Structure database (LMSD)

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LM IDLMGP04050006
Common NamePG(18:1(9Z)/0:0)
Systematic Name1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol)
Synonyms9-Octadecenoic acid, 3-[[(2,3-dihydroxypropoxy)hydroxyphosphinyl]oxy]-2-
hydroxypropyl ester, [R-(Z)]-; PG(18:1/0:0); LPG(18:1)
Exact Mass
510.2958 (neutral)    Calculate m/z:
FormulaC24H47O9P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerols [GP04]
Sub ClassMonoacylglycerophosphoglycerols [GP0405]
LIPIDAT ID9091
PubChem CID9547135
SWISSLIPIDS IDSLM:000000847
InChIKeyFQQQKGAFQIIGLQ-SNZQZGEVSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C24H47O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-24(28)31-19-23(27)
21-33-34(29,30)32-20-22(26)18-25/h9-10,22-23,25-27H,2-8,11-21H2,1H3,(H,29,30)/b1
0-9-/t22-,23+/m0/s1
SMILES[H][C@](O)(CO)COP(OC[C@]([H])(O)COC(CCCCCCC/C=C\CCCCCCCC)=O)(=O)O
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms34Rings0Aromatic Rings0Rotatable Bonds25
 van der Waals
Molecular Volume
517.42Topological Polar
Surface Area
142.75Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
9
 logP6.30Molar
Refractivity
134.09    
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.