Structure database (LMSD)

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LM IDLMGP04060001
Common NamePG(O-20:0/0:0)
Systematic Name1-eicosyl-glycero-3-phospho-(1'-sn-glycerol)
SynonymsLPG(O-20:0)
Exact Mass
526.3635 (neutral)    Calculate m/z:
FormulaC26H55O8P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerols [GP04]
Sub ClassMonoalkylglycerophosphoglycerols [GP0406]
AbbrevLPG O-20:0
Abbrev ChainsLPG O-20:0
PubChem CID52927460
SWISSLIPIDS IDSLM:000504565
InChIKeyHZOWMFFMQBPFBK-IZZNHLLZSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C26H55O8P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-32-22-26(29)24-34-35(30,31)33-23-25(28)21-27/h25-29H,2-24H2,1H3,(H,30,31)/t25-,26+/m0/s1
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SMILES
[C@]([H])(O)(COP(=O)(O)OC[C@@]([H])(O)CO)COCCCCCCCCCCCCCCCCCCCC
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StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms35Rings0Aromatic Rings0Rotatable Bonds28
 van der Waals
Molecular Volume
548.51Topological Polar
Surface Area
125.68Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
8
 logP8.06Molar
Refractivity
143.76    
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.