Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP12120001
Common NameBPG(C20,C20,C20,C20)
Systematic Name1',3'-Bis-(2,3-di-O-phytanyl-sn-glycero-1-phospho)-sn-glycerol
Synonyms-
Exact Mass
1521.3056 (neutral)    Calculate m/z:
FormulaC89H182O13P2
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerophosphoglycerols [GP12]
Sub ClassDialkylglycerophosphoglycerophosphodiradylglycerols [GP1212]
PubChem CID53477535
InChIKeySQGBWVNCNCINNV-BOBZZJPMSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C89H182O13P2/c1-71(2)33-21-37-75(9)41-25-45-79(13)49-29-53-83(17)57-61-95-67-88(97-63-59-85(19)55-31-51-81(15)47-27-43-77(11)39-23-35-73(5)6)69-101-103(91,92)99-65-87(90)66-100-104(93,94)102-70-89(98-64-60-86(20)56-32-52-82(16)48-28-44-78(12)40-24-36-74(7)8)68-96-62-58-84(18)54-30-50-80(14)46-26-42-76(10)38-22-34-72(3)4/h71-90H,21-70H2,1-20H3,(H,91,92)(H,93,94)/t75-,76-,77-,78-,79-,80-,81-,82-,83-,84-,85-,86-,88+,89+/m1/s1
Click to highlight InChI
SMILES
P(OC[C@@]([H])(OCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)COCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(O)(OC[C@](O)([H])COP(OC[C@@]([H])(OCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)COCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(O)=O)=O
Click to highlight SMILES
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms104Rings0Aromatic Rings0Rotatable Bonds78
 van der Waals
Molecular Volume
1702.19Topological Polar
Surface Area
168.67Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
13
 logP31.33Molar
Refractivity
450.74    
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.