Structure database (LMSD)

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LM IDLMGP12010740
Common NameCL(1'-[18:2(9Z,12Z)/18:1(9Z)],3'-[18:1(9Z)/18:0])
Systematic Name1'-[1-(9Z,12Z-octadecadienoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho],3'-[1-
(9Z-octadecenoyl)-2-octadecanoyl-sn-glycero-3-phospho]-sn-glycerol
SynonymsCL(72:4); CL(18:0_18:1_18:1_18:2)
Exact Mass
1457.0348 (neutral)    Calculate m/z:
FormulaC81H150O17P2
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerophosphoglycerols [GP12]
Sub ClassDiacylglycerophosphoglycerophosphodiradylglycerols [GP1201]
AbbrevCL 72:4
Abbrev ChainsCL 18:0_18:1_18:1_18:2
PubChem CID118702530
HMDB IDHMDB0058364
InChIKeyKVJDNEQCZIYMQX-ZQRUIDTCSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h21,25,33-35,37-39,75-77,82H,5-20,22-24,26-32,36,40-74H2,1-4H3,(H,87,88)(H,89,90)/b25-21-,37-33-,38-34-,39-35-/t75-,76-,77-/m1/s1
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SMILES
P(OC[C@]([H])(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\C/C=C\CCCCC)=O)(O)(OC[C@](O)([H])COP(OC[C@]([H])(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCC/C=C\CCCCCCCC)(O)=O)=O
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MS SpectraView MoNA MS spectra     
StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms100Rings0Aromatic Rings0Rotatable Bonds82
 van der Waals
Molecular Volume
1577.83Topological Polar
Surface Area
236.95Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
17
 logP26.58Molar
Refractivity
413.15    
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.