Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP05040001
Common NamePGP-Me
Systematic Name2,3-di-O-phytanyl-sn-glycero-1-phospho-(3'-sn-glycerol-1'-methyl phosphate)
SynonymsPGP-Me; PGP-Me
Exact Mass
900.6584 (neutral)    Calculate m/z:
FormulaC47H98O11P2
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerophosphates [GP05]
Sub ClassDialkylglycerophosphoglycerophosphates [GP0504]
PubChem CID53477533
InChIKeyORVRQEXCVQTLMU-XPEHDBCOSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C47H98O11P2/c1-38(2)18-12-20-40(5)22-14-24-42(7)26-16-28-44(9)30-32-54-36-47(37-58-60(51,52)57-35-46(48)34-56-59(49,50)53-11)55-33-31-45(10)29-17-27-43(8)25-15-23-41(6)21-13-19-39(3)4/h38-48H,12-37H2,1-11H3,(H,49,50)(H,51,52)/t40-,41-,42-,43-,44-,45-,46-,47+/m1/s1
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SMILES
O(CC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C[C@]([H])(OCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)COP(O)(=O)OC[C@]([H])(O)COP(OC)(O)=O
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StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms60Rings0Aromatic Rings0Rotatable Bonds43
 van der Waals
Molecular Volume
958.01Topological Polar
Surface Area
150.21Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
11
 logP16.20Molar
Refractivity
251.77    
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.