Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP00000062
Common NamePGS
Systematic Name2,3-di-O-phytanyl-sn-glycero-1-phospho-(3'-sn-glycerol-1'-sulfate)
Synonyms-
Exact Mass
886.6333 (neutral)    Calculate m/z:
FormulaC46H95O11PS
CategoryGlycerophospholipids [GP]
Main ClassOther Glycerophospholipids [GP00]
Sub Class-
PubChem CID53477526
InChIKeyHUPYHCBQRJOKES-ZSOYRCJWSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C46H95O11PS/c1-37(2)17-11-19-39(5)21-13-23-41(7)25-15-27-43(9)29-31-53-35-46(36-56-58(48,49)55-33-45(47)34-57-59(50,51)52)54-32-30-44(10)28-16-26-42(8)24-14-22-40(6)20-12-18-38(3)4/h37-47H,11-36H2,1-10H3,(H,48,49)(H,50,51,52)/t39-,40-,41-,42-,43-,44-,45+,46+/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)COS(=O)(=O)O
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StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms59Rings0Aromatic Rings0Rotatable Bonds42
 van der Waals
Molecular Volume
939.39Topological Polar
Surface Area
158.05Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
11
 logP16.34Molar
Refractivity
246.53    
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.