0
Abbrev ChainsCL 16:0_16:0_20:0_20:0
PubChem CID118701828
SWISSLIPIDS IDSLM:000509786
InChIKeyBAAIOEJYQSNHKU-IVQDROGGSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76-,77-/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)CCCCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCCCC)(O)=O)=O
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StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms100Rings0Aromatic Rings0Rotatable Bonds86
 van der Waals
Molecular Volume
1588.39Topological Polar
Surface Area
236.95Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
17
 logP27.48Molar
Refractivity
413.53    
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.