Structure database (LMSD)

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LM IDLMGP04020038
Common NamePG(O-18:0/22:1(11Z))
Systematic Name1-octadecyl-2-(11Z-docosenoyl)-glycero-3-phospho-(1'-sn-glycerol)
SynonymsPG(O-40:1); PG(O-18:0/22:1)
Exact Mass
818.6401 (neutral)    Calculate m/z:
FormulaC46H91O9P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerols [GP04]
Sub Class1-alkyl,2-acylglycerophosphoglycerols [GP0402]
PubChem CID52927286
InChIKeyDIHFXJCHIQMDCM-RZOPEFEBSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C46H91O9P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-46
(49)55-45(43-54-56(50,51)53-41-44(48)40-47)42-52-39-37-35-33-31-29-27-25-20-18-1
6-14-12-10-8-6-4-2/h21-22,44-45,47-48H,3-20,23-43H2,1-2H3,(H,50,51)/b22-21-/t44-
,45+/m0/s1
SMILES[C@]([H])(OC(CCCCCCCCC/C=C\CCCCCCCCCC)=O)(COP(=O)(O)OC[C@@]([H])(O)CO)COCCCCCCCC
CCCCCCCCCC
StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms56Rings0Aromatic Rings0Rotatable Bonds47
 van der Waals
Molecular Volume
898.02Topological Polar
Surface Area
131.75Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
9
 logP15.43Molar
Refractivity
236.32    
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.